Georgia Boot Men's Eagle One Waterproof ChelseaWork Boot

$152.98 $197.00  Save 22% , was, $197.00

or 4 Easy Pays of $38.24

Xray Footwear Men's Simon Chelsea Boots

$49.98 $55.00  Save 9% , was, $55.00

or 3 Easy Pays of $16.66

More Colors Available

Reserved Footwear New York Men's Caleb Dress Boots

$58.98 $65.00  Save 9% , was, $65.00

or 3 Easy Pays of $19.66

Reserved Footwear New York Men's Elton Boot

$47.98 $52.48  Save 8% , was, $52.48

or 3 Easy Pays of $15.99

Reserved Footwear New York Men's Gaspar Boot

$93.98 $102.90  Save 8% , was, $102.90

or 3 Easy Pays of $31.33

Xray Footwear Men's Aiden Lace Up Boots

$48.98 $54.00  Save 9% , was, $54.00

or 3 Easy Pays of $16.33

More Colors Available

Free Standard S&H

Koolaburra by UGG Men's Suede Mini Boots - Burra

$42.99 $89.95  Save 52% , was, $89.95

or 3 Easy Pays of $14.33

More Colors Available

Vintage Foundry Co. Men's Milton Suede Chukka Boots

$135.98 $150.00  Save 9% , was, $150.00

or 3 Easy Pays of $45.33

More Colors Available

Reserved Footwear New York Men's Positron Boot

$94.98 $104.98  Save 9% , was, $104.98

or 3 Easy Pays of $31.66

More Colors Available

Xray Footwear Men's Drago Chelsea Boot

$35.98 $39.99  Save 10% , was, $39.99

or 3 Easy Pays of $11.99

JAMES Men's Winter Boot By Aquatherm Canada

$113.98 $125.00  Save 8% , was, $125.00

or 3 Easy Pays of $37.99

Muck Men's Outscape Chelsea Waterproof Slip On

$112.98 $158.00  Save 28% , was, $158.00

or 3 Easy Pays of $37.66

Rockport Men's Leather Waterproof Lace Up Boot-Weather Or Not

$154.98 $170.00  Save 8% , was, $170.00

or 3 Easy Pays of $51.66

Northside Mens Waterproof Hiking Boots- Hargrov e Mid

$80.98 $89.25  Save 9% , was, $89.25

or 3 Easy Pays of $26.99

Xray Footwear Men's Callum Outdoor Boots

$48.98 $54.00  Save 9% , was, $54.00

or 3 Easy Pays of $16.33

More Colors Available

Dunham Men's Leather Slip-Resistant Boots- Country High

$149.98 $165.00  Save 9% , was, $165.00

or 3 Easy Pays of $49.99

Vintage Foundry Co. Men's Flint Leather Boots

$140.98 $155.00  Save 9% , was, $155.00

or 3 Easy Pays of $46.99

More Colors Available

Xray Footwear Men's Lazlo Lace Up Boots

$48.98 $54.00  Save 9% , was, $54.00

or 3 Easy Pays of $16.33

More Colors Available

Customer Top Rated

Vintage Foundry Co. Men's Roberto Chelsea Boot

$117.98 $130.00  Save 9% , was, $130.00

or 3 Easy Pays of $39.33

More Colors Available

Vintage Foundry Co. Men's Talon Boot

$279.98 $329.00  Save 14% , was, $329.00

or 3 Easy Pays of $93.33

More Colors Available

Vintage Foundry Co. Men's Randall Chelsea Boot

$254.98 $300.00  Save 15% , was, $300.00

or 3 Easy Pays of $84.99

Clarks Collection Men's Leather Chukka Boot- Shepton

$90.98 $100.00  Save 9% , was, $100.00

or 3 Easy Pays of $30.33

More Colors Available

Xray Footwear Men's Kevin Lace Up Boots

$48.98 $54.00  Save 9% , was, $54.00

or 3 Easy Pays of $16.33

More Colors Available

Reserved Footwear New York Men's Neal Ankle Boots

$58.98 $65.00  Save 9% , was, $65.00

or 3 Easy Pays of $19.66

More Colors Available

Reserved Footwear New York Men's Lloyd Ankle Boots

$58.98 $65.00  Save 9% , was, $65.00

or 3 Easy Pays of $19.66

More Colors Available

Reserved Footwear New York Men's Galvan Boot

$118.98 $131.25  Save 9% , was, $131.25

or 3 Easy Pays of $39.66

Reserved Footwear New York Men's Ryan Dress Boots

$58.98 $65.00  Save 9% , was, $65.00

or 3 Easy Pays of $19.66

Vintage Foundry Co. Men's Blaise Chelsea Boot

$256.98 $282.45  Save 9% , was, $282.45

or 3 Easy Pays of $85.66

More Colors Available

Vintage Foundry Co. Men's Orme Boot

$256.98 $282.45  Save 9% , was, $282.45

or 3 Easy Pays of $85.66

More Colors Available

Vintage Foundry Co. Men's Bassel Boot

$256.98 $282.45  Save 9% , was, $282.45

or 3 Easy Pays of $85.66

More Colors Available

Reserved Footwear New York Men's Eliel Boot

$47.98 $52.48  Save 8% , was, $52.48

or 3 Easy Pays of $15.99

More Colors Available

Free Standard S&H

Vintage Foundry Co. Men's Stone Boot

$122.98 $135.45  Save 9% , was, $135.45

or 5 Easy Pays of $24.60

Vintage Foundry Co. Men's Wayne Boot

$123.98 $145.95  Save 15% , was, $145.95

or 3 Easy Pays of $41.33

Reserved Footwear New York Men's Gerard LeatherAnkle Boots

$88.98 $98.00  Save 9% , was, $98.00

or 3 Easy Pays of $29.66

More Colors Available

