Shop timberland chukka boot

Sponsored
About our ads
$99.99
Timberland Westmore Chukka Boot | Men's | Dark Brown | Size 10 | Boots
DSW
35
Free shipping
$99.99
Timberland Westmore Chukka Boot | Men's | Dark Brown | Size 10 | Boots
DSW
35
$149.99
Timberland Britton Chukka Boot | Men's | Dark Brown | Size 10 | Boots | Chukka
DSW
7
Free shipping
$149.99
Timberland Britton Chukka Boot | Men's | Dark Brown | Size 10 | Boots | Chukka
DSW
7
$119.99
Timberland Men's Voyager Park Mid Sneaker Boots (WHEAT) - Size 8.5 m
Famous Footwear
Free shipping
$119.99
Timberland Men's Voyager Park Mid Sneaker Boots (WHEAT) - Size 8.5 m
Famous Footwear
Free shipping
$134.99
Timberland Redwood Falls Chukka Boot | Men's | Dark Brown | Size 10 | Boots | Lug
DSW
Free shipping
$134.99
Timberland Redwood Falls Chukka Boot | Men's | Dark Brown | Size 10 | Boots | Lug
DSW
Free shipping
$109.99
Mens Timberland Westmore Chukka Boot - Wheat
Journeys
35
$109.99
Mens Timberland Westmore Chukka Boot - Wheat
Journeys
35
$99.99
Timberland Men's Westmore Lace-Up Moc Toe Chukka Boots Gray - Size: 12 D-Width
Men's Wearhouse
35
$99.99
Timberland Men's Westmore Lace-Up Moc Toe Chukka Boots Gray - Size: 12 D-Width
Men's Wearhouse
35
$215.00
Thursday Boot Company Men's Hero Lace-Up Boot In Black Matte Size 13.5
Thursday Boot Company
$215.00
Thursday Boot Company Men's Hero Lace-Up Boot In Black Matte Size 13.5
Thursday Boot Company
$126.95
Carhartt Men's Cmx4023 Brown 13
Amazon.com
3K+
Free shipping
$126.95
Carhartt Men's Cmx4023 Brown 13
Amazon.com
3K+
$109.99
Mens Timberland Westmore Chukka Boot - Black
Journeys
$109.99
Mens Timberland Westmore Chukka Boot - Black
Journeys
$199.00
Thursday Boot Company Men's President Lace-Up Boot In Tobacco Size 8.5
Thursday Boot Company
$199.00
Thursday Boot Company Men's President Lace-Up Boot In Tobacco Size 8.5
Thursday Boot Company
$99.99
Timberland Men's Westmore Lace-Up Moc Toe Chukka Boots Brown - Size: 8 1/2 D-Width
Men's Wearhouse
35
$99.99
Timberland Men's Westmore Lace-Up Moc Toe Chukka Boots Brown - Size: 8 1/2 D-Width
Men's Wearhouse
35
$264.95
Timberland PRO A27MG Bannack Internal Metguard Alloy Toe 9 in. Boot 0 7 - Wide
Super Casuals
$264.95
Timberland PRO A27MG Bannack Internal Metguard Alloy Toe 9 in. Boot 0 7 - Wide
Super Casuals
$135.00
Timberland Men's Redwood Falls Waterproof Leather Chukka Boots, Mens, 10.5, Wheat
Dillard's
91
$135.00
Timberland Men's Redwood Falls Waterproof Leather Chukka Boots, Mens, 10.5, Wheat
Dillard's
91
$169.99
""Timberland Men's 6"" Padded Collar Waterproof Boots (Wheat) - Size 10.0 W"
Famous Footwear
Free shipping
$169.99
""Timberland Men's 6"" Padded Collar Waterproof Boots (Wheat) - Size 10.0 W"
Famous Footwear
Free shipping
$111.66
Timberland Men's Britton Road Waterproof Chukka Boot
Amazon.com
53
Free shipping
