260,000+ results for men's ankle boots
- 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
- 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 2-4 day shipping98+ sold
- 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 shipping1+ watchers
- Men Chelsea Ankle Boots Casual Slip On Classic Dress Oxford Boot Dark/BrownOpens in a new window or tabBrand New$34.99Free shipping14+ watchers
- Men's Tailgate 6 in Ankle Deck BootOpens in a new window or tabBrand New$49.53List price: $59.53 17% offFree 2-4 day shippingFree returns
- 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 2-4 day shippingBuy 1, get 1 10% off with coupon
- 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
- 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 2-4 day shippingFree returns92+ sold
Picked For You
Sponsored | Top selling items from highly rated sellers with free 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
- Men's Chukka Boots Stylish Ankle Oxford Boots Party Dress BootsOpens in a new window or tabBrand New$35.99Was: $51.41 30% offFree 2-4 day shipping
- Hugo Boss Men’s Suede Ankle Boots Tan Color With Double Monk Straps & Logos 7.5Opens in a new window or tabPre-Owned$149.99+$10.80 shipping
- 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
- 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 2-3 day shippingSave up to 8% when you buy more
- Men's Leather Motorcycle Boots Combat Faux Fur Military Ankle BootsOpens in a new window or tabBrand New$35.99Was: $51.41 30% offFree 2-4 day shipping12+ sold
- Men's cowboy genuine leather short ankle western Jtoe design boots Botin VaqueroOpens in a new window or tabBrand New$98.89Top Rated PlusFree shippingFree returnsSave up to 15% when you buy more
- 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 2-4 day shippingExtra 16% off with coupon
- NORTIV 8 Men's Military Tactical Boots Motorcycle Combat Ankle High Work ShoesOpens in a new window or tabBrand New$63.94Was: $79.93 20% offFree 2-4 day shippingExtra 25% off with coupon
- Laredo Hoxie Men's Ankle Boot Style 62007Opens in a new window or tabNew (Other)$39.99+$6.54 shipping
- 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
- Xtratuf Men's Comfortable Watertight 6 inch Ankle Deck BootOpens in a new window or tabBrand New$60.75 to $64.98Free 2-3 day shipping
- Men's Waterproof Hiking Boots Mid Top Ankle Lightweight Outdoor Trail Work ShoesOpens in a new window or tabBrand New$54.99 to $59.99Was: $68.74 20% offFree 2-4 day shippingExtra 15% off with coupon
- UGG Men's Biltmore Chelsea Ankle Boots Chestnut Olive Waterproof Suede 1123669Opens in a new window or tabBrand New$89.99Free shipping
- Brand New Men's Hiking Boots Waterproof Ankle Trekking Work Boots Climb BootsOpens in a new window or tabBrand New$26.99Was: $53.98 50% offFree shipping1+ watchers
- 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 shipping7+ sold
- Laredo Men's Fletcher Black Leather Ankle Boots 62070 Size 9D Store DisplayOpens in a new window or tabNew (Other)$59.99+$6.72 shipping
- Hi-Tec Ht Ravus Mid Wp Lace Up Hiking Mens Brown Casual Boots CH80007M-EOpens in a new window or tabBrand New$28.15List price: $70.00 60% offFree shippingFree returns
- Xtratuf Men's 6 in Ankle Deck Boots - Navy/Rogue WaveOpens in a new window or tabNew (Other)$65.00Free shipping12+ sold
- 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's Safety Steel Toe Work Boots Indestructible Waterproof Boots Non-slip ShoesOpens in a new window or tabNew (Other)$29.69 to $44.09Was: $48.99 10% offFree shippingSave up to 10% when you buy more
- NORTIV 8 Men's Military Boots Hiking Boots Breathable Lightweight Combat BootsOpens in a new window or tabBrand New$45.99 to $46.99Was: $57.49 20% offFree 2-4 day shipping
- Men's Chukka Boots Lace Up Dress Water-Resistant Shoes Ankle Boots Size 6.5-13Opens in a new window or tabBrand New$36.89Was: $49.19 25% offFree 2-4 day shippingExtra 6% off with coupon
- Tom’s Men's SZ 9.5 Ankle Boots Booties Lace Up Green BrownOpens in a new window or tabPre-Owned$24.77+$8.00 shipping
- Black Leather Mens Ankle Dress Boots Side Zipper Round Toe Chelsea ÃZARMANOpens in a new window or tabBrand New$44.95Top Rated PlusFree 2-4 day shippingFree returnsSave up to 15% when you buy more
- Nike Manoa 454350-003 Men's Black Leather Casual Lace Up Ankle Boots YAG28Opens in a new window or tabBrand New$119.99Top Rated PlusFree 2-3 day shippingFree returns
- Men's Formal Modern Classic Lace Up Leather Oxford Dress Ankle Boots Size 6.5-15Opens in a new window or tabBrand New$26.99Was: $35.99 25% offFree shipping15+ sold
- XTRATUF Men's Ankle Deck Stormy Blue Boots XMAB-203Opens in a new window or tabBrand New$84.99Free 2-3 day shipping2+ watchers
- NORTIV 8 Men's Military Tactical Work Boots Side Zipper Leather Combat BootsOpens in a new window or tabBrand New$62.99 to $63.94Was: $79.93 20% offFree 2-4 day shippingExtra 25% off with coupon
