Customer Service
1.877.BLUEFLY
(877.258.3359)
help department

We're sorry. We couldn't find what you were looking for.

Styles From Other Stores [what is this?]
Armani Jean Leather Chukka Boot with Contrat Sole Men' Shoe
Add some color to your look with these handsome Armani Jeans chukka boots! ; Full grain leather upper. Lace closure. Armani Jeans logo at the vamp and tongue. Breathable fabric lining for all day wear. Lightly padded insole. Contrast color stitching. Brightly colored sole. Durable rubber outsole. Imported. Measurements: ; Heel Height: 1 in ; Weight: 1 lb 2 oz ; Product measurements were taken using size 45 (US Men's 11), width M. Please note that measurements may vary by size.
Armani Jeans
$305.00
Zappos Couture
Florsheim Jet Chukka
Inspired by an Italian demi boot, this handsome dress style is definitely cobbled with a distinguished gentleman in mind. Smooth leather upper with elongated Euro style. Lace-up closure allows for a secure and adjustable fit. Fully lined leather interior keeps feet cool and dry. Leather-covered footbed provides support and comfort. Outsole is covered in leather with rubber covering at the heel. Imported. Measurements: ; Heel Height: 1 in ; Weight: 1 lb 1 oz ; Shaft: 4 3 4 in ; Product measurements were taken using size 11, width 3E. Please note that measurements may vary by size.
Florsheim
$135.00
Zappos
Frye Phillip Chukka
The Phillip Chukka offers the perfect amount of sophistication that can be dressed up or down. Soft vintage leather upper. Lace closure. Smooth leather lining. Cushioned leather insole. Durable leather outsole. Imported. Measurements: ; Heel Height: 1 in ; Weight: 1 lb 4 oz ; Platform Height: 1 4 in ; Product measurements were taken using size 11, width D - Medium. Please note that measurements may vary by size.
Frye
$278.00
Zappos
J. Shoes Monarch
The Monarch chukka boot offers handsome design perfect for any casual or dress ensemble. Rich suede upper. Lace-up design allows for a secure fit with plenty of adjustability. Soft leather lining. Lightly cushioned leather insole provides all-day comfort and support. Man-made outsole with rubber heel tap. Imported. Measurements: ; Heel Height: 1 in ; Weight: 1 lb 1 oz ; Product measurements were taken using size 11, width M. Please note that measurements may vary by size.
J Shoes
$198.00
Zappos
Bogs Eugene Chukka
With the Eugene Chukka you can play the hard working role during the day and transform to laid-back dude by night. Soft nubuck upper is waterproof for any type of weather you come in contact with. Easy lace-up closure. Max-Wick moisture-wicking lining minimizes wetness. Dual-density, contoured EVA insole with DuraFresh bio-technology guards against unwanted odors. Slip-resistant rubber outsole for a pleasurable walking experience. Imported. Measurements: ; Heel Height: 1 1 4 in ; Weight: 1 lb 5 oz ; Shaft: 4 in ; Platform Height: 3 4 in ; Product measurements were taken using size 11.5, width D - Medium. Please note that measurements may vary by size.
Bogs
$125.00
Zappos
Fratelli Roetti Chukka Boot Men' Lace-up Boot
Lace up in supreme style with the Fratelli Rossetti Chukka Boot! ; Polished leather upper. Lace closure. Smooth leather lining. Lightly cushioned leather footbed. Durable rubber outsole. Made in Italy and Imported. Measurements: ; Heel Height: 1 in ; Weight: 1 lb 2 oz ; Product measurements were taken using size UK 11 (US Men's 12), width M. Please note that measurements may vary by size.
Fratelli Rossetti
$482.00
Zappos Couture
Type Z Eliott
Get noticed this weekend in the rustic-chic Eliott boot. Weathered leather upper in a chukka style with stamped detail. Waxed lace closure. Smooth man-made lining. Lightly padded footbed. Man-made outsole. Imported. Measurements: ; Heel Height: 1 in ; Weight: 1 lb 1 oz ; Product measurements were taken using size 11, width M. Please note that measurements may vary by size.
Type Z
$119.00
Zappos
Oliberte Adibo Chukka Boots (For Men)
Closeouts . Handsome and with a heart, Oliberte's Adibo chukka boots are handcrafted and bring a casual vibe to any outfit.
  • Oliberte is a sustainable lifestyle brand supporting workers' rights in sub-Saharan Africa
  • Premium nubuck upper
  • Traditional stitch-down stitching around base
  • Removable cushioned insole
  • Natural crepe rubber outsole with wedge
  • Half sizes order down
  • Made in Ethiopia
Chukka
$99.95
Sierra Trading Post
Polo Ralph Lauren Torrington Chukka NT
Lace up in supreme style with the Polo Ralph Lauren Torrington Chukka NT. Leather upper with tonal stitching. Chukka boot silhouette. Lace up front closure with blind eyelets. Leather and textile lining. Lightly cushioned leather insole. Durable synthetic outsole. Imported. Measurements: ; Heel Height: 1 in ; Weight: 1 lb 2 oz ; Shaft: 4 3 4 in ; Platform Height: 1 2 in ; Product measurements were taken using size 11, width M. Please note that measurements may vary by size.
Polo Ralph Lauren
$139.00
Zappos
Merrell Himavat Chukka Waterproof
Keep your feet warm and ready for the snow, slush, and sludge with the Himavat Chukka Waterproof boot from Merrell. Full grain leather uppers. M-Select DRY, impermeable membrane that seals out water and lets moisture escape so you stay dry. 200g M-Select WARM lightweight low bulk insulation keeps you warm. M-Select FRESH naturally prevents odor before it starts for fresh smelling feet. EVA removable footbed with air cushions in the heel to absorb shock and adds stability. 4 mm lug depth. M-Select GRIP tunes each outsole with durable traction that grips when and where you need it most. Imported. Measurements: ; Heel Height: 1 1 2 in ; Weight: 1 lb 3 oz ; Shaft: 5 in ; Product measurements were taken using size 7.5, width M. Please note that measurements may vary by size.
