40,000+ results for mens chelsea boots
- Men Chelsea Ankle Boots Casual Slip On Classic Dress Oxford Boot Dark/BrownOpens in a new window or tabBrand NewC $47.86Top Rated Sellerfrom United States14+ watchers
- Zip Pointy Toe Heel Leather Mens Chelsea boots Ankle Boots High Top BootsOpens in a new window or tabNew (Other)C $81.08Top Rated SellerWas: C $102.64 21% off+C $13.67 shippingfrom China2+ watchers
- Genuine Leather Black Mens Dress Chelsea Boots Almond Toe Leather Lining AZAROpens in a new window or tabBrand NewC $94.39Top Rated Seller+C $34.20 shippingfrom United States11+ watchers
- Blundstone Boots Leather Men's Chelsea Work Comfort Size US 10 UK 8 BrownOpens in a new window or tabPre-OwnedC $73.87Top Rated Sellerfrom United States
- Genuine Leather Cognac Mens Dress Chelsea Boots Almond Toe Leather Lining AZAROpens in a new window or tabBrand NewC $80.71Top Rated Seller+C $34.20 shippingfrom United States
- Men's Leather Legacy Chelsea BootOpens in a new window or tabBrand NewC $87.55Top Rated SellerList price: C $253.07 65% off+C $27.26 shippingfrom United States
- Men's Chelsea Ankle Boots Classic Dress Casual Slip On Shoes Outdoor Leisure NewOpens in a new window or tabNew (Other)C $47.10Was: C $56.07 16% offFree shippingfrom China
- R.M. Williams Brown Leather Chelsea Boots Mens sz UK 9.5 / US 10.5Opens in a new window or tabPre-OwnedC $88.90Top Rated Seller+C $27.35 shippingfrom Ukraine
- Restoration Mens Harrison Chelsea Ankle Boot ShoesOpens in a new window or tabBrand NewC $41.02Top Rated SellerList price: C $123.10 67% off+C $30.77 shippingfrom United States55+ sold
- Unlisted by Kenneth Cole Men's Peyton Faux Leather Chelsea BootsOpens in a new window or tabBrand NewC $49.23 to C $72.49Top Rated SellerList price: C $123.12 41% off+C $20.68 shippingfrom United States
- Men Dress Formal Ankle Boots Chelsea Boots Boot Leather Wingtip High Top ShoesOpens in a new window or tabBrand NewC $50.19+C $8.19 shippingfrom China3+ watchers
- Men's Chelsea Ankle Boots Brown Leather Gold Buckle Zipper Closure By AZAR MANOpens in a new window or tabBrand NewC $47.81Top Rated Seller+C $27.29 shippingfrom United States21+ watchers
- UGG Men's Biltmore Chelsea Ankle Boots Waterproof Leather 1103789Opens in a new window or tabBrand NewC $123.10Top Rated Seller+C $30.20 shippingfrom United States
- Mens Line Of Trade Brown Leather Chelsea Boots The Foundation Size 8 New In BoxOpens in a new window or tabBrand NewC $47.86Top Rated Sellerfrom United States11 watchers
- Genuine Suede Dark Brown Mens Dress Chelsea Boots Almond Toe Leather Lining AZAROpens in a new window or tabBrand NewC $80.71Top Rated Seller+C $34.20 shippingfrom United States
- HISEA Men's Deck Boots Chelsea Waterproof Rubber Rain & Snow Working Ankle BootsOpens in a new window or tabBrand NewC $69.75 to C $77.96Top Rated Seller+C $26.77 shippingfrom United States17+ watchers
- Unlisted Kenneth Cole Mens Peyton Black Chelsea Boots 9 Medium (D) BHFO 0113Opens in a new window or tabPre-OwnedC $31.45Top Rated SellerList price: C $123.12 74% off+C $20.51 shippingfrom United StatesLast one
- 07-13 Sz 8 M Men Magnanni Leather Slip On Chelsea Boot In BrownOpens in a new window or tabPre-OwnedC $82.06Top Rated Seller0 bids · Time left2d 12hfrom United States
- Genuine Suede Black Mens Dress Chelsea Boots Almond Toe Leather Lining AZAR MANOpens in a new window or tabBrand NewC $94.39Top Rated Seller+C $34.20 shippingfrom United States
