Men's Chukka Boots

(141)

Chelsea Boots Dress Boots Chukka Boots Waterproof Boots Work Boots Casual Boots Lace-Up Boots Winter & Snow Boots Hiking & Outdoor Boots Comfort Boots Duck Boots Ankle Boots

Clarks
Men's Shacre Boots
$120.00
Sale $102.00
30% off use: FRIEND
With offer $71.40
(162)
Clarks
Collection Men's Shepton Boots
$110.00
Sale $93.50
30% off use: FRIEND
With offer $65.45
(49)
Limited-Time Special
Johnston & Murphy
Men's Boswell Chukka Boots
$165.00
Sale $99.00 - $132.00
(5)
Limited-Time Special
Nunn Bush
Men's Denali Waterproof Leather Plain Toe Boots
$115.00
Sale $84.99
(34)
Limited-Time Special
Clarks
Men's Bushacre 3 Boots
$120.00
Sale $72.00 - $102.00
30% off use: FRIEND
(98)
Steve Madden
Men's Hestonn Chukka Boots
$90.00
30% off use: FRIEND
With offer $63.00
(4)
Nunn Bush
Men's Circuit Plain Toe Chukka Boots
$85.00
30% off use: FRIEND
With offer $59.50
Limited-Time Special
Nunn Bush
Men's Ozark II Plain Toe Chukka
$110.00
Sale $66.00 - $79.99
(7)
Clearance
Steve Madden
Men's Harken Chukka Boots
$90.00
Now $54.00
30% off use: FRIEND
With offer $37.80
(193)
Clearance
Steve Madden
Men's Molcalm Leather Chukka Boot
$140.00
Now $84.00
30% off use: FRIEND
With offer $58.80
(8)
Limited-Time Special
Nunn Bush
Men's Chase Plain Toe Chukka Shoes
$90.00
Sale $59.99
(15)
Clearance
Tommy Hilfiger
Men's Blaze Cap Toe Lace Up Boots
$109.00
Now $65.40
30% off use: FRIEND
With offer $45.78
(34)
Tommy Hilfiger
Men's Bage Lace Up Chukka Boots
$109.00
30% off use: FRIEND
With offer $76.30
(22)
Limited-Time Special
Rockport
Men's Seamus Waterproof Casual Lace-Up Boots
$150.00
Sale $99.95
(11)
Clarks
Men's Shacre Suede Boots
$120.00
Sale $102.00
30% off use: FRIEND
With offer $71.40
(39)
Clearance
Madden Men
Men's Mdurnie Casual Chukka
$94.99
Now $56.99
30% off use: FRIEND
With offer $39.89
(9)
Clearance
Steve Madden
Men's Harken Chukka Boots
$90.00
Now $54.00
30% off use: FRIEND
With offer $37.80
(17)
Clearance
Club Room
Men's Nathan Faux-Leather Lace-Up Chukka Boots, Created for Macy's
$69.99
Now $41.99
30% off use: FRIEND
With offer $29.39
(172)
New York & Company
Men's Allen Boots
$75.00
Sale $49.99
30% off use: FRIEND
With offer $34.99
(21)
Reserved Footwear
Men's Milo Chukka Boots
$80.00
30% off use: FRIEND
With offer $56.00
(2)
Clearance
Vintage Foundry Co
Men's Suede Aldwin Boots
$220.00
Now $132.00
30% off use: FRIEND
With offer $92.40
(6)
Limited-Time Special
DEER STAGS
Men's Bangor Memory Foam Chukka Boot
$100.00
Sale $49.99
(21)
Limited-Time Special
Johnston & Murphy
Men's Upton Chukka Boots
$165.00
Sale $140.25
(1)
Limited-Time Special
Clarks
Collection Men's Eastridge Mid Boots
$120.00
Sale $102.00
(20)
Limited-Time Special
Johnston & Murphy
Men's Hodges Chukka Boots
$129.90
Sale $103.92
(7)
Reserved Footwear
Men's Palmetto Leather Chukka Boots
$115.00
30% off use: FRIEND
With offer $80.50
(4)
ROCKY
NEW! Men's Coronado Chukka Boot
$158.00
(1)