Merrell
$175.00
Zappos
Wolverine Cabor EPXTM PC Dry Waterproof Chukka - Soft Toe
The superior waterproof protection and supportive comfort of the Cabor EPX PC Dry Waterproof Chukka - Soft Toe from Wolverine keeps you safe in any weather so your can perform at your best every work day. Waterproof leather upper. Lace-up style. Wave mesh lining with Wolverine PC Dry waterproof membrane. Direct-attach construction. Dual-density polyurethane EPX anti-fatigue footbed provides all-day supportive comfort. Durable, lightweight polyurethane midsole. Nylon shank delivers lightweight stability. Slip-resistant rubber lug outsole maintains constant grip. Imported. Measurements: ; Heel Height: 1 3 4 in ; Weight: 1 lb 10 oz ; Shaft: 5 1 4 in ; Platform Height: 1 in ; Product measurements were taken using size 11, width D - Medium. Please note that measurements may vary by size.
Wolverine
$160.00
Zappos
Dunham RevCraft Chukka
Enjoy the quality of Dunham in a classic chukka. Burnished leather upper exudes vintage appeal. Three eyelet lacing and light contrast stitch. Dri-Lex lining for superior moisture management. Removable memory foam footbed. Nylon shank in midsole promotes a stable stride. Shock-absorbing rubber outsole. Imported. Measurements: ; Heel Height: 1 in ; Weight: 14 oz ; Product measurements were taken using size 11.5, width D (M). Please note that measurements may vary by size.
Dunham
$155.00
Zappos
Frye Wallace Chukka
Let the Wallace Chukka be your everyday go-to boot. Oiled suede upper. Lace up closure. Pull tab on back for an easy on and off. Stitch detail. Leather footbed. Durable rubber outsole. Measurements: ; Weight: 1 lb 9 oz ; Product measurements were taken using size 11, width D - Medium. Please note that measurements may vary by size.
Frye
$278.00
Zappos
Florsheim Doon Chukka
A true gentleman can appreciate the refined style of the Doon Chukka. Suede or leather upper with traditional lace-up closure. Smooth suede lining keeps feet feeling breathable. Textile footbed is cushioned for support. Durable rubber sole offers lightweight support with each step. Imported. Measurements: ; Weight: 14 oz ; Product measurements were taken using size 11, width M (D). Please note that measurements may vary by size.
Florsheim
$120.00
Zappos
Sperry Top-Sider Harbor Chukka Boot
With a balance of comfort and handsome, laid-back style, the Sperry Top-Sider Harbor Chukka Boot is truly a doozy! ; Premium leather upper in a classic chukka silhouette. Lace-up closure for a secure fit. Full length cushioned footbed offers supportive comfort and excellent breathability all day long. Nonmarking rubber outsole features Wave-Siping technology for excellent traction on both wet and dry surfaces. Imported. Measurements: ; Heel Height: 1 in ; Weight: 14 oz ; Shaft: 4 in ; Product measurements were taken using size 7.5, width M (D). Please note that measurements may vary by size.
Sperry
$120.00
Zappos
Irish Setter Borderland Chukka
The Borderland Chukka from Irish Setter is an easy-to-wear boot after a long day on the hunt, and you're just looking to kick back with your friends in total comfort. Premium USA-made full grain leather upper with waterproof protection. ScentBan features silver-ion technology that is imbedded in the leather, lining, and footbed to kill odor-causing bacteria. Ultra Dry moisture management system keeps out wet elements for a drier foot environment. CuShin Comfort Tongue technology minimizes pressure on the shin area from the top of the boot tongue. Four-way stretch nylon offers relief and flexibility during walking and hiking, while an internal padded waffle mesh maintains premium comfort. Traditional lace-up system for a more preferred fit. Stitchdown construction for excellent durability and flexibility. Removable, leather-covered memory foam footbed provides excellent underfoot comfort. Molded EVA midsole offers comfortable all-day support. Steel shank for superior stability. Borderland rugged outsole is slip resistant and features shallow lugs to prevent from clogging with mud or dirt. Made in the U.S.A and Imported. Measurements: ; Heel Height: 1 1 4 in ; Weight: 1 lb 10 oz ; Shaft: 5 1 4 in ; Platform Height: 1 in ; Product measurements were taken using size 11, width EE - Wide. Please note that measurements may vary by size.
Irish Setter
$179.99
Zappos
Black Whitwell calf leather chukka boots
Updated from suede to soft and supple calf-leather, these boots are seriously stylish.
  • 100% Luxury Calf Leather Upper
  • Rubber studded sole for non slip grip
  • Breathable leather lining
  • Available in sizes 6 - 13 F & G fit
  • Comes with additional contrast lace
  • Use specialist shoe care cleaning products only
Chukka
$480.00
Charles Tyrwhitt
Timberland Earthkeepers® City Lite Waterproof Chukka
Get the rugged, yet refined look you're aiming for with the Timberland® Earthkeepers® City Lite Waterproof Chukka boot. Waterproof, oiled or smooth leather upper with handsewn stitching details for an authentic style. Lace closure for an adjustable fit. EcoSmart® polyester fiber lining is 100% recycled and ensures an abrasion-free environment for all-day wear. OrthoLite® foam footbed cushions for lasting comfort. Convenient pull tab at heel. Green Rubber pods, made from 42% recycled rubber, designed for maximum traction. Imported. Measurements: ; Heel Height: 1 1 4 in ; Weight: 1 lb 2 oz ; Shaft: 4 in ; Product measurements were taken using size 8, width D - Medium. Please note that measurements may vary by size.
Timberland
$120.00
Zappos
Frye Carter Chukka
Casual refinement is at its best with the Carter Chukka by Frye. Oiled suede upper with a hand-burnished finish. Lace-up closure for a secure and snug fit. Unlined interior. Cushioned leather footbed. Lightweight crepe outsole. Imported. Measurements: ; Heel Height: 1 1 4 in ; Weight: 1 lb 6 oz ; Platform Height: 1 2 in ; Product measurements were taken using size 11, width D - Medium. Please note that measurements may vary by size.
