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Up to 70% Off: Chukkas & More!
The time is passed due to swap those beloved sneakers for something a bit more heavy to navigate slippery streets and stormy weather. This extensive collection of boots featuring everything from rugged hikers to sleek pull-ons, to more polished lace-ups. Just as comfortable as your dependable kicks yet they give the jeans and button-down formula a much-needed injection of warmth and style.

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  • Rockport Men's Union Street Wingtip Boot (Tan)


    Rockport Men’s Union Street Wingtip Boot (Tan)

    $200$79.00

  • Dino Bigioni Men's Chukka Boot (Black Lama)


    Dino Bigioni Men’s Chukka Boot (Black Lama)

    $475$199.00

  • Dino Bigioni Men's Chukka Boot (Brown Lama)


    Dino Bigioni Men’s Chukka Boot (Brown Lama)

    $475$199.00

  • Bacco Bucci Men's Gonzalo Boot (Brown)


    Bacco Bucci Men’s Gonzalo Boot (Brown)

    $215$89.00

  • John Varvatos Men's Hipster Chukka (Espresso)


    John Varvatos Men’s Hipster Chukka (Espresso)

    $598$249.00

  • Rogue Men's Runako Leather Wingtip Bootie (Camel)


    Rogue Men’s Runako Leather Wingtip Bootie (Camel)

    $375$109.00

  • Generic Surplus Men's Dom Leather Boot (Black)


    Generic Surplus Men’s Dom Leather Boot (Black)

    $130$39.00

  • Rogue Men's Jefferson Boot (Black)


    Rogue Men’s Jefferson Boot (Black)

    $295$89.00

  • Bruno Magli Men's Malcolm Chukka (Dark Brown)


    Bruno Magli Men’s Malcolm Chukka (Dark Brown)

    $450$169.00

  • Bruno Magli Men's Malcolm Chukka (Grey)


    Bruno Magli Men’s Malcolm Chukka (Grey)

    $450$169.00

  • Rockport Men's Empire West Chukka Boot (Bitter Chocolate Suede)


    Rockport Men’s Empire West Chukka Boot (Bitter Chocolate Suede)

    $125$54.00

  • Rockport Men's Empire West Chukka Boot (Grey Suede)


    Rockport Men’s Empire West Chukka Boot (Grey Suede)

    $125$54.00

  • Gordon Rush Collection Men's Taylor Chukka Boot (Brown Suede)


    Gordon Rush Collection Men’s Taylor Chukka Boot (Brown Suede)

    $420$159.00

  • Royal Elastic Men's Roland 12 Chukka (Dark Navy)


    Royal Elastic Men’s Roland 12 Chukka (Dark Navy)

    $155$64.00

  • Antonio Maurizi Men's 7344 Wingtip Chelsea Boot (T.moro)


    Antonio Maurizi Men’s 7344 Wingtip Chelsea Boot (T.moro)

    $695$219.00

  • Gordon Rush Collection Men's Flynn Double-Gored Boot (Black)


    Gordon Rush Collection Men’s Flynn Double-Gored Boot (Black)

    $445$169.00

  • Gordon Rush Made In Italy Men's Zander Two-Toned Chelsea Boot (Black/Lavagne)


    Gordon Rush Made In Italy Men’s Zander Two-Toned Chelsea Boot (Black/Lavagne)

    $495$199.00

  • Gordon Rush Made In Italy Men's Zander Two-Toned Chelsea Boot (T.Moro/Paludo)


    Gordon Rush Made In Italy Men’s Zander Two-Toned Chelsea Boot (T.Moro/Paludo)

    $495$199.00

  • Eastland Men's Daily Double Chelsea Boot (Brown)


    Eastland Men’s Daily Double Chelsea Boot (Brown)

    $110$49.00

  • Calvin Klein Men's Cambell Chelsea Boot (Dark Brown)


    Calvin Klein Men’s Cambell Chelsea Boot (Dark Brown)

