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?]
Tom Ford Edward Double-Buckle Boot, Dark Brown
  • Tom Ford pebbled calfskin boot with golden hardware.
  • Stacked flat heel.
  • Tapered round toe.
  • Double-buckle straps across ankle.
  • Leather lining and insole.
  • "Edward" is made in Italy.
Tom Ford
$1,790.00
Neiman Marcus
40mm Leather Ankle Boots
  • 40mm Heel
  • Elastic side inserts
  • Stitching details
  • Leather lining
  • Leather sole with rubber inserts
  • Goodyear construction
  • Made in Italy
  • $1,858.00
    LUISAVIAROMA
    Volcom Men's Smithington Snow Boot
    Volcom Men's Smithington Boot. The Volcom Smithington Boot in Chestnut Brown Mid top boot Leather and textile upper Lace up closure Solid colorway Punched brushed metal eyelets Cushioned insole and ankle collar Pull tab detail stitched on back Textured rubber outsole Leather logo tag with metal accent stitched on tongue Logo graphic embossed on outside quarter panel Spot clean Leather, man-made materials Imported By Volcom.
    Volcom
    $150.00
    Amazon.com
    Sperry Top-Sider Dockyard Sport Chukka
    The Dockyard Sport Chukka from Sperry Top-Sider works both on and off land. Premium suede and leather upper. Genuine hand-sewn tru-moc construction for durable comfort and long-lasting style. Five metal eyelet design with rawhide laces for a secure fit. Padded collar for added ankle support and comfort. Cushioned footbed with EVA heel cup for enhanced shock absorption and comfort. Lightweight EVA midsole provides comfortable support. Nonmarking rubber outsole with lug pattern featuring razor cut Wave-Siping for the ultimate traction on both wet and dry surfaces. Imported. Measurements: ; Heel Height: 1 in ; Weight: 1 lb 2 oz ; Shaft: 5 3 4 in ; Platform Height: 3 4 in ; Product measurements were taken using size 12, width M (D). Please note that measurements may vary by size.
    Sperry
    $130.00
    Zappos
    adidas Outdoor Rockstack Mid Leather
    Mile after mile, you can count on the rugged durability and lasting comfort of the Rockstack hiking boot from adidas Outdoor. Mid-cut design for increased ankle support. Handsome leather upper. Textile collar. Plush tongue and collar. OrthoLite sockliner helps keep feeling cooler and drier. adiPRENE midsole provides all-day hiking comfort. Durable TRAXION rubber outsole delivers optimal traction and stability over a variety of terrain. Imported. Measurements: ; Heel Height: 1 1 2 in ; Weight: 1 lb 2 oz ; Shaft: 5 in ; Product measurements were taken using size 11, width D - Medium. Please note that measurements may vary by size.
    adidas
    $125.00
    Zappos
    Skechers Men's Sergeants-Verdicts WP Ankle Boot
    Make your decision to keep cool and comfortable in the SKECHERS Verdict boot. Waterproof oiled smooth leather or oiled smooth nubuck upper in a six eyelet casual field boot with plain toe, reinforced seams and side S logo detail.
    Skechers
    $89.99
    Famous Footwear
    Hush Puppies Men's Frankie Roadside Chukka Boot
    Elevate your comfort quotient in the stylishly casual Hush Puppies Frankie Roadside boot. Assembled using durable Strobel construction, this men's three-eye chukka boot improves on a classic suede silhouette with modern technology. Backed up by an EVA midsole, the HPO2 FlexTM footbed delivers the ultimate in plush support and multi-directional flexibility, allowing you to be on your feet for hours at a time. The Hush Puppies Frankie Roadside ankle boot sits atop shock-absorbing rubber outsole with a sawtooth-pattern tread for steady grip.
    Hush Puppies
    $83.99
    Amazon.com
    Skechers for Work Men's On Site Relaxed Fit Slip Resistant Work Boot
    Stay comfortable and surefooted all day wearing the Skechers Relaxed Fit: On Site SR work boot. This hardworking men's lace-up ankle boot has a durable leather upper for softness, lace entry with metal eyelets for durability and a fabric lining for a smooth feel. The padded collar and tongue deliver comfort, and the supportive insole cushions your steps and removes for a customizable fit. A shock-absorbing midsole helps reduce fatigue during long days on your feet. The non-marking rubber outsole of the plain-toe style Skechers On Site Slip Resistant boot meets ASTM non-slip requirements for extra safety on wet or slippery surfaces.
    Skechers
    $94.95
    Amazon.com
    Dr. Martens Men's Victor Chelsea Boot
    The semi-formal looking Dr. Martens Victor Chelsea men's boot is a great comfortable wear. Made of New Nova that is full grain leather with pebble effect, this slip-on style ankle boot has a full air-cushioned sole that provides great comfort and a back pull loop for easy entry. This boot sits on a PVC outsole with Z welt and is resistant to acid, alkali, oil, petrol and fat. Part of the Refined Collection, the Dr. Martens Victor Chelsea men's boot gives a new twist to the well established silhouette!