Clearance
Eastland Shoe
Eastland High Fidelity Lace-Up Boots
$135.00
Now $81.00 - $135.00
30% off use: FRIEND
With offer $56.70 - $94.50
(9)
Johnston & Murphy
Men's Upton Chukka Boots
$169.00
(142)
Limited-Time Special
Aston Marc
Men’s Morket Chukka Boot
$49.99
Sale $34.99
(13)
Clearance
Anthony Veer
Men's George Suede Lace-Up Chukka Boots
$64.99 - $179.99
Now $64.99 - $99.99
30% off use: FRIEND
With offer $45.49 - $69.99
(2)
Limited-Time Special
Eastland Shoe
Men's Ethan 1955 Cap Toe Boots
$225.00
Sale $157.50
(1)
Vintage Foundry Co
Men's Benjamin Lace-Up Boots
$185.00
30% off use: FRIEND
With offer $129.50
(9)
Vintage Foundry Co
Men's Barnaby Lace-Up Boots
$240.00
(9)
Vintage Foundry Co
Men's Treyton Chukka Boots
$200.00
30% off use: FRIEND
With offer $140.00
(5)
Vionic
Men's Uptown Chukka Boots
$190.00
(2)
Rockport
Men's Classic Break Chukka Boots
$140.00
30% off use: FRIEND
With offer $98.00
Clearance
Sperry
Men's Cold Bay Chukka Waxed Synthetic Boot
$110.00
Now $66.00
(1)
Alfani
Men's Gregory Chukka Boot, Created for Macy's
$69.99
Now $24.93
(73)
Vintage Foundry Co
Men's Seth Lace-Up Boots
$185.00
(6)
Florsheim
Men's Vibe Plain Toe Chukka Boot
$125.00
30% off use: FRIEND
Friends & Family
(4)
Florsheim
Men's Forge Plain Toe Chukka Boot
$115.00
30% off use: FRIEND
Friends & Family
(2)
UGG®
Men's Neumel Classic Boots
$140.00
$20 Star Money per $100
(499)
Blake McKay
Men's Alder Casual Three-Eyelet Leather Chukka Boots
$165.00
Sale $100.65 - $165.00
(2)
New York & Company
Men's Jericho Chukka Boots
$90.00
30% off use: FRIEND
With offer $63.00
Clearance
Florsheim
Men's Trail Mix Plain Toe Chukka Boot
$120.00
Sale $72.00 - $96.00
30% off use: FRIEND
Friends & Family
(35)
Vintage Foundry Co
Men's Leather Lewis Boots
$149.00
30% off use: FRIEND
With offer $104.30
(1)
Limited-Time Special
Johnston & Murphy
Men's Gregory Chukka Boot
$245.00
Sale $208.25
Gordon Rush
Men's Austin Dress Three-Eye Chukka Boots
$265.00
Sale $129.85 - $265.00
(2)
Limited-Time Special
Clarks
Men's Collection Morris Peak Boots
$130.00
Sale $110.50
(26)
Nunn Bush
Men's Otto Plain Toe Chukka Boots
$110.00
30% off use: FRIEND
With offer $77.00
(5)
Blake McKay
Men's Disxon Dress Casual Two-Eyelet Chukka Boots
$175.00
Steve Madden
Men's Harken Chukka Boots
$95.00
30% off use: FRIEND
With offer $66.50
(2)
Anthony Veer
Men's Heritage Moc Chukka Boots
$349.00
30% off use: FRIEND
With offer $244.30
New York & Company
Men's Darren Chukka Boots
$75.00
30% off use: FRIEND
With offer $52.50
(3)
XRAY
Footwear Men's Kenneth Chukka Boots
$65.00
30% off use: FRIEND
With offer $45.50
(2)
Eastland Shoe
Men's Hoyt Zipper Plain Toe Boots
$240.00
30% off use: FRIEND
With offer $168.00
(5)
Vance Co.
Austin Men's Cap Toe Chukka Boot
$64.99
Now $32.43
(8)
Gordon Rush
Men's Fremont Casual Chukka Boots
$265.00
Sale $100.70
Clearance
Dockers
Men's Esmond Dress Casual Chukka Boot
$85.00
Now $51.00 - $85.00
(17)