8,300+ results for vintage ankle boots
- NIB Crown Vintage “HADDEN” Brown Boots Leather Ankle Zip Men's Size 13 MOpens in a new window or tabBrand NewC $149.11Top Rated Sellerfrom United States
- Dr Martens Men's Ankle Boots 8A26 Bark Grizzly Brown Leather US Size 10 M VtgOpens in a new window or tabPre-OwnedC $68.38from United States
- Vintage Dexter USA Men's Leather Ankle Boots Side Zip Sherpa Lined Sz 13 BucklesOpens in a new window or tabPre-OwnedC $41.02Top Rated Sellerfrom United States
- Vintage 1980's? Issue Military Ankle Lace Up Combat Boots Steel Toe Men 10 ROpens in a new window or tabPre-OwnedC $68.40Top Rated Seller+C $68.37 shippingfrom United States11 watchers
- VINTAGE Red Aldo Ponti Genuine Snakeskin Ankle Boots, Size 11D Style 891154Opens in a new window or tabPre-OwnedC $54.70Top Rated Seller+C $38.97 shippingfrom United States
- VTG 1970s Fur & Shearling Beige Ankle Boots, 8 Men, 9.5 Women, Made in CanadaOpens in a new window or tabPre-OwnedC $109.99Top Rated Seller
- Polo Ralph Lauren Willingcott Pebbled Leather Boots Black Flannel Lined Mens 12DOpens in a new window or tabPre-OwnedC $61.54Top Rated Seller+C $43.35 shippingfrom United States
- Men's Vintage Medieval Goth Style Lace-up Boots High Top Shoes Flats Ankle BootsOpens in a new window or tabNew (Other)C $51.72Top Rated SellerWas: C $54.44 5% off+C $13.67 shippingfrom China
- New Mens Lace Up Desert Chukka Boots Oxford Dress Ankle Shoes Vintage Casual USOpens in a new window or tabNew (Other)C $50.92Was: C $54.17 6% offFree shippingfrom China
- Roman Mens Vintage Round Toe Lace Up Work Ankle Boots Shoes Motorcycle Boot HotOpens in a new window or tabBrand NewC $64.84Top Rated SellerWas: C $68.26 5% off+C $13.67 shippingfrom China8+ watchers
- Frye Vintage Ankle Men's Size 9.5 D Leather Boots Brown Casual Lace Up Lug SoleOpens in a new window or tabPre-OwnedC $121.75Top Rated Sellerfrom United States
- Kinney Colorado Mountaineering Hiking Boots Made in Italy Vibram VTG Sz 6 WomanOpens in a new window or tabPre-OwnedC $47.88from United States
- Dr Docs Martens Doc Alderton Mens Lace Up Air Wair Brown Boots UK 8 US 9 VintageOpens in a new window or tabPre-OwnedC $177.81Top Rated Seller+C $57.93 shippingfrom United States
- Vintage Men's Oxfords Fashion Leather Cap Toe High Top Ankle Boots Lace Up NewOpens in a new window or tabNew (Other)C $159.48Top Rated SellerWas: C $179.19 11% off+C $2.72 shippingfrom China1+ watchers
- Vintage Men Ankle Boots Spring Round Toe Short Boots Lace Up Flats BootiesOpens in a new window or tabNew (Other)C $234.36Top Rated SellerWas: C $266.31 12% off+C $6.84 shippingfrom China
- New Men Winter Boots Vintage Ankle Warm Men's Winter Warm Fashion Soft ShoesOpens in a new window or tabNew (Other)C $115.44 to C $116.52Top Rated SellerWas: C $126.66 8% off+C $6.84 shippingfrom China
- Florsheim Duke Mens Vintage Brown Leather Side Zip Beatles Ankle Boots US 9.5 DOpens in a new window or tabPre-OwnedC $157.30Top Rated Seller+C $62.10 shippingfrom United States
- Men Punk Zipper Buckle Belt Ankle Boots Pointy Toe Vintage Gothic Rock ShoesOpens in a new window or tabBrand NewC $62.91+C $13.67 shippingfrom China
- FLYLAND Men's Fashion Vintage Chukka Leather Ankle Boots Handmade Casual BootsOpens in a new window or tabNew (Other)C $54.70 to C $62.91Top Rated SellerFree shippingfrom China2+ watchers