    $180$74.00

  • adidas Y-3 by Yohji Yamamoto Men's Chelsea Boot (Black/Navy)


    adidas Y-3 by Yohji Yamamoto Men’s Chelsea Boot (Black/Navy)

    $450$89.00

  • Tod's Men's Ankle Boot (Black)


    Tod’s Men’s Ankle Boot (Black)

    $735$549.00

  • Tod's Men's Ankle Boot (Black)


    Tod’s Men’s Ankle Boot (Black)

    $607$459.00

  • testoni BASIC Men's Chelsea Boot (T Moro)


    testoni BASIC Men’s Chelsea Boot (T Moro)

    $675$79.00

  • Calvin Klein Mens Galen Suede Boot (Dark Brown)


    Calvin Klein Mens Galen Suede Boot (Dark Brown)

    $170$34.00

  • Swear London Men's Monkstrap Chukka (Brown)


    Swear London Men’s Monkstrap Chukka (Brown)

    $270$109.00

  • Generic Surplus Men's Apache Canvas Sneaker (Grey)


    Generic Surplus Men’s Apache Canvas Sneaker (Grey)

    $75$27.00

  • Geox Men's Juan Chukka (Beige)


    Geox Men’s Juan Chukka (Beige)

    $140$28.00

  • Alejandro Ingelmo Men's Knox Suede Chukka Sneaker (Champagne)


    Alejandro Ingelmo Men’s Knox Suede Chukka Sneaker (Champagne)

    $555$111.00

  • The Generic Man Men's Chuckman Suede Chukka (Green/Brown)


    The Generic Man Men’s Chuckman Suede Chukka (Green/Brown)

    $310$119.00

  • The Generic Man Men's Chuckman Suede Chukka (Indigo/Brown)


    The Generic Man Men’s Chuckman Suede Chukka (Indigo/Brown)

    $310$119.00

  • The Generic Man Men's Chuckman Suede Chukka (Red City/Brown)


    The Generic Man Men’s Chuckman Suede Chukka (Red City/Brown)

    $310$119.00

  • The Generic Man Men's Florentine Suede Chukka (Black)


    The Generic Man Men’s Florentine Suede Chukka (Black)

    $355$129.00

  • The Generic Man Men's Florentine Suede Chukka (Indigo)


    The Generic Man Men’s Florentine Suede Chukka (Indigo)

    $355$129.00

  • The Generic Man Men's Florentine Suede Chukka (Red City)


    The Generic Man Men’s Florentine Suede Chukka (Red City)

    $355$129.00

  • Rogue Men's Keith Chukka (Ghurka)


    Rogue Men’s Keith Chukka (Ghurka)

    $195$89.00

  • Rogue Men's Rycroft Chukka Boot (Red)


    Rogue Men’s Rycroft Chukka Boot (Red)

    $350$99.00

  • The Generic Man Men's Chuckman Leather Chukka (Black)


    The Generic Man Men’s Chuckman Leather Chukka (Black)

    $310$119.00

  • Tretorn Men's Otto Mid Canvas Sneaker (Safari Beige)


    Tretorn Men’s Otto Mid Canvas Sneaker (Safari Beige)

    $75$26.00

  • Florsheim by Duckie Brown Men's Ludgate Boot (Loden)


    Florsheim by Duckie Brown Men’s Ludgate Boot (Loden)

    $85$129.00

  • Florsheim by Duckie Brown Men's Ludgate Boot (Plum)


    Florsheim by Duckie Brown Men’s Ludgate Boot (Plum)

    $130$129.00

  • Bed|Stü Men's Uncle Dowell Chukka (Black)


    Bed|Stü Men’s Uncle Dowell Chukka (Black)

    $145$32.00

  • Sebago Men's Beacon Chukka (Brown Oiled Waxy)


    Sebago Men’s Beacon Chukka (Brown Oiled Waxy)

