110,000+ results for men's ankle casual shoes
- Crocs Men's and Women's Shoes - Baya Clogs, Slip On Shoes, Waterproof SandalsOpens in a new window or tabBrand New$29.99List price: $50.0040% offFree 2-4 day shippingFree returns30% off $100+
- Men's Chelsea Ankle Boots Classic Dress Casual Elastic Slip On ShoesOpens in a new window or tabBrand New$37.99Was: $54.2730% offFree shipping68+ sold
- Levis Red Tag Oakley Casual Men's Ankle Boot Shoes Dark Blue Mens size 8.5Opens in a new window or tabPre-Owned$34.00+$11.99 shippingFree returnsBenefits charityTop Rated Plus
- New Fashion Men's Ankle Boots Casual Shoes Athletic Running Sneakers Walking GymOpens in a new window or tabNew (Other)$10.44 to $35.14Was: $36.995% offFree shippingfrom ChinaFree returns
- Men's Mid Top Leather Sneakers Ankle Boots Non-Slip Walking Shoes for MaleOpens in a new window or tabNew (Other)$31.99Free shipping
- Men's Sneakers Casual Shoes Walking Shoes Loafers Comfortable Ankle BootsOpens in a new window or tabNew (Other)$46.00 to $49.00Free shippingfrom China
- Men's High Top Sneakers Fashion Casual Shoes Waterproof Loafers Flat Ankle BootsOpens in a new window or tabNew (Other)$39.00 to $50.00Free shippingfrom China
- Men's Casual Shoes Sneakers Comfortable Ankle Boots Moccasins Driving ShoesOpens in a new window or tabNew (Other)$36.00 to $47.00Free shippingfrom China
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Sponsored | Top selling items from highly rated sellers with free shipping- High Quality Men's Sneakers Ankle Boots Outdoor Comfortable Flat Casual ShoesOpens in a new window or tabNew (Other)$39.00 to $50.00Free shippingfrom China
- Men's Ankle Boots Keep Warm with Motorcycle Shoes Casual Shoes High Top SneakersOpens in a new window or tabNew (Other)$38.00 to $48.00Free shippingfrom China
- Men's Casual Shoes High Top Sneakers Loafers Comfortable Motorcycle Ankle BootsOpens in a new window or tabNew (Other)$26.56 to $35.69Was: $43.0017% offFree shippingfrom China
- Men's High Quality Casual Shoes Sneakers Walking Shoes Comfortable Ankle BootsOpens in a new window or tabNew (Other)$30.71 to $33.20Was: $40.0017% offFree shippingfrom China
- Fashion Men's Ankle Boots Handmade Split Leather Sneakers Outdoor Casual ShoesOpens in a new window or tabNew (Other)$26.24 to $39.36Was: $48.0018% offFree shippingfrom China
- Men's Chelsea Ankle Boots Classic Dress Casual Slip On Shoes Outdoor Leisure NewOpens in a new window or tabNew (Other)$34.43Was: $40.9916% offFree shippingfrom China
- GoldToe Men's White Cotton Ankle Athletic Sock, 6 Pair Shoe Size 12-16Opens in a new window or tabNew (Other)$13.97Free shippingSave up to 15% when you buy more
- GoldToe Men's Black Cotton Ankle Athletic Sock, 6 Pair Shoe Size 6-12.5Opens in a new window or tabNew (Other)$13.97Free shippingSave up to 10% when you buy more
- Men's Casual Shoes High Top Sneakers Ankle Boots Lace Up Warm Walking ShoesOpens in a new window or tabNew (Other)$31.16 to $39.36Was: $48.0018% offFree shippingfrom China
- Breathable High Top Men's Sneakers Casual Shoes Wear Resistance Ankle BootsOpens in a new window or tabNew (Other)$39.00 to $49.00Free shippingfrom China
