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Men's Chelsea Boots
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Chelsea Boots
741 items
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Men's Chelsea Boots
741 items
Favorite items to get a sale alert!
All
$25 – $50
$50 – $100
$100 – $150
$150 – $250
$250 – $500
$500 – $1,000
$1,000 – $2,500
$2,500 – $5,000
$5,000+
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Most Favorites
at FWRD
Maison Margiela
Ankle Tabi in White
$1,615
Get a Sale Alert
at Cettire
Saint Laurent
Wyatt Chelsea Boots
$770–1,109
$1,444–1,496
Get a Sale Alert
at Saks Fifth Avenue
Alexander McQueen
Tread Slick Chelsea Boots
$806.20
$1,344
Get a Sale Alert
at Cettire
Saint Laurent
Wyatt Block Heel Chelsea Boots
$743–1,156
$1,289–1,505
Get a Sale Alert
at Cettire
Alexander McQueen
Hybrid Chelsea Boots
$521–644
$802.86
Get a Sale Alert
at Cettire
Marsèll
Micarro Beatles Chelsea Boots
$795.94
$1,382
Get a Sale Alert
at Cettire
Saint Laurent
Wyatt Chelsea Boots
$816–1,049
$1,366–1,382
Get a Sale Alert
at Saks Fifth Avenue
Alexander McQueen
Platform Leather Chelsea Boots
$529.32
$882.21
Get a Sale Alert
at Cettire
John Lobb
Lawry Chelsea Boots
$1,605–1,663
Get a Sale Alert
at Cettire
Burberry
Vintage Check Round-Toe Chelsea Boots
$729.25
$1,266
Get a Sale Alert
at Saks Fifth Avenue
Prada
Spazz Leather Chelsea Boots
$1,425
Get a Sale Alert
at shopbop.com
Ganni
Recycled Rubber Boots
$186.62
$373.24
Get a Sale Alert
at Cettire
Saint Laurent
Wyatt Chelsea Boots
$770–1,144
$1,459–1,490
Get a Sale Alert
at Cettire
Saint Laurent
Wyatt Chelsea Boots
$700–1,109
$1,444–1,459
Get a Sale Alert
at FWRD
Saint Laurent
Wyatt 30 Chelsea Boot in Black
$1,391
Get a Sale Alert
at Cettire
Dolce & Gabbana
Slip-On Chelsea Boots
$589.18
$1,227
Get a Sale Alert
at Cettire
Balenciaga
Tractor Chelsea Boots
$997–1,180
$1,382–1,819
Get a Sale Alert
at Saks Fifth Avenue
UGG
Neumel Suede Chelsea Boots
$189.95
Get a Sale Alert
at Neiman Marcus
Mackenzie Childs
Courtly Check Chelsea Boots, Size 7
$241.59
Get a Sale Alert
at Cettire
Lanvin
Slip-On Chelsea Boots
$593–834
$1,158–1,187
Get a Sale Alert
at Cettire
Valentino
VLogo Plaque Round Toe Chelsea Boots
$1,159
$614–1,420
Get a Sale Alert
at Cettire
Loewe
Slip-On Chelsea Boots
$761.10
$1,220
Get a Sale Alert
at Cettire
Tod's
Chelsea Ankle Boots
$626–674
$1,004
Get a Sale Alert
at Cettire
Alexander McQueen
Tread Slick Chelsea Boots
$663.00
$986.59
Get a Sale Alert
at Cettire
Moncler
Larue Ankle Chelsea Boots
$614–716
$1,065
Get a Sale Alert
at Cettire
Marsèll
Almond Toe Chelsea Boots
$798.61
$1,386
Get a Sale Alert
at Cettire
Alyx
Vibram Sole Chelsea Boots
$618.82
$1,289
Get a Sale Alert
at Cettire
Maison Margiela
Tabi Chelsea Boots
$1,156
$1,505
Get a Sale Alert
at Cettire
Saint Laurent
Lukas Pointed-Toe Chelsea Boots
$928.60
$1,382
Get a Sale Alert
at Cettire
Maison Margiela
