Shop Chelsea Boots Business-Casual

Sponsored
$320.00
$400.00
Morjas Men's Chelsea Boots | Brown | Plain Leather | Men's Dress Shoe | Handmade | Compare The MORJAS Chelsea Boots To Allen Edmonds, Beckett Simonon,
MORJAS Merchant Center Bing
20% off
$320.00
$400.00
Morjas Men's Chelsea Boots | Brown | Plain Leather | Men's Dress Shoe | Handmade | Compare The MORJAS Chelsea Boots To Allen Edmonds, Beckett Simonon,
MORJAS Merchant Center Bing
$199.95
Rustic Brown Premium Leather Chelsea Boots Men's Style 585, Size 13 Blundstone
Blundstone
3K+
$199.95
Rustic Brown Premium Leather Chelsea Boots Men's Style 585, Size 13 Blundstone
Blundstone
3K+
$160.00
Women's Legend Chelsea Boot In Black Matte Leather - Thursday Boots Size 10 By Thursday Boot Company
Thursday Boot Company
$160.00
Women's Legend Chelsea Boot In Black Matte Leather - Thursday Boots Size 10 By Thursday Boot Company
Thursday Boot Company
$169.95
$200.00
Dr. Martens Audrick Chelsea Women's Boots Black Nappa Lux : UK 5 (US Women's 7) M, Leather
Zappos
603
15% off
$169.95
$200.00
Dr. Martens Audrick Chelsea Women's Boots Black Nappa Lux : UK 5 (US Women's 7) M, Leather
Zappos
603
$199.95
Black Full Grain Leather Chelsea Boots Men's Style 063, Size 10.5 Blundstone
Blundstone
2K+
$199.95
Black Full Grain Leather Chelsea Boots Men's Style 063, Size 10.5 Blundstone
Blundstone
2K+
$134.95
$170.00
Dr. Martens 2976 Yellow Stitch Smooth Leather Chelsea Boots Shoes Dark Brown Crazy Horse : UK 10 (US Men's 11 - Women's 12) Medium
Zappos
1K+
20% off
$134.95
$170.00
Dr. Martens 2976 Yellow Stitch Smooth Leather Chelsea Boots Shoes Dark Brown Crazy Horse : UK 10 (US Men's 11 - Women's 12) Medium
Zappos
1K+
$199.95
Rustic Black Leather Chelsea Boots Men's Style 587, Size 10.5 Blundstone
Blundstone
478
$199.95
Rustic Black Leather Chelsea Boots Men's Style 587, Size 10.5 Blundstone
Blundstone
478
$223.20
$279.00
Leather Chelsea Boots - Black Size 11 By Charles Tyrwhitt
Charles Tyrwhitt
20% off
$223.20
$279.00
Leather Chelsea Boots - Black Size 11 By Charles Tyrwhitt
Charles Tyrwhitt
$223.20
$279.00
Brown Plain Chelsea Boots - Dark Chocolate
Charles Tyrwhitt
20% off
$223.20
$279.00
Brown Plain Chelsea Boots - Dark Chocolate
Charles Tyrwhitt
$160.00
Thursday Boot Company Women's Duchess Chelsea Boot In Dark Olive Suede - Thursday Boots Size 8.5
Thursday Boot Company
$160.00
Thursday Boot Company Women's Duchess Chelsea Boot In Dark Olive Suede - Thursday Boots Size 8.5
Thursday Boot Company
$160.00
Thursday Boot Company Women's Duchess Chelsea Boot In Glazed Ginger Suede - Thursday Boots Size 5
Thursday Boot Company
$160.00
Thursday Boot Company Women's Duchess Chelsea Boot In Glazed Ginger Suede - Thursday Boots Size 5
Thursday Boot Company
$149.90
STRAUSS Amarillo Mid Soft Toe Chelsea Boot. Color-Black. Size-10.5
Strauss USA - Google MC Import
$149.90
STRAUSS Amarillo Mid Soft Toe Chelsea Boot. Color-Black. Size-10.5
Strauss USA - Google MC Import
$179.01
Ted Baker Men's Remington Ankle Boot
Amazon.com
