Shop best men's chukka boots

Sponsored
About our ads
$79.99
Vance Co Men's Stratton Chukka Boot
Rack Room Shoes
$79.99
Vance Co Men's Stratton Chukka Boot
Rack Room Shoes
$154.99
Florsheim Men's Rucci Plain Toe Chukka Boot
Rack Room Shoes
$154.99
Florsheim Men's Rucci Plain Toe Chukka Boot
Rack Room Shoes
$59.99
Restoration Men's Paul Chukka Boot
Rack Room Shoes
$59.99
Restoration Men's Paul Chukka Boot
Rack Room Shoes
$107.96
$149.95
Kenetrek Boots Kenetrek Chukka Boot KE-0625-3 in Brown, 12
EuroOptic
28% off
$107.96
$149.95
Kenetrek Boots Kenetrek Chukka Boot KE-0625-3 in Brown, 12
EuroOptic
$59.98
$109.99
Mens Timberland Westmore Chukka Boot - Black
Journeys
45% off
$59.98
$109.99
Mens Timberland Westmore Chukka Boot - Black
Journeys
$139.99
Mens Timberland Premium Chukka Boot - Brown
Journeys
7
$139.99
Mens Timberland Premium Chukka Boot - Brown
Journeys
$149.99
Mens UGG Neumel Chukka Boot - Chestnut
Journeys
14K+
$149.99
Mens UGG Neumel Chukka Boot - Chestnut
Journeys
$100.80
$136.00
ROCKY Men's Dress Leather High Gloss Chukka Boots
Amazon.com
248
Free shipping
25% off
$100.80
$136.00
ROCKY Men's Dress Leather High Gloss Chukka Boots
Amazon.com
$140.00
Men's Heritage Suede Chukka Boot In Whiskey, Size 10.5, Suede Leather By Quince
Quince
Free shipping
$140.00
Men's Heritage Suede Chukka Boot In Whiskey, Size 10.5, Suede Leather By Quince
Quince
$140.00
Men's Heritage Suede Chukka Boot In Charcoal, Size 11.5, Suede Leather By Quince
Quince
Free shipping
$140.00
Men's Heritage Suede Chukka Boot In Charcoal, Size 11.5, Suede Leather By Quince
Quince
$129.98
MOZO Speakeasy Chukka 4SG - Black / Men's4-Season Grip - Size 9.5
Shoes for Crews
$129.98
MOZO Speakeasy Chukka 4SG - Black / Men's4-Season Grip - Size 9.5
Shoes for Crews
$155.00
Florsheim Men's, Rucci Plain Toe Chukka Boot
Amazon.com
24
Free shipping
$155.00
Florsheim Men's, Rucci Plain Toe Chukka Boot
Amazon.com
$90.00
Cole Haan Chester Chukka - Brown / Men'scasual - Size 7.5
Shoes for Crews
$90.00
Cole Haan Chester Chukka - Brown / Men'scasual - Size 7.5
Shoes for Crews
$133.40
$155.00
Georgia Men's Wedge Chukka Wedge Work Boot - Tobacco - GB1222, 11 / Wide / Tobacco
Overlook Boots
627
13% off
$133.40
$155.00
Georgia Men's Wedge Chukka Wedge Work Boot - Tobacco - GB1222, 11 / Wide / Tobacco
Overlook Boots
$169.98
Cole Haan Chester Chukka - Black / Men'scasual - Size 7
Shoes for Crews
$169.98
Cole Haan Chester Chukka - Black / Men'scasual - Size 7
Shoes for Crews
$319.00
Suede Chukka Boots - Tobacco Brown Size 10 By Charles Tyrwhitt
Charles Tyrwhitt
$319.00
Suede Chukka Boots - Tobacco Brown Size 10 By Charles Tyrwhitt
Charles Tyrwhitt
$98.17
$149.95
Rockport Men's Classic Break Chukka Boots
Amazon.com
2K+
Free shipping
34% off
$98.17
$149.95
Rockport Men's Classic Break Chukka Boots
Amazon.com
$169.00
Best Men's Chukka Boot For Heel Pain Relief, Plantar Fasciitis, Stylish Work & Everyday Wear - Size 7-13 | Brown Leather DRAFT Aalto KURU
KURU
$169.00
Best Men's Chukka Boot For Heel Pain Relief, Plantar Fasciitis, Stylish Work & Everyday Wear - Size 7-13 | Brown Leather DRAFT Aalto KURU
KURU
$119.99
Rockport Classic Break Chukka Boot | Men's | Brown | Size 8 | Boots | Chukka | Lace-Up
DSW
1K+
Free shipping
$119.99
Rockport Classic Break Chukka Boot | Men's | Brown | Size 8 | Boots | Chukka | Lace-Up
DSW
$179.99
Timberland Britton Chukka Boot | Men's | Dark Brown | Size 7.5 | Boots | Chukka
DSW
7
Free shipping
$179.99
Timberland Britton Chukka Boot | Men's | Dark Brown | Size 7.5 | Boots | Chukka
DSW
$109.98
Timberland Redwood Falls Chukka Boot | Men's | Dark Brown | Size 10 | Boots | Lug
DSW
23
Free shipping
$109.98
Timberland Redwood Falls Chukka Boot | Men's | Dark Brown | Size 10 | Boots | Lug
DSW
$90.00
$180.00