Frye
$248.00
Zappos
Rockport Essential Details Waterproof Dress Chukka
To the office and beyond, make sure you've got the look that's perfect for everyday with the Rockport® Essential Details Waterproof Dress Chukka. Premium leather upper with Hydro-Shield® waterproofing substances tanned into the leather and special seam sealant to keep feet dry during wet conditions. Lace-up closure allows for an adjustable yet secure fit. Padded tongue and collar provide added cushioning for immediate comfort. Removable polyurethane footbed offers durable cushioning with patented active air circulating technology. Features adiPRENE® by adidas® sport technology in the heel for shock absorption. Polyurethane outsole offers lightweight and durable support. Imported. Measurements: ; Heel Height: 1 in ; Weight: 1 lb ; Platform Height: 1 2 in ; Product measurements were taken using size 10, width W (EE). Please note that measurements may vary by size.
Rockport
$110.00
Zappos
Lugz Strutt Men' Lace-up Boot
Bust outta your style rut with the classic and/ or updated versions of the iconic 2-eyelet chukka boot, the Lugz Strutt! ; Smooth leather or nubuck upper. Mock toe silhouette. Inset logo bars on side of vamp and heel panel. Thick padded collar with nubuck panel adds comfort and style. Breathable fabric lining. Padded footbed for long-wear comfort. Durable, thick rubber lug outsole. Measurements: ; Weight: 1 lb 11 oz ; Product measurements were taken using size 8.5, width D - Medium. Please note that measurements may vary by size.
Lugz
$82.00
Zappos
Thorogood Plain Toe Chukka
From working all day in the field to a fancy dinner with the family, the Thorogood Plain Toe Chukka will be your go to shoe. Uppers made of oil-tanned leather. Pigskin lining. Removable dual density ultimate Shock absorption insert on Poron 4000 comfort cushion. Engineered composite shank offers excellent support and stability. Rubber midsole. Goodyear storm welt construction for added durability. Non-marking Maxwear Wedge outsole is slip and oil resistant, providing superb traction and stability. ASTM F2413-11 M I/75 C/75 EH rated for electrical hazard protection. Made in the U.S.A. Measurements: ; Heel Height: 1 1 4 in ; Weight: 1 lb 15 oz ; Shaft: 5 in ; Product measurements were taken using size 12, width EE - Wide. Please note that measurements may vary by size.
Thorogood
$163.00
Zappos
Johnston & Murphy Copeland Chukka
You can't go wrong with a classic look and these Johnston Murphy® chukkas are the perfect mix of classic and current. Water-resistant suede upper with leather trim and contrast stitching. Traditional lace-up closure allows for a secure fit with plenty of adjustability. Breathable sheepskin leather lining helps feet stay dry and cool. Performance mesh insole is cushioned with memory foam for all-day support. Natural latex crepe outsole. Imported. Measurements: ; Heel Height: 1 in ; Weight: 1 lb 8 oz ; Platform Height: 1 2 in ; Product measurements were taken using size 11.5, width M (D). Please note that measurements may vary by size.
Johnston & Murphy
$140.00
Zappos
Frye James Crepe Chukka
Take that leap into something amazing with the Frye James Crepe Chukka boot. Antiqued leather upper material. Lace-up closure for a secure and snug fit. Comfortable, leather-lined interior. Cushioned leather footbed. Crepe rubber sole. Measurements: ; Heel Height: 1 in ; Weight: 1 lb 5 oz ; Shaft: 4 in ; Platform Height: 1 2 in ; Product measurements were taken using size 11.5, width D - Medium. Please note that measurements may vary by size.
Frye
$258.00
Zappos
Camper 1913 Ankle Boot-36587
Take on retro-inspired with the 1913 - 36587 chukka boot from Camper®. Soft leather upper with stitch detail and a traditional lacing system for easy on-and-off wear. Leather lining wicks away moisture leaving the foot cool and dry for all-day wear. Generously cushioned footbed massages the foot with each and every step. Flexible rubber outsole delivers long-lasting durability on a variety of surfaces. Measurements: ; Weight: 1 lb 2 oz ; Circumference: 10 1 2 in ; Shaft: 4 1 4 in ; Product measurements were taken using size 44 (US Men's 11), width D - Medium. Please note that measurements may vary by size.
Camper
$180.00
Zappos
Cole Haan Orson Chukka
Dressed up or down, the Cole Haan Orson Chukka is a versatile staple for any wardrobe. Leather upper with tonal stitching. Lace up front with blind eyelets. Chukka boot silhouette. Leather and synthetic lining. Synthetic insole. Durable man-made outsole. Imported. Measurements: ; Heel Height: 3 4 in ; Weight: 1 lb ; Shaft: 4 1 2 in ; Platform Height: 1 2 in ; Product measurements were taken using size 11, width D - Medium. Please note that measurements may vary by size.
Cole Haan
$178.00
Zappos
Keen Reisen Chukka
Look sharp in this modern take of the classic chukka boot from Keen. Oiled nubuck leather upper. Protective rubber toe cap. Plush collar for added comfort. Breathable mesh lining for a great next-to-foot. Removable, metatomical, molded, recycled foam footbed. Compression-molded PU midsole provides all-day comfort. Non-marking rubber outsole. Imported. Measurements: ; Heel Height: 1 in ; Weight: 15 oz ; Shaft: 4 1 2 in ; Platform Height: 1 2 in ; Product measurements were taken using size 9, width D - Medium. Please note that measurements may vary by size.
Keen
$130.00
Zappos
Cole Haan Great Jones XL Chukka
Look your best every time you put on these excellent Cole Haan shoes. Synthetic upper with tonal stitching. Lace up front closure with blind eyelets. Chukka boot silhouette. Synthetic lining and insole. Durable synthetic outsole. Imported. Measurements: ; Heel Height: 1 1 4 in ; Weight: 14 oz ; Shaft: 4 in ; Platform Height: 3 4 in ; Product measurements were taken using size 11, width D - Medium. Please note that measurements may vary by size.
Cole Haan
$228.00
Zappos
Frye Walter Lace Up
The Walter Lace Up chukka boot from Frye is a classic and a must for the upcoming season! ; Waxed suede uppers. Lace up closure with metal eyelets for a custom, snug fit. Comfortable and smooth leather lined interior. Cushioned leather footbed provides lasting comfort. Made in the U.S.A. Measurements: ; Heel Height: 1 in ; Weight: 1 lb 12 oz ; Shaft: 6 1 4 in ; Product measurements were taken using size 11, width D - Medium. Please note that measurements may vary by size.
