“chukka and Boots” we found 155 items!

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Rockport - Classic Break Chukka Rockport Classic Break Chukka $119.95 $109.95 Rated: 5 stars! Clarks - Newkirk Top Clarks Newkirk Top $135.00 Rated: 5 stars! Deer Stags - Seattle Deer Stags Seattle $80.00 $69.95 Rated: 4 stars! Munro - Sloane Munro Sloane $210.00 Rated: 4 stars!
Cole Haan - Graydon Chukka Cole Haan Graydon Chukka $170.00 $119.99 Clarks - Nevella Harper Clarks Nevella Harper $120.00 $84.99 Rated: 4 stars! Clarks - Newkirk Top Clarks Newkirk Top $135.00 Rated: 5 stars! Rockport - Classic Break Chukka Rockport Classic Break Chukka $119.95 $109.95 Rated: 5 stars!
Rockport - Dressports Business Chukka Rockport Dressports Business Chukka $134.95 $129.95 Rated: 5 stars! Rockport - Ledge Hill 2 Chukka Rockport Ledge Hill 2 Chukka $139.95 $129.95 Rated: 5 stars! ALDO - Alevia ALDO Alevia $150.00 $134.99 Rated: 5 stars! UGG - Brompton Tweed UGG Brompton Tweed $199.95 Rated: 4 stars!
Born - Limon Born Limon $120.00 $107.99 Cole Haan - Graydon Chukka Cole Haan Graydon Chukka $170.00 $152.99 Bostonian - Melshire Top Bostonian Melshire Top $105.00 $94.99 Naot Footwear - Pilot Naot Footwear Pilot $199.95 Rated: 5 stars!
ALDO - Alevia ALDO Alevia $150.00 $134.99 Rated: 5 stars! Steve Madden - Sultonn Steve Madden Sultonn $135.00 $120.99 Clarks - Phenia Carnaby Clarks Phenia Carnaby $129.95 Rated: 4 stars! Rockport - City Smart - Waterproof Dress Chukka Boot Rockport City Smart - Waterproof Dress Chukka Boot $159.95 Rated: 3 stars!
Rockport - Ledge Hill 2 Chukka Rockport Ledge Hill 2 Chukka $139.95 $129.95 Rated: 5 stars! ECCO - Kenton Plain Toe Boot ECCO Kenton Plain Toe Boot $220.00 Nunn Bush - Rawson Wing Tip Chukka Nunn Bush Rawson Wing Tip Chukka $90.00 $72.00 Rated: 4 stars! Nunn Bush - Hawley Plain Toe Chukka Nunn Bush Hawley Plain Toe Chukka $95.00 $76.00 Rated: 4 stars!
Rockport - Ledge Hill 2 Chukka Rockport Ledge Hill 2 Chukka $139.95 $129.95 Rated: 5 stars! Calvin Klein - Jae Calvin Klein Jae $140.00 $104.99 Massimo Matteo - 3-Eye Chukka Massimo Matteo 3-Eye Chukka $169.00 $152.99 Rated: 5 stars! Frye - James Lug Chukka Shearling Frye James Lug Chukka Shearling $388.00 $310.40 Rated: 5 stars!
Cole Haan - Graydon Chukka Cole Haan Graydon Chukka $170.00 $119.99 Dr. Martens - Deverell Desert Boot Dr. Martens Deverell Desert Boot $140.00 $105.00 Rated: 5 stars! ECCO - Kenton Plain Toe Boot ECCO Kenton Plain Toe Boot $220.00 Ben Sherman - Gaston Chukka Ben Sherman Gaston Chukka $125.00 $112.99
Frye - Oliver Chukka Frye Oliver Chukka $278.00 $194.60 Rated: 4 stars! Naot Footwear - Pilot - Hand Crafted Naot Footwear Pilot - Hand Crafted $240.00 Wolverine - Francisco Chukka Wolverine Francisco Chukka $180.00 Rated: 4 stars! Ted Baker - Torsdi 4 Ted Baker Torsdi 4 $220.00 $197.99
Josef Seibel - Sienna 03 Josef Seibel Sienna 03 $160.00 Rated: 5 stars! Giorgio Brutini - Arlo Giorgio Brutini Arlo $90.00 $80.99 Steve Madden - Sultonn Steve Madden Sultonn $135.00 $120.99 Ben Sherman - Luke Chukka Distressed Ben Sherman Luke Chukka Distressed $140.00
Naot Footwear - Pilot Naot Footwear Pilot $199.95 Rated: 5 stars! Pikolinos - Lugo M1F-8093 Pikolinos Lugo M1F-8093 $190.00 $170.99 Calvin Klein - Jae Calvin Klein Jae $140.00 Nunn Bush - Nichols Wingtip Chukka Boot Nunn Bush Nichols Wingtip Chukka Boot $90.00 $72.00 Rated: 3 stars!
Giorgio Brutini - Arlo Giorgio Brutini Arlo $90.00 $72.99 Spring Step - Efisio Spring Step Efisio $139.99 Rated: 4 stars! Nunn Bush - Nathaniel Plain Toe Chukka Boot Nunn Bush Nathaniel Plain Toe Chukka Boot $95.00 $72.00 Dr. Martens - Deverell Desert Boot Dr. Martens Deverell Desert Boot $140.00 Rated: 5 stars!