    $145$49.00

  • Florsheim Men's Tienomite Mid Boat Shoe (Brown)


    Florsheim Men’s Tienomite Mid Boat Shoe (Brown)

    $360$69.00

  • Florsheim Men's Tienomite Mid Boat Shoe (Navy)


    Florsheim Men’s Tienomite Mid Boat Shoe (Navy)

    $360$69.00

  • The Generic Man Men's Bouncer Leather Lace-Up (Black)


    The Generic Man Men’s Bouncer Leather Lace-Up (Black)

    $190$162.00

  • The Generic Man Men's Bouncer Leather Lace-Up (Grey)


    The Generic Man Men’s Bouncer Leather Lace-Up (Grey)

    $140$162.00

  • Calvin Klein Men's Gale Boot (Black/Charcoal)


    Calvin Klein Men’s Gale Boot (Black/Charcoal)

    $380$79.00

  • Calvin Klein Men's Smith Suede Boot (Dark Brown)


    Calvin Klein Men’s Smith Suede Boot (Dark Brown)

    $80$49.00

  • True Religion Men's Geronimo Boot (Black)


    True Religion Men’s Geronimo Boot (Black)

    $152$129.00

  • Generic Surplus Men's Work Boot (Earth/Grey)


    Generic Surplus Men’s Work Boot (Earth/Grey)

    $135$19.00

  • Wolverine No. 1883 Men's Rory Boot (Black)


    Wolverine No. 1883 Men’s Rory Boot (Black)

    $200$59.00

  • Wolverine No. 1883 Men's Hartley Chelsea Boot (Dark Brown)


    Wolverine No. 1883 Men’s Hartley Chelsea Boot (Dark Brown)

    $200$44.00

  • Wolverine No. 1883 Men's Seger Engineer Boot (Black)


    Wolverine No. 1883 Men’s Seger Engineer Boot (Black)

    $242$79.00

  • Wolverine No. 1883 Men's Seger Engineer Boot (Brown)


    Wolverine No. 1883 Men’s Seger Engineer Boot (Brown)

    $150$79.00

  • J SHOES Men's Massana Boot (Dark Brown)


    J SHOES Men’s Massana Boot (Dark Brown)

    $298$59.00

  • J SHOES Men's Volunteer Fab Boot (Black/Grey)


    J SHOES Men’s Volunteer Fab Boot (Black/Grey)

    $298$64.00

  • John Varvatos Men's Driggs Hidden Lace Boot (Brownstone)


    John Varvatos Men’s Driggs Hidden Lace Boot (Brownstone)

    $198$129.00

  • John Varvatos Men's Driggs Hidden Lace Boot (Coal)


    John Varvatos Men’s Driggs Hidden Lace Boot (Coal)

    $225$129.00

  • John Varvatos Men's Hipster Work Boot (Expresso)


    John Varvatos Men’s Hipster Work Boot (Expresso)

    $225$79.00

  • J. Artola Men's Banner Military Boot (Black)


    J. Artola Men’s Banner Military Boot (Black)

    $230$89.00

  • J. Artola Men's Banner Military Boot (Military Green)


    J. Artola Men’s Banner Military Boot (Military Green)

    $230$89.00

  • Dr. Martens Unisex Isaac Boot (Black oil tan)


    Dr. Martens Unisex Isaac Boot (Black oil tan)

    $1260$79.00

  • Dr. Martens Unisex Isaac Boot (Brown Oil Tan)


    Dr. Martens Unisex Isaac Boot (Brown Oil Tan)

    $1280$79.00

  • Alexandre Plokhov Men's M910 Back Lace Boot (Black)


    Alexandre Plokhov Men’s M910 Back Lace Boot (Black)

    $1534$419.00

  • Alexandre Plokhov Men's M908 High Back Lace Boot (Grey/Black)


    Alexandre Plokhov Men’s M908 High Back Lace Boot (Grey/Black)