Reserved Footwear New York Men's Devon LeatherAnkle Boots

$88.98 $98.00  Save 9% , was, $98.00

or 3 Easy Pays of $29.66

Reserved Footwear New York Men's Petrus ChukkaBoot

$42.98 $47.23  Save 8% , was, $47.23

or 3 Easy Pays of $14.33

More Colors Available

Vintage Foundry Co. Men's Martin Chelsea Boot

$141.98 $156.45  Save 9% , was, $156.45

or 3 Easy Pays of $47.33

More Colors Available

Reserved Footwear New York Men's Ulysses Leather Ankle Boots

$88.98 $98.00  Save 9% , was, $98.00

or 3 Easy Pays of $29.66

More Colors Available

Vintage Foundry Co. Men's Hayden Chukka Boot

$256.98 $282.45  Save 9% , was, $282.45

or 3 Easy Pays of $85.66

More Colors Available

Vintage Foundry Co. Men's Remington Boot

$122.98 $135.45  Save 9% , was, $135.45

or 3 Easy Pays of $40.99

Reserved Footwear New York Men's Jabari Boot

$93.98 $102.90  Save 8% , was, $102.90

or 3 Easy Pays of $31.33

Xray Footwear Men's Byron Chukka Boots

$49.98 $55.00  Save 9% , was, $55.00

or 3 Easy Pays of $16.66

More Colors Available

Customer Top Rated

Reserved Footwear New York Men's Milo Chukka Boots

$58.98 $65.00  Save 9% , was, $65.00

or 3 Easy Pays of $19.66

More Colors Available

Reserved Footwear New York Men's Emmett Lace UpBoots

$58.98 $65.00  Save 9% , was, $65.00

or 3 Easy Pays of $19.66

Customer Top Rated

Vintage Foundry Co. Men's Darwin Leather Chelsea Boots

$122.98 $145.00  Save 15% , was, $145.00

or 3 Easy Pays of $40.99

More Colors Available

Reserved Footwear New York Men's Keith Casual Boots

$54.98 $65.00  Save 15% , was, $65.00

or 3 Easy Pays of $18.33

More Colors Available

Reserved Footwear New York Men's Ryder ChelseaBoots

$58.98 $65.00  Save 9% , was, $65.00

or 3 Easy Pays of $19.66

Clarks Men's Originals Wallabee

$144.98 $160.00  Save 9% , was, $160.00

or 3 Easy Pays of $48.33

More Colors Available

Strauss + Ramm Men's Knit Sneakers - The Chukka

$29.99 $99.99  Save 70% , was, $99.99

or 3 Easy Pays of $10.00

More Colors Available

Clarks Collection Men's Leather Ankle Boots Sha cre Boot

$99.98 $110.00  Save 9% , was, $110.00

or 3 Easy Pays of $33.33

More Colors Available

Clarks Collection Men's Leather Ankle BootsBushacre 3

$81.98 $89.99  Save 8% , was, $89.99

or 3 Easy Pays of $27.33

Free Standard S&H

Timberland Men's Leather Chukkas - Davis Square

$45.99 $95.00  Save 51% , was, $95.00

or 3 Easy Pays of $15.33

Trotters Side-Zip Leather Low Booties - Keegan

$85.98 $94.99  Save 9% , was, $94.99

or 3 Easy Pays of $28.66

More Colors Available

Trotters Margo Water Resistant Leather Boot

$158.98 $174.95  Save 9% , was, $174.95

or 3 Easy Pays of $52.99

More Colors Available

Clarks Collection Leather Ankle Boots-CarleighStyle

$99.98 $110.00  Save 9% , was, $110.00

or 3 Easy Pays of $33.33

Bella Vita Dress Suede/Leather Dress Booties-Faraday

$117.98 $129.95  Save 9% , was, $129.95

or 3 Easy Pays of $39.33

More Colors Available

Bella Vita Suede/Leather Dress Ankle Boots-Agnes

$117.98 $129.95  Save 9% , was, $129.95

or 3 Easy Pays of $39.33

More Colors Available

Bella Vita Suede/ Leather Chelsea Booties-Kingly

$104.98 $114.95  Save 8% , was, $114.95

or 3 Easy Pays of $34.99

More Colors Available

Trotters Women's Bellamy Lace-Up Boots

$85.98 $94.95  Save 9% , was, $94.95

or 3 Easy Pays of $28.66

More Colors Available

Trotters Women's Major Embossed Ankle Boots

$131.98 $144.95  Save 8% , was, $144.95

or 3 Easy Pays of $43.99

More Colors Available

Trotters Women's Mila Ankle Boots

$131.98 $144.95  Save 8% , was, $144.95

or 3 Easy Pays of $43.99

More Colors Available

Trotters Women's Bryce Boots

$104.98 $114.95  Save 8% , was, $114.95

or 3 Easy Pays of $34.99

More Colors Available

Trotters Women's Forever Mid Boots

$131.98 $144.95  Save 8% , was, $144.95

or 3 Easy Pays of $43.99

More Colors Available

Bella Vita Square Toe Ankle Boots - Wilma

$113.98 $124.95  Save 8% , was, $124.95

or 3 Easy Pays of $37.99

Bella Vita Dress Booties - Diaz

$84.98 $124.95  Save 31% , was, $124.95

or 3 Easy Pays of $28.33

More Colors Available

Bella Vita Square Toe Ankle Boots - Wilma

$108.98 $120.00  Save 9% , was, $120.00

or 3 Easy Pays of $36.33

More Colors Available

Lamo Textile or Faux Wool Slip-On Shoe - Samuel

$50.98 $59.99  Save 15% , was, $59.99

or 4 Easy Pays of $12.74