160,000+ results for mens ankle boots
- Men's HandMade Designer Ankle Boots Eu40-Us8 | Genuine Leather Pointed Toe BootsOpens in a new window or tabBrand New$145.00Free shippingfrom Israel
- MENS BOTIN COWBOY LEATHER RODEO SLIP ON ANKLE SQUARE TOE BOOTS BLACK BROWN HONEYOpens in a new window or tabBrand New$114.98Top Rated Plus+$12.99 shippingFree returns9+ sold
- MEXICAN BOTINES MENS BOTIN COWBOY LEATHER RODEO SLIP ON ANKLE SQUARE TOE BOOTSOpens in a new window or tabBrand New$119.99Top Rated Plus+$12.99 shippingFree returns18+ sold
- Men Chelsea Ankle Boots Casual Slip On Classic Dress Oxford Boot Dark/BrownOpens in a new window or tabBrand New$34.99Free shipping
- Xtratuf Men's Ankle Deck Explorer Grade Grey/Yellow Boots - Size 11 SU OGOpens in a new window or tabPre-Owned$59.99Free shipping
- Black Leather Mens Ankle Dress Boots Side Zipper Round Toe Chelsea ÃZARMANOpens in a new window or tabBrand New$44.95Top Rated PlusFree 1-4 day shippingFree returnsSave up to 15% when you buy more
- Men's Chelsea Ankle Boots Brown Leather Gold Buckle Zipper Closure By AZAR MANOpens in a new window or tabBrand New$34.95Top Rated PlusFree 1-4 day shippingFree returns21+ watchers
- Dr. Martens Men's Brown Round Toe Lace Up Combat Boots - Size 9Opens in a new window or tabPre-Owned$14.991 bid · Time left4d 23h+$12.99 shippingFree returns
Picked For You
Sponsored | Top selling items from highly rated sellers with free shipping- Tan/Beige Suede Men's Chelsea Boots Ankle Dress Side Zipper Almond Toe ÃZARMANOpens in a new window or tabBrand New$39.99Top Rated PlusFree shippingFree returns92+ sold
- Men's Chelsea Ankle Boots Slip On Suede Leather Chukka Dress Boots Size 6.5-15Opens in a new window or tabBrand New$39.79Was: $44.21 10% offFree 2-4 day shippingExtra 6% off with coupon
- Levi's Mens Daleside Leather Rugged Casual Comfort Hiker Chukka Ankle BootOpens in a new window or tabBrand New$39.98List price: $100.00 60% offFree 2-3 day shipping
- Men's Tailgate 6 in Ankle Deck BootOpens in a new window or tabBrand New$49.53List price: $59.53 17% offFree 2-3 day shippingFree returns
- Mens Zipper Ankle Boots Camping Work Army Shoes Leather Military Mid Tactical USOpens in a new window or tabNew (Other)$28.97 to $36.99Free 2-3 day shipping
- Men's Western Cowboy Square Toe Black Ankle Boot from Python Printed Botin 715Opens in a new window or tabBrand New$159.99Top Rated Plus+$14.99 shippingFree returns6+ sold
- Men's Ariat Above Ankle Boots Size 9.5 B Lace Up Brown Leather UpperOpens in a new window or tabPre-Owned$53.75Free shipping
- Men Western Cowboy Square Toe Ankle Woven Boot Botin Vaquero Black Petatillo rodOpens in a new window or tabBrand New$159.98Top Rated Plus+$14.99 shippingFree returns18+ watchers
- Restoration Mens Harrison Chelsea Ankle Boot ShoesOpens in a new window or tabBrand New$29.99List price: $89.99 67% off+$4.99 shipping66+ sold
- Men's Chukka Boots Stylish Ankle Oxford Boots Party Dress BootsOpens in a new window or tabBrand New$35.99Was: $51.41 30% offFree shipping
- Mens Harley Davidson 91017 Black Leather Moto Combat Ankle Boots Size 14 D GUCOpens in a new window or tabPre-Owned$39.99+$7.84 shipping
- Men’s Tommy Hilfiger Tan Suede Ankle Shoes Boots Sz 8.5Opens in a new window or tabPre-Owned$15.51+$11.60 shipping
- Dockers Rawls Ankle Boot Dark Tan Men's Size 11 MediumOpens in a new window or tabNew (Other)$28.19Was: $46.99 40% offFree 2-4 day shippingLast one
- Indestructible Safety Work Shoes Steel Toe Breathable Work Boots Mens' SneakersOpens in a new window or tabNew (Other)$32.19 to $43.23Was: $34.99 8% offFree 2-4 day shipping227+ sold
- Mens Sz 11 Olukai Kamuela Chukka Ankle Boots Brown Leather Lace Up Boho ShoesOpens in a new window or tabPre-Owned$39.00Top Rated Plus+$12.99 shippingFree returns
- Men's Dress Oxford Boots Lace up Busines Leather Chukka Ankle ShoesOpens in a new window or tabBrand New$35.99Was: $51.41 30% offFree 2-4 day shippingExtra 7% off with coupon
