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?]
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
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
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
Florsheim by Duckie Brown Military Chukka
Make your mark on the world in style with the Florsheim by Duckie Brown Military Chukka. Rich leather upper with tonal stitching. Lace up front with blind eyelets. Chukka boot design with plain toe. Soft leather lining and insole. Durable leather outsole. Imported. Measurements: ; Heel Height: 1 in ; Weight: 1 lb 8 oz ; Product measurements were taken using size 12, width D (M). Please note that measurements may vary by size.
Florsheim
$475.00
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
SKECHERS Superior Relaxed Fit Chukka
Conquer the outdoors in style with the SKECHERS Superior Relaxed Fit Chukka. Leather upper with contrast stitching. Pull tab at heel. Lace up front with blind eyelets. Plain toe. S logo at heel. Textile lining and insole. Flexible synthetic outsole. Imported. Measurements: ; Weight: 10 oz ; Shaft: 4 in ; Product measurements were taken using size 11.5, width D - Medium. Please note that measurements may vary by size.
Skechers
$79.95
Zappos
Frye Dakota Crepe Chukka
Simple, clean, and impressive. Exactly what the Frye Dakota Crepe Chukka offers. Uppers made of buttery hand waxed suede. Leather lined for a close-to-skin feel. Dual eyelets with lace-up closure for a perfect fit. Ridged crepe outsole for featherweight tread. Imported. Measurements: ; Heel Height: 1 1 2 in ; Weight: 1 lb 15 oz ; Circumference: 14 in ; Shaft: 5 in ; Product measurements were taken using size 12, width D - Medium. Please note that measurements may vary by size.
Frye
$278.00
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
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
Sperry Top-Sider The Harbor Chukka Canvas
Relax into the easy style of the Harbor Chukka Canvas by the Sperry Top-Sider. Soft canvas upper. Genuine rawhide laces for a secure fit. The front part of the insole is canvas and the back part is leather, providing long-lasting comfort. Ultralightweight midsole and outsole provide excellent shock absorption. Nonmarking rubber outsole features Wave-Siping technology for excellent traction on both wet and dry surfaces. Imported. Measurements: ; Heel Height: 1 in ; Weight: 15 oz ; Platform Height: 1 2 in ; Product measurements were taken using size 11, width M (D). Please note that measurements may vary by size.
Sperry
$100.00
Zappos
Lugz Grant
For the guy who wants to move his style up a notch, the Grant chukka from Lugz offers a casual and clean look. Soft suede or nubuck upper with a burnished toe and heel. Mid-top silhouette. Lace-up front with waxed laces and metal eyelets. Pull-tab at back for easy on and off. Cotton drill lining for comfort. Contrast rubber outsole and pop color midsole. Imported. Measurements: ; Weight: 1 lb 3 oz ; Product measurements were taken using size 11, width D - Medium. Please note that measurements may vary by size.
Lugz
$80.00
Zappos
Steve Madden Eastsyde
Look sharp and stunning in the Steve Madden Eastsyde. Leather upper with tonal stitching. Pull tab at heel. Lace up front with blind eyelets. Chukka boot silhouette. Leather lining and insole. Durable rubber outsole. Imported. Measurements: ; Heel Height: 1 1 4 in ; Weight: 1 lb 3 oz ; Shaft: 4 1 4 in ; Product measurements were taken using size 11, width D - Medium. Please note that measurements may vary by size.
Steve Madden
$75.00
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
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
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
JD Fisk Valto
Be the epitome of cool in the stylish JD Fisk Valto chukka boot. Canvas upper with tonal stitching. Contrast piping at collar. Lace up front with metal eyelets. Pull tab at heel. Leather lining and insole. Durable man-made outsole with contrast stitching at midsole. 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.D. Fisk
$149.00
Zappos
Red Wing Heritage Work Chukka
Click for Red Wing Heritage® cleaning instructions. Whether working hard or hanging with your friends, you'll look great in the classic Heritage Work Chukka from Red Wing Heritage. Traditional desert boot suede upper with rounded toe and contrast stitching offers style and durability. Lace-up closure with rugged leather laces and three metal eyelets supplies customization for a comfortable fit. Full-leather footbed lining offers climate control to keep your feet cool and dry. All leather footbed molds to your feet creating an enduring, customized fit with each wear. Famous Red Wing crepe rubber outsole provides grip and absorbs shock and offers a vintage-farm style. Made in the U.S.A. Measurements: ; Weight: 1 lb 3 oz ; Product measurements were taken using size 8, width D (M). Please note that measurements may vary by size.