    Dr. Martens
    $140.00
    Amazon.com
    Denim & Supply Leather Lightcliff Boot
    This distressed leather boot features rugged lace-up styling, a buckled leather strap closure and a heavy-duty lug outsole.
    • Cap-toe silhouette. Lace-up styling. Leather strap across the lace-up closure that has a polished gold-toned buckle closure is at the ankle.
    • Debossed "Denim & Supply Ralph Lauren" at the tongue.
    • Padded insole. High-density man-made outsole for superior flexibility and grip.
    • Diagonal American flag patch accents the heel.
    • 7½" shaft height. Leather. Imported.
    Denim & Supply Ralph Lauren
    $139.00
    Ralph Lauren
    Dr. Martens Work Fence ST Wellington Boot
    The Dr. Martens Work Fence ST Wellington Boot provides an easy, comfortable fit with incredible protection to keep you comfortable and protected for your entire work day. Part of the Trade Collection. Wyoming leather upper is a slighty milled, snuffed leather, with a medium to heavy pull-up and a strong oily surface. Wellington steel toe rigger boot. Reinforced leather side pull loops for easy entry. Padded collar and ankle support for added comfort. Cement construction provides better flexibility. Breathable mesh lining for a drier, more comfortable foot environment. Removable EVA insole offers long-lasting comfort and support. Air-cushioned heavy duty PVS outsole is oil, fat, acid, petrol, alkali, and slip resistant. Steel toe meets ASTM F2413-11 MI/75 C/75 EH standards. Imported. Measurements: ; Heel Height: 1 1 2 in ; Weight: 2 lbs 4 oz ; Circumference: 15 in ; Shaft: 10 in ; Platform Height: 1 in ; Product measurements were taken using size UK 11 (US Men's 12), width D - Medium. Please note that measurements may vary by size.
    Dr. Martens
    $130.00
    Zappos
    Giorgio Armani Leather Brogue Ankle Boot, Dark Brown
    • Giorgio Armani smooth leather ankle boot.
    • Minimal brogue detialing.
    • 1" stacked flat heel.
    • 6"H ankle shaft; 11.25" circumference.
    • Cap toe.
    • Side zip closure; pull-tab.
    • Made in Italy.
    Giorgio Armani
    $900.00
    Neiman Marcus
    Skechers for Work Men's SSR Grip MT Slip Resistant Work Boot
    Manage every workday challenge with the reliable comfort and protection of the Skechers Relaxed Fit: On Site - Torre ST work boot. This hardworking men's lace-up ankle boot has a durable, oiled leather upper for softness, lace entry with metal eyelets for durability and a fabric lining for a smooth feel. The padded collar and tongue deliver comfort, and the supportive footbed cushions your steps and removes for a customizable fit. A shock-absorbing midsole helps reduce fatigue during long days on your feet, while the ASTM-approved steel safety toe and electrical hazard safety rating add protection. The non-marking rubber outsole of the plain-toe style Skechers On Site Torre Steel Toe boot meets ASTM non-slip requirements for extra safety on wet or slippery surfaces.
    Skechers
    $99.95
    Amazon.com
    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
    BOSS Black Mexis
    Look stunning and sharp in the quintessential style of BOSS Black. Smooth leather upper with tonal stitching. Pull tab at heel. Ankle strap with buckle closure. Elastic goring for on-and-off ease. Leather and textile lining and insole. Synthetic and leather outsole. Imported. Measurements: ; Heel Height: 1 in ; Weight: 1 lb 1 oz ; Circumference: 10 3 4 in ; Shaft: 6 1 4 in ; Platform Height: 1 4 in ; Product measurements were taken using size 11.5, width D - Medium. Please note that measurements may vary by size.
    Boss Black
    $275.00
    Zappos
    ANDREW MARC Dark Brown Campbell Ankle Boots
    ANDREW MARC Pebbled leather upper, round toe, lace-up and zip closure, padded tongue and collar, back pull tabs Leather lining, lightly cushioned insole, antique finish at outsole 1 1/4" heel, 5 3/4" shaft Leather upper, Man made sole Imported 5129-0712 Men's
    Andrew Marc New York
    $248.00
    Century 21
    Timberland Men's Richmont Toe Chukka Boot
    Enjoy a walk in the park or your daily trek to work in the Timberland Earthkeepers Richmont Moc Toe Chukka. Its full grain leather upper DWR-treated to stand up to the weather, this men's casual lace-up is modestly accented with stitching details and has a padded tongue and collar for chafe resistance. The lining, sockliner and lace are manufactured from resilient, ecoSmart recycled PET; the OrthoLite footbed lends moisture management and an easy landing to every step. The Timberland Earthkeepers Richmont Moc Toe Chukka ankle boot is finished with an eco-friendly, 42%-recycled combination GripstickTM and Green RubberTM outsole for steady grip, wherever you roam.
