1,900+ results for mens vintage ankle boots
- Mens Ankle Shoes Vintage Casual Retro Lace Up Desert Chukka Boots Oxford DressOpens in a new window or tabNew (Other)C $57.33Was: C $65.1612% offFree shippingfrom ChinaTop Rated Seller
- Men's Vintage Military Biltrite Combat Steel Toe Leather Ankle Boots Size 10ROpens in a new window or tabPre-OwnedC $88.60+C $45.90 shippingfrom United StatesTop Rated Seller
- Mens Vintage Florsheim Shoe Oxblood Ankle Boots 10D Leather 645537 Side ZipOpens in a new window or tabPre-OwnedC $68.14from United States
- Vintage Chippewa Motorcycle Work Black Leather Boots USA Mens 10 DOpens in a new window or tabPre-OwnedC $54.49from United StatesTop Rated Seller
- New Mens Lace Up Desert Chukka Boots Oxford Dress Ankle Shoes Vintage Casual USOpens in a new window or tabNew (Other)C $50.74Was: C $53.986% offFree shippingfrom China
- Men’s Vintage Frye Ankle Boots Slip On Zip Close Size 10Opens in a new window or tabPre-OwnedC $102.24from United States12 watchers
- Vtg HANOVER Ankle Boots Shoes Burgundy Leather Twin Zip 2601 Mens Sz 10 WideOpens in a new window or tabPre-OwnedC $135.63from United StatesTop Rated Seller
- Vtg Ankle Boots ~ Brown Leather ~ Brookline Brazil ~ Western Heeled ~Men's Sz 10Opens in a new window or tabPre-OwnedC $66.00Was: C $75.0012% off+C $29.00 shippingTop Rated Seller
- Yomior New Fashion Vintage British Men Leather Shoes Casual Round Toe Zip AnkleOpens in a new window or tabBrand NewC $24.54Was: C $61.3360% off+C $8.17 shippingfrom China
- Vintage Durango Western Ankle Boots Men’s Brown Leather Side Zip Size 10 D TR825Opens in a new window or tabPre-OwnedC $66.78from United StatesTop Rated Seller
- Vintage HANOVER Red Western Zip-boots Mens Ankle Boots 10 D/B Made in USAOpens in a new window or tabPre-OwnedC $94.03from United States17 watchersTop Rated Seller
- Vintage Florsheim Leather Side Zip Boots Mens 10 D Black 11087-01Opens in a new window or tabPre-OwnedC $54.51+C $41.62 shippingfrom United States
- Vintage Dr Martens 9259 Black Leather Desert Chukka Lace Up Boot Mens Size 10 USOpens in a new window or tabPre-OwnedC $70.00+C $23.00 shippingTop Rated Seller
- New Mens Lace Up Desert Chukka Boots Oxford Dress Ankle Shoes Vintage Casual USOpens in a new window or tabNew (Other)C $63.44 to C $72.85Was: C $76.685% off+C $2.73 shippingfrom ChinaFree returnsTop Rated Seller
- Roman Mens Vintage Round Toe Lace Up Work Ankle Boots Shoes Motorcycle Boot HotOpens in a new window or tabBrand NewC $64.61Was: C $68.025% off+C $13.62 shippingfrom ChinaTop Rated Seller
- Vintage Cowhide Work Boots Men's High Top Round Toe Lace Up Outdoor Ankle BootsOpens in a new window or tabNew (Other)C $133.49Free shippingfrom ChinaTop Rated Seller
- Vintage Men's Florsheim Brown Leather Beatle Zip Up Ankle Boots 10 D/BcDisco 80sOpens in a new window or tabPre-OwnedC $61.34from United States12 watchersTop Rated Seller
- Vintage Men’s Ankle Boots /brown Genuine Leather By Visconti Size 29/ 10Opens in a new window or tabPre-OwnedC $122.68from United States
- Vintage British Military Navy Ankle Boot Pair- UK Size 9.5Opens in a new window or tabPre-OwnedC $65.43from United States19 watchersTop Rated Seller
- VTG Vasque Skywalk Brown/Burgundy Gore-Tex Hiking Boots 10M ItalyOpens in a new window or tabPre-OwnedC $68.14from United States
- VINTAGE RED WING ANKLE CHUKKA BOOTS MEN'S 10 B BROWN 2116Opens in a new window or tabPre-OwnedC $61.34from United StatesTop Rated Seller
- Vtg Doc Martens 8459 AW004 Black Leather Boots Made In England UK 9 / US Mens 10Opens in a new window or tabPre-OwnedC $74.97from United States10 watchersTop Rated Seller
- Vintage Red Wing 952 Boots Mens Sz 10 E Super Sole 6 Inch Brown Nice Wear PatinaOpens in a new window or tabPre-OwnedC $98.15Was: C $109.0510% offfrom United States26 watchersTop Rated Seller
- Vintage Dexter Mountaineering Leather Vibram Hiking Boots 10Opens in a new window or tabPre-OwnedC $130.85+C $41.37 shippingfrom United States
