Shop casual boots

Sponsored
About our ads
$139.99
Carhartt Men's Wedge Plain Toe Chukka | Dark Brown | 10 W
Carhartt
4
$139.99
Carhartt Men's Wedge Plain Toe Chukka | Dark Brown | 10 W
Carhartt
4
$170.00
L.L.Bean | Men's Stonington Boots, Moc-Toe Dark Oakwood 10.5 M(D), Leather/Rubber
L.L.Bean
364
Free shipping
$170.00
L.L.Bean | Men's Stonington Boots, Moc-Toe Dark Oakwood 10.5 M(D), Leather/Rubber
L.L.Bean
364
$54.99
Men's Boots: Boots For Every Occasion
WAVLYNN
$54.99
Men's Boots: Boots For Every Occasion
WAVLYNN
$170.00
L.L.Bean | Women's Stonington Boots, Moc Toe Dark Oakwood 8(D), Leather/Rubber
L.L.Bean
Free shipping
$170.00
L.L.Bean | Women's Stonington Boots, Moc Toe Dark Oakwood 8(D), Leather/Rubber
L.L.Bean
Free shipping
$285.00
Waterproof Tamarack Mukluk
Manitobah Mukluks USA
$285.00
Waterproof Tamarack Mukluk
Manitobah Mukluks USA
$64.99
$109.00
Easy Spirit Women's Epic Cold Weather Side Zip Booties - Cognac - Size 8.5m
Macy's
87
Free shipping
40% off
$64.99
$109.00
Easy Spirit Women's Epic Cold Weather Side Zip Booties - Cognac - Size 8.5m
Macy's
87
$290.00
Waterproof Adjustable Snowy Owl Mukluk
Manitobah Mukluks USA
$290.00
Waterproof Adjustable Snowy Owl Mukluk
Manitobah Mukluks USA
$150.00
L.L.Bean | Women's Stonington Chelsea Boots, Leather Dark Oakwood 6 M(B), Leather/Rubber
L.L.Bean
Free shipping
$150.00
L.L.Bean | Women's Stonington Chelsea Boots, Leather Dark Oakwood 6 M(B), Leather/Rubber
L.L.Bean
Free shipping
$190.00
Harley-Davidson Men's Hustin West Casual Boot, Brown - 13
Harley-Davidson
$190.00
Harley-Davidson Men's Hustin West Casual Boot, Brown - 13
Harley-Davidson
$139.99
BRUNT The Marin Unlined (Soft Toe), Brown / 11.5
BRUNT Workwear
$139.99
BRUNT The Marin Unlined (Soft Toe), Brown / 11.5
BRUNT Workwear
$189.00
Ariat Mens Rambler Patriot Western Boot
Amazon.com
1K+
Free shipping
$189.00
Ariat Mens Rambler Patriot Western Boot
Amazon.com
1K+
$129.99
Carhartt Men's Lightweight Wedge Moc Toe Chukka | Sable | 10 m
Carhartt
3K+
$129.99
Carhartt Men's Lightweight Wedge Moc Toe Chukka | Sable | 10 m
Carhartt
3K+
$200.00
L.L.Bean | Men's Portland Boots, Lace-Up Dark Russet 8 M(D), Leather/Rubber
L.L.Bean
Free shipping
$200.00
L.L.Bean | Men's Portland Boots, Lace-Up Dark Russet 8 M(D), Leather/Rubber
L.L.Bean
Free shipping
$193.00
$275.00
AROM Orange Lace-Up Boot 8
iRi NYC
29% off
$193.00
$275.00
AROM Orange Lace-Up Boot 8
iRi NYC
$149.00
L.L.Bean | Men's Bean Boots, 8" Tan/Bean Boot Brown/Gum 10.5 M(D), Leather/Rubber
L.L.Bean
40
Free shipping
$149.00
L.L.Bean | Men's Bean Boots, 8" Tan/Bean Boot Brown/Gum 10.5 M(D), Leather/Rubber
L.L.Bean
40
$75.99
Men's Leather Lace Up Boots
WAVLYNN
$75.99
Men's Leather Lace Up Boots
WAVLYNN
$159.95
Danner Men's Forest Chukka Shoe In Timberwolf Size 10.5m | Leather
WorkBoots.com
$159.95
Danner Men's Forest Chukka Shoe In Timberwolf Size 10.5m | Leather
WorkBoots.com
$168.00
Thursday Boot Company Women's Legend Platform Chelsea Boot In Black Leather - Thursday
Thursday Boot Company
$168.00