    Timberland
    $100.00
    Amazon.com
    Woven Premium Leather Ankle Boots
  • Side zip closure
  • Woven back panel
  • Logo engraved buckle detail
  • Leather lining
  • Leather sole
  • Rapid Blake construction
  • Made in Italy
  • Salvatore Ferragamo
    $1,234.00
    LUISAVIAROMA
    Timberland Men's Earthkeepers Rugged Boot
    Timberland Men's The Earthkeeper's Rugged Waterproof 6 Plain Toe Boot. The Timberland Earthkeeper's Rugged Waterproof 6 Plain Toe Boot in Dark Olive Roughcut These urban style 6 inch lace up leather boots feature contrast suede panels. Pair these boots with your favorite jeans and a military style jacket for a dope casual look. Smooth and suede leather boot Metal eyelets Double loops on the heel Contrasting stitching Padded collar Rugged rubber soles 6 shaft; 14 plus ankle. Lace up closure and contrast suede panels at sides Contrast stitching Metal eyelets Double loops at back of boot shaft Comfortable recycled PET lining made from recycled plastic bottles and Durable Green RubberTM lug outsole made from 42% recycled rubber Full grain leather Imported By Timberland.
    Timberland
    $190.00
    Amazon.com
    Hugo Boss 'Mexis' - Leather Buckle Strap Ankle Boot
    This sophisticated leather ankle boot by BOSS features elastic inserts in the shaft for luxurious comfort. This style is finished with an embossed logo on the outside of the shaft, an adjustable strap at the base of the ankle for comfort and style, and a boot strap for easy wear. Disclaimer: Dress shoes are available online in US sizes, but the shoe and shoe box label list its UK equivalent. Please reference the size chart when making a purchase.
    HUGO BOSS
    $275.00
    HUGO BOSS
    Savio Barbato ankle boot
    Dark brown leather ankle boot from Savio Barbato featuring a round toe, a lace-up front fastening, curved paneling to the sides, a low block wooden heel and a distressed finish.
    $212.49
    farfetch.com
    BORN SHOE Irving Leather Ankle Boots
    Rugged and refined come together with this very versatile ankle boot from Born. Featuring a distressed leather upper, a rounded toe, elastic gore side panels, logo debossing at outer side, pull tab at back shaft and a slight heel.
    • Leather lining
    • Rubber sole
    • Imported
    Børn
    $140.00
    Lord & Taylor
    Lowa Hudson GTX® Mid
    From trailhead to trail end, and back, enjoy the all-day comfort and performance of the Hudson GTX Mid hiking boot from Lowa. Full grain leather uppers with breathable mesh panels. GORE-TEX technology ensure waterproof, breathable protection from the outside elements. Plush tongue and collar supply enhanced comfort and ankle support. Breathable fabric lining offers a great in-shoe feel. Balance comfort footbed. PU midsole provides lasting cushioned comfort. Nylon foot stabilizer is 5 mm at the heel and 2 mm at the forefoot. LOWA 'Trac Lite' outsole features self-cleaning tread with increased surface area that delivers exceptional grip over rocky and uneven terrain. Made in Germany. Measurements: ; Weight: 1 lb 11 oz ; Shaft: 6 1 2 in ; Product measurements were taken using size 12, width D - Medium. Please note that measurements may vary by size.
    Lowa
    $260.00
    Zappos
    BOSS Black by Hugo Boss Men's Mexis Chelsea Boot
    Hugo Boss 'Mexis' In Shiny Leather Ankle High Boots Mens
    HUGO BOSS
    $246.74
    Amazon.com
    Rockport Cold Springs Plus Mocc Toe Boot - High 7 Eyelets
    Be the one to break the mold in the cool Cold Springs Plus Mocc Toe Boot by Rockport. Waterproof leather upper in an ankle boot silhouette. Hydro-Shield® construction such as waterproof leather, sealed seams, a waterproof insole and a gusseted tongue provide a dry environment during wet conditions. Traditional lace-up closure allows for a secure and adjustable fit. Padded tongue and collar provide additional cushioning. Man-made lining and an EVA-covered footbed that is cushioned for all-day support. Features adiPRENE® by adidas® sport technology in the heel for shock absorption. Durable rubber outsole. Imported. Measurements: ; Heel Height: 1 1 2 in ; Weight: 1 lb 3 oz ; Shaft: 5 1 2 in ; Product measurements were taken using size 10, width W (EE). Please note that measurements may vary by size.
    Rockport
    $135.00
    Zappos
    FRYE Men's Oliver Laceup Boot
    Relaxed ankle boot with lightly weathered finish Debossed logo at heel Rear stitching details
    Frye
    $278.00
    Amazon.com
    FRYE Men's James Lug Wingtip Lace-Up Boot
    Wingtip perforations and stylelines extend past the ankle in this boot from FRYE.
    Frye
    $295.69
    Amazon.com
    Tretorn Men's Strala Vinter Boot
    Stay dry and comfy in the Tretorn Strala Vinter. This men's ankle boot features a natural, PVC-free rubber upper that provides the ultimate waterproof protection. A heel loop and dual side goring helps make for an easy on and off. The microfleece lining and eco-Ortholite footbed help keep your feet feeling nice and comfortable. This Tretorn rain boot also features a rubber outsole for excellent traction. Modern and practical, you'll love the Tretorn Strala Vinter.