- Size 10 D - VTG 70s Florsheim Imperial Beatle Boots Ankle 93164 Brown Side ZipOpens in a new window or tabPre-OwnedC $67.68Was: C $96.6930% off+C $46.73 shippingfrom United States
- Vintage Florsheim Imperial Cordovan Beatle Boots Size 10 D Men’s Side ZipOpens in a new window or tabPre-OwnedC $40.88from United StatesTop Rated Seller
- Vintage Black Leather MADE IN USA Mens Ankle Boots SIZE 10 Western Classic BikerOpens in a new window or tabPre-OwnedC $54.51from United StatesTop Rated Seller
- Vintage Men Ankle Boots Spring Round Toe Short Boots Lace Up Flats BootiesOpens in a new window or tabNew (Other)C $233.53Was: C $265.3812% off+C $6.82 shippingfrom ChinaTop Rated Seller
- Mens Oxford Dress Ankle Shoes Vintage Casual Retro Lace Up Desert Chukka BootsOpens in a new window or tabNew (Other)C $59.12Was: C $68.7414% offFree shippingfrom ChinaTop Rated Seller
- Vintage Men Ankle Boots Spring Round Toe Short Boots Lace Up Flats BootiesOpens in a new window or tabNew (Other)C $236.34Was: C $268.5712% off+C $6.82 shippingfrom ChinaTop Rated Seller
- Vintage Florsheim Essex Dress Black Cherry Side Zip Ankle Boots Men's Size 10Opens in a new window or tabPre-OwnedC $68.14+C $40.92 shippingfrom United States
- Vintage Florsheim Imperial Brown Beatle Strap Ankle Boots Size 10Opens in a new window or tabPre-OwnedC $35.99Was: C $44.9820% offfrom United StatesTop Rated Seller
- Vintage Classic Black Western Boots Mens 10 EE Black Ostrich Ankle Zip CowboyOpens in a new window or tabPre-OwnedC $68.12from United StatesTop Rated Seller
- VTG Timberland Brown Leather/Tan Nubuck Lace Up Work Boots Men’s 10 Made in USAOpens in a new window or tabPre-OwnedC $46.61Was: C $54.5115% off+C $77.05 shippingfrom United StatesTop Rated Seller
- Vtg Allen Edmonds Normandy Cap Toe Mens 10 Brown Leather Lace Up Boots Read Des.Opens in a new window or tabPre-OwnedC $136.30from United StatesTop Rated Seller
- VINTAGE Art Company Boots Mens 10 Black Hiking Chunky Outdoor Rave Festival *Opens in a new window or tabPre-OwnedC $189.46+C $78.53 shippingfrom United States10 watchersTop Rated Seller
- British Retro Style Mens Real Suede Leather CHELSEA Ankle Boots Pointy Toe ShoesOpens in a new window or tabNew (Other)C $174.47Was: C $218.0920% offFree shippingfrom ChinaTop Rated Seller
- Vintage Cowhide Work Boots Men's High Top Round Toe Lace Up Outdoor Ankle BootsOpens in a new window or tabNew (Other)C $110.18Was: C $146.9225% offFree shippingfrom ChinaTop Rated Seller
- Size 10 D - VTG 70s Florsheim Imperial Beatle Boots Ankle 93163 Brown Side ZipOpens in a new window or tabPre-OwnedC $67.68Was: C $96.6930% off+C $46.73 shippingfrom United States
- 90's Vintage Mecca USA Retro Hip Hop Black Leather Destroyer Boots Men's Sz 10Opens in a new window or tabPre-OwnedC $34.07from United States
- Vintage Polo Ralph Lauren Shoes Mens 10D Tan Leather Buckle Darroll Ankle BootsOpens in a new window or tabPre-OwnedC $66.79+C $46.50 shippingfrom United StatesTop Rated Seller
- Vintage Dr. Martens Combat Ankle Boots Men's US Size 10 Made in UK England Y2KOpens in a new window or tabPre-OwnedC $40.89Was: C $68.1640% offfrom United StatesTop Rated Seller
- Orvis Chukka Men's Brown Leather Ankle Boots Size 10 ,5 Moc Toe Brazil Shoes VTGOpens in a new window or tabPre-OwnedC $74.97from United States
- Sears Men's 10 D Vintage Leather Buckle Strap Ankle Dress Boots BrownOpens in a new window or tabPre-OwnedC $49.06Was: C $54.5110% offfrom United States
- Vintage Unbranded Vibram Resoled Soft Toe Boots Black Leather Work Logger Sz 10Opens in a new window or tabPre-OwnedC $204.47from United States
- Vtg Knapp USA Leather Black Ankle Boots Motorcycle Steel Toe Military Size 10Opens in a new window or tabNew (Other)C $134.95from United StatesTop Rated Seller
- Salamander Vtg Marathon Black Leather Ankle Boots Wool-Lined Men Sz 10 GermanyOpens in a new window or tabPre-OwnedC $81.72+C $72.57 shippingfrom United StatesTop Rated Seller