Ted Baker - Pericop 2 Ted Baker Pericop 2 $260.00 $195.00 Pikolinos - Ellesmere M6C-8069 Pikolinos Ellesmere M6C-8069 $215.00 $172.99 Rated: 5 stars! Giorgio Brutini - Norstern Giorgio Brutini Norstern $110.00 Pikolinos - Lugo M1F-8093 Pikolinos Lugo M1F-8093 $190.00 $152.99
Bruno Magli - Weston Bruno Magli Weston $500.00 $399.99 Robert Wayne - Wisconsin Robert Wayne Wisconsin $125.00 $112.99 Massimo Matteo - 3-Eye Chukka Massimo Matteo 3-Eye Chukka $169.00 $135.99 Rated: 5 stars! Naot Footwear - Levanto Naot Footwear Levanto $215.95 Rated: 4 stars!
Bostonian - Melshire Top Bostonian Melshire Top $105.00 $84.99 Florsheim - Mogul Chukka Boot II Florsheim Mogul Chukka Boot II $119.95 Steve Madden - Webbar Steve Madden Webbar $135.00 $94.99 Hush Puppies - Benson Rigby ICE+ Hush Puppies Benson Rigby ICE+ $180.00 Rated: 2 stars!
Stacy Adams - Madison II - 65 Stacy Adams Madison II - 65 $180.00 Rated: 4 stars! Josef Seibel - Sienna 03 Josef Seibel Sienna 03 $160.00 Rated: 5 stars! Josef Seibel - Oscar 23 Josef Seibel Oscar 23 $190.00 Mark Nason - Briggs Mark Nason Briggs $120.00 NEW!
Magnanni - Gavin Magnanni Gavin $350.00 Frye - James Lug Chukka Shearling Frye James Lug Chukka Shearling $388.00 $310.40 Rated: 5 stars! Naot Footwear - Levanto Naot Footwear Levanto $215.95 Rated: 4 stars! Massimo Matteo - 5-Eye Chukka Wing Massimo Matteo 5-Eye Chukka Wing $179.00 Rated: 5 stars!
Dune London - Montenegro Dune London Montenegro $159.00 Rated: 4 stars! Deer Stags - Mean Deer Stags Mean $60.00 Rated: 3 stars! Allen-Edmonds - Dundee 2.0 Allen-Edmonds Dundee 2.0 $395.00 Rated: 3 stars! Allen-Edmonds - Dundee 2.0 Allen-Edmonds Dundee 2.0 $395.00 Rated: 3 stars!
Pikolinos - Ellesmere M6C-8069 Pikolinos Ellesmere M6C-8069 $215.00 $194.99 Rated: 5 stars! Ted Baker - Torsdi 4 Ted Baker Torsdi 4 $220.00 Rated: 5 stars! Frye - Weston Chukka Frye Weston Chukka $378.00 Rated: 5 stars! Pikolinos - Ellesmere M6C-8069NG Pikolinos Ellesmere M6C-8069NG $220.00 $175.99 Rated: 4 stars!
Stacy Adams - Burgess Cap Toe Chukka Boot Stacy Adams Burgess Cap Toe Chukka Boot $105.00 Calvin Klein - Jae Calvin Klein Jae $140.00 Nunn Bush - Nichols Wingtip Chukka Boot Nunn Bush Nichols Wingtip Chukka Boot $90.00 $72.00 Rated: 3 stars! Deer Stags - Seattle Deer Stags Seattle $80.00 $79.95 Rated: 4 stars!
Ben Sherman - Gaston Chukka Ben Sherman Gaston Chukka $125.00 Cole Haan - Original Grand Chukka Cole Haan Original Grand Chukka $200.00 $139.99 Dune London - Moreton Dune London Moreton $155.00 To Boot New York - Clemmons To Boot New York Clemmons $395.00
Frye - James Lug Chukka Shearling Frye James Lug Chukka Shearling $388.00 Rated: 5 stars! Nunn Bush - Rawson Wing Tip Chukka Nunn Bush Rawson Wing Tip Chukka $90.00 $72.00 Rated: 4 stars! Gordon Rush - Hansen Gordon Rush Hansen $245.00 $195.99 Trask - Brady Trask Brady $265.00 Rated: 5 stars!
rag & bone - Spencer Chukka rag & bone Spencer Chukka $495.00 LUXURY Grenson - Marcus Suede Chukka Boot Grenson Marcus Suede Chukka Boot $370.00 LUXURY Frye - Weston Chukka Frye Weston Chukka $378.00 Rated: 5 stars! Stacy Adams - Delaney Chukka Boot Stacy Adams Delaney Chukka Boot $105.00 Rated: 4 stars!
To Boot New York - Clemmons To Boot New York Clemmons $395.00 To Boot New York - Francisco To Boot New York Francisco $395.00 Florsheim - Frisco Chukka Boot Florsheim Frisco Chukka Boot $134.95 Rated: 5 stars! Spring Step - Efisio Spring Step Efisio $139.99 Rated: 4 stars!
PARC City Boot - Lincoln PARC City Boot Lincoln $200.00 PARC City Boot - Central PARC City Boot Central $200.00 Bruno Magli - Weston Bruno Magli Weston $500.00 $449.99 Nunn Bush - Nathaniel Plain Toe Chukka Boot Nunn Bush Nathaniel Plain Toe Chukka Boot $95.00 $72.00