Frye
$368.00
Zappos
NoSoX Chukka
A traditional silhouette with practical, lightweight styling, these NO SOX™ shoes are sure to make a style statement. Chukka-inspired suede upper. Can be worn comfortably with or without socks. Lace-up closure for a secure and adjustable fit. Soft microsuede textile lining. EVA insole with Airvata comfort system. Lightweight and flexible EVA GROOVE-ON™ outsole. Imported. Measurements: ; Weight: 12 oz ; Product measurements were taken using size 12, width M (D). Please note that measurements may vary by size.
Chukka
$79.99
Zappos
Wolverine Cabor EPXTM PC Dry Waterproof Chukka - Composite Toe
Perform at your best even when the weather turns wet with the superior waterproof protection and supportive comfort of the Cabor EPX PC Dry Waterproof Chukka - Composite Toe from Wolverine. Waterproof leather upper. Lace-up style. Wave mesh lining with Wolverine PC Dry waterproof membrane. Direct-attach construction. Dual-density polyurethane EPX anti-fatigue footbed provides all-day supportive comfort. Durable, lightweight polyurethane midsole. Nylon shank delivers lightweight stability. Slip-resistant rubber lug outsole maintains constant grip. Composite toe rated ASTM F2413-11 M I/75 C/75 EH. Imported. Measurements: ; Heel Height: 2 in ; Weight: 1 lb 14 oz ; Shaft: 5 in ; Product measurements were taken using size 11, width D - Medium. Please note that measurements may vary by size.
Wolverine
$96.00
Zappos
Timberland Earthkeepers® City Lite Chukka
The Earthkeepers City Lite Chukka is the perfect complement to your favorite pair of jeans. Smooth leather upper. Simple two eye lacing. Recycled PET lining wicks moisture and helps control odor. Cushioned footbed is leather lined. Convenient pull tab at heel. Lugged rubber outsole absorbs shock with each step. Measurements: ; Heel Height: 1 2 in ; Weight: 1 lb 4 oz ; Product measurements were taken using size 11.5, width D - Medium. Please note that measurements may vary by size.
Timberland
$100.00
Zappos
Jeffery-Wet Grave Chukka Men' Dre Lace-up Boot
Get used to the involuntary head turns exquisitely outfitted in these dashing Jeffery-West Grave Chukka boots. Polished patent leather upper with subtle stitched detail and vivid embossed graveyard scene. Pointed toe construction. Lace-up front closure with pull tabs at back. Soft leather lining and insole. Genuine leather outsole with block heel. Made in Spain. Measurements: ; Heel Height: 2 in ; Weight: 1 lb ; Shaft: 4 1 2 in ; Platform Height: 1 4 in ; Product measurements were taken using size UK 10 (US Men's 11), width M. Please note that measurements may vary by size.
Jeffery West
$336.00
Zappos Couture
Frye Willard Chukka
Be at the height of casual sophistication with the Frye Willard Chukka. Burnished vintage leather/soft vintage leather upper. Contrasting tongue made of soft vintage leather. Leather lining for added comfort. Lightly cushioned leather footbed for all-day comfort. Durable rubber outsole provides excellent traction. Imported. Measurements: ; Weight: 1 lb 8 oz ; Product measurements were taken using size 11, width D - Medium. Please note that measurements may vary by size.
Frye
$248.00
Zappos
John Varvatos Redding Chukka
The cool Redding Chukka is sure to be a hip addition to your wardrobe. Leather upper. Lace-up front. Stitched detailing. Padded collar. Leather lining and insole. Rubber sole. Imported. Measurements: ; Weight: 14 oz ; Product measurements were taken using size 11, width D - Medium. Please note that measurements may vary by size.
John Varvatos
$198.00
Zappos
Frye James Lug Chukka
The rich leather and comfortable design of the James Lug Chukka from Frye makes this an instant classic that you'll want to wear again and again. Antique scotch grain leather upper. Easy lacing design. Smooth leather lining for a comfortable next-to-skin feel. Goodyear welt construction. Leather outsole with rubber forepart. Imported. Measurements: ; Heel Height: 1 in ; Weight: 1 lb 10 oz ; Product measurements were taken using size 11, width D - Medium. Please note that measurements may vary by size.
Frye
$268.00
Zappos
Cole Haan Cambridge Monk Chukka
Look your best every time you put on these excellent Cole Haan shoes. Smooth leather upper with tonal stitching. Pull loop at heel. Monk strap closure with dual buckle closures. Perforated toe accent. Man-made lining and insole. Durable man-made outsole. Imported. Measurements: ; Heel Height: 1 in ; Weight: 1 lb 4 oz ; Shaft: 4 1 4 in ; Platform Height: 1 2 in ; Product measurements were taken using size 11, width D - Medium. Please note that measurements may vary by size.
Cole Haan
$268.00
Zappos
Cole Haan ZeroGrand Suede Chukka Boots
Refresh your footwear with these clever chukka boots by progressive brand Cole Haan. Drawing on the performance of athletic shoes, they have robust yet lightweight ZeroGrand rubber soles built for flexibility and comfort. Complete with understated suede uppers, this pair is ideal for men who appreciate innovation delivered with refinement. This item is large to size, take the next size down. Shown here with a Band of Outsiders sweater , Levi's Vintage Clothing jeans , Paul Smith Shoes & Accessories bracelet and a WANT Les Essentiels de la Vie backpack .
  • Light taupe suede chukka boots
  • Suede, leather and fabric linings, tan leather welt, off-white ZeroGrand flex groove rubber soles
  • Lace-up
Cole Haan
$280.00
MR PORTER
John Varvatos Freeman Raw Edge Chukka
Channel vintage cool in the John Varvatos Freeman Raw Edge Chukka. Antiqued leather upper with tonal stitching. Pull loop at shaft. Lace up front with blind eyelets. Plain toe chukka boot silhouette. Leather lining and insole. Genuine leather outsole. Made in Italy. Measurements: ; Heel Height: 1 1 4 in ; Weight: 1 lb 7 oz ; Shaft: 4 in ; Product measurements were taken using size 11, width D - Medium. Please note that measurements may vary by size.