- Tan/Beige Suede Men's Chelsea Boots Ankle Dress Side Zipper Almond Toe ÃZARMANOpens in a new window or tabBrand NewC $54.70Top Rated Seller+C $34.20 shippingfrom United States92+ sold
- Men's Pointed Toe Chelsea Boots British Suede Casual Ankle Shoes Dress FormalOpens in a new window or tabBrand NewC $63.60Was: C $68.38 7% offFree shippingfrom China
- Mens Faux Suede Chelsea Chukka Dress Ankle Boots Casual Slip On Flat ShoesOpens in a new window or tabNew (Other)C $39.99Top Rated SellerWas: C $43.94 9% off+C $8.19 shippingfrom China8+ sold
- Genuine Suede Cognac Mens Dress Chelsea Boots Almond Toe Leather Lining AZAR MANOpens in a new window or tabBrand NewC $80.71Top Rated Seller+C $34.20 shippingfrom United States
- Zanzara Casey ZZ1730B Mens Brown Leather Slip On Chelsea BootsOpens in a new window or tabBrand NewC $71.12Top Rated SellerList price: C $376.19 81% off+C $17.77 shippingfrom United States
- Genuine Leather Brown Mens Dress Chelsea Boots Almond Toe Leather Lining AZAROpens in a new window or tabBrand NewC $94.39Top Rated Seller+C $34.20 shippingfrom United States
- Genuine Suede Tan Beige Mens Dress Chelsea Boots Almond Toe Leather Lining AZAROpens in a new window or tabBrand NewC $80.71Top Rated Seller+C $34.20 shippingfrom United States
- 585 Blundstone Chelsea Boots Leather Lined in Rustic Brown Men's Boots NEW/BOXOpens in a new window or tabBrand NewC $259.90Top Rated Seller+C $13.67 shippingfrom United States
- Mens Hush Puppies Chelsea Extra Wide Tan Burnish Leather Work Slip On BootsOpens in a new window or tabBrand NewC $114.79Top Rated SellerList price: C $144.63 21% off+C $36.12 shippingfrom Australia
- RM Williams Comfort Leather Boots Rubber Sole Chestnut BrownOpens in a new window or tabPre-OwnedC $246.23Top Rated Seller+C $83.20 shippingfrom United States
- Men's Classic Embroidered Round Toe Western Cowboy Chelsea Boots Knight ShoesOpens in a new window or tabNew (Other)C $68.38Top Rated Seller+C $6.84 shippingfrom China
- Leather Double Monk Strap Men's Chelsea Boots Ankle Dress Side Zipper Pointy ToeOpens in a new window or tabNew (Other)C $98.75Top Rated SellerWas: C $103.95 5% offFree shippingfrom China2+ watchers
- Men's western Half ankle chelsea Boots Leather Botin Tacon Cubano Vaquero PielOpens in a new window or tabBrand NewC $157.03Top Rated SellerWas: C $191.50 18% off+C $46.46 shippingfrom United States12+ sold
- Men's Chelsea Ankle Boots Classic Dress Casual Elastic Slip On Shoes BlackOpens in a new window or tabBrand NewC $47.86Top Rated Sellerfrom United States8+ watchers
- Florsheim Lookout Gore Boot 13395-215-M Mens Brown Leather Chelsea BootsOpens in a new window or tabBrand NewC $87.54Top Rated SellerList price: C $191.51 54% off+C $17.77 shippingfrom United States3+ watchers
- English Laundry Kipp EL2461B Mens Brown Leather Slip On Chelsea BootsOpens in a new window or tabBrand NewC $69.75Top Rated SellerList price: C $287.27 76% off+C $17.77 shippingfrom United States
- Oro Los Angeles Mens Boots 13 Chelsea Calf Suede Malbec Granada HandcraftedOpens in a new window or tabPre-OwnedC $232.52Top Rated Seller+C $46.57 shippingfrom United States
- Men's Slip On Chelsea Ankle Boots Suede Leather Chukka Dress Desert ShoesOpens in a new window or tabNew (Other)C $72.33Top Rated Seller+C $10.85 shippingfrom China
