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“chukka and Men Boots” we found 3645 items!

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View More Like This Blundstone - BL585
Blundstone BL585 $184.95 Rated: 5 stars!
View More Like This Merrell - Moab 2 Vent Mid
Merrell Moab 2 Vent Mid $109.95 Rated: 4 stars!
View More Like This Crocs - AllCast Rain Boot
Crocs AllCast Rain Boot MSRP: $49.99 $44.99 Rated: 5 stars!
View More Like This Clarks - Desert Boot
Clarks Desert Boot $130.00 Rated: 5 stars!

View More Like This Blundstone - BL550
Blundstone BL550 $184.95 Rated: 5 stars!
View More Like This Blundstone - BL510
Blundstone BL510 $174.95 Rated: 4 stars!
View More Like This Blundstone - BL063
Blundstone BL063 $179.95 Rated: 5 stars!
View More Like This Timberland PRO - 6
Timberland PRO 6" Pit Boss Soft Toe MSRP: $125.00 $88.95 Rated: 4 stars!

View More Like This Timberland PRO - Timberland PRO® 6
Timberland PRO Timberland PRO® 6" Wedge MSRP: $127.50 $92.95 Rated: 4 stars!
View More Like This Blundstone - BL500
Blundstone BL500 $174.95 Rated: 4 stars!
View More Like This Timberland PRO - 6
Timberland PRO 6" Pit Boss Steel Toe MSRP: $130.00 $93.95 Rated: 5 stars!
View More Like This Blundstone - BL558
Blundstone BL558 $184.95 Rated: 5 stars!

View More Like This Steve Madden - Harken
Steve Madden Harken MSRP: $85.00 $76.50 Rated: 4 stars!
View More Like This Columbia - Granite Ridge Mid Waterproof
Columbia Granite Ridge Mid Waterproof $90.00 Rated: 5 stars!
View More Like This Clarks - Newkirk Top
Clarks Newkirk Top MSRP: $135.00 $81.00 Rated: 5 stars!
View More Like This Clarks - Desert Boot
Clarks Desert Boot $130.00 Rated: 5 stars!

View More Like This ECCO - Knoxville Chukka Boot
ECCO Knoxville Chukka Boot MSRP: $130.00 $65.00 Rated: 5 stars!
View More Like This Merrell - Moab 2 Mid Waterproof
Merrell Moab 2 Mid Waterproof $129.95 Rated: 4 stars!
View More Like This Timberland - Chocorua Trail Mid Waterproof
Timberland Chocorua Trail Mid Waterproof MSRP: $120.00 $109.95 Rated: 4 stars!
View More Like This Keen - Targhee II Mid
Keen Targhee II Mid $134.95 Rated: 5 stars!

View More Like This Timberland - White Ledge Mid Waterproof
Timberland White Ledge Mid Waterproof MSRP: $110.00 $99.00 Rated: 5 stars!
View More Like This Steve Madden - Hacksaw
Steve Madden Hacksaw MSRP: $90.00 $81.00 Rated: 4 stars!
View More Like This Rockport - Classic Break Chukka
Rockport Classic Break Chukka MSRP: $119.95 $109.15 Rated: 4 stars!
View More Like This Timberland PRO - 6
Timberland PRO 6" Pit Boss Steel Toe MSRP: $130.00 $93.95 Rated: 5 stars!

View More Like This Timberland - Earthkeepers® Brook Park Chukka
Timberland Earthkeepers® Brook Park Chukka $130.00 Rated: 5 stars!
View More Like This Dr. Martens - Cabrillo
Dr. Martens Cabrillo $79.95 Rated: 5 stars!
View More Like This Timberland PRO - 6
Timberland PRO 6" Pit Boss Steel Toe MSRP: $130.00 $93.95 Rated: 5 stars!
View More Like This Keen - Targhee II Mid
Keen Targhee II Mid $134.95 Rated: 5 stars!

View More Like This Columbia - Newton Ridge™ Plus II Waterproof
Columbia Newton Ridge™ Plus II Waterproof $79.95 Rated: 4 stars!
View More Like This Merrell - Moab 2 Mid Waterproof
Merrell Moab 2 Mid Waterproof $129.95 Rated: 4 stars!
View More Like This Rockport - Classic Break Chukka
Rockport Classic Break Chukka MSRP: $119.95 $101.96 Rated: 4 stars!
View More Like This Kamik - Hunter
Kamik Hunter $54.99 Rated: 5 stars!