Free shipping
$179.01
Ted Baker Men's Remington Ankle Boot
Amazon.com
Free shipping
$154.95
Ariat Men's Turbo Chelsea Waterproof Work Boot Aged Bark 12
Amazon.com
23
Free shipping
$154.95
Ariat Men's Turbo Chelsea Waterproof Work Boot Aged Bark 12
Amazon.com
23
$375.00
Paul Smith Men's Cedric Chelsea Boot
Amazon.com
Free shipping
$375.00
Paul Smith Men's Cedric Chelsea Boot
Amazon.com
Free shipping
$179.95
Men's Wexford Chelsea Boots In Caramel Suede, Size: 12 D / Medium By Ariat
Ariat
$179.95
Men's Wexford Chelsea Boots In Caramel Suede, Size: 12 D / Medium By Ariat
Ariat
$199.95
Men's Wexford Waterproof Chelsea Boots In Black, Size: 11.5 D / Medium By Ariat
Ariat
295
$199.95
Men's Wexford Waterproof Chelsea Boots In Black, Size: 11.5 D / Medium By Ariat
Ariat
295
$84.97
$125.00
Women's Vegan Leather Tall Shaft Chelsea Boot Black Regular Size 8
Banana Republic Factory
32% off
$84.97
$125.00
Women's Vegan Leather Tall Shaft Chelsea Boot Black Regular Size 8
Banana Republic Factory
$1,390.00
Mcqueen Men's Leather Chelsea Boots, Black, Men's, 10D, Boots Chelsea Boots
Neiman Marcus
Free shipping
$1,390.00
Mcqueen Men's Leather Chelsea Boots, Black, Men's, 10D, Boots Chelsea Boots
Neiman Marcus
Free shipping
$101.99
$169.95
Women's Wexford Chelsea Boots In Chestnut, Size: 8 B / Medium By Ariat
Ariat
71
39% off
$101.99
$169.95
Women's Wexford Chelsea Boots In Chestnut, Size: 8 B / Medium By Ariat
Ariat
71
$119.99
Florsheim Rucci Chelsea Boot | Men's | Cognac | Size 10.5 | Boots
DSW
Free shipping
$119.99
Florsheim Rucci Chelsea Boot | Men's | Cognac | Size 10.5 | Boots
DSW
Free shipping
$170.00
BIRKENSTOCK Bend Chelsea Leather Cognac Boots - Size 11-11.5
BIRKENSTOCK
$170.00
BIRKENSTOCK Bend Chelsea Leather Cognac Boots - Size 11-11.5
BIRKENSTOCK
$169.69
Florsheim Chelsea Boot: M, 9, 1 PR [PK/1] Model: FE690
Grainger
93
$169.69
Florsheim Chelsea Boot: M, 9, 1 PR [PK/1] Model: FE690
Grainger
93
$72.00
$90.00
St. John's Bay Mens Rutland Flat Heel Chelsea Boots | Brown | Regular 12 | Boots Chelsea Boots | Memory Foam
JCPenney
15
20% off
$72.00
$90.00
St. John's Bay Mens Rutland Flat Heel Chelsea Boots | Brown | Regular 12 | Boots Chelsea Boots | Memory Foam
JCPenney
15
$790.00
Santoni Men's Easy Suede Chelsea Boots, Brown, Men's, 8.5, Boots Chelsea Boots
Neiman Marcus
Free shipping
$790.00
Santoni Men's Easy Suede Chelsea Boots, Brown, Men's, 8.5, Boots Chelsea Boots
Neiman Marcus
Free shipping
$140.00
UGG® Men's Neumel Chelsea Suede Classic Boots In Black, Size 9
Ugg
534
$140.00
UGG® Men's Neumel Chelsea Suede Classic Boots In Black, Size 9
Ugg
534
$170.00
BIRKENSTOCK Bend Chelsea Leather Black Boots - Size 5-5.5
BIRKENSTOCK
$170.00
BIRKENSTOCK Bend Chelsea Leather Black Boots - Size 5-5.5
BIRKENSTOCK
$170.00
BIRKENSTOCK Bend Chelsea Suede Leather Taupe Boots - Size 13-13.5
BIRKENSTOCK
$170.00
BIRKENSTOCK Bend Chelsea Suede Leather Taupe Boots - Size 13-13.5
BIRKENSTOCK
$140.00
UGG® Men's Neumel Chelsea Suede Classic Boots In Chestnut, Size 13
Ugg
713
$140.00
