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Men's Chelsea Boots
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Chelsea Boots
619 items
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Men's Chelsea Boots
619 items
Favorite items to get a sale alert!
All
On Sale
$25 – $50
$50 – $100
$100 – $150
$150 – $250
$250 – $500
$500 – $1,000
$1,000 – $2,500
$2,500 – $5,000
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Most Favorites
at FWRD
Maison Margiela
Ankle Tabi in White
$1,629
Get a Sale Alert
at Cettire
Alexander McQueen
Hybrid Chelsea Boots
$467–643
$745–901
Get a Sale Alert
at Cettire
Saint Laurent
Wyatt Chelsea Boots
$964–1,050
$1,339–1,637
Get a Sale Alert
at Cettire
Saint Laurent
Wyatt Block Heel Chelsea Boots
$664–1,207
$1,309–1,509
Get a Sale Alert
at Cettire
Saint Laurent
Wyatt Chelsea Boots
$994.31
$1,295
Get a Sale Alert
at Saks Fifth Avenue
Alexander McQueen
Platform Leather Chelsea Boots
$533.87
$889.78
Get a Sale Alert
at Cettire
John Lobb
Lawry Chelsea Boots
$1,277
Get a Sale Alert
at Cettire
Saint Laurent
Wyatt Chelsea Boots
$796–1,050
$1,368–1,637
Get a Sale Alert
at Cettire
Saint Laurent
Wyatt Chelsea Boots
$902–995
$1,382
Get a Sale Alert
at Cettire
Dolce & Gabbana
Slip-On Chelsea Boots
$502–1,281
$1,163–1,308
Get a Sale Alert
at FWRD
Saint Laurent
Wyatt 30 Chelsea Boot in Black
$1,403
Get a Sale Alert
at Cettire
Rick Owens
Beatle Bozo Chelsea Boots
$964.82
$1,529
Get a Sale Alert
at Saks Fifth Avenue
UGG
Neumel Suede Chelsea Boots
$191.58
Get a Sale Alert
at Cettire
Valentino
Garavani Roman Stud Chelsea Boots
$625–955
$1,243–1,629
Get a Sale Alert
at Cettire
Balenciaga
Tractor Chelsea Boots
$1,006–1,309
$1,309–1,724
Get a Sale Alert
at Cettire
Lanvin
Slip-On Chelsea Boots
$622–632
$1,097
Get a Sale Alert
at Cettire
Valentino
VLogo Plaque Round Toe Chelsea Boots
$1,034
$1,346
Get a Sale Alert
at Cettire
Maison Margiela
Tabi Chelsea Boots
$1,454
$1,530
Get a Sale Alert
at Cettire
Tod's
Chelsea Ankle Boots
$511–776
$951–1,065
Get a Sale Alert
at Cettire
Maison Margiela
Tabi Chelsea Boots
$1,181–1,484
$1,687–1,996
Get a Sale Alert
at Cettire
Moncler
Larue Ankle Chelsea Boots
$581–824
$1,009–1,035
Get a Sale Alert
at Cettire
Off-White
Combat Chelsea Boots
$657–791
$1,456–1,595
Get a Sale Alert
at Cettire
Alyx
Vibram Sole Chelsea Boots
$527.71
$1,222
Get a Sale Alert
at Cettire
Maison Margiela
Tabi Chelsea Boots
$1,454
$1,530
Get a Sale Alert
at Cettire
Alexander McQueen
Tread Slick Chelsea Boots
$891.81
$928.96
Get a Sale Alert
at Cettire
Valentino
Garavani Roman Stud Slip-On Chelsea Boots
$624.97
$1,302
Get a Sale Alert
at Madewell
Madewell
Blundstone® Men's Classic Chelsea Boots
$314.78
Get a Sale Alert
at Cettire
Alexander McQueen
Watson Chelsea Boots
$436–632
$1,009–1,035
Get a Sale Alert
at Saks Fifth Avenue
Balenciaga