Thursday Boot Company Women's Legend Platform Chelsea Boot In Black Leather - Thursday
Thursday Boot Company
$149.99
BRUNT The Marin Waterproof (Soft Toe), Brown / 6
BRUNT Workwear
$149.99
BRUNT The Marin Waterproof (Soft Toe), Brown / 6
BRUNT Workwear
$89.99
Redhead Waylon Casual Boots For Men - Sand - 10m
Cabela's
$89.99
Redhead Waylon Casual Boots For Men - Sand - 10m
Cabela's
$207.99
Leather Brown Chelsea Boots Mens
WAVLYNN
$207.99
Leather Brown Chelsea Boots Mens
WAVLYNN
$169.99
Carhartt Men's Waterproof 6 Moc Toe Wedge Boot | Soft Tan Full Grain Leather | 8.5 m
Carhartt
5K+
$169.99
Carhartt Men's Waterproof 6 Moc Toe Wedge Boot | Soft Tan Full Grain Leather | 8.5 m
Carhartt
5K+
$127.99
$169.99
Xero Shoes - Barefoot Boots - Ridgeway Chelsea - Rugged And Fashionable - Zero Drop Boots
Xero Shoes - New
4
24% off
$127.99
$169.99
Xero Shoes - Barefoot Boots - Ridgeway Chelsea - Rugged And Fashionable - Zero Drop Boots
Xero Shoes - New
4
$180.00
Harley-Davidson Men's Salter Casual Boots, Black - 11
Harley-Davidson
$180.00
Harley-Davidson Men's Salter Casual Boots, Black - 11
Harley-Davidson
$190.00
Harley-Davidson Men's Altman Harness Waterproof Casual Boot, Black - 11
Harley-Davidson
$190.00
Harley-Davidson Men's Altman Harness Waterproof Casual Boot, Black - 11
Harley-Davidson
$190.00
Harley-Davidson Men's Altman Harness Waterproof Casual Boot, Brown - 10
Harley-Davidson
$190.00
Harley-Davidson Men's Altman Harness Waterproof Casual Boot, Brown - 10
Harley-Davidson
$190.00
Men's Portland Boots, Chelsea Dark Russet 10.5 M(D), Leather/Rubber | L.L.Bean
L.L.Bean
Free shipping
$190.00
Men's Portland Boots, Chelsea Dark Russet 10.5 M(D), Leather/Rubber | L.L.Bean
L.L.Bean
Free shipping
$99.95
L.L.Bean | Women's Bean Light Wellie® Boots, Pull-On Classic Sage 9 M(B), Polyester/Rubber/Neoprene
L.L.Bean
Free shipping
$99.95
L.L.Bean | Women's Bean Light Wellie® Boots, Pull-On Classic Sage 9 M(B), Polyester/Rubber/Neoprene
L.L.Bean
Free shipping
$129.99
Carhartt Lightweight Casual Wedge Work Boots For Men - Brown - 10.5m
Cabela's
97
$129.99
Carhartt Lightweight Casual Wedge Work Boots For Men - Brown - 10.5m
Cabela's
97
$150.00
L.L.Bean | Men's Stonington Chelsea Boots, Leather Dark Oakwood 7.5 M(D), Leather/Rubber
L.L.Bean
Free shipping
$150.00
L.L.Bean | Men's Stonington Chelsea Boots, Leather Dark Oakwood 7.5 M(D), Leather/Rubber
L.L.Bean
Free shipping
$41.94
$69.90
Style & Co Women's Graciee Lug Booties, Macy's Exclusive - Dark Roast - Size 7m
Macy's
40% off
$41.94
$69.90
Style & Co Women's Graciee Lug Booties, Macy's Exclusive - Dark Roast - Size 7m
Macy's
$47.94
$79.90
Style & Co Women's Ameliaa Block Heel Booties, Macy's Exclusive - Black Beauty Smooth - Size 6.5m
Macy's
40% off
$47.94
$79.90
Style & Co Women's Ameliaa Block Heel Booties, Macy's Exclusive - Black Beauty Smooth - Size 6.5m
Macy's
$94.99
HEYDUDE Tahoe Classic Casual Boots For Men - Brown - 12m
Cabela's
$94.99
HEYDUDE Tahoe Classic Casual Boots For Men - Brown - 12m
Cabela's
$120.00