Men's Suede Chukka Lace Up Boot Tan/Natural Regular Size 10
Banana Republic Factory
50% off
$90.00
$180.00
Men's Suede Chukka Lace Up Boot Tan/Natural Regular Size 10
Banana Republic Factory
$90.00
$180.00
Men's Suede Chukka Lace Up Boot Olive Regular Size 10
Banana Republic Factory
50% off
$90.00
$180.00
Men's Suede Chukka Lace Up Boot Olive Regular Size 10
Banana Republic Factory
$169.00
Best Boot For Comfortable Walking Chukka Boot Heel Relief, Plantar Fasciitis, Stylish Work & Everyday Wear, Size 7-13 | Brown Leather DRAFT Aalto KURU
KURU
$169.00
Best Boot For Comfortable Walking Chukka Boot Heel Relief, Plantar Fasciitis, Stylish Work & Everyday Wear, Size 7-13 | Brown Leather DRAFT Aalto KURU
KURU
$525.00
Allen Edmonds Chandler Weatherproof Chukka Boot Boots In Pecan Leather, Size 10.5 D
Allen Edmonds
$525.00
Allen Edmonds Chandler Weatherproof Chukka Boot Boots In Pecan Leather, Size 10.5 D
Allen Edmonds
$160.00
Men's Boot Shoes | Boot Shoes | Classic Break Chukka Boot | Size 11.5 m | Rockport
Rockport US
2K+
$160.00
Men's Boot Shoes | Boot Shoes | Classic Break Chukka Boot | Size 11.5 m | Rockport
Rockport US
$120.00
Clarks Mens Wallaston Flat Heel Chukka Boots | Brown | Regular 7 1/2 | Boots Chukka Boots | Comfort
JCPenney
Free shipping
$120.00
Clarks Mens Wallaston Flat Heel Chukka Boots | Brown | Regular 7 1/2 | Boots Chukka Boots | Comfort
JCPenney
$150.00
Mens Leather Chukka Boots, Orthopedic Slip On Shoes, Ergonomic Sole, Men's Boots | Orthofeet Orthopedic Boots, Verno, 8.5 / Extra Wide / Brown
Orthofeet
$150.00
Mens Leather Chukka Boots, Orthopedic Slip On Shoes, Ergonomic Sole, Men's Boots | Orthofeet Orthopedic Boots, Verno, 8.5 / Extra Wide / Brown
Orthofeet
$525.00
Allen Edmonds Chandler Chukka Boot Boots In Tan Nubuck, Size 11.0 B
Allen Edmonds
$525.00
Allen Edmonds Chandler Chukka Boot Boots In Tan Nubuck, Size 11.0 B
Allen Edmonds
$180.00
Alpine Swiss Men's Elio Made In Italy Suede Chukka Boots - Brown - Size 11
Macy's
Free shipping
$180.00
Alpine Swiss Men's Elio Made In Italy Suede Chukka Boots - Brown - Size 11
Macy's
$164.00
Rocky Men's Coronado Chukka Boots In Coyote Brown Size 11.5m
TacticalGear.com
$164.00
Rocky Men's Coronado Chukka Boots In Coyote Brown Size 11.5m
TacticalGear.com
$164.00
$174.00
Rocky Men's Coronado Chukka 5" Waterproof Public Service Duty Boot -Brown- RKC130, 10 / Medium / Brown
Overlook Boots
$164.00
$174.00
Rocky Men's Coronado Chukka 5" Waterproof Public Service Duty Boot -Brown- RKC130, 10 / Medium / Brown
Overlook Boots
$240.99
Stetson Men's Chukka Casual Boots - Round Toe
Boot Barn
$240.99
Stetson Men's Chukka Casual Boots - Round Toe
Boot Barn
$53.99
$120.00
Clarks Mens Wallaston Flat Heel Chukka Boots | Beige | Regular 12 | Boots Chukka Boots | Comfort
JCPenney
Free shipping
55% off
$53.99
$120.00
Clarks Mens Wallaston Flat Heel Chukka Boots | Beige | Regular 12 | Boots Chukka Boots | Comfort
JCPenney
$178.95
Johnston & Murphy Calder Chukka Men's Boots Brown Oiled Full Grain : 13 m (D), Leather
Zappos
11
$178.95
Johnston & Murphy Calder Chukka Men's Boots Brown Oiled Full Grain : 13 m (D), Leather
Zappos
$159.95
Danner Men's Forest Chukka 4.5" Leather Lifestyle Boot - 37640, 7.5 / Medium / Brown
Overlook Boots
$159.95
Danner Men's Forest Chukka 4.5" Leather Lifestyle Boot - 37640, 7.5 / Medium / Brown
Overlook Boots
How to Wear Chukka Boots
How to Wear Chukka Boots
Feb 13, 2023
thetrendspotter.net
You Need A Pair Of Chukka Boots (Or Desert Boots), And You Need Them Now
You Need A Pair Of Chukka Boots (Or Desert Boots), And You Need …
Jul 15, 2020
esquire.com
How to Wear Chukka Boots: The Only Guide You'll Need
5:57
How to Wear Chukka Boots: The Only Guide You'll Need
Jul 19, 2021
bootspy.com
Chelsea Vs Chukka Boots For Men | Which Men's Dress Boot Is Better?