- Timberland Mens 22039 Tan Leather Round Toe Lace Up Ankle Chukka Boots Size 9MOpens in a new window or tabPre-Owned$9.990 bids · Time left6d 23h+$9.99 shippingFree returnsBenefits charity
- Indestructible Waterproof Shoe Men's Safety Shoes Composite Toe Shoes Work BootsOpens in a new window or tabNew (Other)$27.59 to $42.31Was: $29.99 8% offFree shippingSave up to 8% when you buy more
- Muck Boot Men's Woody Sport Ankle Boots Black/Dark Gray Size 8Opens in a new window or tabPre-Owned$60.00+$5.00 shipping
- Men's Chelsea Boots Casual Slip-On Classic Dress Comfortable Ankle BootsOpens in a new window or tabBrand New$35.99Was: $51.41 30% offFree shipping
- Men Western Cowboy Square Toe Ankle Boot Rodeo Bullneck lather Botin Vaquero 350Opens in a new window or tabBrand New$159.99Top Rated Plus+$12.99 shippingFree returns
- Men Western Cowboy Square Toe Ankle Boot Rodeo Botin Vaquero Rodeo Cuadrada 362Opens in a new window or tabBrand New$109.99Top Rated Plus+$12.99 shippingFree returns29+ sold
- Men Pure Leather High Ankle Boots Formal Casual Rider Men Boots Dress ShoesOpens in a new window or tabBrand New$69.00Free shippingfrom India
- Mens Work Boots lightweight Pull On Leather oil slip resistant Ankle BootiesOpens in a new window or tabBrand New$74.99Top Rated Plus+$12.99 shippingFree returns7+ sold
- Men's Safety Steel Toe Shoes Work Boots Industrial Anti-Slip Work BootsOpens in a new window or tabBrand New$53.99Was: $67.49 20% offFree shippingExtra 16% off with coupon
- Sperry Top Sider Men’s Waterproof Boots Size 9M Black/Brown STS14142 | Fast ShipOpens in a new window or tabPre-Owned$19.99+$6.99 shipping
- Men's Chelsea Ankle Boots Slip On Oxford Boots Shoes Size 6.5-15Opens in a new window or tabBrand New$33.52Was: $35.28 5% offFree shipping1+ watchers
- Bottega Veneta Brown Suede Chelsea Ankle Boots Size 43 US 10Opens in a new window or tabPre-Owned$37.600 bids · Time left6d 8h$100.00Buy It Now+$10.93 shipping
- Tan Beige Suede Mens Ankle Dress Boot Side Zipper Round Toe Chelsea ÃZARMANOpens in a new window or tabBrand New$39.99Top Rated PlusFree 1-4 day shippingFree returns
- Men Motorcycle Combat Boots Military Boots Riding Ankle Leather Boots Black SizeOpens in a new window or tabBrand New$37.04Was: $38.99 5% offFree shipping6+ sold
- Men High Ankle Leather Boots Rider Boots Casual Shoes Pure Leather Boots for MenOpens in a new window or tabBrand New$75.00Free shippingfrom India
- Zoom Shoes Men Genuine Leather High Ankle Boots Casual Shoes A-4701Opens in a new window or tabBrand New$69.00Free shippingfrom India
- Lugz Bedrock Hi Lace Up Mens Brown Casual Boots MBEDROHD-2915Opens in a new window or tabBrand New$28.15List price: $80.00 65% offFree shippingFree returns
- Bates Fuse Mid Side Zip E06506 Mens Black Leather Lace Up Tactical BootsOpens in a new window or tabBrand New$57.99Top Rated PlusList price: $90.00 36% offFree shippingFree returns$10 off $125+ with coupon
- Men's Chukka Boots Lace Up Dress Water-Resistant Shoes Ankle Boots Size 6.5-13Opens in a new window or tabBrand New$33.24Was: $34.99 5% offFree shipping
- Allsaints Men's Round Toe Zip Closure Suede Ankle Boot Brown Size 14Opens in a new window or tabPre-Owned$60.99+$4.95 shipping
- Men's Gibson Hybrid Chukka Sneaker Boots - Goodfellow & CoOpens in a new window or tabBrand New$27.99Top Rated PlusList price: $44.99 38% offFree shippingFree returns
- Dingo Huck Lace Up Mens Brown Casual Boots DI225-BRNOpens in a new window or tabBrand New$37.55List price: $149.95 75% offFree shippingFree returns9+ watchers
- Day Five Mens Casual Zip Up Chelsea Boot ShoesOpens in a new window or tabBrand New$21.99List price: $69.99 69% off+$4.99 shipping
- Mens Work Boots Steel Toe Safety Shoes Indestructible Sneakers Lightweight ShoesOpens in a new window or tabNew (Other)$28.99 to $42.29Was: $35.99 19% offFree shippingSave up to 8% when you buy more
- HAWX HIKER Brown Leather Lace Up Ankle Work Boots Men's Size 10.5DOpens in a new window or tabPre-Owned$57.99Free 2-4 day shipping
