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Chelsea Men's Boots
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Chelsea Men's Boots
1.6K items
Favorite items to get a sale alert!
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On Sale
$0 – $25
$25 – $50
$50 – $100
$100 – $150
$150 – $250
$250 – $500
$500 – $1,000
$1,000 – $2,500
$2,500 – $5,000
chelsea
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at Holt Renfrew
Aquatalia
Enrico Leather Chelsea Boots
$260
$650
Get a Sale Alert
at Holt Renfrew
Tod's
Suede Chelsea Boots
$869
Get a Sale Alert
at Simons
Eytys
Black Ortega II Chelsea bootsMen
$742
Get a Sale Alert
at Holt Renfrew
Sorel
Hi-Line Chelsea Boots
$76
$190
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at Holt Renfrew
Marsèll
Intagliata Suede Chelsea Boots
$1,250
Get a Sale Alert
at Holt Renfrew
Cole Haan
Hawthorne Chelsea Boots
$100
$250
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at Holt Renfrew
Valentino Garavani
Roman Stud Leather Chelsea Boots
$1,600
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at Holt Renfrew
Prada
Monolith Leather Platform Chelsea Boots
$1,850
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at Holt Renfrew
Valentino Garavani
Beatle Leather Chelsea Boots
$1,800
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at Holt Renfrew
Burberry
Leather Creeper Chelsea Boots
$1,650
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at Holt Renfrew
Frye
Tyler Leather Chelsea Boots
$133.94
$448
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at H&M
H&M
Chelsea Boots
$76.99
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at Farfetch
Hogan
Chelsea round-toe suede boots
$546
$779
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at Holt Renfrew
Alexander McQueen
Suede Chelsea Boots
$2,050
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at H&M
H&M
Chelsea Boots
$104
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at Holt Renfrew
Dunhill
Leather Hybrid Chelsea Boots
$580
$1,450
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at Holt Renfrew
Paul Smith
Lansing Leather Chelsea Boots
$750
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at H&M
H&M
Chelsea Boots
$76.99
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at Holt Renfrew
Brunello Cucinelli
Suede Chelsea Boots
$1,450
Get a Sale Alert
at Holt Renfrew
Common Projects
Pebbled Leather Chelsea Boots
$314.94
$1,050
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at H&M
H&M
Chelsea Boots
$74.99
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at Simons
Astorflex
Bitflex suede Chelsea bootsMen
$299
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at Holt Renfrew
Brunello Cucinelli
Leather Chelsea Ankle Boots
$1,550
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at Holt Renfrew
Loewe
Brushed Suede Campo Chelsea Boots
$1,700
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at Holt Renfrew
Loewe
Brushed Leather Campo Chelsea Boots
$1,700
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at H&M
H&M
Chunky Chelsea Boots
$104
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at SSENSE
Rick Owens
Black Minimal Grill Beatle Chelsea Boots
$2,235
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at Farfetch
Toga Virilis
embellished leather Chelsea boots
$496
$866
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at H&M
H&M
Leather Chelsea Boots
$159
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at SSENSE
TAKAHIROMIYASHITA TheSoloist.