Skechers Men's Slip-Ins John Deere Waterproof Relaxed Fit: Respected - Swamper Boots | Size 9.5 | Chocolate/Black | Leather/Synthetic/Textile
Skechers.com
2
$120.00
Skechers Men's Slip-Ins John Deere Waterproof Relaxed Fit: Respected - Swamper Boots | Size 9.5 | Chocolate/Black | Leather/Synthetic/Textile
Skechers.com
2
$42.00
Women's Celina Ankle Chelsea Boots With Memory Foam Insole - Universal Thread Black 11: Ankle Height, Block Heel
Target
Free shipping
$42.00
Women's Celina Ankle Chelsea Boots With Memory Foam Insole - Universal Thread Black 11: Ankle Height, Block Heel
Target
Free shipping
$129.97
$219.99
Cody James Men's Camden Western Boots - Broad Square Toe
Boot Barn
40% off
$129.97
$219.99
Cody James Men's Camden Western Boots - Broad Square Toe
Boot Barn
The 7 Best Casual Boots By Price ($200 to $800)
0:59
The 7 Best Casual Boots By Price ($200 to $800)
302.5K viewsSep 28, 2023
YouTubeStridewise
How to Wear Casual Boots • 3 Ways | Pt. 1(60 seconds)
1:10
How to Wear Casual Boots • 3 Ways | Pt. 1(60 seconds)
9.5K viewsApr 29, 2021
YouTubeSouthern Gents
Buy The RIGHT Boots (How To Choose The Right Style Boot!)
12:26
Buy The RIGHT Boots (How To Choose The Right Style Boot!)
60K viewsOct 17, 2024
YouTubeReal Men Real Style
HOW TO STYLE BOOTS & BOOTIES | What to wear with different types of boots | Miss Louie
7:11
HOW TO STYLE BOOTS & BOOTIES | What to wear with different type…
365K viewsNov 10, 2020
YouTubeMiss Louie
6 Business Casual Boots and Outfits (Spring/Summer) and My Proper Cloth Bootlosophy Collection
16:44
6 Business Casual Boots and Outfits (Spring/Summer) and My P…
4.2K views7 months ago
YouTubeBootlosophy
Best Men's Casual Boots: Style & Comfort Guide
14:06
Best Men's Casual Boots: Style & Comfort Guide
699 views8 months ago
YouTubeFootwear Flix
What Kind Of Boots Are Smart Casual?
3:47
What Kind Of Boots Are Smart Casual?
3 weeks ago
YouTubeThe Sharp Dressed Gent
15:57
Top Boots for Men Over 40 That Never Go Out of Style!
28.7K views2 months ago
YouTubeThe Elegant Gentleman
11:31
8 Different Ways To Style Boots | Best Boots For Men | Men’s Boot…
138.9K viewsFeb 25, 2020
YouTubeHe Spoke Style
15:01
Boot Buying Guide | Ultimate Guide To Styles & How To Wear
136.5K viewsNov 28, 2020
YouTubeReal Men Real Style
16:24
5 2025 Fall Boot Trends That Are OUT + 7 Must Have Boots That Ar…
49.7K views2 months ago
YouTubeHeather Anderson - Fashion Over 40
10:03
12 Ways to Style Chelsea Boots (Fall/Winter) | Outfit Ideas | Men's …
2.2M viewsNov 24, 2019
YouTubeOne Dapper Street
10:53
Best Boots for Men Over 40 to Look Modern & Sharp | 40+ Men's Fashion
21.7K views2 months ago
YouTube40+ Men's Fashion
14:40
CORRECTLY Match Boots With Jeans (Most Men Mess This Up)
658.5K viewsOct 12, 2023
YouTubeReal Men Real Style
10:15
Wear Boots With Jeans & Look Amazing (5 Rules You MUST Follow)
514.5K viewsDec 2, 2021
YouTubeReal Men Real Style
7:26
8 Outfits Styling Men's Boots for Fall & Winter
51.3K viewsDec 7, 2024
YouTubeOne Dapper Street
8:34
How to Wear Boots Like a BADASS! (Top 5 Boot Wearing Do's & Don't…
236.3K viewsSep 8, 2022
YouTubealpha m.