- Vintage 1960s Swedish army work boots Brown leather rubber shoes military ankleOpens in a new window or tabPre-OwnedC $44.19+C $35.35 shippingfrom Ireland8+ watchers
- Vintage Florsheim Ankle Beatle Boots Black Leather Chelsea 8.5 3E Dress ShoesOpens in a new window or tabPre-OwnedC $34.20Top Rated Sellerfrom United States
- Vintage Red Wing Boots 4440 Moc Toe Steel Toe Men's Size 7.5 E Brown LeatherOpens in a new window or tabPre-OwnedC $68.38Top Rated Seller0 bids · Time left6d 8hC $198.35Buy It Now+C $60.03 shippingfrom United States
- FLYLAND Men's Fashion Vintage Chukka Leather Ankle Boots Handmade ShoesOpens in a new window or tabNew (Other)C $60.18Top Rated Seller+C $27.36 shippingfrom United States
- Mens Retro Chelsea Casual Business Dress Boots Side Zip High Top Leather ShoesOpens in a new window or tabBrand NewC $76.58Free shippingfrom China
- A. Testoni Ankle Boots Calf Antique Brushed Patina Shoes UK:10.5 US:11.5 EU:44.5Opens in a new window or tabBrand NewC $341.92Top Rated Seller0 bids · Time left6d 15hor Best Offer+C $67.03 shippingfrom Austria
- Vintage Mens Pointty Toe Chunky Heels Ankle Boots Chelsea Leopard Casual ShoesOpens in a new window or tabBrand NewC $158.13Top Rated Seller+C $27.35 shippingfrom China
- Corcoran 1510 VTG Men Jump Combat Cap Toe Brown Leather Distressed Boots Sz 7.5DOpens in a new window or tabPre-OwnedC $259.60Top Rated Sellerfrom United States
- Vintage Dr Martens 1460 Mens Black Smooth Leather Ankle England Boots Size US 13Opens in a new window or tabPre-OwnedC $123.10Top Rated Sellerfrom United States
- Vintage Men Winter Ankle Boots Warm Plush Zippers Short Boot Booties FootwearOpens in a new window or tabNew (Other)C $91.76Top Rated SellerWas: C $104.28 12% off+C $6.84 shippingfrom China
- Vintage Men Winter Ankle Boots Warm Plush Zipper Flats Male Outdoor FootwearOpens in a new window or tabNew (Other)C $91.04Top Rated SellerWas: C $103.46 12% off+C $6.84 shippingfrom China
- Vintage Men's Oxfords Fashion Leather Cap Toe High Top Ankle Boots Lace Up NewOpens in a new window or tabNew (Other)C $157.68Top Rated SellerWas: C $179.19 12% off+C $2.72 shippingfrom China
- Vintage Mens Winter Ankle Boots Warm Plush Zipper Morcycle Biker Casual ShoesOpens in a new window or tabNew (Other)C $69.61Top Rated SellerWas: C $89.25 22% off+C $27.35 shippingfrom China
- Vintage Y2K 90s Oakley Pit Boot Tactical Chunky Oversized US7 Mens US8.5 WomensOpens in a new window or tabPre-OwnedC $316.48from Australia
- Eastland Brown Leather Ankle Boots Mens Sz 9 M - Vintage hiking StyleOpens in a new window or tabPre-OwnedC $61.54from United States
- Vintage Jungle Combat Boots US Military Jungle Boots Leather Canvas Shoes GreenOpens in a new window or tabBrand NewC $77.67Top Rated SellerWas: C $92.47 16% offFree shippingfrom China
- Alpine Swiss Men's Beck Suede Chukka Desert Boots Shoes Crepe Sole Navy Blue 12Opens in a new window or tabPre-OwnedC $34.20Top Rated Sellerfrom United States
- Tommy Hilfiger - Mens Blue Suede Leather Outdoor Combat Boots Looks Vtg Size 9Opens in a new window or tabPre-OwnedC $68.40Top Rated Sellerfrom United States
- Mens Moccasins Leather Slip on Loafers Casual Walking Flats Soft Dress ShoesOpens in a new window or tabNew (Other)C $39.52 to C $51.83Free shippingfrom China
- Mens Vintage High Top Fashion Round Toe Lace Up Leather Work Ankle Boots ShoesOpens in a new window or tabNew (Other)C $140.86Top Rated SellerWas: C $185.34 24% offFree shippingfrom China
