14,000+ results for 8.5 mens boots
- Brand New Mens Moc Toe Boots Leather Water/ Oil Resistant Insulated Roofing WorkOpens in a new window or tabBrand NewC $49.11 to C $54.03Top Rated SellerWas: C $55.94 10% off+C $46.11 shippingfrom United States72+ sold
- Florsheim Cabin Chukka 11780-205-D Mens Brown Leather Lace Up Chukkas BootsOpens in a new window or tabBrand NewC $58.81Top Rated SellerList price: C $170.99 66% off+C $17.77 shippingfrom United States9+ sold
- Wolverine Elite Glacier Surge Arctic WP Insulated Winter Mens Brown BootsOpens in a new window or tabBrand NewC $88.90Top Rated SellerList price: C $273.59 68% off+C $17.77 shippingfrom United States
- Zanzara Darlington ZZ1441B Mens Black Leather Lace Up Chukkas BootsOpens in a new window or tabBrand NewC $84.80Top Rated SellerList price: C $376.19 77% off+C $17.77 shippingfrom United States
- Lugz Walker MWALYMK-7431 Mens Brown Nubuck Lace Up Chukkas BootsOpens in a new window or tabBrand NewC $42.39Top Rated SellerList price: C $95.76 56% off+C $17.77 shippingfrom United States3+ watchers
- Clarks Wallabee VCY 26166291 Mens Red Suede Lace Up Chukkas BootsOpens in a new window or tabBrand NewC $75.22Top Rated SellerList price: C $205.19 63% off+C $17.77 shippingfrom United States9+ watchers
- Clarks Desert Coal 26169997 Mens Blue Suede Lace Up Chukkas BootsOpens in a new window or tabBrand NewC $120.37Top Rated SellerList price: C $218.87 45% off+C $17.77 shippingfrom United States12+ watchers
- Timberland Brown Suede Leather Walking Boots Men's UK 8.5 US 9 M EU 43Opens in a new window or tabPre-OwnedC $60.07Top Rated Seller1 bid · Time left1d 16h+C $48.06 shippingfrom United Kingdom
- Lugz Convoy MCNVYK-2225 Mens Brown Nubuck Lace Up Casual Dress Boots 8.5Opens in a new window or tabBrand NewC $56.07Top Rated SellerList price: C $109.44 49% off+C $17.77 shippingfrom United States5 watchers
- Clarks Wallabee Boot 26169153 Mens Brown Suede Lace Up Chukkas BootsOpens in a new window or tabBrand NewC $117.63Top Rated SellerList price: C $328.31 64% off+C $17.77 shippingfrom United States9+ watchers
- Roan by Bed Stu Bail F850098 Mens Brown Leather Zipper Casual Dress BootsOpens in a new window or tabBrand NewC $73.86Top Rated SellerList price: C $177.83 58% off+C $17.77 shippingfrom United States5+ watchers
- Florsheim Field Chukka 11927-008-M Mens Black Suede Lace Up Chukkas BootsOpens in a new window or tabBrand NewC $51.97Top Rated SellerList price: C $150.47 65% off+C $17.77 shippingfrom United States22+ watchers
- Clarks Ashcombe Mid Gore-Tex GTX 26135409 Mens Brown Casual Dress BootsOpens in a new window or tabBrand NewC $72.49Top Rated SellerList price: C $218.87 67% off+C $17.77 shippingfrom United States
- NEW Mens Non-slip Chef Shoes Kitchen Oil-resistant Waterproof Work BootsOpens in a new window or tabNew (Other)C $29.03 to C $34.50Top Rated SellerFree shippingfrom United States
- Brand New Men's Work Boots 4" Black Leather Oxford Slip and Oil Resistant ShoesOpens in a new window or tabBrand NewC $36.80 to C $39.26Top Rated SellerWas: C $43.62 10% off+C $72.99 shippingfrom United States
- New Men's Steel Toe Work Boots 4" Black Leather Oxford Oil Resistant Shoes SizesOpens in a new window or tabBrand NewC $34.34 to C $39.26Top Rated SellerWas: C $40.89 10% off+C $60.75 shippingfrom United States36+ sold
- Bostonian No. 16 Soft Boot 26145699 Mens Brown Leather Chukkas BootsOpens in a new window or tabBrand NewC $53.34Top Rated SellerList price: C $205.19 74% off+C $17.77 shippingfrom United States3+ watchers