$111.66
Timberland Men's Britton Road Waterproof Chukka Boot
Amazon.com
53
$149.95
Ariat Terrain Hiking Boot- Mens Leather Outdoor Hiking Boots
Amazon.com
2K+
Free shipping
$149.95
Ariat Terrain Hiking Boot- Mens Leather Outdoor Hiking Boots
Amazon.com
2K+
$150.00
Timberland Mens Chukka Boots - Brown/Wheat Size 08.0
Foot Locker
Free shipping
$150.00
Timberland Mens Chukka Boots - Brown/Wheat Size 08.0
Foot Locker
Free shipping
$99.99
Timberland Big Kid Boys Big Kid 6" Classic Work Boot Boy's Wheat Size 5m | Rack Room Shoes
Rack Room Shoes
$99.99
Timberland Big Kid Boys Big Kid 6" Classic Work Boot Boy's Wheat Size 5m | Rack Room Shoes
Rack Room Shoes
$150.00
UGG® Men's Neumel Leather Shoes Chukka Boots In Black/, Size 6
Ugg
12K+
$150.00
UGG® Men's Neumel Leather Shoes Chukka Boots In Black/, Size 6
Ugg
12K+
$99.99
$140.00
Timberland Mens 5/8 Chukka Rockaway - Shoes Finch Nubuck Size 09.5
Foot Locker
Free shipping
28% off
$99.99
$140.00
Timberland Mens 5/8 Chukka Rockaway - Shoes Finch Nubuck Size 09.5
Foot Locker
Free shipping
$159.95
Danner Men's Forest Chukka Shoes In Timberwolf Size 10.5m | Leather
TacticalGear.com
4
$159.95
Danner Men's Forest Chukka Shoes In Timberwolf Size 10.5m | Leather
TacticalGear.com
4
$95.99
$160.00
UGG® Men's Burleigh Chukka Suede Shoes In Black, Size 10.5
Ugg
40% off
$95.99
$160.00
UGG® Men's Burleigh Chukka Suede Shoes In Black, Size 10.5
Ugg
$150.00
UGG® Men's Neumel Leather Shoes Chukka Boots In Brown/, Size 8
Ugg
16K+
$150.00
UGG® Men's Neumel Leather Shoes Chukka Boots In Brown/, Size 8
Ugg
16K+
$140.00
Timberland Women's Stone Street Mid Lace Up Waterproof Chukka Booties, Womens, 8, Wheat
Dillard's
$140.00
Timberland Women's Stone Street Mid Lace Up Waterproof Chukka Booties, Womens, 8, Wheat
Dillard's
$140.00
Timberland Premium Waterproof Lace-Up Chukka Boot In Medium Brown Nubuck At Nordstrom, Size 8.5
Nordstrom
4
$140.00
Timberland Premium Waterproof Lace-Up Chukka Boot In Medium Brown Nubuck At Nordstrom, Size 8.5
Nordstrom
4
$98.00
$140.00
Timberland Premium Chukka Boot
JerseyNice
30% off
$98.00
$140.00
Timberland Premium Chukka Boot
JerseyNice
$135.00
Timberland Men's Redwood Falls Waterproof Leather Chukka Boots, Mens, 11.5, Dark Brown
Dillard's
91
$135.00
Timberland Men's Redwood Falls Waterproof Leather Chukka Boots, Mens, 11.5, Dark Brown
Dillard's
91
$109.99
Rocky Men's Outback Chukka Boots In Dark Brown Size 13W | Leather/Rubber
TacticalGear.com
652
$109.99
Rocky Men's Outback Chukka Boots In Dark Brown Size 13W | Leather/Rubber
TacticalGear.com
652
$140.00
Timberland Premium Waterproof Lace-Up Chukka Boot In Wheat Nubuck At Nordstrom, Size 10
Nordstrom
4
$140.00
Timberland Premium Waterproof Lace-Up Chukka Boot In Wheat Nubuck At Nordstrom, Size 10
Nordstrom
4
$525.00
Allen Edmonds Chandler Weatherproof Chukka Boot Boots In Pecan Leather, Size 10.0 B