9:09
5 Boots Every Stylish Guy Should Consider Owning (Fall 2025)
18.9K views3 months ago
YouTubeReal Men Real Style
12:11
15 Solid Thursday Boots Outfits, according to a boot stylist
16.9K views3 months ago
YouTubeStridewise
8:36
How to Style Leather Boots with Jeans for a Modern Look | 40+ Me…
15.2K views4 months ago
YouTube40+ Men's Fashion
7:53
5 Boots for Men That Never Go Out of Style (w/ Myrqvist)
1.3K views1 month ago
YouTubeThe Style Consultant
18:16
How To Style Chelsea Boots As An Adult Man
695.5K viewsNov 29, 2022
YouTubeReal Men Real Style
4:23
Heel Height & Profile Options | Nicks Handmade Boots
11.5K viewsDec 6, 2024
YouTubeNicks Handmade Boots
12:55
9 Business Casual Shoes for Men | What to Wear to Work
145.1K viewsJan 17, 2020
YouTubeBrock McGoff
12:46
ULTIMATE Guide To Men’s Boots | Mens Fashioner | Ashley Weston
397.7K viewsOct 7, 2022
YouTubeMens Fashioner
12:49
The 10 BEST WINTER BOOTS for men (that are actually stylish)
92.5K viewsDec 8, 2024
YouTubeStridewise
9:55
5 Types of Boots Every Guy Should Own
136.3K viewsJun 1, 2021
YouTubeBrock McGoff
1:53
CAT Transform Boots - Review - The-House.com
14K viewsAug 31, 2016
YouTubeThe House
5:25
How To Style Men's Suede Chelsea Boots/How To Wear Men's Suede …
66.9K viewsAug 28, 2017
YouTubeThe Style O.G.
5:03
EVERYDAY OUTFITS WITH ANKLE BOOTS 2020! / CASUAL OUTFIT I…
123.9K viewsFeb 17, 2020
YouTubeMissAlex
See more videos
Static thumbnail place holder

Shop casual boots

Sponsored
About our ads
$129.99
Carhartt Men's Lightweight Wedge Moc Toe Chukka | Sable | 10 m
Carhartt
3K+
$129.99
Carhartt Men's Lightweight Wedge Moc Toe Chukka | Sable | 10 m
Carhartt
$200.00
L.L.Bean | Men's Portland Boots, Lace-Up Dark Russet 8 M(D), Leather/Rubber
L.L.Bean
Free shipping
$200.00
L.L.Bean | Men's Portland Boots, Lace-Up Dark Russet 8 M(D), Leather/Rubber
L.L.Bean
$193.00
$275.00
AROM Orange Lace-Up Boot 8
iRi NYC
29% off
$193.00
$275.00
AROM Orange Lace-Up Boot 8
iRi NYC
$149.00
L.L.Bean | Men's Bean Boots, 8" Tan/Bean Boot Brown/Gum 10.5 M(D), Leather/Rubber
L.L.Bean
40
Free shipping
$149.00
L.L.Bean | Men's Bean Boots, 8" Tan/Bean Boot Brown/Gum 10.5 M(D), Leather/Rubber
L.L.Bean
$190.00
Men's Portland Boots, Chelsea Dark Russet 10.5 M(D), Leather/Rubber | L.L.Bean
L.L.Bean
Free shipping
$190.00
Men's Portland Boots, Chelsea Dark Russet 10.5 M(D), Leather/Rubber | L.L.Bean
L.L.Bean
$75.99
Men's Leather Lace Up Boots
WAVLYNN
$75.99
Men's Leather Lace Up Boots
WAVLYNN
$99.95
L.L.Bean | Women's Bean Light Wellie® Boots, Pull-On Classic Sage 9 M(B), Polyester/Rubber/Neoprene
L.L.Bean
Free shipping
$99.95