- Men's Fashion Ankle Boots Leather Lace-up Oxford Casual Dress Boots Vintage NewOpens in a new window or tabNew (Other)C $121.31Top Rated SellerWas: C $139.44 13% off+C $2.72 shippingfrom China
- Men Pointed Toe Vintage Casual High Top Ankle Boots Wing Tips PU Leather OxfordsOpens in a new window or tabBrand NewC $62.78Top Rated SellerWas: C $74.73 16% off+C $19.14 shippingfrom China
- Vintage Gothic Rock Men Ankle Boots Punk Zipper Buckle Belt Pointy Toe Shoes NewOpens in a new window or tabBrand NewC $37.63 to C $42.34Top Rated SellerWas: C $49.23 14% off+C $34.19 shippingfrom China9+ watchers
- British Style Men's Ankle Boots Youth Vintage Lace up Round Toe Oxford Shoes NewOpens in a new window or tabBrand NewC $63.71Top Rated SellerWas: C $78.64 19% off+C $34.19 shippingfrom China
- Vtg WOLVERINE ankle wingtip brogue mocassin chukka brown mens boots sz 8 DOpens in a new window or tabPre-OwnedC $145.00+C $39.00 shipping
- Mens Chelsea Boots Fashion British Short Boots Casual Ankle Vintage Chukka BootsOpens in a new window or tabNew (Other)C $71.42Top Rated Seller+C $3.62 shippingfrom China
- Palladium Men Pampa Hi Boots Black/Black NewOpens in a new window or tabBrand NewC $95.69Top Rated Seller+C $22.38 shippingfrom United States
- Men's Red Wing Irish Setter High Top Ankle Boots Flat New ShoesOpens in a new window or tabBrand NewC $54.57Free shippingfrom China
- Clarks Originals Men's Desert Boot Size 11 M Beeswax Brown Leather Chukka 13292Opens in a new window or tabPre-OwnedC $51.97Top Rated Seller+C $67.89 shippingfrom United States
- Men Retro Side Zipper Ankle High Tops Shoes Male Motorcycle Oxford Lace Up BootsOpens in a new window or tabNew (Other)C $51.22Top Rated SellerWas: C $57.55 11% offFree shippingfrom China
- Doc Dr. Martens Rick Griffin 1460 Boots Flying Eyeball Art Mens 9 US Womens 10Opens in a new window or tabPre-OwnedC $246.22Top Rated Seller+C $49.36 shippingfrom United States
- Roman Mens Vintage Round Toe Lace Up Work Ankle Boots Shoes Motorcycle Boot HotOpens in a new window or tabBrand NewC $74.87Top Rated SellerWas: C $79.64 6% off+C $2.72 shippingfrom China
- Military Tactical Combat Boots Mens Outdoor Hiking Desert Army Boots LightweightOpens in a new window or tabBrand NewC $90.95Top Rated SellerWas: C $95.74 5% offFree shippingfrom China
- Men's Shoes Clarks DESERT BOOT Lace Up Chukka Boots 55484 BEESWAX LEATHEROpens in a new window or tabBrand NewC $150.47Top Rated SellerList price: C $205.19 27% off+C $28.47 shippingfrom United States18+ sold
- Office Shoes for Men Genuine Leather Casual Boot Retro Couple Ankle BootFootwearOpens in a new window or tabNew (Other)C $100.22Top Rated SellerFree shippingfrom China
- Vintage Men Ankle Boots Casual Slip on Flats Short Boot Booties Male FootwearOpens in a new window or tabNew (Other)C $90.85 to C $93.18Top Rated SellerWas: C $103.24 12% off+C $6.84 shippingfrom China
- Vintage Foundry Co Mens Leather Zipped Buckled Ankle Boots Black Size 13Opens in a new window or tabPre-OwnedC $47.86Top Rated Seller0 bids · Time left6d 7h+C $60.87 shippingfrom United States
- Feud Britannia Spark Sport UK Boots Mens Size 11.5 US Brown Leather Sneaker RAREOpens in a new window or tabPre-OwnedC $123.10Top Rated Seller+C $72.67 shippingfrom United States