Allen Edmonds
$525.00
Allen Edmonds Chandler Weatherproof Chukka Boot Boots In Pecan Leather, Size 10.0 B
Allen Edmonds
$159.95
Danner Men's Forest Chukka Shoe In Bracken Size 8.5m | Leather
WorkBoots.com
$159.95
Danner Men's Forest Chukka Shoe In Bracken Size 8.5m | Leather
WorkBoots.com
$75.89
Timberland Mens Redwood Falls Chukka Dark Brown Waterproof - 9.5 , Brown , Medium - M
JerseyNice
Free shipping
$75.89
Timberland Mens Redwood Falls Chukka Dark Brown Waterproof - 9.5 , Brown , Medium - M
JerseyNice
Free shipping
$138.99
$149.99
Timberland Men's Pro 6" Work Boots 33046 in Brown
Midwest Boots
10K+
$138.99
$149.99
Timberland Men's Pro 6" Work Boots 33046 in Brown
Midwest Boots
10K+
$75.89
Timberland Mens Redwood Falls Chukka Dark Brown Waterproof - 11.5 , Brown , Medium - M
JerseyNice
Free shipping
$75.89
Timberland Mens Redwood Falls Chukka Dark Brown Waterproof - 11.5 , Brown , Medium - M
JerseyNice
Free shipping
$109.95
Timberland PRO A1WG2 Soft Toe 6 in. Boot 0 10 - Med
Super Casuals
$109.95
Timberland PRO A1WG2 Soft Toe 6 in. Boot 0 10 - Med
Super Casuals
$147.00
Georgia Men's Wedge Chukka Boots In Brown Size 9.5m | Leather
WorkBoots.com
1K+
$147.00
Georgia Men's Wedge Chukka Boots In Brown Size 9.5m | Leather
WorkBoots.com
1K+
Ad
Best Chukka Boots For Men - Top 10 Timberland Chukka Boots
top10best.how
▼
Order Now
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
How to Wear Chukka Boots
How to Wear Chukka Boots
Feb 13, 2023
thetrendspotter.net
Chukka Boots Guide
6:11
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
How To Buy Chukka Boots | Men's Chukkas Boot Guide | How To Wear & Style Chukka Footwear
5:32
How To Buy Chukka Boots | Men's Chukkas Boot Guide | How To We…
260.5K viewsDec 2, 2014
YouTubeReal Men Real Style
Watch Timberland Men's Earthkeepers Stormbuck Chukka Waterproof Boot on Amazon Live
0:15
Watch Timberland Men's Earthkeepers Stormbuck Chukka …
May 24, 2023
@amazonAmazon Product Imaging
How To Style Chukka Boots/How To Wear Clarks Desert Boots
5:41
How To Style Chukka Boots/How To Wear Clarks Desert Boots
161.4K viewsSep 2, 2017
YouTubeThe Style O.G.
10:17
TIMBERLAND x BAPE CHUKKA BOOTS
2.9K viewsAug 31, 2021
YouTubeSTANDTALL
0:52
Timberland Chestnut Ridge Waterproof Chukka SKU:8553755
13.3K viewsDec 9, 2015
YouTubeShop Zappos
0:15
Watch Timberland Men's Woodhull Chukka Fashion Boots on Amazo…
May 30, 2023
@amazonAmazon Product Imaging
0:16
SIGNORE on TikTok
161.4K viewsFeb 27, 2024
TikToksignore.id
0:54
Timberland Maple Grove Leather Chukka SKU: 9835204
14.1K viewsFeb 6, 2023
YouTubeShop Zappos
0:15
Timberland Men's Chukka Boots, os
May 2, 2021
AmazonAmazon Product Imaging
5:37
8 Most Stylish Men's Chukka Boots/Best Men's Chukka Boots
36.8K viewsNov 15, 2017
YouTubeThe Style O.G.