    $445$459.00

  • Ann Demeulemeester Men's Crunch Boots (Nero)


    Ann Demeulemeester Men’s Crunch Boots (Nero)

    $525$309.00

  • Rogue Men's Redford Wingtip Bootie (Caribou)


    Rogue Men’s Redford Wingtip Bootie (Caribou)

    $275$89.00

  • Rogue Men's Redford Wingtip Bootie (Navy)


    Rogue Men’s Redford Wingtip Bootie (Navy)

    $495$89.00

  • GORDON RUSH Made in Italy Men's Matson Hiker Boot (Ciccolato)


    GORDON RUSH Made in Italy Men’s Matson Hiker Boot (Ciccolato)

    $550$189.00

  • Gordon Rush Made In Italy Men's Barnes 9 Eyelet Polished Leather Boot (Nero)


    Gordon Rush Made In Italy Men’s Barnes 9 Eyelet Polished Leather Boot (Nero)

    $120$229.00

  • Ted Baker Men's Murrt Boot (Blue Canvas)


    Ted Baker Men’s Murrt Boot (Blue Canvas)

    $140$119.00

  • Dino Bigioni Men's Side-Zip Boot (Brown)


    Dino Bigioni Men’s Side-Zip Boot (Brown)

    $190$199.00

  • Dino Bigioni Men's Side-Zip Boot (Black)


    Dino Bigioni Men’s Side-Zip Boot (Black)

    $190$249.00

  • Palladium Men's Richard Chai (S.Blue/Black)


    Palladium Men’s Richard Chai (S.Blue/Black)

    $190$39.00

  • Palladium Men's Baggy Leather S Boot (Camel)


    Palladium Men’s Baggy Leather S Boot (Camel)

    $190$39.00

  • Oliberte Men's Domo Boot (Black)


    Oliberte Men’s Domo Boot (Black)

    $190$99.00

  • Oliberte Men's Domo Boot (Black/Red)


    Oliberte Men’s Domo Boot (Black/Red)

    $190$99.00

  • Oliberte Men's Domo Boot (Camel)


    Oliberte Men’s Domo Boot (Camel)

    $190$99.00

  • Oliberte Men's Domo Boot (rustic brown)


    Oliberte Men’s Domo Boot (rustic brown)

    $175$99.00

  • Oliberte Men's Mibio Boot (Antique Brown)


    Oliberte Men’s Mibio Boot (Antique Brown)

    $175$99.00

  • Oliberte Men's Mibio Boot (Camel)


    Oliberte Men’s Mibio Boot (Camel)

    $175$99.00

  • Oliberte Men's Mibio Boot (Tan)


    Oliberte Men’s Mibio Boot (Tan)

    $280$99.00

  • Oliberte Men's Windok Boot (Brown/Yellow)


    Oliberte Men’s Windok Boot (Brown/Yellow)

    $280$89.00

  • Oliberte Men's Windok Boot (Camel)


    Oliberte Men’s Windok Boot (Camel)

    $632$89.00

  • Oliberte Men's Windok Boot (Mocha)


    Oliberte Men’s Windok Boot (Mocha)

    $533$89.00

  • Swear London Men's Wingtip Boot (Black)


    Swear London Men’s Wingtip Boot (Black)

    $541$119.00

  • Swear London Men's Wingtip Boot (Silver)


    Swear London Men’s Wingtip Boot (Silver)

    $219$119.00

  • Tod's Men's Ankle Boot (Rust)


    Tod’s Men’s Ankle Boot (Rust)

    $239$469.00

  • Tod's Men's Lace-Up Boot (Dark Brown)


    Tod’s Men’s Lace-Up Boot (Dark Brown)

    $199$399.00

  • Tod's Men's Ankle Boot (Black)


    Tod’s Men’s Ankle Boot (Black)

    $149$409.00

  • JD Fisk Men's Neal Boot (Black nubuck)


    JD Fisk Men’s Neal Boot (Black nubuck)