Chelsea Vs Chukka Boots For Men | Which Men's Dress Boot Is Better?
4 months ago
realmenrealstyle.com
Chukka Boots Guide
11:54
Chukka Boots Guide
Nov 4, 2015
gentlemansgazette.com
The 20 Best Men's Chukka Boots For Real Shoe Enthusiasts
The 20 Best Men's Chukka Boots For Real Shoe Enthusiasts
Dec 8, 2020
misiuacademy.com
12 Handsome Dress Boots in Every Budget to Upgrade Your Footwear
12 Handsome Dress Boots in Every Budget to Upgrade Your Footwear
Feb 13, 2023
Men's HealthMaverick Li
Chukka Boots Will Never Go Out of Style—These 8 Are Our Favorites
11 months ago
Men's HealthJoseph Cheatham
The Best Men's Boot Brands: 24 Top Quality Boots for Fall in Every Pric…
Oct 3, 2022
primermagazine.com
2:55
👞 Bruno Marc Men's Classic Dress Casual Chukka Boots 2.0 | Best C…
15 views4 months ago
YouTubeUK Pro Reviewer
0:06
Review FLYLAND Men's Chukka Boots Casual Leather Shoes Ankl…
4 views2 months ago
YouTubeSavvy Abode
0:44
Review Bruno Marc Men's Classic Dress Casual Chukka Boots 2.0,Si…
1 views2 months ago
YouTubeCurated Comforts
3:47
Review FLYLAND Men's Fashion Leather Shoes Chukka Ankle Boo…
4 views2 months ago
YouTubeClever Clicks
1:57
Vostey Men’s Casual & Hiking Chukka Boots Review | Stylish Du…
4 views1 month ago
YouTubeLife Tested
0:50
Review Vostey Men's Chukka Boots Motorcycle Casual Hiking Boot fo…
2 views3 months ago
YouTubeSavvy Abode
0:22
Review Jousen Men's Chukka Boots Lace Up Desert Ankle Boots Class…
1 month ago
YouTubeHearth Tech
Thursday Boots- four year review of the Scout Chukka Boot. Are these …
12.2K viewsMar 7, 2023
YouTubeMODRN GOLF
Chukka vs Chelsea Boots: Comparing Business Casual Boot…
Mar 12, 2021
stridewise.com
Johnston & Murphy Forrester Chukka Boot Review: A Semi-For…
8.1K viewsJul 3, 2018
YouTubeBespoke Unit
4 of my favorite chukka boots for fall 2023 #mensfashion #mensfallfashi…
36K viewsOct 24, 2023
TikToksunbali_
How to wear chukka boots: Style tips every man should know
Oct 21, 2021
themanual.com
Chukka VS Chelsea...Which Boot Is Best?
109.7K viewsNov 14, 2017
YouTubeReal Men Real Style
Angry Review of Thursday Boot Scout Brown chukka #thursdaybo…
4.2K views11 months ago
YouTubeLife After 50
6:11
Chukka Boots & Desert Boot Guide
217.1K viewsNov 4, 2015
YouTubeGentleman's Gazette
6:14
5 BEST BOOTS for MEN [2021] | Get Them While You Can
496K viewsJan 9, 2021
YouTubeBootSpy
5:41
How To Style Chukka Boots/How To Wear Clarks Desert Boots
167.3K viewsSep 2, 2017
YouTubeThe Style O.G.