3:13
Timberland Killington Chukka Boots (Review)
11.9K viewsJan 4, 2018
YouTubeAMTR
1:10
Timberland Newmarket II L/F Chukka SKU: 9615621
5.7K viewsMar 7, 2022
YouTubeShop Zappos
3:33
Timberland Bradstreet Chukka Mens Chukka Boots Unboxing
22.1K viewsMay 7, 2018
YouTubeJohnny Briggs
5:16
How to style Chukka Boots | One boot every guy needs
20.3K viewsFeb 21, 2019
YouTubeBrandon Boswell
3:20
The Ultimate Chukka Boots | Desert Boots | Jack and Jones
8.1K viewsSep 19, 2022
YouTubeBRAND BRAND
0:15
Watch Timberland Mens Bradstreet Chukka Boot on Amazon Live
Jun 19, 2023
@amazonAmazon Product Imaging
7:11
🤯How To Style Timberland Boots🤯 | Ultimate Guide To Timberlands (M…
178.6K viewsMar 2, 2018
YouTubeSneakerStyles
1:05
Timberland Seneca Bay Leather Chukka SKU: 9732517
15.4K viewsSep 19, 2022
YouTubeShop Zappos
1:27
Timberland Kendrick Waterproof Chukka SKU: 9062710
5.9K viewsSep 24, 2018
YouTubeShop Zappos
4:35
Timberland Men’s Atwells Ave Waterproof Chukka Boots Unboxing
7K viewsOct 17, 2022
YouTubeLEO MXS
9:40
Timberland Larchmont II Chukka Boot Size 13.5
5.7K viewsMay 4, 2023
YouTubeBlue Van Man
6:11
Chukka Boots & Desert Boot Guide
208.6K viewsNov 4, 2015
YouTubeGentleman's Gazette
Timberland Boot Sizing (Get Your Sizing Right!) - Pedi Delight
Nov 1, 2021
pedidelight.com
What to Wear with Timberland Boots
Mar 13, 2017
thetrendspotter.net
13:38
8 Best Men's Chukka Boots In 2025 You Should Not MISS!
1.2K views8 months ago
YouTubeMyself Stylish
See more videos
Static thumbnail place holder

Shop timberland chukka boot

Sponsored
About our ads
$264.95
Timberland PRO A27MG Bannack Internal Metguard Alloy Toe 9 in. Boot 0 7 - Wide
Super Casuals
$264.95
Timberland PRO A27MG Bannack Internal Metguard Alloy Toe 9 in. Boot 0 7 - Wide
Super Casuals
$135.00
Timberland Men's Redwood Falls Waterproof Leather Chukka Boots, Mens, 10.5, Wheat
Dillard's
91
$135.00
Timberland Men's Redwood Falls Waterproof Leather Chukka Boots, Mens, 10.5, Wheat
Dillard's
$169.99
""Timberland Men's 6"" Padded Collar Waterproof Boots (Wheat) - Size 10.0 W"
Famous Footwear
Free shipping
$169.99
""Timberland Men's 6"" Padded Collar Waterproof Boots (Wheat) - Size 10.0 W"
Famous Footwear
$111.66
Timberland Men's Britton Road Waterproof Chukka Boot
Amazon.com
53
Free shipping
$111.66
Timberland Men's Britton Road Waterproof Chukka Boot
Amazon.com
$149.95
Ariat Terrain Hiking Boot- Mens Leather Outdoor Hiking Boots
Amazon.com
2K+
Free shipping
$149.95
Ariat Terrain Hiking Boot- Mens Leather Outdoor Hiking Boots
Amazon.com
$150.00
Timberland Mens Chukka Boots - Brown/Wheat Size 08.0
Foot Locker
Free shipping
$150.00
Timberland Mens Chukka Boots - Brown/Wheat Size 08.0
Foot Locker
$99.99
Timberland Big Kid Boys Big Kid 6" Classic Work Boot Boy's Wheat Size 5m | Rack Room Shoes
Rack Room Shoes
$99.99