- [TB010001214] Mens Timberland Premium 6" Waterproof BootOpens in a new window or tabBrand NewC $218.86Top Rated SellerList price: C $287.27 24% off+C $31.53 shippingfrom United States45+ sold
- Formal Business Boots for Men Casual Work Boots Retro Lace Up Motorcycle BootsOpens in a new window or tabNew (Other)C $57.44 to C $60.18Was: C $67.02 10% offFree shippingfrom China
- Vintage L.L. Bean Mens 9M Brown Leather Ankle Boots Closed Toe Lace UpOpens in a new window or tabPre-OwnedC $68.38Top Rated Sellerfrom United States
- 🔥VTG. Johnston & Murphy Mens Brown Ankle Boots | | Sz 8Opens in a new window or tabPre-OwnedC $266.75from United States
- British vintage Men's ankle boot chukka Lace Up leather casual shoes high top @Opens in a new window or tabBrand NewC $52.32Top Rated SellerWas: C $61.56 15% off+C $47.86 shippingfrom China
- Weatherproof Vintage Men's Adam II Duck Boots TAN/NAVY Size 12 NewOpens in a new window or tabBrand NewC $25.01+C $40.05 shippingfrom United States10 watchers
- Men's Winter New Fashion Flat Warm Shoes Non-Slip Pointed Toe Boots Oversize NewOpens in a new window or tabNew (Other)C $47.80Top Rated SellerWas: C $52.53 9% off+C $2.72 shippingfrom China
- Men's Motorcycle Combat Ankle Lace Up Dress Boots Retro Round Toe Leather ShoesOpens in a new window or tabBrand NewC $62.24Top Rated SellerWas: C $69.16 10% off+C $2.72 shippingfrom China
- Retro Men's British Style Lace Up Combat Ankle Boots Wearable ShoesOpens in a new window or tabBrand NewC $64.79Top Rated SellerWas: C $80.98 20% off+C $41.02 shippingfrom China
- Vintage Men Winter Ankle Boots Warm Plush Zipper Flats Male Outdoor FootwearOpens in a new window or tabNew (Other)C $95.18Top Rated SellerWas: C $103.46 8% off+C $6.84 shippingfrom China
- Winter Leather Men Ankle Boots Outdoor Casual Shoes Lightweight Designer ShoesOpens in a new window or tabBrand NewC $87.54+C $8.19 shippingfrom China
- NINGO Men Steel Toe Work Boot 6'' Leather Cushioning Construction Botas EH RatedOpens in a new window or tabBrand NewC $93.01 to C $94.37Top Rated Seller+C $28.47 shippingfrom United States
- Vintage Men Winter Ankle Boots Warm Plush Zip Short Boot Casual Shoes FootwearOpens in a new window or tabNew (Other)C $126.90Top Rated SellerWas: C $137.94 8% off+C $6.84 shippingfrom China
- Botas Militares De Camuflaje Para Hombre Zapatos De Trabajo Antideslizantes LujoOpens in a new window or tabBrand NewC $54.70+C $8.19 shippingfrom China
- Vintage Newports Tradicional In Dark Brown Boots Adrienne Size 7 1/2”Opens in a new window or tabPre-OwnedC $75.24from United States
- LIMITED COLLECTION VINTAGE BROWN LEATHER ANKLE BOOTS SIZE:12M [RARE]Opens in a new window or tabPre-OwnedC $94.39+C $71.89 shippingfrom United States
- Men Cowboy Western Business Chukka Real Leather Biker Ankle Boots Shoes Casual LOpens in a new window or tabNew (Other)C $140.53Top Rated SellerWas: C $180.17 22% offFree shippingfrom China
- Mens 100% Real Leather Suede Chelsea Boot Metal Square Toe Shoes Ankle BootsOpens in a new window or tabNew (Other)C $168.93Top Rated SellerWas: C $177.82 5% off+C $13.67 shippingfrom China
- Items Per Page
![[TB010001214] Mens Timberland Premium 6" Waterproof Boot](https://i.ebayimg.com/thumbs/images/g/M5wAAOSwfbNkvqpC/s-l140.jpg)
![LIMITED COLLECTION VINTAGE BROWN LEATHER ANKLE BOOTS SIZE:12M [RARE]](https://i.ebayimg.com/thumbs/images/g/yAQAAOSwY09l7fP5/s-l140.jpg)