- 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: $34.995% offFree shipping
- Men Suede Leather Chelsea Ankle Boots Slip On Casual Dress ShoesOpens in a new window or tabBrand New$49.99Was: $71.4130% offFree shippingTake $10 off your order with coupon
- Men's Ankle Hiking Desert Combat Shoes Outdoor Military Tactical Work Boots ArmyOpens in a new window or tabNew (Other)$38.95 to $42.85Free shipping
- Retro Men's Waterproof Leather Work Boots Outdoor Casual Ankle Shoes Water BootsOpens in a new window or tabNew (Other)$36.99Free shippingfrom China
- Men Ankle Boots Dress Boots Pointed Toe Carved Casual Leather Shoes Men BootsOpens in a new window or tabNew (Other)$49.63Was: $52.245% offFree shippingfrom China
- Men's Breathable Casual Shoes High Top Sneakers Fashion Loafers Soft Ankle BootsOpens in a new window or tabNew (Other)$31.16 to $40.18Was: $49.0018% offFree shippingfrom China
- Men's Suede Leather Chukka Desert Boots Ankle Bootie Lace Up Dress Oxfords ShoesOpens in a new window or tabBrand New$21.89Was: $27.3620% offFree shipping6+ watchers
- Men's Chukka Suede Leather Lace Up Oxford Ankle Boots Chelsea Shoes Size 6.5-15Opens in a new window or tabBrand New$22.83Free shipping
- Bruno Marc Men's Chukka Boots Suede Leather Lace Up Oxford Dress Casual ShoesOpens in a new window or tabBrand New$35.14Was: $36.995% offFree shipping
- Camper Beetle Men's Brown Orange Lightweight Ankle Boots Shoes EU 47, US 13Opens in a new window or tabPre-Owned$52.00+$10.34 shipping
- GoldToe Men's White Cotton Ankle Athletic Sock 6 Pair Shoe Size 9-12.5Opens in a new window or tabNew (Other)$13.97Free shippingSave up to 10% when you buy more
- NORTIV 8 Men's Military Tactical Boots Motorcycle Combat Ankle High Work ShoesOpens in a new window or tabBrand New$63.94Was: $79.9320% offFree shippingExtra 25% off with coupon
- Men Women Barefoot Casual Shoes Winter Booties Ankle Boots Outdoor FootwearOpens in a new window or tabNew (Other)$44.55 to $57.66Was: $62.3712% offFree shippingfrom China
- Men's CHEALSEA Boots Black Comfort Stylish High Top Ankle Shoes Slip ResistantOpens in a new window or tabBrand New$79.95Free shippingfrom Turkey
- Muck Boot Outscape Low Men's Waterproof Slip On Shoe Size 7 ~ NEWOpens in a new window or tabBrand New$69.95Free shippingFree returnsTop Rated Plus
- New Men Fashion Army Tactical Comfort Ankle Boots Casual Canvas Lace-up ShoesOpens in a new window or tabBrand New$33.25Was: $35.005% off+$12.00 shippingfrom China1+ watchers
- Roper Clearcut Ankle Mens Tan Leather Casual LaceUp BootsOpens in a new window or tabBrand New$94.99List price: $135.3030% offFree shipping
- On Foot Shoes Mens 43 Leather Tacman Ankle Chukka Spain Brown ComfortOpens in a new window or tabPre-Owned$54.99+$9.99 shippingFree returns
- London Fog Brown Casual Ankle Boots Memory Foam, Men's Size 12, NEW WITH TAGOpens in a new window or tabNew (Other)$25.98+$9.85 shipping
- Men's Leather Chukka Boots Casual Boots Stylish Business Dress Boots Size 6.5-15Opens in a new window or tabBrand New$33.89Was: $42.3620% offFree shipping2+ watchers
- Men's Sneakers Safety Shoes Steel Toe Work Boots Indestructible Waterproof BootOpens in a new window or tabNew (Other)$29.69 to $44.09Was: $48.9910% offFree shippingSave up to 10% when you buy more