    Tretorn
    $69.95
    Amazon.com
    Skechers Men's Alamar Terence Winter Boot
    Stay warm and comfortable in style with the SKECHERS Alamar - Terence boot. Smooth water resistant leather, synthetic and rubber upper in a lace up casual ankle height cold weather boot with stitching and overlay accents. Insulated. Gusset tongue keeps out cold. Soft wool blend collar trim. Fully lined in Australian wool blend felt fabric for added warmth and comfort. Insulated with 200g Thinsulate. Cushioned comfort insole. Shock absorbing midsole. Flexible rubber traction outsole.
    Skechers
    $95.00
    Amazon.com
    Shoto Elk Dive Wrinkled Ankle Boots
    Shoto dark brown grained leather Elk Dive ankle boots styled with distressed and wrinkled shaft.
    • 0.75" (20mm) heel, approximately
    • Round toe, stacked leather heel, brown round shoelaces, tonal topstitching
    • Lace up
    • Leather sole
    • Available in Dark Brown
    • Made in Italy
    Shoto
    $485.00
    Barneys New York
    FRYE Men's Dakota Mid Lace 270 Boot
    The moc-stitched toe and rugged, high-traction outsole elevate this ankle-high FRYE boot.
    Frye
    $247.95
    Amazon.com
    Ralph Lauren Collection Men's Moatlands Boot
    Soft, lace-up ankle boot with wingtip-inspired broguing and pinking Stacked heel
    Ralph Lauren
    $268.50
    Amazon.com
    Cayden Heavy Zipper Boots
    Sleek and understated, these boots are a season must-have for every guy. Distressed leather and a double metal zipper bring rugged edge to the western-inspired style. Wear them casually with jeans during the day and when you head out after dark?you?ll wear them everywhere.
    • Rounded-toe boots
    • Distressed leather upper with double metal zipper
    • Zipper closure at outer ankle. Rubber sole.
    • 1 1?2? heel
    • 6 3?4? shaft height
    • Material: Leather
    GUESS
    $170.00
    GUESS
    Franceschetti Lace-Up Ankle Boots
    Exclusively Ours! Franceshetti dark brown leather and black nylon lace-up ankle boots.
    • 2" (50mm) midsole, approximately
    • Round toe, padded collar, black round shoelaces
    • Laces up
    • Vibram® rubber sole
    • Available in Dark Brown/Black
    • Made in Italy
    $425.00
    Barneys New York
    Dr. Martens Men's Barnie Boot
    The Dr. Martens Barnie Chukka boot places an emphasis firmly on reliability, value and comfort, while still retaining a recognizable Dr. Martens DNA. This men's chukka boot sits on top of an ultra-comfortable non-welted one-piece molded outsole. The quality is more than skin deep too: the comfort in-sock technology known as 'softwair' boasts a gel heel pad that is perfect for shock absorption, offering support, stability and cushioning to the foot and ankle; this is matched by the socalled 'chassis' which is soft but deceptively strong in cradling the foot. Innovative materials offer maximum comfort and enhanced ventilation, while a layer of microbial mesh is treated with antibacterial coating to reduce moisture and minimize foot odour. The Barnie Chukka Boot is Dr. Martens comfort on a new level.
    Dr. Martens
    $120.00
    Amazon.com
    Skechers Men's Segment-Dorton Chukka Boot
    Smarten your wardrobe with the men's Skechers Relaxed Fit Segment 64263 ankle boot. This boot has smooth oiled leather upper and stitching decorations, rounded plain toe on the front for a unique look. There are elastic and leather side panels on both sides for a precise fit. With a soft fabric lining and Gel Infused Memory Foam Cushioned comfort insole, it keeps your foot comfortable throughout the day. It has a shock absorbing midsole and a sturdy, supple rubber outsole that lend reliable traction control. The men's Skechers Relaxed Fit Segment 64263 ankle boot provides suave style and incredible comfort.
    Skechers
    $84.00
    Amazon.com
    Timberland Men's City Premium 6-Inch Side Zip Boot
    Look handsome and step out with a clear conscience in the Timberland Earthkeepers City Premium 6-Inch Side Zip boot. With this men's ankle boot, Timberland takes a traditional silhouette and jazzes it up by combining supple leatherfrom an LWG silver-rated tanneryand adding a side zipper and back pull loop for easy entry. A leather lining and leather-covered cushioned footbed pull moisture away from the foot, providing optimal comfort. The flexible, Green Index-rated Timberland Earthkeepers City Premium 6-Inch Side Zip ankle boot is finished with a heel and forefoot made from a combination of GripstickTM and Green RubberTM, so you leave a planet-friendly footprint.
    Timberland
    $190.00
    Amazon.com
    Andrew Marc Eugene Leather Ankle Boot, Espresso
    • Andrew Marc leather ankle boot.
    • Round toe.
    • Slip-on style.
    • Elastic at side vamp.
    • Branding at side.
    • Leather lining and suede insole.
    • Leather mid-sole; rubber sole.
    • Rubber heel.
    • Wooden heel inserts.
    • "Eugene" is imported.