UGG® Men's Neumel Chelsea Suede Classic Boots In Chestnut, Size 13
Ugg
713
$1,200.00
Loewe Men's Terra Suede Chelsea Boots, Tan, Men's, 9D, Boots Chelsea Boots
Neiman Marcus
Free shipping
$1,200.00
Loewe Men's Terra Suede Chelsea Boots, Tan, Men's, 9D, Boots Chelsea Boots
Neiman Marcus
Free shipping
$84.95
Keds Women's The Platform Chelsea Lug Boots In Black Size 8 - M
Keds
6
$84.95
Keds Women's The Platform Chelsea Lug Boots In Black Size 8 - M
Keds
6
$245.80
Danner Chelsea Boot: D, 9 1/2, 1 PR [PK/1] Model: 15484-9.5D
Grainger
$245.80
Danner Chelsea Boot: D, 9 1/2, 1 PR [PK/1] Model: 15484-9.5D
Grainger
$118.99
$170.00
UGG® Women's Brisbane Chelsea Leather Boots In Sea Salt, Size 6.5
Ugg
30% off
$118.99
$170.00
UGG® Women's Brisbane Chelsea Leather Boots In Sea Salt, Size 6.5
Ugg
$150.00
Sam Edelman Laguna Chelsea Boot Black Leather 5.0
Sam Edelman
1K+
$150.00
Sam Edelman Laguna Chelsea Boot Black Leather 5.0
Sam Edelman
1K+
$123.06
Frye Supply Chelsea Boot: M, 9 1/2 Model: FR40502F-M-09.5
Grainger
14
$123.06
Frye Supply Chelsea Boot: M, 9 1/2 Model: FR40502F-M-09.5
Grainger
14
$15.19
$95.00
Arizona Jean Co Womens Svetta Block Heel Chelsea Boots | Black | Regular 8 | Boots Chelsea Boots | Memory Foam
JCPenney
84% off
$15.19
$95.00
Arizona Jean Co Womens Svetta Block Heel Chelsea Boots | Black | Regular 8 | Boots Chelsea Boots | Memory Foam
JCPenney
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?
Feb 9, 2019
realmenrealstyle.com
Business Casual Shoes for Men: The 8 Best Options to Step Out in Style % %
12:53
Business Casual Shoes for Men: The 8 Best Options to Step Out in …
Nov 26, 2019
themodestman.com
The 20 Best Chelsea Boots to Buy Now and Cherish Always
The 20 Best Chelsea Boots to Buy Now and Cherish Always
Jul 15, 2022
esquire.com
How To | WEAR CHELSEA BOOTS (Streetwear)
4:39
How To | WEAR CHELSEA BOOTS (Streetwear)
221.8K viewsJan 24, 2019
YouTubeFly With Johnny Thai
Business Casual Lookbook | Office Outfits
6:26
Business Casual Lookbook | Office Outfits
963.3K viewsApr 29, 2018
YouTubeJenn Im
Smart Casual Office Outfits | Workwear Essentials | Part 1
11:52
Smart Casual Office Outfits | Workwear Essentials | Part 1
363K viewsMay 30, 2021
YouTubeAdeline Loke
Red Wing Shoes Technology: BOA Closure System
2:05
Red Wing Shoes Technology: BOA Closure System
996 viewsNov 29, 2011
YouTubeRed Wing
3:44
5 CHELSEA BOOTS Wearing Rules EVERY Guy Should Follow!
176.8K viewsSep 1, 2020
YouTubeSantwinderSinghWaraich
3:41
70 Business Casual Outfits For Men
147.8K viewsFeb 7, 2017
YouTubeNext Luxury
7:30
How To Wear Chelsea Boots/How To Style Men's Chelsea Boots
100.4K viewsNov 3, 2018
YouTubeThe Style O.G.
20:07
8 Essential Business Casual Accessories for Men
40.4K viewsMar 22, 2021
YouTubeGentleman's Gazette
5:50
5 Ways To Style Black Chelsea Boots | Men's Fashion Tips
31.7K viewsOct 31, 2020
YouTubeNick Burke
2:57
Black Chelsea Boots | Men's Outfit Inspiration
85.8K viewsOct 17, 2018
YouTubeTim Dessaint
6:50
Can You Wear Chelsea Boots With A Suit?