    $345$44.00

  • JD Fisk Men's Lukas Lace-Up Boot (Chocolate Leather)


    JD Fisk Men’s Lukas Lace-Up Boot (Chocolate Leather)

    $200$69.00

  • JD Fisk Men's Mathers Boot (Brown)


    JD Fisk Men’s Mathers Boot (Brown)

    $520$39.00

  • JD Fisk Men's Vallo Boot (Blue Leather)


    JD Fisk Men’s Vallo Boot (Blue Leather)

    $520$29.00

  • True Religion Men's Benicio Strap Boot (Camel)


    True Religion Men’s Benicio Strap Boot (Camel)

    $175$139.00

  • Wolverine No. 1883 Men's Seger Engineer Boot (Tan/Dark Grey)


    Wolverine No. 1883 Men’s Seger Engineer Boot (Tan/Dark Grey)

    $200$49.00

  • adidas Y-3 by Yohji Yamamoto Men's Gsg-3 Boot (Navy/Sansto/Chalk2)


    adidas Y-3 by Yohji Yamamoto Men’s Gsg-3 Boot (Navy/Sansto/Chalk2)

    $230$139.00

  • adidas Y-3 by Yohji Yamamoto Men's Gsg-3 Boot (Black)


    adidas Y-3 by Yohji Yamamoto Men’s Gsg-3 Boot (Black)

    $290$139.00

  • Dr. Martens Men's Beckett Lace Up Boot (Grey felt)


    Dr. Martens Men’s Beckett Lace Up Boot (Grey felt)

    $200$49.00

  • Dr. Martens Unisex Wallis Boot (Black Berkshire)


    Dr. Martens Unisex Wallis Boot (Black Berkshire)

    $210$69.00

  • Dr. Martens Men's Alvis Lace Up Boot (Black oil tan)


    Dr. Martens Men’s Alvis Lace Up Boot (Black oil tan)

    $250$79.00

  • Dr. Martens Men's Beckett Lace Up Boot (Stone)


    Dr. Martens Men’s Beckett Lace Up Boot (Stone)

    $275$79.00

  • Dr. Martens Unisex Beckett Beckett (Black)


    Dr. Martens Unisex Beckett Beckett (Black)

    $275$79.00

  • Bacco Bucci Men's Costa Ankle Boot (Black)


    Bacco Bucci Men’s Costa Ankle Boot (Black)

    $275$79.00

  • Bacco Bucci Men's Bareda Boot (Brown)


    Bacco Bucci Men’s Bareda Boot (Brown)

    $245$89.00

  • Bacco Bucci Men's Dafine Ankle Boot (Black)


    Bacco Bucci Men’s Dafine Ankle Boot (Black)

    $245$89.00

  • Bacco Bucci Men's Dunston Boot (Black)


    Bacco Bucci Men’s Dunston Boot (Black)

    $275$99.00

  • Bacco Bucci Men's Dunston Boot (Tan)


    Bacco Bucci Men’s Dunston Boot (Tan)

    $140$99.00

  • Bacco Bucci Men's Gabriele Boot (Black)


    Bacco Bucci Men’s Gabriele Boot (Black)

    $370$79.00

  • Bacco Bucci Men's Gabriele Boot (Brown)


    Bacco Bucci Men’s Gabriele Boot (Brown)

    $268$79.00

  • Gordon Rush Men's Columbia Boot (Brown)


    Gordon Rush Men’s Columbia Boot (Brown)

    $268$27.00

  • Eastland Men's Northfield Boot (Black)


    Eastland Men’s Northfield Boot (Black)

    $178$49.00

  • Android Homme Men's Discovery Boot (Silver)


    Android Homme Men’s Discovery Boot (Silver)

    $350$185.00

  • Andrew Marc Men's Roxbury Boot (Asphalt/Deep Natural/Black)


    Andrew Marc Men’s Roxbury Boot (Asphalt/Deep Natural/Black)