- Men's Western Cowboy Square Toe Ankle Boot from Python Printed Botin Vaquero 715Opens in a new window or tabBrand New$159.99Top Rated Plus+$14.99 shippingFree returns1+ 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
- 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
- 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
- Kenneth Cole Mens Abie Desert Navy Ankle Boots Size 7 (1636686)Opens in a new window or tabNew (Other)$17.12List price: $110.00 84% offFree 2-4 day shipping
- Men's Suede Leather Ankle Chukka Boots Oxfords Lace Up Casual Boots Size 6.5-15Opens in a new window or tabBrand New$21.89Was: $29.19 25% offFree 2-4 day shipping9+ sold
- 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
- 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
- Men's Leather Chukka Boots Casual Boots Stylish Business Dress Boots Size 6.5-15Opens in a new window or tabBrand New$33.89Was: $42.36 20% offFree 2-4 day 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 2-3 day shippingLast one
- RED WING Chukka Boots 595 Mens 10.5D Work Brown Leather Work USAOpens in a new window or tabPre-Owned$20.00+$24.75 shipping
- Men's Casual Dress Leather Chelsea Chukka Suede Lace Up Ankle Boots Desert ShoesOpens in a new window or tabBrand New$36.89Was: $46.11 20% offFree 2-4 day shipping4+ watchers
- 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
- Xtratuf 6 Inch Ankle Deck Pull On Mens Blue Casual Boots XMAB-MOCOpens in a new window or tabBrand New$56.37List price: $105.00 46% offFree shippingFree returns
- Mens Exclusive Genuine Black Leather Cap Toe Chukka Boots With Zipper HENRY AZAROpens in a new window or tabBrand New$55.85Top Rated PlusFree 2-4 day shippingFree returnsSave up to 15% when you buy more
- Xtratuf Men's Ankle Deck Explorer Grade Gray Waterproof Boots - Size 9Opens in a new window or tabPre-Owned$34.95+$14.99 shipping
- Brand New Men's Cowboy Boots Western Leather Lined Ankle Harness Strap ZipperOpens in a new window or tabBrand New$31.40 to $35.90Was: $36.89 10% offFree 2-4 day shippingFree returnsSave up to 20% when you buy more
- US Men's Hiking Boots Waterproof Ankle Trekking Work Boots Climb BootsOpens in a new window or tabBrand New$27.99Was: $62.49 55% offFree 2-4 day shipping2+ watchers
- 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
- Lugz Brace Hi Fleece Lace Up Mens Black Casual Boots MBRACHFD-0031Opens in a new window or tabBrand New$28.15List price: $90.00 69% offFree shippingFree returns
- NORTIV 8 Men's Hiking Boots Outdoor Lightweight Waterproof Non Slip Travel ShoesOpens in a new window or tabBrand New$54.99 to $59.99Was: $68.74 20% offFree 2-4 day shippingExtra 16% off with coupon
- NORTIV8 Men's Military Tactical Work Boots Side Zipper Hiking Combat Boots ShoesOpens in a new window or tabBrand New$63.94Was: $79.93 20% offFree 2-4 day shippingExtra 25% off with coupon
- Muck Men's Originals Duck Lace Boot - BlackOpens in a new window or tabBrand New$47.00Top Rated PlusFree shippingFree returns
- Lugz Rucker Hi Lace Up Mens Black Casual Boots MRUCKRHD-002Opens in a new window or tabBrand New$23.45List price: $80.00 71% offFree shippingFree returns
- Salvatore Ferragamo Side Zip Ankle Boots Men's Size 10 D BlackOpens in a new window or tabPre-Owned$65.00Top Rated Plus+$11.69 shippingFree returns
- HISEA Men's Deck Boots Chelsea Waterproof Rubber Rain & Snow Working Ankle BootsOpens in a new window or tabPre-Owned$48.99+$5.00 shippingLast one
- Levi's Men's Harrison 51741011B Brown Lace Up Ankle Combat Boots Size 13Opens in a new window or tabPre-Owned$15.990 bids · Time left4d 19h+$10.99 shippingBenefits charity
- Size 10 - ASOS Men's Black Suede Chelsea Dress BootsOpens in a new window or tabNew (Other)$19.99+$10.42 shipping
- New Men's Winter Boots Brown Ankle Fashion Fur Full Lined Zipper Warm Sizes:7-13Opens in a new window or tabBrand New$22.49 to $25.19Was: $27.99 10% off+$15.99 shippingFree returnsSave up to 5% when you buy more
- Men's Ankle Hiking Desert Combat Shoes Outdoor Military Tactical Work Boots ArmyOpens in a new window or tabNew (Other)$37.69 to $42.85Free 2-3 day shipping
- 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
- Brand New Men's Waterproof Work Boots 6" Nubuck Leather Insulated Hiking AnkleOpens in a new window or tabBrand New$46.70 to $50.30Was: $55.89 10% offFree 2-4 day shippingFree returnsSave up to 5% when you buy more
- Cole Haan Men's 2.ZeroGrand Chukka Boot British Tan Leather Java Style C26944Opens in a new window or tabBrand New$79.99List price: $320.00 75% offFree shipping22+ sold
- Mens Work Safety Shoes Steel Toe Cap Bulletproof Boots Indestructible SneakersOpens in a new window or tabNew (Other)$42.99Free shippingFree returns
- Mens Work Safety Shoes Steel Toe Boots Lightweight Shoes Indestructible SneakersOpens in a new window or tabNew (Other)$28.99 to $45.07Was: $48.99 8% offFree 2-3 day shippingSave up to 8% when you buy more
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