Black & Red Rubber Dip Chelsea Boots
$814
$1,770
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at Farfetch
Officine Creative
Suede Chelsea Boots
$765
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at SSENSE
Bottega Veneta
Black & Gray Tire Chelsea Boots
$1,750
Get a Sale Alert
at Farfetch
DSQUARED2
patent leather Chelsea boots
$710–1,748
$1,288–1,840
Get a Sale Alert
at Farfetch
Bally
Scribe leather chelsea boots
$2,426
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at SSENSE
Valentino Garavani
Black Beatle Chelsea Boots
$1,480
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at Farfetch
Santoni
leather Chelsea boots
$1,219
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at Farfetch
Alexander McQueen
Tread leather Chelsea boots
$1,162–1,336
Get a Sale Alert
at Farfetch
Church's
Amberley R173 leather Chelsea boots
$1,297
$1,620–1,657
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at Farfetch
Hogan
Chelsea round-toe leather boots
$577–762
$886–951
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at SSENSE
Valentino Garavani
Black Beatle VG Camden Chelsea Boots
$1,125
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at Farfetch
GmbH
faux-leather Chelsea boots
$404
$671
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at Farfetch
Officine Creative
Spectacular 010 suede Chelsea boots
$795
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at Farfetch
Church's
Longfield suede Chelsea boots
$1,470
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at Farfetch
Santoni
Leather Chelsea Boots
$762–1,065
$1,520–1,746
Get a Sale Alert
at SSENSE
Rick Owens
Red Grilled Platforms 45 Chelsea Boots
$2,740
Get a Sale Alert
at Farfetch
Jil Sander
chunky-sole Chelsea boots
$1,490
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at SSENSE
Bottega Veneta
Black & Blue Tire Chelsea Boots
$1,750
Get a Sale Alert
at Farfetch
Officine Creative
Chronicle 002 suede Chelsea boots
Sold Out
Get a Sale Alert
at Farfetch
Santoni
Leather Chelsea Boots
$626
$1,042
Get a Sale Alert
at Farfetch
Doucal's
suede Chelsea boots
$415–595
$637–712
Get a Sale Alert
at Farfetch
Scarosso
Chelsea Boots
$839
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at Farfetch
Buttero
Storia Chelsea boots
$635
$906
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at SSENSE
Adieu
Black Type 188 Chelsea Boots
$715
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at Farfetch
Ferragamo
chunky sole leather Chelsea boots
$1,450
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at Farfetch
Scarosso
suede Chelsea boots
$616
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at Farfetch
Tod's
brogue-detail Chelsea boots
$1,175–1,856
Get a Sale Alert
at SSENSE
Toga Virilis
Brown Leather Chelsea Boots
$760
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at Farfetch
Burberry
leather Chelsea boots
$2,465
Get a Sale Alert
at SSENSE
Bottega Veneta
Black 'The Tire' Chelsea Boots
$1,750
Get a Sale Alert
at Farfetch
Alexander McQueen
Hybrid Chelsea boots
$639–810
Get a Sale Alert
at SSENSE
Our Legacy
Black Cyphre Chelsea Boots
$705
Get a Sale Alert
at SSENSE
Toga Virilis
Blue Hardware Chelsea Boots
$331
$675
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at Macy's
Steve Madden
Men's Sully Chelsea Boots
$89.33
Get a Sale Alert
at Farfetch
Paul Smith
Cedric almond-toe Chelsea boots
$488–501
Get a Sale Alert
at SSENSE
SSENSE
AFTER PRAY Black Leather Chelsea Boots
$495
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at Italist
Loewe
Terrace Chelsea Boot
$1,120
$1,466
Get a Sale Alert
at Farfetch
Calvin Klein Jeans
chunky Chelsea boots
$249–251
$311–313
Get a Sale Alert
at Farfetch
Dolce & Gabbana
brushed leather Chelsea boots
$1,014–1,385
Get a Sale Alert
at Farfetch
Paul Smith
Argo suede Chelsea boots
$458–574
$858–913
Get a Sale Alert
at Farfetch
Alexander McQueen
Punk Chelsea leather boots
$1,595
Get a Sale Alert
at Farfetch
Calvin Klein Jeans
leather chunky Chelsea boots
$276–278
$367–370
Get a Sale Alert
at Farfetch
Brioni
leather Chelsea boots
$1,449
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at Farfetch
Santoni
contrast-panel Chelsea boots
$1,298
Get a Sale Alert
at SSENSE
Marsèll
Brown Zucca Media Chelsea Boots
$1,235
Get a Sale Alert
at SSENSE
Alexander McQueen
Black Leather Chelsea Boots
$1,380
Get a Sale Alert
at Farfetch
Scarosso
Chelsea boots
$737
Get a Sale Alert
at SSENSE
Bottega Veneta
Black Cozy Puddle Chelsea Boots
$1,210
Get a Sale Alert
at Farfetch
Marsèll
chunky Chelsea boots
$693–732
$1,382–1,460
Get a Sale Alert
at SSENSE
Bottega Veneta
Black & Green Tire Chelsea Boots
$1,750
Get a Sale Alert
at Farfetch
Camper
Pix contrasting-sole leather chelsea boots
$245
Get a Sale Alert
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Brand Directory
Men's Boots
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Chelsea Handbag
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Looking for a specific brand?
Bottega Veneta
Giuseppe Zanotti
HUGO BOSS
Maison Margiela
Paul Smith
Looking for a better deal?
Under CA$100
Under CA$250
Chelsea Men's Boots on Sale
Looking for a specific colour?
Red
Yellow
Green
Blue
Purple
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Black
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Looking for a specific store?
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Cettire
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Looking for a specific segment?
Designer Chelsea Men's Boots
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