- Clarks Desert Coal 26165807 Mens Brown Suede Lace Up Chukkas BootsOpens in a new window or tabBrand NewC $114.89Top Rated SellerList price: C $218.87 48% off+C $17.77 shippingfrom United States12+ watchers
- Clarks Wallabee Cup Boot 26171995 Mens Black Leather Lace Up Chukkas BootsOpens in a new window or tabBrand NewC $123.10Top Rated SellerList price: C $246.23 50% off+C $17.77 shippingfrom United States7+ watchers
- Harley-Davidson Hagerman 7" Seam D93779 Mens Black Leather Motorcycle BootsOpens in a new window or tabBrand NewC $82.06Top Rated SellerList price: C $246.23 67% off+C $17.77 shippingfrom United States18+ sold
- Harley-Davidson Bateman Ankle Pro D93729 Mens Brown Leather Motorcycle BootsOpens in a new window or tabBrand NewC $120.37Top Rated SellerList price: C $198.35 39% off+C $17.77 shippingfrom United States4+ watchers
- Harley-Davidson Hagerman D93756 Mens Brown Leather Motorcycle BootsOpens in a new window or tabBrand NewC $229.80Top Rated SellerList price: C $242.13 5% off+C $17.77 shippingfrom United States7+ watchers
- Brand New Men's Logger Boots Leather Good Year Welt Rugged Work Motorcycle BikerOpens in a new window or tabBrand NewC $72.50 to C $86.04Top Rated SellerWas: C $95.61 10% off+C $54.17 shippingfrom United States49+ sold
- Clarks Wallabee 2.0 Gore-Tex GTX 26167901 Mens Blue Suede Chukkas BootsOpens in a new window or tabBrand NewC $140.89Top Rated SellerList price: C $355.67 60% off+C $17.77 shippingfrom United States4+ watchers
- Clarks Desert Coal 26167988 Mens Brown Leather Lace Up Chukkas BootsOpens in a new window or tabBrand NewC $105.32Top Rated SellerList price: C $232.55 55% off+C $17.77 shippingfrom United States5+ watchers
- Bostonian No. 16 Soft Boot 26145699 Mens Brown Leather Chukkas BootsOpens in a new window or tabNew (Other)C $56.07Top Rated SellerList price: C $205.19 73% off+C $17.77 shippingfrom United States
- Clarks Wallabee Boot 26168831 Mens Green Leather Lace Up Chukkas BootsOpens in a new window or tabBrand NewC $125.84Top Rated SellerList price: C $232.55 46% off+C $17.77 shippingfrom United States
- Amali Men's High Top Desert Chukka Boots Lace Up Moc Toe Suede Casual ShoesOpens in a new window or tabBrand NewC $68.38 to C $95.74Top Rated Seller+C $26.69 shippingfrom United States
- Amali Men's High Top Desert Chukka Boots Lace Up Moc Toe Suede Casual ShoesOpens in a new window or tabBrand NewC $109.42Top Rated Seller+C $27.97 shippingfrom United States
- New Men's Leather Casual Invisible Elevator Shoes Height Increasing Boots ShoesOpens in a new window or tabNew (Other)C $18.70 to C $56.98Top Rated SellerWas: C $59.97 5% offFree shippingfrom China6+ watchers
- Clarks Trek Hi 50 26169535 Mens Gray Suede Lace Up Chukkas BootsOpens in a new window or tabBrand NewC $144.99Top Rated SellerList price: C $218.87 34% off+C $17.77 shippingfrom United States
- Amali Zale Chukka Boots for Men Desert BootsOpens in a new window or tabBrand NewC $82.06Top Rated Seller+C $26.25 shippingfrom United States
- New Men's Work Boots 6" Tan Nubuck Leather Water Resistant /Oil Resistant SizesOpens in a new window or tabBrand NewC $34.34 to C $41.72Top Rated SellerWas: C $43.62 10% off+C $49.92 shippingfrom United States38+ sold
- Lugz Convoy Moc MCNVMOK-2225 Mens Brown Synthetic Casual Dress BootsOpens in a new window or tabBrand NewC $45.13Top Rated SellerList price: C $109.44 59% off+C $17.77 shippingfrom United States