- Men’s Work Shoes Composite Toe Safety Sneakers Non-slip Industrial Boots USOpens in a new window or tabNew (Other)$29.98Free shippingSave up to 10% when you buy more
- London Fog Tyler Chukka Mens Black Casual Boots CL30578M-BOpens in a new window or tabBrand New$23.45List price: $60.00 61% offFree shippingFree returns
- Kenneth Cole New York C-Shore Men's Suede Lace Up Chukka BootsOpens in a new window or tabBrand New$18.99 to $30.99List price: $80.00 70% off+$9.95 shipping
- Mens Work Safety Shoes Steel Toe Boots Lightweight Shoes Indestructible SneakersOpens in a new window or tabNew (Other)$28.99 to $45.07Was: $32.99 12% offFree shippingSave up to 8% when you buy more
- Thorogood Men Lightweight New Tactical Black Boots 834-6086Opens in a new window or tabBrand New$69.99Top Rated PlusFree 2-3 day shippingFree returns
- Mens Safety Steel Toe Cap Work Shoes Indestructible Boots Breathable SneakersOpens in a new window or tabNew (Other)$29.43 to $43.23Was: $31.99 8% offFree shippingSave up to 7% when you buy more
- Men Pu Leather Upper Ankle Boots Slip On Zip Up Chelsea Boots Oxford ShoesOpens in a new window or tabBrand New$25.79Was: $30.34 15% offFree 2-4 day shipping
- Men's Slip On Chelsea Boots Ankle Boots Suede Leather Chukka Dress Desert ShoesOpens in a new window or tabBrand New$39.89Was: $53.19 25% offFree shipping98+ sold
- Mens 8 inches Military Boots Tactical Boots Side Zipper Motorcycle Combat BootsOpens in a new window or tabBrand New$69.99Was: $87.49 20% offFree shippingExtra 20% off with coupon
- Sneakers Work Boots Mens Safety Shoes Steel Toe Indestructible Lightweight ShoesOpens in a new window or tabNew (Other)$33.11 to $43.23Was: $35.99 8% offFree 2-4 day shippingSave up to 7% when you buy more
- HISEA Men's Deck Boots Chelsea Waterproof Rubber Rain & Snow Working Ankle BootsOpens in a new window or tabBrand New$50.99 to $56.99Free shippingSave up to 15% when you buy more
- Mens Waterproof Safety Shoes Composite toe Work Boots Indestructible SneakersOpens in a new window or tabNew (Other)$27.89 to $43.70Was: $29.99 7% offFree 2-4 day shipping10+ watchers
- Timberland Boots Mens Size 10.5 M Classic Soft Toe Work Wheat NubuckOpens in a new window or tabPre-Owned$40.00Free shippingBenefits charity
- Clarks Mens Bradley Mid Black Leather Casual Boots ShoesOpens in a new window or tabBrand New$44.99List price: $100.00 55% offFree 2-3 day shippingFree returns
- Goodfellow & Co Jeffrey Cap Toe Brown Ankle Boots Men's Size 11.5 NWTOpens in a new window or tabNew (Other)$22.99+$14.25 shipping
- Brand New Mens Cowboy Boots Western Snake Skin Print Zippper Buckle Harness ShoeOpens in a new window or tabBrand New$32.30 to $40.40Was: $39.89 10% offFree 2-4 day shippingFree returnsSave up to 5% when you buy more
- UGG Men's Biltmore Chelsea Ankle Boots Waterproof Leather 1103789Opens in a new window or tabBrand New$89.99Free shipping
- Clarks Mens Bradley Mid Brown Leather Casual Boots ShoesOpens in a new window or tabBrand New$44.99List price: $100.00 55% offFree 2-3 day shippingFree returns
- Men, Bandolino Ankle Boots, Size 9, Suede, BrownOpens in a new window or tabPre-Owned$22.00+$11.40 shipping
- Xtratuf Men's Wheelhouse Ankle Deck Boot - GrayOpens in a new window or tabNew (Other)$75.00Free shipping15+ sold
- Men's Hiking Boots Waterproof Ankle Trekking Work Boots Climb Boots Work BootsOpens in a new window or tabBrand New$26.99Was: $53.98 50% offFree shippingBuy 1, get 1 10% off with coupon
- Warfield & Grand Ankle Boots Potrero 53801 Black Leather Cap Toe Men’s 8.5Opens in a new window or tabPre-Owned$42.00+$10.10 shipping
- Mens Work Safety Shoes Steel Toe Cap Bulletproof Boots Indestructible SneakersOpens in a new window or tabNew (Other)$42.99Free shippingFree returns
- J.Shoes Mens Boots NWD Defect$198 Navarra S9501 Chukka Ankle Boots BROKEN ZIPPEROpens in a new window or tabNew (Other)$24.00+$18.60 shippingSave up to 11% when you buy more
- Items Per Page