View More Like This Steve Madden - Harken
Steve Madden Harken MSRP: $85.00 $79.99 Rated: 4 stars!
View More Like This Columbia - Newton Ridge™ Plus II Waterproof
Columbia Newton Ridge™ Plus II Waterproof $79.95 Rated: 4 stars!
View More Like This Timberland PRO - 6
Timberland PRO 6" Pit Boss Soft Toe MSRP: $125.00 $88.95 Rated: 4 stars!
View More Like This Steve Madden - Jabbar
Steve Madden Jabbar $100.00 Rated: 4 stars!

View More Like This Keen - Targhee II Mid
Keen Targhee II Mid $134.95 Rated: 5 stars!
View More Like This Rockport - Classic Break Chukka
Rockport Classic Break Chukka MSRP: $119.95 $95.99 Rated: 4 stars!
View More Like This Blundstone - BL1308
Blundstone BL1308 $179.95 Rated: 4 stars!
View More Like This The North Face - Hedgehog Fastpack Mid GTX
The North Face Hedgehog Fastpack Mid GTX $129.95 Rated: 5 stars!

View More Like This Nunn Bush - Galloway Plain Toe Chukka Boot
Nunn Bush Galloway Plain Toe Chukka Boot MSRP: $85.00 $67.95 Rated: 4 stars!
View More Like This Rockport - Wynstin Chelsea
Rockport Wynstin Chelsea $119.95 Rated: 5 stars!
View More Like This Keen - Targhee Exp Mid WP
Keen Targhee Exp Mid WP $139.95 Rated: 5 stars!
View More Like This Timberland - Earthkeepers® Mt. Maddsen Mid Waterproof
Timberland Earthkeepers® Mt. Maddsen Mid Waterproof MSRP: $110.00 $99.95 Rated: 4 stars!

View More Like This Born - Hemlock
Born Hemlock MSRP: $120.00 $110.00 Rated: 4 stars!
View More Like This Keen - Voyageur Mid
Keen Voyageur Mid $124.95 Rated: 5 stars!
View More Like This Clarks - Desert Boot
Clarks Desert Boot $130.00 Rated: 5 stars!
View More Like This New Balance - MW1400v1
New Balance MW1400v1 MSRP: $149.95 $125.58 Rated: 4 stars!

View More Like This Blundstone - 587
Blundstone 587 $184.95 Rated: 4 stars!
View More Like This Dunham - Cloud Waterproof
Dunham Cloud Waterproof $144.95 Rated: 4 stars!
View More Like This Blundstone - BL1306
Blundstone BL1306 $179.95 Rated: 5 stars!
View More Like This Clarks - Stratton Limit
Clarks Stratton Limit MSRP: $135.00 $67.50 Rated: 4 stars!

View More Like This Blundstone - BL1464
Blundstone BL1464 MSRP: $194.95 $155.99 Rated: 4 stars!
View More Like This Merrell - Moab 2 Vent Mid
Merrell Moab 2 Vent Mid $109.95 Rated: 4 stars!
View More Like This Hi-Tec - Skamania Waterproof
Hi-Tec Skamania Waterproof MSRP: $80.00 $72.99 Rated: 5 stars!
View More Like This Merrell - Moab 2 Mid GTX
Merrell Moab 2 Mid GTX $149.95 Rated: 5 stars!

View More Like This Merrell - Moab 2 Mid GTX
Merrell Moab 2 Mid GTX $150.00 Rated: 5 stars!
View More Like This Dr. Martens - 1460
Dr. Martens 1460 $139.95 Rated: 4 stars!
View More Like This Born - Harrison
Born Harrison MSRP: $120.00 $110.00 Rated: 4 stars!
View More Like This Keen - Targhee Exp Mid WP
Keen Targhee Exp Mid WP $139.95 Rated: 5 stars!

View More Like This Keen - Targhee Exp Mid WP
Keen Targhee Exp Mid WP $139.95 Rated: 5 stars!
View More Like This Dunham - Cloud Waterproof
Dunham Cloud Waterproof $144.95 Rated: 4 stars!
View More Like This Dunham - Addison Waterproof
Dunham Addison Waterproof $149.95 Rated: 4 stars!
View More Like This Salomon - X Ultra 3 Mid GTX®
Salomon X Ultra 3 Mid GTX® $165.00

View More Like This Timberland - 6
Timberland 6" Premium Boot $190.00 Rated: 5 stars!
View More Like This Giorgio Brutini - Calloway
Giorgio Brutini Calloway $95.00 Rated: 5 stars!
View More Like This Bogs - Urban Farmer
Bogs Urban Farmer $100.00 Rated: 4 stars!
View More Like This Nunn Bush - Galloway Plain Toe Chukka Boot
Nunn Bush Galloway Plain Toe Chukka Boot MSRP: $80.00 $63.95 Rated: 4 stars!