John Varvatos
$750.00
Zappos
Nunn Bush Woodbury
Whether it's jeans or something dressier, these Nunn Bush® boots are sure to have you stepping out in style. Suede upper in a classic chukka silhouette. Lace-up closure allows for a secure and adjustable fit. Breathable leather lining helps keep feet dry and cool. Dynamic Comfort textile insole for all-day support. Durable rubber outsole. Imported. Measurements: ; Heel Height: 1 in ; Weight: 15 oz ; Product measurements were taken using size 11, width M (D). Please note that measurements may vary by size.
Nunn Bush
$75.00
Zappos
Sebago Halyard Chukka
Make every day an adventure with the classic designs of Sebago. Leather and textile upper with tonal stitching. Lace up front closure with metal eyelets. Contrast heel detail. Chukka boot silhouette. Leather textile lining and insole. Durable synthetic outsole. Imported. Measurements: ; Heel Height: 3 4 in ; Weight: 1 lb 2 oz ; Shaft: 4 in ; Product measurements were taken using size 9, width M. Please note that measurements may vary by size.
Sebago
$185.00
Zappos
Merrell Realm Chukka
Whether you're taking on a weekend project or wandering the concrete jungles, the Realm Chukka shoes from Merrell will have you ready. Full grain leather uppers. Lace up closure with metal eyelets. M-Select FRESH naturally prevents odor before it starts for fresh smelling feet. M-Select MOVE footframe gives you an ideal combination of natural flex, contoured support and performance cushioning for all-day comfort. Merrell air cushion in the heel absorbs shock and adds stability. 2 mm lug depth. M-Select GRIP tunes each outsole with durable traction that grips when and where you need it. Imported. Measurements: ; Heel Height: 1 1 4 in ; Weight: 1 lb 1 oz ; Product measurements were taken using size 12, width M. Please note that measurements may vary by size.
Merrell
$150.00
Zappos
SeaVees 12/67 3 Eye Chukka
Prim and proper Ivy League-meets-West Coast Cali living in the 12/67 3 Eye Chukka by SeaVees. Rich, pull-up oiled leather upper. Oil-stuffed rawhide leather laces. Unlined and deconstructed for a relaxed, classic chukka style. Full-length leather-lined comfort footbed. Suede-lined heel counter to secure fit. Hand-sewn 360° welt stitching using heavy waxed thread. Patented SeaVulc Natural Rubber for superior cushioning, reduced weight, increased flexibility and maximum slip-resistance. Measurements: ; Weight: 1 lb 2 oz ; Product measurements were taken using size 9.5, width D - Medium. Please note that measurements may vary by size.
SeaVees
$178.00
Zappos
Sperry Top-Sider Wool Bahama Chukka Boot.GREY All sizes available 8146370
Sperry Top-Sider Wool Bahama Chukka Boot.GREY All sizes available 8146370
Sperry
$57.99
eBay
Timberland Earthkeepers® Brook Park Chukka
Keep it easy and classy in the Earthkeepers Brook Park Chukka from Timberland. Full grain leather upper. Lace-up closure for an adjustable and secure fit. 100% recycled PET herringbone lining provides comfort and breathability. Leather-lined footbed for all-day cushioned comfort. Anti-fatigue comfort technology gives you an extra push to get through the day. Green Rubber outsole with an L7 lug design features multi-directional leading edges with beveled lug sidewalls for superior traction on any terrain. Imported. Measurements: ; Heel Height: 3 4 in ; Weight: 1 lb ; Shaft: 4 in ; Platform Height: 1 2 in ; Product measurements were taken using size 9, width D - Medium. Please note that measurements may vary by size.
Timberland
$130.00
Zappos
GBX Channing
This chukka boot is a great look for the office or an evening out. Leather upper. Lace-up closure with blind eyelets. Stitched detailing. Rubber traction outsole. Leather lining with a synthetic insole. Imported. Measurements: ; Heel Height: 1 in ; Weight: 1 lb 4 oz ; Product measurements were taken using size 11, width D - Medium. Please note that measurements may vary by size.
GBX
$79.00
Zappos
Sperry Top-Sider Wool Bahama Chukka Boot.BROWN All sizes available 8146370
Sperry Top-Sider Wool Bahama Chukka Boot.BROWN All sizes available 8146370
Sperry
$59.90
eBay
Johnston & Murphy Hartley Chukka
Get decked out for the night with the dapper Hartley Chukka from Johnston Murphy. Premium suede upper. Lace-up closure. Soft sheepskin lining and cushioned insole for breathability. Bondwelt construction. Leather outsole with a flexible rubber insert for a pleasurable walking experience. Imported. Measurements: ; Weight: 1 lb 4 oz ; Shaft: 4 1 2 in ; Product measurements were taken using size 12, width M (D). Please note that measurements may vary by size.
Johnston & Murphy
$195.00
Zappos
Sperry Top-Sider Bahama Chukka Boot. NAVY All sizes available 7570047
Sperry Top-Sider Bahama Chukka Boot. NAVY All sizes available 7570047
Sperry
$52.99
eBay
John Varvatos NYC Vintage Chukka
Show your originality and style with John Varvatos™ NYC Vintage Chukka! ; Suede upper. Lace-up front closure. Leather lining and insole. Man-made sole. Imported. Measurements: ; Heel Height: 1 in ; Weight: 1 lb 8 oz ; Product measurements were taken using size 11.5, width D - Medium. Please note that measurements may vary by size.
John Varvatos
$298.00
Zappos
The North Face Base Camp Leather Chukka
Look sharp in the timeless design of the Base Camp Leather Chukka from The North Face. Burnished suede leather upper. Hardy, rustproof metal hardware. Comfortable jersey lining offers a great next-to-foot feel. OrthLite ReBound footbed offers lasting underfoot comfort. Rubber cupsole features recessed lugs for heightened surface contact and traction. Imported. Measurements: ; Weight: 14 oz ; Product measurements were taken using size 11.5, width D - Medium. Please note that measurements may vary by size.