    Andrew Marc New York
    $198.00
    Bergdorf Goodman
    Premiata 'Cortes' ankle boot
    Dark brown leather 'Cortes' ankle boot from Premiata featuring a round toe, a back zip fastening, an exposed seam detail, a mid high block heel and a distressed finish.
    Premiata
    $817.65
    farfetch.com
    Rockport Men's Essential Details Waterproof Chukka Boot
    A classic ankle boot silhouette is built with comfort and durability in mind, utilizing adidas adiPRENE and Hydro-shield waterproofing technologies.
    Rockport
    $110.00
    Amazon.com
    ANDREW MARC Dark Brown Forte Ankle Boots
    ANDREW MARC Suede upper, round toe, decorative straps with metal strap rings Back zip closure, leather lining, cushioned insole 1 1/4" heel Leather upper, Man made sole Imported 5129-3380 Men's
    Andrew Marc New York
    $268.00
    Century 21
    Keen Utility Men's Portland PR 6" Aluminum Toe Work Boot
    Built upon the popular KEEN Targhee last, the KEEN Portland Puncture Resistant 6" work boot is in it for the long haul. This rugged men's ankle boot takes on the likes of heavy-duty construction or waste-management jobsites with a waterproof full grain leather upper and waterproof KEEN.DRYTM membrane; a dual-zone Dri-Lex lining helps maintain a healthy foot environment by pulling moisture away from the foot. A puncture-resistant midsole plate, lightweight aluminum toe and rated electrical hazard protection keep you safe, while a dual-density midsole and removable footbed support your foot in comfort for hours on end. The KEEN Portland PR 6" boot is finished with a siped, slip-resistant rubber outsole for secure footing and reflective piping for after-dark visibility.
    $190.00
    Amazon.com
    Dr. Martens Men's Pier Boot
    This casual combat inspired boot is the perfect addition to any man's wardrobe. The Mens Dr. Martens Pier Boot is made of welted construction and a durable full grain soft leather upper and fabric lining. This boot features 9 eyelet lacing which provides a secure fit around the ankle. A removable cushioned EVA footbed and a flexible rubber midsole create long lasting comfort in each step. Lace up the Mens Dr. Martens Pier Boots and rest assured you are walking in a comfortable, durable well designed boot.
    Dr. Martens
    $129.95
    Amazon.com
    Polo Ralph Lauren Men's Regiment Boot
    A boat shoe from the ankle down, this hybrid boot offers a distinctly individual style.
    Polo Ralph Lauren
    $189.00
    Amazon.com
    Dr. Martens Work Tamar ST Waterproof Wellington Boot
    No matter the weather or the work conditions, the Dr. Martens Tamar ST Waterproof Wellington Boot will keep you protected from both the elements and work area accidents. Part of the Superspan Collection. Waterproof leather and nylon upper. Padded collar and ankle for added comfort. Pull-on wellington work boot with steel toe design. Reinforced pull loops for easy entry. Rubber toe guard protects against abrasions. Cosmo Sketch with Cosmo HBR waterproof membrane lining keeps out the wet elements for a drier, more comfortable foot environment. Removable Cambrelle Cover and Agion-treated Smartmask insole provides excellent comfort and support for all-day wear. Lightweight compression-molded EVA midsole. Cement construction offers a more lightweight feel and better flexibility. Nonmarking rubber outsole is heat, oil, and slip resistant. Steel toe meets ASTM F2413-11 MI/75 C/75 EH standards. Imported. Measurements: ; Heel Height: 1 3 4 in ; Weight: 1 lb 12 oz ; Circumference: 13 in ; Shaft: 8 1 2 in ; Product measurements were taken using size UK 6 (US Men's 7, US Women's 8), width D - Medium. Please note that measurements may vary by size.
    Dr. Martens
    $180.00
    Zappos
    Hugo Boss 'Stosonio' - Suede Lace-Up Ankle Boots
    These ankle boots by BOSS are crafted in soft suede and feature a rounded toe with a brogue tip detail. The classic lace-up vamp creates a narrow shaft, perfect for wearing under jeans or trousers. A pull tab at the ankle and a subtle logo detail complete this handsome style.
    HUGO BOSS
    $485.00
    HUGO BOSS
    Camper 1913 Ankle Boot-36708
    Stay true to your authentic style with the 1913 Ankle Boot-36708 from Camper. Waxed leather upper in a smooth silhouette. Easy slip-on style with dual goring for a comfortable fit. Leather and textile lining for breathability. Fully padded footbed for all-day cushioned comfort. Durable runner outsole. Imported. Measurements: ; Heel Height: 1 in ; Weight: 13 oz ; Product measurements were taken using size 39 (US Men's 6), width D - Medium. Please note that measurements may vary by size.
    Camper
    $190.00
    Zappos
    Born Harrison
    Pair the classic Harrison ankle boot with a sweater and jeans or cords and a button down for an effortless fall look. Full-grain leather upper with tonal topstitching for subtle detail. Leather lining wicks away moisture to keep your feet dry and odor free. Rigid plastic shank provides additional midfoot support and lateral stability. Leawood wrapped heel with rubber outsole for traction and durability. Opanka hand-sewn construction ensures flexibility and long-lasting wear. Measurements: ; Heel Height: 1 in ; Weight: 1 lb ; Product measurements were taken using size 9, width M (D). Please note that measurements may vary by size.