214.5K viewsFeb 21, 2021
YouTubeReal Men Real Style
5:55
Chelsea Boots Men Outfit | Best Chelsea Boots Style Tips (2021)
111.2K viewsMay 6, 2021
YouTubeSantwinderSinghWaraich
17:52
1 MONTH OF BUSINESS CASUAL OUTFIT IDEAS | Smart Casual Wo…
743.4K viewsJan 1, 2009
YouTubeMiss Louie
1:50
Here's what business casual actually means
29.2K viewsApr 29, 2017
YouTubeBusiness Insider
9:12
Chelsea Boots Guide | The Classic Men's Boot Explained
355.7K viewsNov 18, 2015
YouTubeGentleman's Gazette
13:08
Business Casual Men's Shoes & How To Wear Them
72.5K viewsNov 5, 2018
YouTubeGentleman's Gazette
8:25
The business casual dress code: capsule wardrobe example
908.9K viewsAug 4, 2017
YouTubeDaria Andronescu
7:11
HOW TO STYLE BOOTS & BOOTIES | What to wear with different type…
360.8K viewsNov 10, 2020
YouTubeMiss Louie
7:30
5 Business Casual Outfit Ideas For The Modern Workplace
153.9K viewsOct 2, 2019
YouTubeTim Dessaint
10:03
12 Ways to Style Chelsea Boots (Fall/Winter) | Outfit Ideas | Men's …
2.1M viewsNov 24, 2019
YouTubeOne Dapper Street
5:59
The ULTIMATE Business Casual Capsule Wardrobe | 15 Menswear …
580.2K viewsJan 26, 2021
YouTubeHe Spoke Style
10:07
Chelsea Boots at 4 Different Prices | What Makes Each Unique? | One …
235.5K viewsOct 12, 2019
YouTubeOne Dapper Street
7:18
How to Style Boots This Fall | Men's Chelsea, Combat and Dress Boot I…
2.4M viewsJan 1, 2009
YouTubeOne Dapper Street
6:44
How to Style Chelsea Boots || Dressy & Casual || Men's Fashion …
195.6K viewsOct 21, 2018
YouTubeGent's Lounge
5:13
5 Stylish Business Casual Outfits For Fall | Men's Smart Casual Outf…
91.2K viewsOct 23, 2019
YouTubeHe Spoke Style
4:55
What Is Business Casual? | 5 Minimal Business Casual Outfit Id…
192.1K viewsMar 17, 2021
YouTubetheDapperVault
19:29
Work Outfit Ideas 2021| Business Casual Attire for Women | Anna's …
163.6K viewsMar 1, 2021
YouTubeAnna's Style Dictionary
Static thumbnail place holder

Shop Chelsea Boots Business-Casual

Sponsored
$320.00
$400.00
Morjas Men's Chelsea Boots | Brown | Plain Leather | Men's Dress Shoe | Handmade | Compare The MORJAS Chelsea Boots To Allen Edmonds, Beckett Simonon,
MORJAS Merchant Center Bing
20% off
$320.00
$400.00
Morjas Men's Chelsea Boots | Brown | Plain Leather | Men's Dress Shoe | Handmade | Compare The MORJAS Chelsea Boots To Allen Edmonds, Beckett Simonon,
MORJAS Merchant Center Bing
$199.95
Rustic Brown Premium Leather Chelsea Boots Men's Style 585, Size 13 Blundstone
Blundstone
3K+
$199.95
Rustic Brown Premium Leather Chelsea Boots Men's Style 585, Size 13 Blundstone
Blundstone
3K+
$160.00
Women's Legend Chelsea Boot In Black Matte Leather - Thursday Boots Size 10 By Thursday Boot Company
Thursday Boot Company
$160.00
Women's Legend Chelsea Boot In Black Matte Leather - Thursday Boots Size 10 By Thursday Boot Company
Thursday Boot Company
$169.95
$200.00
Dr. Martens Audrick Chelsea Women's Boots Black Nappa Lux : UK 5 (US Women's 7) M, Leather
Zappos
603
15% off