The North Face
$100.00
Zappos
Cole Haan ZeroGrand Suede Chukka Boots
American label Cole Haan stays one step ahead of the game by mixing ageless style with contemporary innovation; cue these suede chukka boots. The exceptionally lightweight ZeroGrand rubber soles have flex grooves to ensure freedom of movement for the comfortable feel of your favourite sneakers. This item is large to size, take the next size down. Shown here with an A.P.C. shirt , Acne Studios sweatshirt and jeans and Uniform Wares watch . Designed exclusively for MR PORTER
  • Olive-green suede chukka boots
  • Suede, leather and fabric linings, tan leather welt, off-white ZeroGrand flex groove rubber soles
  • Lace-up
Cole Haan
$280.00
MR PORTER
Fratelli Roetti ONE Chukka Boot Men' Lace-up Boot
Lace up in supreme style with the Fratelli Rossetti ONE Chukka Boot! ; Rich suede upper. Lace closure. Fabric lining for all-day comfort. Lightly cushioned footbed. Durable man-made outsole. Made in Italy and Imported. Measurements: ; Heel Height: 1 in ; Weight: 1 lb ; Shaft: 4 1 2 in ; Platform Height: 1 2 in ; Product measurements were taken using size UK 10 (US Men's 11), width M. Please note that measurements may vary by size.
Fratelli Rossetti
$375.00
Zappos Couture
Frye Walter Chukka
The handsomely crafted Walter Chukka by Frye offers a touch of sophistication to even a more casual look. Smooth full grain leather that has been hand oiled and burnished. Waxed laces for long-lasting wear and easy lacing. Smooth leather lining. Lightly cushioned footbed for added comfort. Durable leather outsole. Benchcrafted in the USA. Measurements: ; Heel Height: 3 4 in ; Weight: 1 lb 11 oz ; Product measurements were taken using size 11, width D - Medium. Please note that measurements may vary by size.
Frye
$348.00
Zappos
Cole Haan Lunargrand Chukka
Hand-crafted and brimming with style, the Cole Haan® LunarGrand Chukka boots bring a touch of luxury into your sporty wardrobe. Suede upper. Lace-up closure. Leather lining. Lightly padded leather footbed. Contrasting NIKE Lunar sole. Imported. Measurements: ; Heel Height: 1 in ; Weight: 14 oz ; Shaft: 4 1 4 in ; Platform Height: 3 4 in ; Product measurements were taken using size 11.5, width D - Medium. Please note that measurements may vary by size.
Cole Haan
$278.00
Zappos
Spenco Siesta Chukka Boot
Style you love, comfort you trust. Durable canvas upper with raw edging details. Suede pull tabs. Slip-on construction and elastic closure ensure a custom fit. Padded textile lining. Lightweight, compression molded EVA footbed. Spenco TOTAL SUPPORT contour: •Deep heel cupping. •Orthotic-grade arch support and comfort. •Metatarsal dome lifts and supports the metatarsals. •Cushioned forefoot absorbs shock during your stride. •Ultra-fresh antimicrobial treatment. Non-marking synthetic outsole is slip resistant. Measurements: ; Weight: 10 oz ; Product measurements were taken using size 11, width D. Please note that measurements may vary by size.
Spenco
$109.99
Zappos
Columbia OriginalTM Woodshed Omni-HeatTM
The Columbia Original Woodshed Omni-Heat is an easy slip-on chukka that is ideal for quick errands and taking your dog for a walk to keep you warm and dry on those cold, wet days. Waterproof oiled full grain leather upper. Features a waterproof bootie construction to keep out the wet elements. Stretch synthetic textile collar inserts allow for a secure fit, but also easy on and off. Omni-Heat Thermal Reflective lining provides added warmth and comfort. Cushioned footbed for all-day comfort. Full length Techlite midsole for comfort and cushioning. Omni-Grip high traction rubber provides excellent grip and stability. Imported. Measurements: ; Heel Height: 1 in ; Weight: 1 lb 3 oz ; Circumference: 11 in ; Shaft: 5 1 2 in ; Product measurements were taken using size 12, width D - Medium. Please note that measurements may vary by size.
Columbia
$130.00
Zappos
Dr. Martens Barnie Chukka Boot
The rich leather construction of the Barnie Chukka Boot by Dr. Martens works for bot casual and more refined events. Four-eyelet chukka boot. Natural aniline-dyed leather upper featuring a dark waxy finish. Dry-drummed leather creates distressing detail for a more classic look that is further enhanced by the two-tone effect of the dyes and dark waxes. Traditional lace-up system for a preferred fit and feel. Rear pull tab for easy entry. Softwair insole provided excellent underfoot comfort and support. RVT outsole is stitched and cemented to the base upper and to the insole for better flexibility and durability. Measurements: ; Heel Height: 1 1 4 in ; Weight: 1 lb 4.5 oz ; Circumference: 13 in ; Shaft: 3 1 2 in ; Platform Height: 1 in ; Product measurements were taken using size UK 10 (US Men's 11), width M. Please note that measurements may vary by size. (Docs, Martins)
Dr. Martens
$120.00
Zappos
Lugz Chukka
Rock that rugged, casual style with the Chukka boot from Lugz. Nubuck leather upper. Heel pull tab for easy on and off. Three-eye lace-up front. Durable rubber lug outsole. Imported. Measurements: ; Heel Height: 1 1 4 in ; Weight: 1 lb 11 oz ; Platform Height: 1 2 in ; Product measurements were taken using size 11, width D. Please note that measurements may vary by size.
Lugz
$75.00
Zappos
Steve Madden Hamilten
Make a sleek statement when you add these charming chukkas to your look! ; Lace-up closure. Leather upper. Man-made lining. Lightly cushioned man-made footbed. Man-made sole. Imported. Measurements: ; Weight: 14 oz ; Platform Height: 1 2 in ; Product measurements were taken using size 11, width D - Medium. Please note that measurements may vary by size.
Steve Madden
$59.99
Zappos
Florsheim Vantage Chukka
The Florsheim Vantage Chukka keeps you feeling on top of the world with handsome style and optimal comfort. Genuine smooth or milled leather upper. Lace-up closure for an adjustable and secure fit. Leather lining for breathability. Comfortechnology footbed designed for long-term comfort and wearability. Lightweight dual density EVA and rubber outsole. Imported. Measurements: ; Heel Height: 1 1 4 in ; Weight: 1 lb 2 oz ; Shaft: 4 in ; Product measurements were taken using size 11, width D (M). Please note that measurements may vary by size.