    Børn
    $99.00
    Zappos
    FRYE Men's Phillip Inside Zip Boot
    A decorative buckle finishes a slouchy ankle boot with refinement.
    Frye
    $297.95
    Amazon.com
    Suede Ankle Boot
    • Composition: 100% Goatskin
    • Logo detail
    • Sueded
    • Solid color
    • Zip closure
    • Leather/rubber sole
    • Lined interior
    • Round toeline
    • Flat heel
    Giorgio Armani
    $995.00
    armani.com
    Keen Utility Men's Portland PR 8" Aluminum Toe Work Boot
    Gain extra coverage and added security in the over-the-ankle KEEN Portland Puncture Resistant 8'' work boot. Built upon the popular KEEN Targhee last, this rugged men's ankle boot takes on the likes of heavy-duty construction or waste-management jobsites with a waterproof full grain leather upper and waterproof, breathable KEEN.DRYTM membrane; a dual-zone Dri-Lex lining helps maintain a healthy foot environment by pulling moisture away from the foot. A rated puncture-resistant midsole plate, lightweight aluminum toe and electrical hazard protection keep you safe, while a dual-density midsole and removable EVA footbed support you in comfort for hours on end. The KEEN Portland PR 8" work boot is finished with a siped, slip-resistant rubber outsole for secure footing and features reflective piping for after-dark visibility.
    $200.00
    Amazon.com
    Paul Smith 'Jay' ankle boots
    Dark brown leather 'Jay' ankle boots from Paul Smith featuring an almond toe, a lace-up front fastening, a contrast piped trim, an exposed seam detail and a low block heel.
    Paul Smith
    $308.14
    farfetch.com
    BRUNO MAGLI Raspino Ankle Boots
    Amp up your sophisticated look with these ankle boots from Bruno Magli. Featuring an almond toe, sleek design and a side zipper closure, wear these boots with your favorite suit and tie for a completed look.
    • Almond toe
    • Side zipper closure
    • Heel height: 1"
    • Leather
    • Imported
    Bruno Magli
    $495.00
    Lord & Taylor
    Rag & Bone Archer Zip Ankle Boots
    Rag & Bone dark brown oiled-leather Archer ankle boots detailed with zipper at side.
    • 1" (25mm) heel, approximately
    • Plain toe, leather overlay at heel counter, stacked leather heel, tonal topstitching, stitched welt
    • Zips at side
    • Stitched leather sole
    • Available in Dark Brown
    • Imported
    Rag and Bone
    $430.00
    Barneys Warehouse
    Calfskin Ankle Boot
    • Composition: 100% Calf-skin leather
    • Solid color
    • Inner zip closure
    • Leather/rubber sole
    • Round toeline
    • Flat heel
    Giorgio Armani
    $995.00
    armani.com
    Ralph Lauren Macon Calf Boot
    This classic ankle boot is made in Italy from hand-burnished calfskin leather and finished with a heritage-inspired belt around the shaft.
    • Leather strap affixed to an oblong polished metal ring at the back shaft wraps around the front and fastens with a single-prong buckle at the outer side.
    • Hand-stitched leather sole. Reinforced stacked heel. Sole is constructed with a Goodyear welt.
    • Three-quarter-length padded leather insole.
    • Includes our signature drawstring duster bag.
    • Leather. Made in Italy.
    Ralph Lauren
    $1,500.00
    Ralph Lauren
    FRYE Men's Walter Lace-Up Suede Boot
    Distressed leather outlined by contrast piping creates a modern, yet rustic ankle boot.
    Frye
    $347.95
    Amazon.com
    FRYE Women's Phillip Harness Tall Boot
    Classic harness straps are secured by an antiqued ring in this ankle boot from FRYE.
    Frye
    $267.70
    Amazon.com
    Ben Sherman Aberdeen Boots Ankle Casual Boots Brown Mens
    Take your casual style up a notch in the Ben Sherman Aberdeen ankle boots. This casual slip-on features a supple suede upper with a two-eyelet lace up front, logo detail, and clean round toe. The textile lining and removable cushioned insole are made for lasting comfort and sure footing, as the flexible midsole and gummy rubber outsole provides durable traction and wearability.
    Ben Sherman
    $140.00
    Amazon.com
    Frye Smith Suede Harness Boot, Dark Brown
    • Frye Smith harness boot with suede upper.
    • 1" stacked heel.
    • 5"H ankle shaft; 15" circumference.
    • Squared toe.
    • Signature harness ring and broad straps.
    • Pull-straps at top.
    • Leather lining and soles.
    • Made in Mexico of domestic material.