- 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: $68.7420% offFree shippingExtra 15% off with coupon
- 2024 Fashion Mens Ankle Boots Zip High Top Leisure Non Slip Shoes Casual OutdoorOpens in a new window or tabNew (Other)$48.15 to $56.75Was: $65.9914% offFree shippingfrom China
- Brand New Men's Steel Toe Work Boots 6" Black Leather Oil Resistant Ankle ShoesOpens in a new window or tabBrand New$25.10 to $33.20Was: $36.8910% off+$15.99 shippingFree returnsSave up to 5% when you buy more
- Lugz Mantle HI MMANTLHD-0823 Mens Gray Leather Lace Up Casual Dress BootsOpens in a new window or tabBrand New$32.99List price: $95.0065% offFree shippingFree returnsTop Rated Plus
- Crocs Men's and Women's Shoes - Bayaband Clogs, Slip On Water ShoesOpens in a new window or tabBrand New$38.49List price: $65.0041% offFree 2-4 day shippingFree returns30% off $100+
- Clarks Desert Coal 26167988 Mens Brown Leather Lace Up Chukkas BootsOpens in a new window or tabBrand New$76.99List price: $170.0055% offFree shippingFree returns7+ watchersTop Rated Plus
- Clarks Desert Coal 26169997 Mens Blue Suede Lace Up Chukkas BootsOpens in a new window or tabBrand New$87.99List price: $160.0045% offFree shippingFree returns9+ watchersTop Rated Plus
- Fila Edgewater 12 PB 1HM00872-001 Mens Black Synthetic Casual Dress BootsOpens in a new window or tabBrand New$48.99List price: $65.0025% offFree shippingFree returnsTop Rated Plus
- Florsheim Lookout Plain Toe Boot 13396-200-M Mens Brown Casual Dress BootsOpens in a new window or tabBrand New$53.99List price: $140.0061% offFree shippingFree returns8+ watchersTop Rated Plus
- Lugz Drifter Ballistic MDRBT-001 Mens Black Canvas Casual Dress BootsOpens in a new window or tabBrand New$35.99List price: $65.0045% offFree shippingFree returnsTop Rated Plus
- Men’s Hiking Shoes Breathable Lightweight Walking Shoes Leather Trail ShoesOpens in a new window or tabNew (Other)$36.99Free shipping
- Crocs Men's and Women's Shoes - Classic Clogs, Slip On Water Shoes, SandalsOpens in a new window or tabBrand New$37.49List price: $50.0025% offFree 2-4 day shippingFree returns30% off $100+
- Clarks Men's Suede Leather Sherpa Lined Ankle Bootie VenetianOpens in a new window or tabBrand New$24.95List price: $69.9964% offFree shipping
- Clarks Desert Boot 2 26161346 Mens Brown Suede Lace Up Chukkas BootsOpens in a new window or tabBrand New$61.99List price: $140.0056% offFree shippingFree returnsTop Rated Plus
- Red Wings Shoes Mens 15 D US Burgundy Leather Chukka Boot Lace Up Ankle 4003Opens in a new window or tabPre-Owned$38.95+$8.81 shippingFree returns33% off 4+ with couponTop Rated Plus
- New Mens Lace Up Desert Chukka Boots Oxford Dress Ankle Shoes Vintage Casual USOpens in a new window or tabNew (Other)$37.22Was: $39.606% offFree shippingfrom China
- Crocs Men's and Women's Shoes - Baya Glitter Clogs, Slip On Glitter ShoesOpens in a new window or tabBrand New$27.49List price: $55.0050% offFree 2-4 day shippingFree returns30% off $100+
- Fashion Men's Sneakers Genuine Leather Sports Running Shoes High-Top Ankle BootsOpens in a new window or tabNew (Other)$12.34 to $35.86Was: $37.755% offFree shippingfrom ChinaFree returns