Florsheim
$135.00
Zappos
Frye Jim Chukka
Easily transition from work to evening with the Jim Chukka from Frye. Soft vintage leather upper with a burnished finish. Durable leather laces assure a preferred fit. Leather lining for a more comfortable next-to-skin feel. Lightly cushioned leather footbed for all-day comfort. Durable rubber outsole. Imported Measurements: ; Heel Height: 1 1 4 in ; Weight: 1 lb 1 oz ; Shaft: 4 1 4 in ; Product measurements were taken using size 10.5, width D - Medium. Please note that measurements may vary by size.
Frye
$268.00
Zappos
Minnetonka Camp Chukka Boot
Put a contemporary cool style in every step with the help of the Camp Chukka Boot. Soft supple leather upper with classic moc-toe stitching. Lace-up closure for a secure and adjustable fit. Leather lining and cushioned insole. Heel-to-toe cushion comfort. Lightweight and flexible indoor/outdoor rubber sole. Imported. Measurements: ; Heel Height: 3 4 in ; Weight: 1 lb 1 oz ; Product measurements were taken using size 11, width D - Medium. Please note that measurements may vary by size.
Minnetonka
$99.95
Zappos
Grenson Marcus Suede Chukka Boots
Each pair of Grenson shoes is made according to traditional methods including Goodyear welted soles for durability, but with a clever construction that keeps them feeling lightweight. The sleek shape and dark blue tone of these chukka boots maintains a modern look that will pair well with slim chinos. This item is large to size, take the next half size down. Shown here with a James Perse T-shirt , A.P.C. shirt , Folk blazer , Michael Bastian trousers and a Mougin & Piquard x J.Crew watch .
  • Dark blue suede chukka boots
  • Pull-on tabs, leather linings and soles
  • Lace-up
Grenson
$400.00
MR PORTER
SKECHERS Superior Relaxed Fit Chukka 2
Conquer whatever the day has to offer in the SKECHERS Superior Relaxed Fit Chukka 2. Leather upper with contrast stitching. Pull tab at heel. Lace up front with blind eyelets. Stitched moc toe. Textile lining and insole. Flexible synthetic outsole. Imported. Measurements: ; Heel Height: 1 in ; Weight: 10 oz ; Platform Height: 3 4 in ; Product measurements were taken using size 11, width D - Medium. Please note that measurements may vary by size.
Skechers
$79.95
Zappos
Bed Stu Draco
Old style is new fashion with this vintage style chukka from Bedstu. Distressed leather upper. Lace-up closure. Woven laces with metal eyelet detail. Stitched contrast detailing. Pull tab for convenience. Synthetic lining and insole. Man-made outsole. Imported. Measurements: ; Heel Height: 1 1 4 in ; Weight: 1 lb 3 oz ; Product measurements were taken using size 11, width M. Please note that measurements may vary by size.
Bed Stu
$135.00
Zappos
Rockport RocSports Lite 2 Chukka
Walking on air and looking like a million bucks may sound cliché, but you'll be doing both with a smile in this sporty boot. Soft leather upper in a casual chukka boot style with contrasting laces and midsole. Classic lace-up design allows for a secure and adjustable fit. Cushioned collar provides additional comfort. Breathable mesh lining. EVA footbed is cushioned with open-cell foam to conform to the foot for a personalized fit. Features adiPRENE® by adidas® sport technology in the heel for shock absorption. Dual-density EVA outsole. Imported. Measurements: ; Weight: 11 oz ; Product measurements were taken using size 12, width M (D). Please note that measurements may vary by size.
Rockport
$120.00
Zappos
Marc New York by Andrew Marc Dorchester Ckukka
Bring the chic style of the big city to your feet with Marc New York by Andrew Marc. Leather upper with tonal stitching. Pull loop at heel. Lace up front closure with metal eyelets. Chukka boot silhouette. Man-made lining and insole. Durable man-made outsole. Imported. Measurements: ; Heel Height: 1 in ; Weight: 1 lb 4 oz ; Shaft: 5 in ; Platform Height: 1 2 in ; Product measurements were taken using size 11, width D - Medium. Please note that measurements may vary by size.
Marc New York
$178.00
Zappos
Oliberte Adibo
Proudly handcrafted in a Fair Trade Certified factory in Ethiopia. Handsome looks. Everyday comfort. What more can you ask for from the Adibo chukka boot from Oliberte. Rich pullup leather uppers. Three-eyelet design with 3 mm poly-blend laces. Lightly padded collar for added comfort. Stitchdown design around base. 100% goat leather lining for a great next-to-skin feel. Vegetable tanned leather midsole. Natural crepe rubber outsole and wedge. Measurements: ; Weight: 15 oz ; Product measurements were taken using size 44 (US 11), width M. Please note that measurements may vary by size.
$140.00
Zappos
Columbia PeakfreakTM Nomad Chukka WP Omni-HeatTM
For performance that shines just as bright as the mountain sun, count on the Peakfreak Nomad Chukka WP Omni-Heat from Columbia. Combination leather and mesh upper. Mid-cut silhouette for excellent ankle protection. Padded tongue and collar for comfort and support. Lace closure for optimal fit. Breathable mesh tongue. Heel pull loop for easy on and off. Smooth fabric lining for great in-shoe feel. Techlite lightweight midsole for long lasting comfort, superior cushioning, and high energy return. Omni-Grip nonmarking rubber outsole for excellent traction. Imported. Measurements: ; Heel Height: 1 1 2 in ; Weight: 15 oz ; Shaft: 5 1 4 in ; Platform Height: 1 in ; Product measurements were taken using size 12, width D - Medium. Please note that measurements may vary by size.
Columbia
$100.00
Zappos
Danner Tramline
Add a little style to your classic's with the Tramline boot from Danner. Part of the Stumptown Collection. Rich, Horween leather upper offers a classic look with superior waterproof protection and durability. Since this style was constructed on the 650 EE last and was designed with a roomier fit, the brand recommends ordering a half size down. Hand-crafted stitchdown construction increases durability and underfoot stability. Vibram Cristy outsole pattern allows for maximum surface traction and minimum build up. Chukka height with mountain lace-to-toe inspiration. Made in the U.S.A. Measurements: ; Heel Height: 1 in ; Weight: 1 lb 11 oz ; Platform Height: 3 4 in ; Product measurements were taken using size 11, width EE - Wide. Please note that measurements may vary by size.