Timberland Big Kid Boys Big Kid 6" Classic Work Boot Boy's Wheat Size 5m | Rack Room Shoes
Rack Room Shoes
$150.00
UGG® Men's Neumel Leather Shoes Chukka Boots In Black/, Size 6
Ugg
12K+
$150.00
UGG® Men's Neumel Leather Shoes Chukka Boots In Black/, Size 6
Ugg
$99.99
$140.00
Timberland Mens 5/8 Chukka Rockaway - Shoes Finch Nubuck Size 09.5
Foot Locker
Free shipping
28% off
$99.99
$140.00
Timberland Mens 5/8 Chukka Rockaway - Shoes Finch Nubuck Size 09.5
Foot Locker
$159.95
Danner Men's Forest Chukka Shoes In Timberwolf Size 10.5m | Leather
TacticalGear.com
4
$159.95
Danner Men's Forest Chukka Shoes In Timberwolf Size 10.5m | Leather
TacticalGear.com
$95.99
$160.00
UGG® Men's Burleigh Chukka Suede Shoes In Black, Size 10.5
Ugg
40% off
$95.99
$160.00
UGG® Men's Burleigh Chukka Suede Shoes In Black, Size 10.5
Ugg
$150.00
UGG® Men's Neumel Leather Shoes Chukka Boots In Brown/, Size 8
Ugg
16K+
$150.00
UGG® Men's Neumel Leather Shoes Chukka Boots In Brown/, Size 8
Ugg
$140.00
Timberland Women's Stone Street Mid Lace Up Waterproof Chukka Booties, Womens, 8, Wheat
Dillard's
$140.00
Timberland Women's Stone Street Mid Lace Up Waterproof Chukka Booties, Womens, 8, Wheat
Dillard's
$140.00
Timberland Premium Waterproof Lace-Up Chukka Boot In Medium Brown Nubuck At Nordstrom, Size 8.5
Nordstrom
4
$140.00
Timberland Premium Waterproof Lace-Up Chukka Boot In Medium Brown Nubuck At Nordstrom, Size 8.5
Nordstrom
$98.00
$140.00
Timberland Premium Chukka Boot
JerseyNice
30% off
$98.00
$140.00
Timberland Premium Chukka Boot
JerseyNice
$135.00
Timberland Men's Redwood Falls Waterproof Leather Chukka Boots, Mens, 11.5, Dark Brown
Dillard's
91
$135.00
Timberland Men's Redwood Falls Waterproof Leather Chukka Boots, Mens, 11.5, Dark Brown
Dillard's
$109.99
Rocky Men's Outback Chukka Boots In Dark Brown Size 13W | Leather/Rubber
TacticalGear.com
652
$109.99
Rocky Men's Outback Chukka Boots In Dark Brown Size 13W | Leather/Rubber
TacticalGear.com
$140.00
Timberland Premium Waterproof Lace-Up Chukka Boot In Wheat Nubuck At Nordstrom, Size 10
Nordstrom
4
$140.00
Timberland Premium Waterproof Lace-Up Chukka Boot In Wheat Nubuck At Nordstrom, Size 10
Nordstrom

Shop timberland chukka boot

Sponsored
About our ads
$99.99
Timberland Westmore Chukka Boot | Men's | Dark Brown | Size 10 | Boots
DSW
35
Free shipping
$99.99
Timberland Westmore Chukka Boot | Men's | Dark Brown | Size 10 | Boots
DSW
35
$149.99
Timberland Britton Chukka Boot | Men's | Dark Brown | Size 10 | Boots | Chukka
DSW
7
Free shipping
$149.99
Timberland Britton Chukka Boot | Men's | Dark Brown | Size 10 | Boots | Chukka
DSW
7
$119.99
Timberland Men's Voyager Park Mid Sneaker Boots (WHEAT) - Size 8.5 m
Famous Footwear
Free shipping
$119.99
Timberland Men's Voyager Park Mid Sneaker Boots (WHEAT) - Size 8.5 m
Famous Footwear
Free shipping