- Clarks Chelsea Boots Bushacre Hill Brown Mens Size 12 M Leather AnkleOpens in a new window or tabPre-OwnedC $76.56Top Rated Seller+C $34.12 shippingfrom United States
- Men's Chelsea Ankle Boots Leather Boots Casual Carved Brogue High Tops Shoes NewOpens in a new window or tabBrand NewC $93.01Top Rated SellerFree shippingfrom China
- Men's Chelsea Boots Genuine Real Leather Suede Almond Toe Pull On Dress QualityOpens in a new window or tabBrand NewC $80.71 to C $94.39Top Rated Seller+C $34.20 shippingfrom United States
- Oro Los Angeles Mens Boots 12 Black Classic Chelsea Calf Suede Handcrafted SpainOpens in a new window or tabPre-OwnedC $205.18Top Rated Seller+C $72.35 shippingfrom United States
- New Timberland Men's Larchmont Chelsea Boots NIBOpens in a new window or tabBrand NewC $150.46Top Rated Seller+C $28.47 shippingfrom United States
- HISEA Men Chelsea Rain Boots Steel Shank Waterproof Ankle Safety Work Shoes MudOpens in a new window or tabBrand NewC $68.38 to C $71.12Top Rated Seller+C $24.83 shippingfrom United States25+ watchers
- Men's Exclusive Genuine Leather Solid Black Almond Toe Chelsea Boots Zipper AZAROpens in a new window or tabBrand NewC $82.01Top Rated Seller+C $34.20 shippingfrom United States
- Original Mens Rothy's The Chelsea Boots - Merino Wool - Dark ChocolateOpens in a new window or tabNew (Other)C $123.10Top Rated Seller+C $56.32 shippingfrom United States
- Black Leather Mens Ankle Dress Boots Side Zipper Round Toe Chelsea ÃZARMANOpens in a new window or tabBrand NewC $61.49Top Rated Seller+C $34.20 shippingfrom United States163+ sold
- Zanzara Zale ZZ1728B Mens Black Leather Slip On Chelsea BootsOpens in a new window or tabBrand NewC $68.38Top Rated SellerList price: C $376.19 82% off+C $17.77 shippingfrom United States
- UGG Men's Biltmore Chelsea Ankle Boots Oak Brown Waterproof Leather 1103789Opens in a new window or tabBrand NewC $123.10Top Rated Seller+C $30.20 shippingfrom United States8+ watchers
- Blundstone Mens Boots Size 9 AU (US 10) Gray Suede Chelsea BootOpens in a new window or tabPre-OwnedC $129.96from United States
- Men's Chore Farm Leather Chelsea BootOpens in a new window or tabBrand NewC $105.33Top Rated SellerList price: C $232.55 55% off+C $27.84 shippingfrom United States
- Hugo Boss NEW Chelsea Suede Leather $230 Dark Brown Mens Size 8 Pull On BootsOpens in a new window or tabBrand NewC $111.15Top Rated SellerWas: C $170.99 35% off+C $55.98 shippingfrom United StatesLast one
- Wolverine Karlin Chelsea W080087 Mens Brown Wide Leather Slip On Work BootsOpens in a new window or tabBrand NewC $109.42Top Rated SellerList price: C $136.79 20% off+C $17.77 shippingfrom United States4+ watchers
- Mens Brown Chelsea Ankle Boots Real Leather Cowboy Western Dress Round Toe BotaOpens in a new window or tabBrand NewC $138.14+C $82.73 shippingfrom United States
- Bradok Butte Mens Comfortable Leather Chelsea Boots Made In BrazilOpens in a new window or tabBrand NewC $90.38Top Rated SellerList price: C $180.80 50% off+C $31.65 shippingfrom Australia
- Timberland Men's Attleboro Chelsea Boots, BrownOpens in a new window or tabBrand NewC $107.95Top Rated SellerList price: C $192.95 44% off+C $14.99 shippingfrom United Kingdom3+ watchers
- Clarks Desert Chelsea 2 26155659 Mens Brown Leather Slip On Chelsea Boots 8.5Opens in a new window or tabBrand NewC $109.42Top Rated SellerList price: C $328.31 67% off+C $17.77 shippingfrom United StatesLast one