Tabi Chelsea Boots
$969–1,163
$1,683–1,868
Get a Sale Alert
at Cettire
Alexander McQueen
Tread Chelsea Boots
$664.76
$1,065
Get a Sale Alert
at Saks Fifth Avenue
Hunter
Leather Pull-On Chelsea Boots
$271.45
Get a Sale Alert
at Cettire
Valentino
Garavani Roman Stud Chelsea Boots
$1,071
$761–1,312
Get a Sale Alert
at Alexander McQueen
Alexander McQueen
Men's Hybrid Chelsea Boot In Black
$882.21
Get a Sale Alert
at Cettire
Marni
Round Toe Chelsea Boots
$716–805
$1,048–1,065
Get a Sale Alert
at Cettire
Jil Sander
Round Toe Chelsea Boots
$816–1,049
$1,366–1,451
Get a Sale Alert
at Cettire
Rick Owens
Beatle Bozo Chelsea Boots
$956–1,192
$1,660–1,911
Get a Sale Alert
at Cettire
Common Projects
Round Toe Chelsea Boots
$627.26
$816.76
Get a Sale Alert
at Saks Fifth Avenue
Saint Laurent
Wyatt Suede Chelsea Boots
$1,615
Get a Sale Alert
at Cettire
Alexander McQueen
Studded Toe Chelsea Boots
$894–1,131
$1,683
Get a Sale Alert
at Cettire
Dr. Martens
2976 Crazy Horse Chelsea Boot
$206–251
$307.25
Get a Sale Alert
at Cettire
Givenchy
4G Emblem Chelsea Boots
$1,032–1,088
$1,536
Get a Sale Alert
at Cettire
Givenchy
Logo Detailed Chelsea Boots
$1,039
$1,467
Get a Sale Alert
at Madewell
Madewell
Blundstone® Men's Classic Chelsea Boots
$312.10
Get a Sale Alert
at Neiman Marcus
Mackenzie Childs
Courtly Check Chelsea Boots, Size 9
$241.59
Get a Sale Alert
at Cettire
Thom Browne
RWB Striped Chelsea Boots
$941.21
$1,961
Get a Sale Alert
at Cettire
Rick Owens
Beatle Bozo Chelsea Boots
$1,047
$1,613
Get a Sale Alert
at Cettire
Alexander McQueen
Slip-On Chelsea Boots
$504–756
$1,312
Get a Sale Alert
at Cettire
Dolce & Gabbana
Perugino Chelsea Panelled Boots
$884.87
$1,536
Get a Sale Alert
at Cettire
Off-White
Combat Chelsea Boots
$885–1,168
$1,521–1,536
Get a Sale Alert
at Cettire
Church's
Almond-Toe Ankle Chelsea Boots
$944.17
$1,513
Get a Sale Alert
at Cettire
Church's
Amberley Almond-Toe Chelsea Boots
$698–1,053
$1,374–1,619
Get a Sale Alert
at Saks Fifth Avenue
Balenciaga
Bulldozer Chelsea Boot
$2,036
Get a Sale Alert
at Cettire
Versace
Slip-On Chelsea Boots
$675.20
$1,467
Get a Sale Alert
at Cettire
Valentino
Garavani Roman Stud Chelsea Boots
$756–1,071
$1,312
Get a Sale Alert
at Neiman Marcus
Mackenzie Childs
Courtly Check Chelsea Boots, Size 6
$241.59
Get a Sale Alert
at Cettire
Hogan
H600 Chelsea Boots
$291–581
$756.54
Get a Sale Alert
at H&M
H&M
Chelsea Boots
$76.99
Get a Sale Alert
at Cettire
Loewe
Campo Slip-On Chelsea Boots
$1,141–1,291
$1,681–1,698
Get a Sale Alert
at Cettire
Ami
Square Toe Leather Chelsea Boot
$537.59
$910.94
Get a Sale Alert
at Cettire
Dolce & Gabbana
Brushed Chelsea Boots
$742.36
$1,227
Get a Sale Alert
at Cettire
Tricker's
Henry Ankle Chelsea Boot
$591–812
$880–1,058
Get a Sale Alert
at Vince
Vince
Erik Suede Chelsea Boot
$536.11
Get a Sale Alert
at Cettire
Tod's
Slip-On Chelsea Boots
$770.75
$1,004
Get a Sale Alert
at Cettire
Jil Sander