Bulldozer Chelsea Boot
$2,053
Get a Sale Alert
at Cettire
Jil Sander
Round Toe Chelsea Boots
$695–994
$1,295–1,375
Get a Sale Alert
at Saks Fifth Avenue
Saint Laurent
Wyatt Suede Chelsea Boots
$1,629
Get a Sale Alert
at Cettire
Alexander McQueen
Studded Toe Chelsea Boots
$847–1,181
$1,595–1,687
Get a Sale Alert
at Cettire
Alexander McQueen
Slip-On Chelsea Boots
$704.53
$1,243
Get a Sale Alert
at Cettire
Givenchy
4G Emblem Chelsea Boots
$978–1,031
$1,456
Get a Sale Alert
at Cettire
Givenchy
Logo Detailed Chelsea Boots
$984.23
$1,390
Get a Sale Alert
at THE OUTNET.COM
Paul Smith
Geyser burnished-leather Chelsea boots
$291.57
$581.78
Get a Sale Alert
at Cettire
Loewe
Campo Slip-On Chelsea Boots
$1,026–1,309
$1,609–1,745
Get a Sale Alert
at Cettire
Ami
Square Toe Leather Chelsea Boot
$509.38
$863.13
Get a Sale Alert
at Cettire
Dolce & Gabbana
Brushed Chelsea Boots
$826.21
$1,163
Get a Sale Alert
at Cettire
Jil Sander
Round Toe Chelsea Boots
$753–949
$1,595
Get a Sale Alert
at Cettire
Thom Browne
Almond Toe Chelsea Boots
$775–1,027
$2,019
Get a Sale Alert
at Cettire
Hogan
Chelsea Round-Toe Boots
$269–548
$761–853
Get a Sale Alert
at Cettire
Church's
Amberley Almond-Toe Chelsea Boots
$1,289
$1,516
Get a Sale Alert
at Cettire
Alexander McQueen
Slip-On Chelsea Boots
$685–881
$1,243
Get a Sale Alert
at Saks Fifth Avenue
Saint Laurent
Wyatt Chelsea Boots In Suede
$1,663
Get a Sale Alert
at Saks Fifth Avenue
Saint Laurent
Wyatt Leather Chelsea Boots
$1,629
Get a Sale Alert
at Cettire
Dolce & Gabbana
Perugino Chelsea Panelled Boots
$838.43
$1,456
Get a Sale Alert
at Cettire
Valentino
Garavani Roman Stud Chelsea Boots
$955.00
$1,243
Get a Sale Alert
at Cettire
Thom Browne
RWB Striped Chelsea Boots
$838.28
$1,858
Get a Sale Alert
at Urban Outfitters
Asics
GEL-Quantum 360 The Chelsea Sportstyle Shoes in Black/Black
$273.71
Get a Sale Alert
at Cettire
Rick Owens
Beatle Abstract Chelsea Boots
$569–687
$847–856
Get a Sale Alert
at Cettire
Maison Margiela
Tabi Chelsea Boots
$1,367–1,485
$1,779–1,981
Get a Sale Alert
at Saks Fifth Avenue
Burberry
Leather Chelsea Boots
$1,766
Get a Sale Alert
at HBX
Bottega Veneta
Tire Chelsea Boots
$1,985
Get a Sale Alert
at Neiman Marcus
Loewe
Men's Terra Leather Chelsea Boots
$1,643
Get a Sale Alert
at Saks Fifth Avenue
Mackage
Storm Leather Chelsea Boots
$565.35
$807.65
Get a Sale Alert
at Cettire
Givenchy
Round-Toe Slip-On Chelsea Boots
$699–859
$1,456
Get a Sale Alert
at Saks Fifth Avenue
Church's
Leicester Leather Chelsea Boots
$1,766
Get a Sale Alert
at Saks Fifth Avenue
Officine Creative
Joss Leather Chelsea Boots
$694.71
$992.45
Get a Sale Alert
at Saks Fifth Avenue
Cole Haan
Berkshire Leather Chelsea Boots
$239.56
$342.22
Get a Sale Alert
at Cettire
Tricker's
Henry Ankle Chelsea Boot
$560–770
$834–1,002
Get a Sale Alert
at Vince
Vince