- Wolverine Torrent Trek EPX WP Insulated Chelsea Mens Brown Rain BootsOpens in a new window or tabBrand NewC $80.70Top Rated SellerList price: C $177.83 55% off+C $17.77 shippingfrom United States
- Blundstone 585 Classic Men's Chelsea Boots in Rustic Brown NEW IN BOXOpens in a new window or tabBrand NewC $239.10Top Rated SellerWas: C $259.90 8% off+C $13.67 shippingfrom United States
- Polo Ralph Lauren - Made In Italy - Calf Leather Ankle Chelsea Boots Mens 9.5 DOpens in a new window or tabPre-OwnedC $163.13Top Rated SellerWas: C $217.50 25% off+C $51.90 shippingfrom United States
- Firenze Atelier Men's Black Leather Square Toe Ankle Zip-Up Boots Chelsea BootsOpens in a new window or tabBrand NewC $177.82Top Rated Seller+C $53.34 shippingfrom South Korea
- English Laundry Thurston EL2509B Mens Brown Leather Slip On Chelsea BootsOpens in a new window or tabBrand NewC $72.49Top Rated SellerList price: C $253.07 71% off+C $17.77 shippingfrom United States
- Mens Safety Shoes Work Boot Steel Toe Chelsea Cow Leather Waterproof LightweightOpens in a new window or tabBrand NewC $57.03 to C $62.91Top Rated Seller+C $27.40 shippingfrom United States
- Blundstone 1944 Rustic Brown/Mustard Men's Chelsea Boots - 8.5 AU (9.5 US)Opens in a new window or tabPre-OwnedC $258.47Top Rated Seller+C $45.59 shippingfrom United States
- Mens Hush Puppies Chelsea Extra Wide Mahogany Leather Work Slip On BootsOpens in a new window or tabBrand NewC $114.79Top Rated Seller+C $36.12 shippingfrom Australia
- Hugo Boss Men Plain Toe Explore Chelsea Boots Medium Brown Suede Water ResistantOpens in a new window or tabBrand NewC $74.21Top Rated SellerWas: C $212.02 65% off+C $42.39 shippingfrom United States13+ watchers
- Nautica Wuzer Ankle Chelsea Boot Men's 10 Black Smooth Plain Toe Pull On 8109Opens in a new window or tabNew (Other)C $54.72from United States
- Rockport Men's Chelsea Pull On Cap Toe Black Leather Ankle Boot Black 11.5 MOpens in a new window or tabPre-OwnedC $25.85Top Rated Sellerfrom United States
- HISEA Men's Chelsea Boots Rubber Waterproof Rain Snow Boots Chore Working BootsOpens in a new window or tabBrand NewC $68.38 to C $72.47Top Rated Seller+C $27.71 shippingfrom United States
- HISEA Men Fishing Deck Boots Ankle Rain Chelsea Booties Waterproof High TractionOpens in a new window or tabBrand NewC $72.49 to C $77.96Top Rated Seller+C $54.99 shippingfrom United States
- HISEA Men Ankle Deck Boots w/Steel Shank Non-Slip Waterproof Rain Boots FishingOpens in a new window or tabBrand NewC $73.86 to C $75.22Top Rated Seller+C $26.02 shippingfrom United States
- PAUL FREDERICK Men's Chelsea Boots Brown SIZE 9 W Zip MADE IN ITALY VIBRAM SoleOpens in a new window or tabPre-OwnedC $109.42Top Rated Sellerfrom United States
- [Brand New] Timberland Men's Logan Bay Chelsea Boots - Full Grain Leather 8.5 BNOpens in a new window or tabBrand NewC $123.10+C $40.57 shippingfrom United StatesLast one
- Birkenstock Stalon II Men’s Graphite Chelsea Boots Size 10MOpens in a new window or tabBrand NewC $165.52+C $65.78 shippingfrom United StatesLast one
- Men Leather Black Ankle Boots Pointed Toe Cuban Heel Shoes US 10 Chelsea BootsOpens in a new window or tabNew (Other)C $45.50 to C $154.69Top Rated SellerWas: C $53.53 15% offFree shippingfrom China
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