- Vintage Florsheim Imperial Mens Boots Black Leather Side Zip Beatles Size 10BOpens in a new window or tabPre-OwnedC $143.13from United States
- New Crown Vintage Mens Sz 10 Cognac Sherpa Fielding Quilted Cap Toe Brown BootsOpens in a new window or tabNew (Other)C $43.62from United StatesTop Rated Seller
- ZAMBERLAN ALL LEATHER HIKING BOOTS MENS 10 WIDE VINTAGE MADE IN ITALYOpens in a new window or tabPre-OwnedC $134.95from United StatesTop Rated Seller
- Vintage Men's Shearling Lined Side Zip Brown Leather Ankle Boots size 10 NOpens in a new window or tabPre-OwnedC $68.09+C $70.87 shippingfrom United StatesTop Rated Seller
- Rango Botas Cowboy Boots Mens Size 10* Vintage Black Leather Silver Toe HeelOpens in a new window or tabPre-OwnedC $119.96+C $76.49 shippingfrom United StatesTop Rated Seller
- Vintage Dr Martens Y2K 8287 Mens Sz 9 US 10 Brown Leather Boot Made In EnglandOpens in a new window or tabPre-OwnedC $88.60+C $46.82 shippingfrom United StatesTop Rated Seller
- VTG 70s Dexter Mens Zipper Ankle Chelsea Boots Made In USA 10 M 80s CharroOpens in a new window or tabPre-OwnedC $149.93from United StatesTop Rated Seller
- Grafters Mens Black Leather 60s Monkey Mod BootsOpens in a new window or tabBrand NewC $98.09 to C $108.98+C $13.56 shippingfrom United KingdomFree returns4+ watchers
- Vintage Skechers Brown Leather Ankle Boots Men Size 10 SN 60346 F02-2 USEDOpens in a new window or tabPre-OwnedC $40.89+C $68.63 shippingfrom United States
- Vintage Florsheim Eton Black Side Zip Ankle Boot SZ 10 E #23128 Original BoxOpens in a new window or tabPre-OwnedC $68.14+C $71.48 shippingfrom United StatesTop Rated Seller
- Vintage EASTLAND Albany Bomber 6765 Lace-Up Chukka Ankle Boots Men's Size 10 Y2KOpens in a new window or tabPre-OwnedC $68.09from United StatesTop Rated Seller
- FLYLAND Men Fashion Vintage Chukka Leather Ankle Boots Handmade Casual LoafersOpens in a new window or tabNew (Other)C $27.25 to C $54.51Free shippingfrom ChinaTop Rated Seller
- VTG Bostonian Black Mens Zip Ankle Boots #26601 Sz 10N Stress Relief Design 80sOpens in a new window or tabBrand NewC $136.30from United States
- Men Pointed Toe Vintage Casual High Top Ankle Boots Wing Tips PU Leather OxfordsOpens in a new window or tabBrand NewC $49.41Was: C $62.5421% off+C $18.62 shippingfrom China
- LL Bean Allagash Chukka Boots Brown Leather Hand Sewn 244479 Mens 10 VintageOpens in a new window or tabPre-OwnedC $76.32Was: C $95.4120% off+C $41.41 shippingfrom United StatesTop Rated Seller
- NEW Mens 10 1970's Vintage Freeman Black Leather Ankle Boots #54577Opens in a new window or tabBrand NewC $136.25+C $28.76 shippingfrom United States
- Vintage Red Wing 402 Reddish Brown USA Made Mens 10 C Leather Boots 9 In TallOpens in a new window or tabPre-OwnedC $121.32+C $52.43 shippingfrom United States
- Vintage KNAPP Steel Toe Ankle Boots Brown Beatles Style Side Zip Men's Size 10DOpens in a new window or tabPre-OwnedC $109.04from United StatesTop Rated Seller
- Allen Edmonds Vintage Brown Leather Dress Zippered Horsebit Ankle Boots 10 AAOpens in a new window or tabPre-OwnedC $238.55from United States
- Vintage L.L. Bean Men's Allagash Bison Chukka Boots 10D Brown Leather HandsewnOpens in a new window or tabPre-OwnedC $79.06from United StatesTop Rated Seller
- Men's Vintage Florsheim Brown Retro Hipster Ankle Chelsea Zipper Boots Size 10 DOpens in a new window or tabPre-OwnedC $40.88from United States10 watchers
- Vintage FLORSHEIM IMPERIAL Black Mens Ankle Buckle Leather Boots Size 10 DOpens in a new window or tabPre-OwnedC $95.35+C $55.32 shippingfrom United StatesTop Rated Seller
- Mens Genuine Leather High Top Ankle Boots Shoes Cowboy Western Winter Work RetroOpens in a new window or tabBrand NewC $155.39Was: C $204.4624% off+C $13.62 shippingfrom ChinaTop Rated Seller
- Vintage Men Ankle Boots Spring Round Toe Short Boots Lace Up Flats BootiesOpens in a new window or tabNew (Other)C $244.15Was: C $265.388% off+C $6.82 shippingfrom ChinaTop Rated Seller
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