Chelsea Slip-On Ankle Boots
$822–848
$1,382–1,637
Get a Sale Alert
at Cettire
Alexander McQueen
Watson Chelsea Boots
$614–874
$1,065–1,092
Get a Sale Alert
at Cettire
Moschino
Logo Lettering Chelsea Ankle Boots
$568.28
$986.59
Get a Sale Alert
at Saks Fifth Avenue
Officine Creative
Joss Leather Chelsea Boots
$984.00
Get a Sale Alert
at HBX
Toga Virilis
Stud Chelsea Boots
$359.67
$760.06
Get a Sale Alert
at Cettire
Tod's
Slip-On Chelsea Boots
$674–809
$1,004–1,124
Get a Sale Alert
at Cettire
Thom Browne
Almond Toe Chelsea Boots
$1,023–1,432
$2,131
Get a Sale Alert
at Cettire
Hogan
Chelsea Round-Toe Boots
$462–578
$802.86
Get a Sale Alert
at Cettire
Church's
Round-Toe Chelsea Boots
$871.53
$1,513
Get a Sale Alert
at Cettire
Alexander McQueen
Slip-On Chelsea Boots
$643–869
$1,312
Get a Sale Alert
at Cettire
Alexander McQueen
Stack Chelsea Ankle Boots
$616–779
$1,374–1,760
Get a Sale Alert
at Saks Fifth Avenue
Saint Laurent
Wyatt Chelsea Boots In Suede
$1,649
Get a Sale Alert
at Saks Fifth Avenue
Saint Laurent
Wyatt Leather Chelsea Boots
$1,615
Get a Sale Alert
at Cettire
Misbhv
The 2000 Chelsea Boots
$603.55
$785.88
Get a Sale Alert
at Cettire
Alexander McQueen
Chelsea Ankle-Top Boots
$504–819
$1,312
Get a Sale Alert
at Cettire
Tod's
Chelsea Ankle Boots
$692.94
$849.19
Get a Sale Alert
1
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Brand Directory
Men's Chelsea Boots
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Chelsea
Chelsea Boots
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Aquatalia Chelsea
Magnanni Chelsea
Chelsea Shearling
Chelsea Booties
Suede Chelsea
Gucci Chelsea
Platform Chelsea
Church's Chelsea
Chelsea Handbag
Waterproof Chelsea
Chelsea Paris
Ganni Chelsea
Hunter Chelsea
Chelsea Blouse
Sorel Chelsea
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Tod's
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Men's Chelsea Boots on Sale
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Cettire
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SSENSE
Looking for a specific segment?
Designer Men's Chelsea Boots
Brand Directory
Men's Chelsea Boots
Looking for more inspiration?
Chelsea
Chelsea Boots
Chelsea Vanity
Aquatalia Chelsea
Magnanni Chelsea
Chelsea Shearling
Chelsea Booties
Suede Chelsea
Gucci Chelsea
Platform Chelsea
Church's Chelsea
Chelsea Handbag
Waterproof Chelsea
Chelsea Paris
Ganni Chelsea
Hunter Chelsea
Chelsea Blouse
Sorel Chelsea
Looking for a specific brand?
Common Projects
Officine Creative
Prada
Reiss
Tod's
Looking for a better deal?
Under CA$100
Under CA$250
Men's Chelsea Boots on Sale
Looking for a specific colour?
Red
Green
Blue
Purple
Pink
Black
White
Grey
Beige
Brown
Silver
Looking for a specific store?
Cettire
Farfetch
Holt Renfrew
Saks Fifth Avenue
SSENSE
Looking for a specific segment?
Designer Men's Chelsea Boots
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