Danner
$310.00
Zappos
Brown Whitwell tumbled chukka boots
We've updated our chukka boot from suede to tumbled weather -perfect for the British climate.
  • 100% Luxury Calf Leather Upper
  • Rubber studded sole for non slip grip
  • Breathable leather lining
  • Available in sizes 6 - 13 F & G fit
  • Comes with additional contrast lace
  • Use specialist shoe care cleaning products only
Chukka
$480.00
Charles Tyrwhitt
Frye Oliver Chukka
The Oliver Chukka provides a sleek, sophisticated look for the modern man. Supple, luxurious full-grain leather upper. Smooth leather collar and lining. Cushioned leather insoles provide all-day comfort. Leather outsole with rubber overlays for added traction. Imported. Measurements: ; Heel Height: 1 1 4 in ; Weight: 1.63 oz ; Platform Height: 1 2 in ; Product measurements were taken using size 11, width D - Medium. Please note that measurements may vary by size.
Frye
$258.00
Zappos
Rockport City Smart - H20 Dress Chukka Boot
Your commute to work should be a breeze, let the City Smart - H20 Dress Chukka Boot keep your feet dry and comfortable. Made with premium seam sealed Hydro-Shield® waterproof leather to keep your feet dry during wet conditions. Lace-up closure allows for an adjustable yet secure fit. Padded tongue and collar provide added cushioning for immediate comfort. Anti-microbial DEWIX lining help keep your feet cozy and dry. A sponge EVA footbed shapes to your foot for added comfort. Features adiPRENE® by adidas® sport technology in the heel for shock absorption. Polyurethane outsole offers lightweight and durable support. Imported. Measurements: ; Heel Height: 1 in ; Weight: 1 lb ; Shaft: 5 in ; Product measurements were taken using size 11.5, width M (D). Please note that measurements may vary by size.
Rockport
$150.00
Zappos
Dr. Scholl's Da Capo - Original Collection
The Dr. Scholl's Da Capo chukka pays great attention to detail and true comfort. The Da Capo is part of the Original Collection, a line that embodies the essence of William Scholl, through beautifully crafted designs and high-quality materials. Canvas and leather upper with a three eye lacing closure in a chukka boot silhouette. Smooth fabric lining massages the foot with each step. Built in Memory Fit cushioning insole for unmatched comfort and support. EVA-lug outsole. Imported. Measurements: ; Heel Height: 1 1 4 in ; Weight: 1 lb 9 oz ; Product measurements were taken using size 11, width M. Please note that measurements may vary by size.
Dr. Scholl's
$100.00
Zappos
ECCO Findlay Chukka Boot
Enjoy easy-going and hassle-free stylin' with the ECCO Chukka Boot. Leather upper in a sleek silhouette. Lace-up closure for an adjustable fit. Leather lining for breathability. Removable, leather-covered inlay sole with ECCO Comfort Fibre System. Direct-injected, one-component PU outsole and leather welt for a flexible stride. Imported. Measurements: ; Heel Height: 1 in ; Weight: 1 lb 2 oz ; Product measurements were taken using size 45 (US Men's 11-11.5), width M. Please note that measurements may vary by size.
Ecco
$210.00
Zappos
Frye Phillip Wingtip Chukka
Phillip Wingtip Chukka boot has a classic look that never goes out of style! ; Antique pull up leather upper with brogue detail. Traditional lacing for a more preferred fit. Smooth leather lining. Lightly cushioned leather footbed. Durable leather outsole. Imported. Measurements: ; Heel Height: 1 in ; Weight: 1 lb 3 oz ; Product measurements were taken using size 11, width D - Medium. Please note that measurements may vary by size.
Frye
$278.00
Zappos
Timberland Earthkeepers® Britton Hill Chukka
Wow your friend with fresh style in the Earthkeepers Britton Hill Chukka from Timberland. Premium full grain leather upper with perforations and contrast stitching details. Lace-up closure for an adjustable fit. TPR welt for an eye-catching look. Breathable leather and textile lining. Removable, anti-fatigue footbed provides additional comfort for all-day wear. EVA midsole provides shock absorption where you need it most. Rugged Green Rubber outsole features SensorFlex(RM) technology for a durable stride. Imported. Measurements: ; Heel Height: 1 in ; Weight: 1 lb 4 oz ; Shaft: 5 in ; Product measurements were taken using size 11, width D - Medium. Please note that measurements may vary by size.
Timberland
$170.00
Zappos
Rockport Ledge Hill 2 Chukka Boot
The stylish Rockport Ledge Hill 2 Chukka Boot is perfectly appropriate for any dressed up or dressed down event. This lightweight Rockport® style is available with either a soft and supple full grain leather or suede upper ; Lace-up design for an adjustable and secure fit. Textile lining and a breathable, textile-covered polyurethane insole. EVA provides lightweight shock absorption to reduce foot and leg fatigue. Features adiPRENE® by adidas® technology in the heel to absorb shock. Lug-inspired midsole. Durable rubber outsole. Imported. Measurements: ; Heel Height: 1 in ; Weight: 15 oz ; Shaft: 4 1 2 in ; Product measurements were taken using size 11.5, width W (EE). Please note that measurements may vary by size.
Rockport
$150.00
Zappos
Cole Haan Cambridge Woven Chukka
Look your best every time you put on these excellent Cole Haan shoes. Smooth leather upper with tonal stitching. Woven toe panel. Lace up front closure with blind eyelets. Leather lining and insole. Durable synthetic outsole. Imported. Measurements: ; Heel Height: 1 1 4 in ; Weight: 1 lb 2 oz ; Product measurements were taken using size 11, width D - Medium. Please note that measurements may vary by size.
Cole Haan
$368.00
Zappos
1 2

Style is Eternal

Sign up for the Bluefly newsletter today and receive offers and updates to keep you smart, sexy and chic!

Thank you for subscribing!