11:30
13 Types of BOOTS Every MAN Must Know
38.8K viewsJul 10, 2021
YouTubeBootSpy
5:16
How to style Chukka Boots | One boot every guy needs
22.3K viewsFeb 21, 2019
YouTubeBrandon Boswell
6:41
How Grant Stone's Chukka DESTROY CLARKS, In 5 Min. (CU…
132K viewsJun 27, 2021
YouTubeRose Anvil
See more videos
Static thumbnail place holder

Shop best men's chukka boots

Sponsored
About our ads
$79.99
Vance Co Men's Stratton Chukka Boot
Rack Room Shoes
$79.99
Vance Co Men's Stratton Chukka Boot
Rack Room Shoes
$154.99
Florsheim Men's Rucci Plain Toe Chukka Boot
Rack Room Shoes
$154.99
Florsheim Men's Rucci Plain Toe Chukka Boot
Rack Room Shoes
$59.99
Restoration Men's Paul Chukka Boot
Rack Room Shoes
$59.99
Restoration Men's Paul Chukka Boot
Rack Room Shoes
$107.96
$149.95
Kenetrek Boots Kenetrek Chukka Boot KE-0625-3 in Brown, 12
EuroOptic
28% off
$107.96
$149.95
Kenetrek Boots Kenetrek Chukka Boot KE-0625-3 in Brown, 12
EuroOptic
$59.98
$109.99
Mens Timberland Westmore Chukka Boot - Black
Journeys
45% off
$59.98
$109.99
Mens Timberland Westmore Chukka Boot - Black
Journeys
$139.99
Mens Timberland Premium Chukka Boot - Brown
Journeys
7
$139.99
Mens Timberland Premium Chukka Boot - Brown
Journeys
$149.99
Mens UGG Neumel Chukka Boot - Chestnut
Journeys
14K+
$149.99
Mens UGG Neumel Chukka Boot - Chestnut
Journeys
$100.80
$136.00
ROCKY Men's Dress Leather High Gloss Chukka Boots
Amazon.com
248
Free shipping
25% off
$100.80
$136.00
ROCKY Men's Dress Leather High Gloss Chukka Boots
Amazon.com
$140.00
Men's Heritage Suede Chukka Boot In Whiskey, Size 10.5, Suede Leather By Quince
Quince
Free shipping
$140.00
Men's Heritage Suede Chukka Boot In Whiskey, Size 10.5, Suede Leather By Quince
Quince
$140.00
Men's Heritage Suede Chukka Boot In Charcoal, Size 11.5, Suede Leather By Quince
Quince
Free shipping
$140.00
Men's Heritage Suede Chukka Boot In Charcoal, Size 11.5, Suede Leather By Quince
Quince
$129.98
MOZO Speakeasy Chukka 4SG - Black / Men's4-Season Grip - Size 9.5
Shoes for Crews
$129.98
MOZO Speakeasy Chukka 4SG - Black / Men's4-Season Grip - Size 9.5
Shoes for Crews
$155.00
Florsheim Men's, Rucci Plain Toe Chukka Boot
Amazon.com
24
Free shipping
$155.00
Florsheim Men's, Rucci Plain Toe Chukka Boot
Amazon.com
$90.00
Cole Haan Chester Chukka - Brown / Men'scasual - Size 7.5
Shoes for Crews
$90.00
Cole Haan Chester Chukka - Brown / Men'scasual - Size 7.5
Shoes for Crews
$133.40
$155.00
Georgia Men's Wedge Chukka Wedge Work Boot - Tobacco - GB1222, 11 / Wide / Tobacco
Overlook Boots
627
13% off
$133.40
$155.00
Georgia Men's Wedge Chukka Wedge Work Boot - Tobacco - GB1222, 11 / Wide / Tobacco
Overlook Boots
$169.98
Cole Haan Chester Chukka - Black / Men'scasual - Size 7
Shoes for Crews
$169.98
Cole Haan Chester Chukka - Black / Men'scasual - Size 7
Shoes for Crews
$319.00
Suede Chukka Boots - Tobacco Brown Size 10 By Charles Tyrwhitt
Charles Tyrwhitt
$319.00
Suede Chukka Boots - Tobacco Brown Size 10 By Charles Tyrwhitt
Charles Tyrwhitt
$98.17
$149.95
Rockport Men's Classic Break Chukka Boots
Amazon.com
2K+
Free shipping
34% off
$98.17
$149.95
Rockport Men's Classic Break Chukka Boots
Amazon.com
$169.00
Best Men's Chukka Boot For Heel Pain Relief, Plantar Fasciitis, Stylish Work & Everyday Wear - Size 7-13 | Brown Leather DRAFT Aalto KURU
KURU
$169.00
Best Men's Chukka Boot For Heel Pain Relief, Plantar Fasciitis, Stylish Work & Everyday Wear - Size 7-13 | Brown Leather DRAFT Aalto KURU
KURU