Erik Suede Chelsea Boot
$270.36
$540.71
Get a Sale Alert
at Cettire
Thom Browne
Mid-Top Chelsea Boots
$1,181–1,281
$2,135
Get a Sale Alert
at Cettire
Diesel
D Hammer Chelsea Boots
$333.27
$495.94
Get a Sale Alert
at Cettire
Church's
Round-Toe Chelsea Boots
$1,213
$1,516
Get a Sale Alert
at Cettire
Church's
Round-Toe Chelsea Boots
$661.34
$1,302
Get a Sale Alert
at Saks Fifth Avenue
Saint Laurent
Wyatt Chelsea Boots in Smooth Leather
$1,629
Get a Sale Alert
at HBX
Bottega Veneta
Tire Chelsea Boots
$1,985
Get a Sale Alert
at Cettire
Alexander McQueen
Stack Chelsea Ankle Boots
$692–738
$1,302
Get a Sale Alert
at Cettire
Jil Sander
Chelsea Slip-On Ankle Boots
$779–804
$1,309–1,551
Get a Sale Alert
at Cettire
Alyx
Vibram Sole Chelsea Boots
$553–1,184
$1,169–1,315
Get a Sale Alert
at Cettire
Misbhv
The 2000 Chelsea Boots
$571.87
$744.62
Get a Sale Alert
at Cettire
Alexander McQueen
Chelsea Ankle-Top Boots
$597–660
$1,243
Get a Sale Alert
at Cettire
Hogan
H600 Chelsea Boots
$516.11
$716.83
Get a Sale Alert
at H&M
H&M
Chelsea Boots
$76.99
Get a Sale Alert
at Cettire
Tod's
Chelsea Ankle Boots
$656.56
$804.61
Get a Sale Alert
at Saks Fifth Avenue
Tod's
62C Chelsea Boots
$951.38
Get a Sale Alert
at Cettire
Tod's
Slip-On Chelsea Ankle Boots
$511–548
$951–1,065
Get a Sale Alert
at Cettire
Tod's
Slip-On Chelsea Ankle Boots
$775.93
$950.90
Get a Sale Alert
at Cettire
Dr. Martens
2976 Chelsea Boots
$237.56
$291.12
Get a Sale Alert
1
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Brand Directory
Men's Chelsea Boots
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Chelsea
Chelsea Boots
Chelsea Vanity
Aquatalia Chelsea
Chelsea Shearling
Chelsea Booties
Hunter Chelsea
Chelsea Blouse
Sorel Chelsea
Suede Chelsea
Gucci Chelsea
Platform Chelsea
Church's Chelsea
Chelsea Handbag
Chelsea Collar
Waterproof Chelsea
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Chelsea Jacket
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Men's Chelsea Boots on Sale
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SSENSE
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Designer Men's Chelsea Boots
Brand Directory
Men's Chelsea Boots
Looking for more inspiration?
Chelsea
Chelsea Boots
Chelsea Vanity
Aquatalia Chelsea
Chelsea Shearling
Chelsea Booties
Hunter Chelsea
Chelsea Blouse
Sorel Chelsea
Suede Chelsea
Gucci Chelsea
Platform Chelsea
Church's Chelsea
Chelsea Handbag
Chelsea Collar
Waterproof Chelsea
Chelsea Paris
Chelsea Jacket
Looking for a specific brand?
Ami
Eytys
Giuseppe Zanotti
Marni
Saint Laurent
Looking for a better deal?
Under CA$100
Under CA$250
Men's Chelsea Boots on Sale
Looking for a specific colour?
Red
Yellow
Green
Blue
Purple
Pink
Black
White
Grey
Beige
Brown
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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