Red Wing Shoes
$260.00
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 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
Eastland Oneida 1955 Edition Collection
Reawaken your casual wardrobe with this handsome Eastland® chukka. Premium leather upper with contrast stitching details. Lace-up closure for an adjustable and secure fit. Leather lining for all-day wear. OrthoLite® comfort footbed with patented moisture and odor control keeps you cool and dry all day. Plantation crepe rubber outsole provides slip-resistance, durability, and shock-absorbing cushioning for long-lasting wear. Imported. Measurements: ; Weight: 1 lb 2 oz ; Product measurements were taken using size 11, width D - Medium. Please note that measurements may vary by size.
Eastland
$155.00
Zappos
Lumiani International Collection Sabia
You clean up nicely in this sleek shoe. Shiny leather upper in a chukka boot style. Lace-up closure. Soft leather lining. Lightly padded footbed. Man-made outsole. Imported. Measurements: ; Heel Height: 3 4 in ; Weight: 14 oz ; Platform Height: 1 4 in ; Product measurements were taken using size 11, width M. Please note that measurements may vary by size.
Lumiani
$99.00
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
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
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
$170.00
Zappos
Generic Surplus Apache
Drop it like it's hott in these street-ready chukka-style Apache shoes from Generic Suplus! ; Features crinkled leather upper with tonal leather strip on heel counter. Unique moc-toe stitching detail and tonal round laces and matching grommets. Leather heel panel adds a touch of originality. Cotton-canvas lining with cushioned footbed for added comfort. Rubber toe guard and midsole with discrete Generic Surplus heel logo. Gum-rubber outsole. Measurements: ; Weight: 12 oz ; Product measurements were taken using size 11, width D - Medium. Please note that measurements may vary by size.
Generic Surplus
$88.00
Zappos
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
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
Ben Sherman Aberdeen
Traverse the obstacles of your demanding day in striking style with the Ben Sherman Aberdeen chukka boot. Suede leather upper. Lace up front closure with blind eyelets. Stitched details. Fabric lining and insole. Rubber outsole with contrasting heel midsole. Imported. Measurements: ; Heel Height: 1 2 in ; Weight: 14 oz ; Shaft: 4 1 2 in ; Product measurements were taken using size 44 (US Men's 11), width M. Please note that measurements may vary by size.
Ben Sherman
$130.00
Zappos
ECCO Ethan Classic Chukka Boot
Add classic appeal to your dapper attire with the Ethan Classic Chukka Boot. Soft leather upper with a lace-up closure for an adjustable fit. Textile lining for breathability. Removable, leather covered inlay sole with ECCO Comfort Fibre System (ECFS). Direct injected, one component PU outsole. Imported. Measurements: ; Weight: 15 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
$145.00
Zappos
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
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
Wolverine Julian Crepe Chukka
Look sharp in the assured style of the Julian Crepe Chukka by Wolverine. Full grain leather or waxed suede upper. Traditional lacing for a secure fit. Bon-welt construction. Leather lining for a comfortable feel. Lightly cushioned footbed for all-day comfort. Crepe rubber outsole. Made in Portugal. Measurements: ; Heel Height: 1 in ; Weight: 1 lb 4 oz ; Platform Height: 1 2 in ; Product measurements were taken using size 11.5, width D - Medium. Please note that measurements may vary by size.
Wolverine
$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
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
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
Gorilla Chukka
Made brutally strong and with style in mind, the Gorilla Chukka by Gorilla is a diamond pulled from the rough. Upper crafted with suede leather. Lace-up closure for an adjustable fit. Constructed with genuine leather lining. Lightly cushioned and leather lined footbed. Rubber outsole provides durability and comfort on all surfaces. Made in the U.S.A. Measurements: ; Heel Height: 1 in ; Weight: 1 lb 7 oz ; Shaft: 6 in ; Product measurements were taken using size 11.5, width M. Please note that measurements may vary by size.