    Frye
    $298.00
    Neiman Marcus
    Tretorn Stråla Vinter
    Stray towards other waterproof boots and risk the consequences. Why even take that chance when you can stay dry and comfy in these Stråla Vinter waterproof ankle boots from Tretorn! ; Natural, PVC-free rubber upper in a matte finish provides the ultimate in waterproof protection. Nylon taping with heel pull loop. Dual-sided goring with webbing for easy on and off. Reflective detail on heel counter for visibility in low-light conditions. Microfleece lining with textile-lined eco-OrthoLite insert for all-day comfort. Tonal rubber midsole for cushioning. Rubber outsole for traction. Measurements: ; Weight: 1 lb 7 oz ; Product measurements were taken using size 45 (US Men's 11.5), width D - Medium. Please note that measurements may vary by size.
    Tretorn
    $75.00
    Zappos
    Ankle boot
    • Composition: 90% Bovine, 10% Elastane
    • Sueded
    • Logo detail
    • Solid color
    • Round toeline
    • Elasticized gores
    • Lug sole
    Armani Collezioni
    $545.00
    armani.com
    Denim & Supply Leather Sedona Boot
    This rugged cap-toe boot is crafted from smooth leather and features a workwear-inspired lace-up silhouette and an additional concealed zip closure.
    • Cap-toe silhouette. Lace-up styling with speed hooks.
    • Concealed zip closure at the inner ankle. Embossed "Denim & Supply Ralph Lauren" at the tongue.
    • Padded insole. High-density man-made outsole for superior flexibility and grip.
    • Leather pull tab at the back.
    • 6½" shaft height. Leather. Imported.
    Denim & Supply Ralph Lauren
    $119.00
    Ralph Lauren
    Dr. Martens Work Isambard 8-Tie ST Waterproof Boot
    The Dr. Martens Isambard 8-Tie ST Waterproof Boot keeps you protected from the elements and steady on your feet so you can perform at your best every day. Part of the Superspan Collection. Industrial Grizzly leather upper is an oiled and tumbled, water-resistant leather. Padded collar, tongue, and ankle. Steel toe work boot with double and triple-stitched detail. TPU heel kick. Rubber toe guard protects against abrasions. Industrial-length lacing with heavy duty metal eyelets and fastenings. Cosmo Sketch with Cosmo HBR waterproof membrane lining keeps out the wet elements for a drier, more comfortable foot environment. Removable Cambrelle Cover and Agion-treated Smartmask insole provides excellent comfort and support for all-day wear. Lightweight compression-molded EVA midsole. Cement construction offers a more lightweight feel and better flexibility. Durable rubber outsole. Steel toe meets ASTM F2413-11 MI/75 C/75 EH standards. Imported. Measurements: ; Heel Height: 1 1 2 in ; Weight: 2 lbs 3 oz ; Platform Height: 1 in ; Product measurements were taken using size UK 11 (US Men's 12), width D - Medium. Please note that measurements may vary by size.
    Dr. Martens
    $170.00
    Zappos
    CLARKS Mahale Leather Mid Ankle Boots
    A low shaft height lends versatility to these rugged ankle boots from Clarks, so you can transition from the office to a night out with ease. Featuring a leather upper, a rounded moc toe, a lace-up vamp, allover contrast stitching, a padded collar, pull tab at back shaft and a slight heel.
    • Synthetic lining
    • Rubber and EVA outsole
    • Imported
    Clarks
    $135.00
    Lord & Taylor
    Officine Creative Wingtip Ankle Boots
    Officine Creative dark brown leather wingtip ankle boots styled with broguing throughout.
    • 1" (25mm) heel, approximately
    • Medallion toe, stacked leather heel, coated round laces, gunmetal-tone lace hooks, tonal topstitching, stitched welt
    • Lace up
    • Stitched leather and rubber sole
    • Available in Dark Brown
    • Made in Italy
    Officine Creative
    $745.00
    Barneys New York
    Eastland Men's Barron Chukka Boot
    Sturdily built, the Eastland Barron ankle boot is the perfect trail companion. This mid-cut men's hiker features a leather upper with a padded collar and tongue to ensure a comfortable, personalized fit. Triple-reinforced handstitching details in high-abrasion areas, along with an aggressive storm welt deliver incredible durability. An OrthoLite-cushioned footbed with patented moisture control mitigates shock, while a mid-foot shank supports the arch to ease foot and leg fatigue. Designed for durability and slip-resistance, the Rubberlon outsole lends plenty of traction to your adventures in the Eastland Barron plain-toe boot.
    Eastland
    $117.43
    Amazon.com
    Boss Hugo Boss Savan Buckle Chelsea Boot, Dark Brown
    • Smooth leather upper.
    • 1" stacked heel.
    • 5" ankle shaft; 12" circumference.
    • Round toe.
    • Adjustable buckles at outer side.
    • Side zip at inner side.
    • Leather insole and lining.
    • Leather outsole with rubber heel inset.
    • "Savan" is made in Italy.


    Shoes run large; order down 1/2 size.
    HUGO BOSS
    $545.00
    Neiman Marcus
    Skechers Men's Blaine Orsen Ankle Boot
    The SKECHERS Blaine - Orsen boot. Smooth oiled leather upper in a slip on dress casual ankle boot with stitching and overlay accents. Dual side elastic panels. Slip on dress casual chelsea boot design. Rounded plain toe front. Contrast colored stitching accents. Leather overlays at heel and ankle. Stitching detail at front and sides. Dual side elastic stretch fabric and leather panels for easy slip on fit.