- Grundens Men's SeaKnit Boat ShoeOpens in a new window or tabBrand New$95.00 to $124.99Free shippingFree returnsTop Rated Plus
- Mens Leather Sports Shoes Comfort Walking Sneakers Casual Soft Ankle Boots SizeOpens in a new window or tabNew (Other)$10.35 to $34.68Was: $36.505% offFree shippingfrom ChinaFree returns
- Men Sneakers Casual Shoes High Winter Warm Loafers Luxury Lace Up Ankle BootsOpens in a new window or tabBrand New$29.99Free shippingfrom China
- Lugz Freeman MFREMK-7441 Mens Brown Nubuck Lace Up Chukkas Boots 7Opens in a new window or tabBrand New$21.99List price: $80.0073% offFree shippingFree returnsLast oneTop Rated Plus
- Lugz Empire HI Water Resistant MEMPHD-001 Mens Black Casual Dress BootsOpens in a new window or tabBrand New$29.99List price: $95.0068% offFree shippingFree returns2+ watchersTop Rated Plus
- Giuseppe Zanotti Shoes Mens 10 Black Nevada Suede Ankle Boot Crepe Sole Zip UpOpens in a new window or tabPre-Owned$95.50+$6.89 shippingFree returnsTop Rated Plus
- Men's Waterproof Ankle Boots Climbing Hiking Outdoor Work Shoes High Top LeatherOpens in a new window or tabNew (Other)$45.06Was: $54.9518% offFree shippingfrom China
- Men's Chelsea Ankle Boots Slip on Suede Leather Chukka Dress Boots Size 6.5-15Opens in a new window or tabBrand New$38.49Free shippingfrom China
- Lugz Convoy Moc MCNVMOK-2225 Mens Brown Synthetic Casual Dress BootsOpens in a new window or tabBrand New$32.99List price: $80.0059% offFree shippingFree returnsTop Rated Plus
- Men Knit Sock Black n White Trainer Fashion Sneaker Casual Shoes Ankle Boots BOWOpens in a new window or tabBrand New$25.15Was: $27.649% off+$9.99 shippingfrom China
- Clarks Desert Coal 26166172 Mens Green Suede Lace Up Chukkas BootsOpens in a new window or tabBrand New$89.99List price: $170.0047% offFree shippingFree returnsTop Rated Plus
- Lugz Briarwood Mid MBRIARWOK-747 Mens Brown Nubuck Casual Dress BootsOpens in a new window or tabBrand New$32.99List price: $80.0059% offFree shippingFree returns6+ watchersTop Rated Plus
- Men's Casual Sneakers High Top Western Ankle Boots Waterproof Snow BootsOpens in a new window or tabNew (Other)$36.00 to $47.00Free shippingfrom China
- Clarks Wallabee Boot 26163074 Mens Brown Suede Lace Up Chukkas BootsOpens in a new window or tabBrand New$69.99List price: $170.0059% offFree shippingFree returns22+ soldTop Rated Plus
- Rockport Total Motion Lite Zip Chukka CI6310 Mens White Wide Chukkas BootsOpens in a new window or tabBrand New$41.99List price: $120.0065% offFree shippingFree returnsTop Rated Plus
- CLARKS BUSHACRE LEATHER CHUKKA 15522 DESERT ANKLE BOOTS SHOES SIZE 13Opens in a new window or tabPre-Owned$35.00+$18.60 shipping
- Men's Crocodile/Ostrich Print Leather Shoes Boot Zapato Casual Coco-Ave Est.1214Opens in a new window or tabBrand New$84.00 to $89.99+$12.99 shippingFree returns7+ soldTop Rated Plus
- NWT Men's and Women's Classic Croc All Terrain Clogs Waterproof Slip On ShoesOpens in a new window or tabNew (Other)$29.99 to $39.99Free shippingfrom ChinaFree returns14+ sold
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