$134.99
Timberland Redwood Falls Chukka Boot | Men's | Dark Brown | Size 10 | Boots | Lug
DSW
Free shipping
$134.99
Timberland Redwood Falls Chukka Boot | Men's | Dark Brown | Size 10 | Boots | Lug
DSW
Free shipping
$109.99
Mens Timberland Westmore Chukka Boot - Wheat
Journeys
35
$109.99
Mens Timberland Westmore Chukka Boot - Wheat
Journeys
35
$99.99
Timberland Men's Westmore Lace-Up Moc Toe Chukka Boots Gray - Size: 12 D-Width
Men's Wearhouse
35
$99.99
Timberland Men's Westmore Lace-Up Moc Toe Chukka Boots Gray - Size: 12 D-Width
Men's Wearhouse
35
$215.00
Thursday Boot Company Men's Hero Lace-Up Boot In Black Matte Size 13.5
Thursday Boot Company
$215.00
Thursday Boot Company Men's Hero Lace-Up Boot In Black Matte Size 13.5
Thursday Boot Company
$126.95
Carhartt Men's Cmx4023 Brown 13
Amazon.com
3K+
Free shipping
$126.95
Carhartt Men's Cmx4023 Brown 13
Amazon.com
3K+
$109.99
Mens Timberland Westmore Chukka Boot - Black
Journeys
$109.99
Mens Timberland Westmore Chukka Boot - Black
Journeys
$199.00
Thursday Boot Company Men's President Lace-Up Boot In Tobacco Size 8.5
Thursday Boot Company
$199.00
Thursday Boot Company Men's President Lace-Up Boot In Tobacco Size 8.5
Thursday Boot Company
$99.99
Timberland Men's Westmore Lace-Up Moc Toe Chukka Boots Brown - Size: 8 1/2 D-Width
Men's Wearhouse
35
$99.99
Timberland Men's Westmore Lace-Up Moc Toe Chukka Boots Brown - Size: 8 1/2 D-Width
Men's Wearhouse
35
$264.95
Timberland PRO A27MG Bannack Internal Metguard Alloy Toe 9 in. Boot 0 7 - Wide
Super Casuals
$264.95
Timberland PRO A27MG Bannack Internal Metguard Alloy Toe 9 in. Boot 0 7 - Wide
Super Casuals
$135.00
Timberland Men's Redwood Falls Waterproof Leather Chukka Boots, Mens, 10.5, Wheat
Dillard's
91
$135.00
Timberland Men's Redwood Falls Waterproof Leather Chukka Boots, Mens, 10.5, Wheat
Dillard's
91
$169.99
""Timberland Men's 6"" Padded Collar Waterproof Boots (Wheat) - Size 10.0 W"
Famous Footwear
Free shipping
$169.99
""Timberland Men's 6"" Padded Collar Waterproof Boots (Wheat) - Size 10.0 W"
Famous Footwear
Free shipping
$111.66
Timberland Men's Britton Road Waterproof Chukka Boot
Amazon.com
53
Free shipping
$111.66
Timberland Men's Britton Road Waterproof Chukka Boot
Amazon.com
53
$149.95
Ariat Terrain Hiking Boot- Mens Leather Outdoor Hiking Boots
Amazon.com
2K+
Free shipping
$149.95
Ariat Terrain Hiking Boot- Mens Leather Outdoor Hiking Boots
Amazon.com
2K+
$150.00
Timberland Mens Chukka Boots - Brown/Wheat Size 08.0
Foot Locker
Free shipping
$150.00
Timberland Mens Chukka Boots - Brown/Wheat Size 08.0
Foot Locker
Free shipping
$99.99
Timberland Big Kid Boys Big Kid 6" Classic Work Boot Boy's Wheat Size 5m | Rack Room Shoes
Rack Room Shoes
$99.99
Timberland Big Kid Boys Big Kid 6" Classic Work Boot Boy's Wheat Size 5m | Rack Room Shoes
Rack Room Shoes