    Skechers
    $80.00
    Amazon.com
    Frye Jackson Inside Zip
    Add some rock-n-roll attitude to your look with these updated engineer boots. Super rich, full-grain leather upper with buckles at the ankle and shaft. Side zipper closure for easy on and off. Smooth leather lining. Cushioned leather insole provides lasting comfort. Durable leather outsole with rubber overlays for added traction. Imported. Measurements: ; Heel Height: 1 1 4 in ; Weight: 1 lb 11 oz ; Circumference: 13 1 2 in ; Shaft: 8 in ; Product measurements were taken using size 9, width D - Medium. Please note that measurements may vary by size.
    Frye
    $338.00
    Zappos
    Prada Rugged Ankle-Strap Boots
    Prada dark brown leather rugged ankle-strap boots.
    • 2" (50mm) heel, approximately
    • Round toe, ankle strap with gunmetal-tone roller buckle and keeper, padded collar, stacked leather and rubber heel, brown flat shoelaces, gunmetal D-rings and lace hooks
    • Lace up/fasten at ankle
    • Leather midsole with rubber sole
    • Available in Dark Brown
    • Made in Italy
    Prada
    $1,400.00
    Barneys New York
    Ralph Lauren Belgrade Chelsea Boot
    This polished ankle boot is elegantly crafted in Italy from sleek calfskin and designed with a sleek pull-on silhouette.
    • Sturdy leather pull tabs at the back for easy on and off.
    • Elastic side gores.
    • Partially lined with leather. Padded insole.
    • "RL"-embossed reinforced stacked heel.
    • Leather. Made in Italy.
    Ralph Lauren
    $750.00
    Ralph Lauren
    SKECHERS Verdict
    Get on your daily grind with these rough and tough ankle boots from Skechers®. Leather upper. Lace-up front. Padded collar for added comfort. Lightly padded insole. Synthetic lug outsole. Measurements: ; Heel Height: 1 1 2 in ; Weight: 1 lb 9 oz ; Shaft: 5 in ; Platform Height: 1 in ; Product measurements were taken using size 8.5, width D - Medium. Please note that measurements may vary by size.
    Skechers
    $89.95
    Zappos
    Dolce & Gabbana brogue ankle boots
    Dark brown leather ankle boots from Dolce & Gabbana featuring a round toe, a lace-up front fastening, punch hole detailing, a distressed finish and a low block heel.
    Dolce & Gabbana
    $1,075.00
    farfetch.com
    Andrew Marc Eugene Leather Ankle Boot, Espresso
    • Andrew Marc leather ankle boot.
    • Round toe.
    • Slip-on style.
    • Elastic at side vamp.
    • Branding at side.
    • Leather lining and suede insole.
    • Leather mid-sole; rubber sole.
    • Rubber heel.
    • Wooden heel inserts.
    • "Eugene" is imported.
    Andrew Marc New York
    $198.00
    Neiman Marcus
    Shoto Washed Lace-Up Ankle Boots
    Shoto dark brown washed leather lace-up ankle boots.
    • 1.25" (30mm) heel, approximately
    • Plain toe, vented topline, pull-tab at back, double thin shoelaces, stitched welt
    • Lace up
    • Leather sole
    • Available in Dark Brown
    • Made in Italy
    Shoto
    $510.00
    Barneys New York
    Alexander McQueen buckled ankle boot
    Dark brown leather boots from Alexander McQueen featuring a contrasting buckle fastneing ankle strap, raised round toe, elasticized side panels and a contrasting short stacked heel.
    Alexander McQueen
    $772.98
    farfetch.com
    Skechers Men's Segment-Barillo Chelsea Boot
    Versatile style with comfort to spare comes in the SKECHERS Relaxed Fit®: Segment - Barillo boot. Smooth leather upper in a lace up casual comfort moc toe chukka ankle boot with stitching and overlay accents. Gel Infused Memory Foam insole. Memory Foam cushioned comfort insole. Shock absorbing supportive midsole. Contrast midsole stripe. Flexible rubber traction outsole. 1 inch built in heel.
    Skechers
    $82.03
    Amazon.com
    Andrew Marc Campbell Short Lace-Up Boot, Dark Brown
    • Ankle-length boot.
    • Padded collar.
    • Lace-up style with speedhooks; additional zip closure.
    • Pull tab on back.
    • Grainy leather upper.
    • Waxy leather lining rubber outsole with antique finish.
    • Imported.
    Andrew Marc New York
    $248.00
    Neiman Marcus
    Tom Ford Edward Double-Buckle Boot, Dark Brown
    • Tom Ford pebbled calfskin boot with golden hardware.
    • Stacked flat heel.
    • Tapered round toe.
    • Double-buckle straps across ankle.
    • Leather lining and insole.
    • "Edward" is made in Italy.
    Tom Ford
    $1,790.00
    Bergdorf Goodman
    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!