L.L.Bean | Women's Bean Light Wellie® Boots, Pull-On Classic Sage 9 M(B), Polyester/Rubber/Neoprene
L.L.Bean
$150.00
L.L.Bean | Men's Stonington Chelsea Boots, Leather Dark Oakwood 7.5 M(D), Leather/Rubber
L.L.Bean
Free shipping
$150.00
L.L.Bean | Men's Stonington Chelsea Boots, Leather Dark Oakwood 7.5 M(D), Leather/Rubber
L.L.Bean
$159.95
Danner Men's Forest Chukka Shoe In Timberwolf Size 10.5m | Leather
WorkBoots.com
$159.95
Danner Men's Forest Chukka Shoe In Timberwolf Size 10.5m | Leather
WorkBoots.com
$168.00
Thursday Boot Company Women's Legend Platform Chelsea Boot In Black Leather - Thursday
Thursday Boot Company
$168.00
Thursday Boot Company Women's Legend Platform Chelsea Boot In Black Leather - Thursday
Thursday Boot Company
$149.99
BRUNT The Marin Waterproof (Soft Toe), Brown / 6
BRUNT Workwear
$149.99
BRUNT The Marin Waterproof (Soft Toe), Brown / 6
BRUNT Workwear
$89.99
Redhead Waylon Casual Boots For Men - Sand - 10m
Cabela's
$89.99
Redhead Waylon Casual Boots For Men - Sand - 10m
Cabela's
$207.99
Leather Brown Chelsea Boots Mens
WAVLYNN
$207.99
Leather Brown Chelsea Boots Mens
WAVLYNN
$169.99
Carhartt Men's Waterproof 6 Moc Toe Wedge Boot | Soft Tan Full Grain Leather | 8.5 m
Carhartt
5K+
$169.99
Carhartt Men's Waterproof 6 Moc Toe Wedge Boot | Soft Tan Full Grain Leather | 8.5 m
Carhartt
$127.99
$169.99
Xero Shoes - Barefoot Boots - Ridgeway Chelsea - Rugged And Fashionable - Zero Drop Boots
Xero Shoes - New
4
24% off
$127.99
$169.99
Xero Shoes - Barefoot Boots - Ridgeway Chelsea - Rugged And Fashionable - Zero Drop Boots
Xero Shoes - New
$180.00
Harley-Davidson Men's Salter Casual Boots, Black - 11
Harley-Davidson
$180.00
Harley-Davidson Men's Salter Casual Boots, Black - 11
Harley-Davidson
$190.00
Harley-Davidson Men's Altman Harness Waterproof Casual Boot, Black - 11
Harley-Davidson
$190.00
Harley-Davidson Men's Altman Harness Waterproof Casual Boot, Black - 11
Harley-Davidson
$190.00
Harley-Davidson Men's Altman Harness Waterproof Casual Boot, Brown - 10
Harley-Davidson
$190.00
Harley-Davidson Men's Altman Harness Waterproof Casual Boot, Brown - 10
Harley-Davidson

Shop casual boots

Sponsored
About our ads
$139.99
Carhartt Men's Wedge Plain Toe Chukka | Dark Brown | 10 W
Carhartt
4
$139.99
Carhartt Men's Wedge Plain Toe Chukka | Dark Brown | 10 W
Carhartt
4
$170.00
L.L.Bean | Men's Stonington Boots, Moc-Toe Dark Oakwood 10.5 M(D), Leather/Rubber
L.L.Bean
364
Free shipping
$170.00
L.L.Bean | Men's Stonington Boots, Moc-Toe Dark Oakwood 10.5 M(D), Leather/Rubber
L.L.Bean
364
$54.99
Men's Boots: Boots For Every Occasion
WAVLYNN
$54.99
Men's Boots: Boots For Every Occasion