Chukka
$450.00
Zappos
Wolverine Francisco Chukka
As classic as they are versatile, the Wolverine Francisco Chukka will set the tone for your entire look! ; Classic chukka boot design. Rich oiled nubuck leather upper. Leather lining for added comfort. Debossed logo detailing adorns tongue. Functional rubber outsole. Handcrafted in Portugal. Measurements: ; Heel Height: 1 1 2 in ; Weight: 1 lb 8 oz ; Shaft: 5 in ; Platform Height: 3 4 in ; Product measurements were taken using size 12, width D - Medium. Please note that measurements may vary by size.
Wolverine
$175.00
Zappos
Mark Nason SKECHERS Ampthill
The Ampthill chukka is a classic desert design with a casual style that offers comfort with a handsome appeal. Smooth oiled leather upper. Lace-up closure with blind eyelets. Stitched detailing. Round toe. Soft fabric lining. Side and heel panel overlays. Sawtooth style flexible rubber traction outsole. Imported. Measurements: ; Heel Height: 1 in ; Weight: 1 lb 1 oz ; 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.
Mark Nason
$105.00
Zappos
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
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
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
Kenneth Cole Reaction Real Deal
The Kenneth Cole Reaction Real Deal is sure to be your new favorite pair of shoes! ; Leather upper with contrast stitching. Accent color at collar. Lace up front closure. Chukka boot inspired design. Soft fabric lining and insole. Durable synthetic 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.
Kenneth Cole Reaction
$88.00
Zappos
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
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
Wolverine Karl Moc-Toe Chukka
Enhance your workday performance with the lightweight construction, durable protection, and long-lasting comfort of the Karl Moc-Toe Chukka by Wolverine. Waterproof leather upper offers excellent durability and keeps out the wet elements. Wave mesh lining with PC Dry technology provides superb breathability and allows for a drier foot environment. Cement construction. Compression-molded EVA footbed provides excellent supportive comfort. Nylon shank. Durable rubber cup outsole offers greater stability. Imported. Measurements: ; Weight: 1 lb 14 oz ; Product measurements were taken using size 13, width D - Medium. Please note that measurements may vary by size.
Wolverine
$136.00
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
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
Mark Nason SKECHERS Gimsby
The Gimsby is a great chukka boot that affords comfort with a stylized modern edge. Leather upper. Lace-up closure with metal eyelets. Contrast stitched detailing. Textured rubber midsole. Textile lining and insole. Man-made rubber outsole. Imported. Measurements: ; Heel Height: 1 in ; Weight: 13 oz ; Shaft: 4 1 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.
Mark Nason
$115.00
Zappos
Fred Perry Byron Mid Heavy Canvas
Dress to impress in the dashing Fred Perry Byron Mid Heavy Canvas shoe. Chukka boot inspired design. Fabric upper with tonal stitching. Contrast stripe and embroidered logo at heel. Lace up front with metal eyelets. Soft fabric lining and insole. Contrast midsole. Flexible man-made outsole. Imported. Measurements: ; Weight: 12 oz ; Product measurements were taken using size UK 10 (US Men's 11), width D - Medium. Please note that measurements may vary by size.
Fred Perry
$90.00
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
Rogue Bud
This style runs approximately one half size small. For example, if you normally wear a size 10 please order a size 10.5. Lace into adventurous style with the Rogue Bud boot. Leather upper with tonal stitching. Chukka style boot. Lace up front with metal eyelets. Leather and textile lining and insole. Durable synthetic outsole with stacked heel. Made in Portugal. Measurements: ; Heel Height: 1 in ; Weight: 15 oz ; Shaft: 4 1 2 in ; Product measurements were taken using size 11, width M. Please note that measurements may vary by size.
Rogue
$235.00
Zappos
John Varvatos Hipster Chukka
Hit the streets with old-school sensibility and make the Hipster Chukka the highlight of your style. Rounded toe. Rubbed calf leather or calf suede upper with stitched detailing and a worn look. Lace-up boot style. Leather lining. Leather insole. Synthetic sole. Imported. Measurements: ; Heel Height: 1 in ; Weight: 1 lb 2 oz ; Product measurements were taken using size 9, width D - Medium. Please note that measurements may vary by size.