- Clarks Wallabee Boot VCY 26165077 Mens Blue Suede Lace Up Chukkas BootsOpens in a new window or tabBrand NewC $114.89Top Rated SellerList price: C $218.87 48% off+C $17.77 shippingfrom United States4+ watchers
- Clarks Desert Coal 26167862 Mens Brown Suede Lace Up Chukkas BootsOpens in a new window or tabBrand NewC $109.42Top Rated SellerList price: C $218.87 50% off+C $17.77 shippingfrom United States2+ watchers
- Clarks Wallabee Boot 26172250 Mens Brown Suede Lace Up Chukkas BootsOpens in a new window or tabBrand NewC $129.94Top Rated SellerList price: C $246.23 47% off+C $17.77 shippingfrom United States14+ watchers
- Timberland Boot Co Brown Suede Leather Walking Boots Men's UK 8.5 US 9 M EU 43Opens in a new window or tabPre-OwnedC $152.76Top Rated Seller0 bids · Time left4d 16hor Best Offer+C $48.06 shippingfrom United Kingdom
- Amali Men's High Top Desert Chukka Boots Lace Up Moc Toe Suede Casual ShoesOpens in a new window or tabBrand NewC $82.06 to C $109.42Top Rated Seller+C $26.25 shippingfrom United States
- Men's Chef Work Shoes Waterproof Antiskid Water Shoes Multifunctional ShoesOpens in a new window or tabNew (Other)C $17.65 to C $37.55Free shippingfrom China
- Clarks Wallabee Boot Sweet Chick 26163423 Mens Brown Suede Chukkas BootsOpens in a new window or tabBrand NewC $155.93Top Rated SellerList price: C $273.59 43% off+C $17.77 shippingfrom United States7+ watchers
- Clarks Wallabee Boot 26168811 Mens Blue Canvas Lace Up Chukkas BootsOpens in a new window or tabBrand NewC $95.74Top Rated SellerList price: C $232.55 59% off+C $17.77 shippingfrom United States4+ watchers
- Harley-Davidson Hickman Lace D93774 Mens Black Leather Motorcycle BootsOpens in a new window or tabBrand NewC $94.37Top Rated SellerList price: C $221.61 57% off+C $17.77 shippingfrom United States11+ watchers
- Men's Low Cut Work Boots Short Genuine Leather Water Resistant Heavy Duty 8651Opens in a new window or tabBrand NewC $55.92Top Rated Sellerfrom United States136+ sold
- 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
- Clarks Wallabee Boot 26168830 Mens Orange Suede Lace Up Chukkas BootsOpens in a new window or tabBrand NewC $125.84Top Rated SellerList price: C $232.55 46% off+C $17.77 shippingfrom United States4+ watchers
- Mens Fur Lined Outdoor Waterproof Work Shoes Hiking Winter Snow Boots Walking USOpens in a new window or tabNew (Other)C $49.23 to C $54.47Top Rated SellerFree shippingfrom China
- Fila Diviner 1HM00552-204 Mens Brown Synthetic Lace Up Casual Dress Boots 8.5Opens in a new window or tabBrand NewC $47.86Top Rated SellerList price: C $82.08 42% off+C $17.77 shippingfrom United States
- Timberland Ortholite Tan Brown Nubuck Suede Leather Boots Shoes Mens UK 8 US 8.5Opens in a new window or tabPre-OwnedC $84.10Top Rated Seller0 bids · Time left6d 16hor Best Offer+C $48.06 shippingfrom United Kingdom
- 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
- Clarks Wallabee Boot 26168803 Mens Green Suede Lace Up Chukkas BootsOpens in a new window or tabBrand NewC $116.26Top Rated SellerList price: C $218.87 47% off+C $17.77 shippingfrom United States3+ watchers
- Clarks Grove Zip 26162720 Mens Brown Leather Zipper Chukkas BootsOpens in a new window or tabBrand NewC $75.22Top Rated SellerList price: C $164.15 54% off+C $17.77 shippingfrom United States
- Clarks Desert Coal 26166172 Mens Green Suede Lace Up Chukkas BootsOpens in a new window or tabBrand NewC $123.10Top Rated SellerList price: C $232.55 47% off+C $17.77 shippingfrom United States