    $298$109.00

  • Andrew Marc Men's Roxbury Boot (Wood Black/Deep Natural/Black)


    Andrew Marc Men’s Roxbury Boot (Wood Black/Deep Natural/Black)

    $190$109.00

  • Andrew Marc Men's Chelsea Boot (Espresso)


    Andrew Marc Men’s Chelsea Boot (Espresso)

    $675$59.00

  • John Varvatos Star USA Men's Moto Lace Boot (Coal)


    John Varvatos Star USA Men’s Moto Lace Boot (Coal)

    $540$59.00

  • John Varvatos Men's Ronson Side Gore Boot (Espresso)


    John Varvatos Men’s Ronson Side Gore Boot (Espresso)

    $180$79.00

  • WeSC Men's Gilliam Shoe (Walnut Brown)


    WeSC Men’s Gilliam Shoe (Walnut Brown)

    $120$29.00

  • testoni BASIC Men's Brogue Boot (Nero)


    testoni BASIC Men’s Brogue Boot (Nero)

    $160$79.00

  • testoni BASIC Men's Coperson Boot (Nero)


    testoni BASIC Men’s Coperson Boot (Nero)

    $160$189.00

  • Rockport Men's Seabolt Place Lace-Up Boot (Black)


    Rockport Men’s Seabolt Place Lace-Up Boot (Black)

    $148$34.00

  • Rockport Men's Heritage Heights Boot (Black)


    Rockport Men’s Heritage Heights Boot (Black)

    $188$39.00

  • Rockport Men's Castleton Boot (Black)


    Rockport Men’s Castleton Boot (Black)

    $260$79.00

  • Rockport Men's Castleton Boot (Tan)


    Rockport Men’s Castleton Boot (Tan)

    $796$79.00

  • SeaVees Men's 2 Eye Oxford (Chestnut)


    SeaVees Men’s 2 Eye Oxford (Chestnut)

    $325$49.00

  • SeaVees Men's 5 Eye Trail Boot (Ink)


    SeaVees Men’s 5 Eye Trail Boot (Ink)

    $179$56.00

  • Ted Baker Men's Gallen Boot (Tan)


    Ted Baker Men’s Gallen Boot (Tan)

    $145$49.00

  • Bed|Stü Men's Monarchy Boot (Black)


    Bed|Stü Men’s Monarchy Boot (Black)

    $250$159.00

  • Bed|Stü Men's Ballarat Side-Zip Boot (Grey/Black)


    Bed|Stü Men’s Ballarat Side-Zip Boot (Grey/Black)

    $173$119.00

  • Oliberté Men's Gando Boot (Brown/Yellow)


    Oliberté Men’s Gando Boot (Brown/Yellow)

    $130$59.00

  • Sebago Men's Stockton Shoe (Chocolate)


    Sebago Men’s Stockton Shoe (Chocolate)

    $395$85.00

  • Timberland Boot Company Men's Counterpane Spectator Oxford (Tobacco/Brown Suede)


    Timberland Boot Company Men’s Counterpane Spectator Oxford (Tobacco/Brown Suede)

    $90$50.00

  • J SHOES Men's Academy Boot (Mid Brown)


    J SHOES Men’s Academy Boot (Mid Brown)

    $480$89.00

  • Kickers Men's Urbania Lace-Up (Brown)


    Kickers Men’s Urbania Lace-Up (Brown)

    $$49.00

  • Roberto Cavalli Men's Sneaker (Grey)


    Roberto Cavalli Men’s Sneaker (Grey)

    $$149.00

  • Gola Men's Quaser (Navy/Process Blue)


    Gola Men’s Quaser (Navy/Process Blue)

    $$34.00

  • adidas Y-3 by Yohji Yamamoto Men's Le Savage Boot (Iron/Black1)


    adidas Y-3 by Yohji Yamamoto Men’s Le Savage Boot (Iron/Black1)

    $$94.00

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