John Varvatos
$198.00
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
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
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
Marc New York by Andrew Marc Dorchester Chukka
Enjoy the admiration you'll receive with the Dorchester Chukka by Marc New York by Andrew Marc. Leather/textile upper. Stitched detailing. Lace-up closure. Metal eyelet detail. Pull tab at back. Contrast midsole. Imported. Measurements: ; Heel Height: 3 4 in ; Weight: 15 oz ; Platform Height: 1 2 in ; Product measurements were taken using size 8.5, width D - Medium. Please note that measurements may vary by size.
Marc New York
$178.00
Zappos
Wolverine Julian Crepe Chukka
For a classic look and a comfortable fit, you will love the style of the Julian Crepe Chukka by Wolverine. Leather and canvas upper. Traditional lacing for a more preferred fit. Leather lining. Lightly cushioned leather footbed for added comfort. Crepe outsole provides lightweight support and long-lasting style. Made in Portugal. 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.
Wolverine
$145.00
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
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
Bruno Magli 'Erasmo' Chukka Boot
Creamy suede structures a sleek chukka boot set on a sturdy contrast sole.
  • 3 3/4" boot shaft (size 11).
  • Suede upper/leather lining/synthetic sole.
  • By Bruno Magli; made in Italy.
  • Men's Shoes.
Bruno Magli
$385.00
Nordstrom
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
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
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
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
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
Mark Nason SKECHERS Stroud
Gear up for adventure and excitement in the Mark Nason SKECHERS Stroud. Leather upper with contrast stitching. Lace up front closure with blind eyelets. Chukka boot silhouette. Soft man-made lining and insole. Durable man-made outsole. Imported. Measurements: ; Heel Height: 1 in ; Weight: 14 oz ; 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.
Mark Nason
$110.00
Zappos
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
Type Z Kent
Chuck your beat-up old kicks, and get in this chukka for an instant upgrade. Distressed leather upper. Lace up closure with metal eyelets. Embossed branding at tongue and collar. Contrast detail at heel counter, stitching, and midsole. Lightly cushioned footbed. Smooth fabric lining. Man-made outsole. Made in Portugal. Measurements: ; Heel Height: 1 in ; Weight: 1 lb ; Product measurements were taken using size 11, width M. Please note that measurements may vary by size.
Type Z
$129.00
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
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
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
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
Cole Haan Edison Chukka
Show your smart sense of style in the Edison Chukka by Cole Haan. Leather upper. Lace-up closure. Wingtip-style chukka. Top-stitch detail with pinked edges. Leather lining. Lightly cushioned footbed. Stacked heel. Natural leather 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
$248.00
Zappos
ECCO Findlay Chukka Boot
Enjoy easy-going and hassle-free stylin' with the ECCO Chukka Boot. Leather or nubuck upper. 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 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
Diesel "Primetivers" Drive Time
Lace up your perfect look for the day in the Diesel Primetivers Drive Time. Leather upper with contrast stitching. Pull tab at heel. Lace up front closure. Plain toe chukka boot silhouette. Man-made lining and insole. Flexible man-made outsole. Imported. Measurements: ; Weight: 13 oz ; Product measurements were taken using size 11, width M. Please note that measurements may vary by size.
Diesel
$160.00
Zappos
Cole Haan Christy Wedge Monk Chukka
Keep your daring look with the sophisticated Christy Wedge Monk Chukka from Cole Haan! ; Made of leather or suede upper. Buckle closure. Monk strap accent. Leather lining. EVA midsole. Leather welt. Vibram outsole. Imported. Measurements: ; Weight: 1 lb 3 oz ; 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 Glen Chukka
The low-profile design gives this chukka boot a stylish, contemporary look. Leather upper. Lace-up closure. Leather lining. Mini stacked heel. Leather and synthetic sole. Imported. Measurements: ; Heel Height: 1 in ; Weight: 1 lb 1 oz ; Product measurements were taken using size 11, width D - Medium. Please note that measurements may vary by size.
Cole Haan
$228.00
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
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
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!