$169.95
$200.00
Dr. Martens Audrick Chelsea Women's Boots Black Nappa Lux : UK 5 (US Women's 7) M, Leather
Zappos
603
$199.95
Black Full Grain Leather Chelsea Boots Men's Style 063, Size 10.5 Blundstone
Blundstone
2K+
$199.95
Black Full Grain Leather Chelsea Boots Men's Style 063, Size 10.5 Blundstone
Blundstone
2K+
$134.95
$170.00
Dr. Martens 2976 Yellow Stitch Smooth Leather Chelsea Boots Shoes Dark Brown Crazy Horse : UK 10 (US Men's 11 - Women's 12) Medium
Zappos
1K+
20% off
$134.95
$170.00
Dr. Martens 2976 Yellow Stitch Smooth Leather Chelsea Boots Shoes Dark Brown Crazy Horse : UK 10 (US Men's 11 - Women's 12) Medium
Zappos
1K+
$199.95
Rustic Black Leather Chelsea Boots Men's Style 587, Size 10.5 Blundstone
Blundstone
478
$199.95
Rustic Black Leather Chelsea Boots Men's Style 587, Size 10.5 Blundstone
Blundstone
478
$223.20
$279.00
Leather Chelsea Boots - Black Size 11 By Charles Tyrwhitt
Charles Tyrwhitt
20% off
$223.20
$279.00
Leather Chelsea Boots - Black Size 11 By Charles Tyrwhitt
Charles Tyrwhitt
$223.20
$279.00
Brown Plain Chelsea Boots - Dark Chocolate
Charles Tyrwhitt
20% off
$223.20
$279.00
Brown Plain Chelsea Boots - Dark Chocolate
Charles Tyrwhitt
$160.00
Thursday Boot Company Women's Duchess Chelsea Boot In Dark Olive Suede - Thursday Boots Size 8.5
Thursday Boot Company
$160.00
Thursday Boot Company Women's Duchess Chelsea Boot In Dark Olive Suede - Thursday Boots Size 8.5
Thursday Boot Company
$160.00
Thursday Boot Company Women's Duchess Chelsea Boot In Glazed Ginger Suede - Thursday Boots Size 5
Thursday Boot Company
$160.00
Thursday Boot Company Women's Duchess Chelsea Boot In Glazed Ginger Suede - Thursday Boots Size 5
Thursday Boot Company
$149.90
STRAUSS Amarillo Mid Soft Toe Chelsea Boot. Color-Black. Size-10.5
Strauss USA - Google MC Import
$149.90
STRAUSS Amarillo Mid Soft Toe Chelsea Boot. Color-Black. Size-10.5
Strauss USA - Google MC Import
$179.01
Ted Baker Men's Remington Ankle Boot
Amazon.com
Free shipping
$179.01
Ted Baker Men's Remington Ankle Boot
Amazon.com
Free shipping
$154.95
Ariat Men's Turbo Chelsea Waterproof Work Boot Aged Bark 12
Amazon.com
23
Free shipping
$154.95
Ariat Men's Turbo Chelsea Waterproof Work Boot Aged Bark 12
Amazon.com
23
$375.00
Paul Smith Men's Cedric Chelsea Boot
Amazon.com
Free shipping
$375.00
Paul Smith Men's Cedric Chelsea Boot
Amazon.com
Free shipping
$179.95
Men's Wexford Chelsea Boots In Caramel Suede, Size: 12 D / Medium By Ariat
Ariat
$179.95
Men's Wexford Chelsea Boots In Caramel Suede, Size: 12 D / Medium By Ariat
Ariat
$199.95
Men's Wexford Waterproof Chelsea Boots In Black, Size: 11.5 D / Medium By Ariat
Ariat
295
$199.95
Men's Wexford Waterproof Chelsea Boots In Black, Size: 11.5 D / Medium By Ariat
Ariat
295
$84.97
$125.00
Women's Vegan Leather Tall Shaft Chelsea Boot Black Regular Size 8
Banana Republic Factory
32% off
$84.97
$125.00
Women's Vegan Leather Tall Shaft Chelsea Boot Black Regular Size 8
Banana Republic Factory