View More Like This Rockport - Wynstin Chelsea
Rockport Wynstin Chelsea MSRP: $119.95 $95.99 Rated: 5 stars!
View More Like This Salomon - Quest 4D 3 GTX®
Salomon Quest 4D 3 GTX® $230.00
View More Like This Keen - Durand Mid WP
Keen Durand Mid WP $179.95 Rated: 5 stars!
View More Like This UGG - Leighton Waterproof
UGG Leighton Waterproof MSRP: $169.95 $84.97 Rated: 4 stars!

View More Like This Dunham - Cloud Waterproof
Dunham Cloud Waterproof $144.95 Rated: 4 stars!
View More Like This Blundstone - BL519
Blundstone BL519 $174.95 Rated: 5 stars!
View More Like This Florsheim - Midtown Plain Toe Zip Boot
Florsheim Midtown Plain Toe Zip Boot $119.95 Rated: 5 stars!
View More Like This SKECHERS - Mariner
SKECHERS Mariner MSRP: $70.00 $49.99 Rated: 5 stars!

View More Like This Keen Utility - Detroit Low
Keen Utility Detroit Low $139.95 Rated: 5 stars!
View More Like This Johnston & Murphy - Copeland Chukka
Johnston & Murphy Copeland Chukka $158.95 Rated: 4 stars!
View More Like This Merrell - Moab 2 Mid Waterproof
Merrell Moab 2 Mid Waterproof $129.95 Rated: 4 stars!
View More Like This SKECHERS - Pilot
SKECHERS Pilot MSRP: $69.00 $47.99 Rated: 4 stars!

View More Like This Rockport - Essential Details Waterproof Dress Chukka
Rockport Essential Details Waterproof Dress Chukka MSRP: $109.95 $99.95 Rated: 4 stars!
View More Like This Cole Haan - Original Grand Chukka
Cole Haan Original Grand Chukka MSRP: $180.00 $162.99 Rated: 4 stars!
View More Like This Propet - Ridge Walker
Propet Ridge Walker MSRP: $89.95 $84.95 Rated: 5 stars!
View More Like This Vivobarefoot - Gobi II M Leather
Vivobarefoot Gobi II M Leather $150.00 Rated: 4 stars!

View More Like This Lowa - Renegade GTX® Mid
Lowa Renegade GTX® Mid $230.00 Rated: 4 stars!
View More Like This Keen - Targhee II Mid Waterproof
Keen Targhee II Mid Waterproof $134.95 Rated: 4 stars!
View More Like This Johnston & Murphy - Copeland Chukka
Johnston & Murphy Copeland Chukka $158.95 Rated: 4 stars!
View More Like This Timberland - Groveton Leather and Fabric Chukka
Timberland Groveton Leather and Fabric Chukka $80.00 Rated: 5 stars!

View More Like This TOMS - Mateo Chukka Boot
TOMS Mateo Chukka Boot $98.00 Rated: 4 stars!
View More Like This Merrell Work - Moab 2 Mid Tactical Waterproof
Merrell Work Moab 2 Mid Tactical Waterproof $139.95 Rated: 5 stars!
View More Like This Salomon - X Ultra 3 Wide Mid GTX®
Salomon X Ultra 3 Wide Mid GTX® $165.00 Rated: 4 stars!
View More Like This Columbia - Granite Ridge Mid Waterproof
Columbia Granite Ridge Mid Waterproof $90.00 Rated: 5 stars!

View More Like This Baffin - Enduro Plain Toe
Baffin Enduro Plain Toe $55.10 Rated: 5 stars!
View More Like This Rockport - Ledge Hill 2 Chukka Boot
Rockport Ledge Hill 2 Chukka Boot MSRP: $149.95 $101.97 Rated: 4 stars!
View More Like This Dunham - Royalton Chukka Waterproof
Dunham Royalton Chukka Waterproof $149.95 Rated: 4 stars!
View More Like This Ariat - Ariat Rambler
Ariat Ariat Rambler $149.95 Rated: 5 stars!

View More Like This Merrell - Moab Adventure Mid Waterproof
Merrell Moab Adventure Mid Waterproof $139.95 Rated: 5 stars!
View More Like This Blundstone - BL584
Blundstone BL584 $209.95 Rated: 5 stars!
View More Like This Steve Madden - Hacksaw
Steve Madden Hacksaw MSRP: $90.00 $80.99 Rated: 4 stars!
View More Like This Steve Madden - Hacksaw
Steve Madden Hacksaw MSRP: $90.00 $72.99 Rated: 4 stars!

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