WAVLYNN
$170.00
L.L.Bean | Women's Stonington Boots, Moc Toe Dark Oakwood 8(D), Leather/Rubber
L.L.Bean
Free shipping
$170.00
L.L.Bean | Women's Stonington Boots, Moc Toe Dark Oakwood 8(D), Leather/Rubber
L.L.Bean
Free shipping
$285.00
Waterproof Tamarack Mukluk
Manitobah Mukluks USA
$285.00
Waterproof Tamarack Mukluk
Manitobah Mukluks USA
$64.99
$109.00
Easy Spirit Women's Epic Cold Weather Side Zip Booties - Cognac - Size 8.5m
Macy's
87
Free shipping
40% off
$64.99
$109.00
Easy Spirit Women's Epic Cold Weather Side Zip Booties - Cognac - Size 8.5m
Macy's
87
$290.00
Waterproof Adjustable Snowy Owl Mukluk
Manitobah Mukluks USA
$290.00
Waterproof Adjustable Snowy Owl Mukluk
Manitobah Mukluks USA
$150.00
L.L.Bean | Women's Stonington Chelsea Boots, Leather Dark Oakwood 6 M(B), Leather/Rubber
L.L.Bean
Free shipping
$150.00
L.L.Bean | Women's Stonington Chelsea Boots, Leather Dark Oakwood 6 M(B), Leather/Rubber
L.L.Bean
Free shipping
$190.00
Harley-Davidson Men's Hustin West Casual Boot, Brown - 13
Harley-Davidson
$190.00
Harley-Davidson Men's Hustin West Casual Boot, Brown - 13
Harley-Davidson
$139.99
BRUNT The Marin Unlined (Soft Toe), Brown / 11.5
BRUNT Workwear
$139.99
BRUNT The Marin Unlined (Soft Toe), Brown / 11.5
BRUNT Workwear
$189.00
Ariat Mens Rambler Patriot Western Boot
Amazon.com
1K+
Free shipping
$189.00
Ariat Mens Rambler Patriot Western Boot
Amazon.com
1K+
$129.99
Carhartt Men's Lightweight Wedge Moc Toe Chukka | Sable | 10 m
Carhartt
3K+
$129.99
Carhartt Men's Lightweight Wedge Moc Toe Chukka | Sable | 10 m
Carhartt
3K+
$200.00
L.L.Bean | Men's Portland Boots, Lace-Up Dark Russet 8 M(D), Leather/Rubber
L.L.Bean
Free shipping
$200.00
L.L.Bean | Men's Portland Boots, Lace-Up Dark Russet 8 M(D), Leather/Rubber
L.L.Bean
Free shipping
$193.00
$275.00
AROM Orange Lace-Up Boot 8
iRi NYC
29% off
$193.00
$275.00
AROM Orange Lace-Up Boot 8
iRi NYC
$149.00
L.L.Bean | Men's Bean Boots, 8" Tan/Bean Boot Brown/Gum 10.5 M(D), Leather/Rubber
L.L.Bean
40
Free shipping
$149.00
L.L.Bean | Men's Bean Boots, 8" Tan/Bean Boot Brown/Gum 10.5 M(D), Leather/Rubber
L.L.Bean
40
$75.99
Men's Leather Lace Up Boots
WAVLYNN
$75.99
Men's Leather Lace Up Boots
WAVLYNN
$159.95
Danner Men's Forest Chukka Shoe In Timberwolf Size 10.5m | Leather
WorkBoots.com
$159.95
Danner Men's Forest Chukka Shoe In Timberwolf Size 10.5m | Leather
WorkBoots.com
$168.00
Thursday Boot Company Women's Legend Platform Chelsea Boot In Black Leather - Thursday
Thursday Boot Company
$168.00
Thursday Boot Company Women's Legend Platform Chelsea Boot In Black Leather - Thursday
Thursday Boot Company