- Chef Shoes Soft Men's Anti-slip Water Oil Resistant Safe Restaurant Work BootsOpens in a new window or tabNew (Other)C $27.80 to C $29.62Top Rated SellerWas: C $31.18 5% offFree shippingfrom United States
- Harley-Davidson Bateman D93725 Mens Gray Leather Lace Up Motorcycle BootsOpens in a new window or tabBrand NewC $102.58Top Rated SellerList price: C $212.03 52% off+C $17.77 shippingfrom United States5+ watchers
- Ariat 34740 Heritage R Toe Western Leather Work Cowboy Mens’s Boots Size 8.5 DOpens in a new window or tabPre-OwnedC $197.66Top Rated SellerWas: C $232.54 15% off+C $31.83 shippingfrom United States
- New Men's Work Boots 6" Brown Leather Water Resistant /Oil Resistant Sizes:6-15Opens in a new window or tabBrand NewC $33.10 to C $39.26Top Rated SellerWas: C $39.52 10% off+C $45.69 shippingfrom United States19+ sold
- Clarks Desert Boot 26156289 Mens Gray Leather Lace Up Chukkas BootsOpens in a new window or tabBrand NewC $165.51Top Rated SellerList price: C $341.99 52% off+C $17.77 shippingfrom United States
- Russell & Bromley Brown Suede Chelsea Boots Shoes Men's UK 7.5 US 8.5 EU 41.5Opens in a new window or tabPre-OwnedC $60.07Top Rated Seller0 bids · Time left3d 16hor Best Offer+C $48.06 shippingfrom United Kingdom
- Clarks Wallabee Boot 26169152 Mens Blue Suede Lace Up Chukkas BootsOpens in a new window or tabBrand NewC $157.30Top Rated SellerList price: C $273.59 43% off+C $17.77 shippingfrom United States6+ watchers
- Clarks Wallabee Boot 26163073 Mens Blue Suede Lace Up Chukkas BootsOpens in a new window or tabBrand NewC $117.63Top Rated SellerList price: C $232.55 49% off+C $17.77 shippingfrom United States7+ watchers
- NIB Mens Short Duck Boots Suede Insulated Waterproof Rain Boat Snow Winter ShoesOpens in a new window or tabBrand NewC $33.10 to C $41.72Top Rated SellerWas: C $43.62 10% off+C $72.99 shippingfrom United States45+ sold
- Brand New Men's Waterproof Work Boots 6" Nubuck Leather Insulated Hiking AnkleOpens in a new window or tabBrand NewC $63.88 to C $68.81Top Rated SellerWas: C $75.09 10% off+C $54.69 shippingfrom United States5+ watchers
- Fila Edgewater 12 PB 1HM00872-211 Mens Brown Synthetic Casual Dress BootsOpens in a new window or tabBrand NewC $75.22Top Rated SellerList price: C $88.92 15% off+C $17.77 shippingfrom United States
- Lugz Drifter Ballistic MDRBT-001 Mens Black Canvas Casual Dress BootsOpens in a new window or tabBrand NewC $49.23Top Rated SellerList price: C $88.92 45% off+C $17.77 shippingfrom United States
- Men Ankle Snow Boots Slip On Winter Waterproof Fur Lined Outdoor Anti-Slip ShoesOpens in a new window or tabNew (Other)C $33.91 to C $36.65Free shippingfrom China
- 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 States
- L.L. Bean Katahdin Mens Brown Leather Soft Toe Waterproof Tek2.5 Boots Size 8.5Opens in a new window or tabPre-OwnedC $197.63Top Rated SellerWas: C $232.51 15% off+C $31.82 shippingfrom United States
- Clarks Desert Chelsea 2 26160218 Mens Green Suede Slip On Chelsea BootsOpens in a new window or tabBrand NewC $119.00Top Rated SellerList price: C $328.31 64% off+C $17.77 shippingfrom United States
- Men's Waterproof Snow Boots Solid Color Plush Lined Slip On Ankle Boots WinterOpens in a new window or tabNew (Other)C $37.99 to C $43.17Top Rated SellerFree shippingfrom China
- HAMARA JOE Mens Genuine Leather Moc toe Comfortable Western Design Chukka BootsOpens in a new window or tabBrand NewC $82.06 to C $109.42+C $29.55 shippingfrom United States
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