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Chelsea Boots
ShopSimon (formerly Shop Premium Outlets) Chelsea Boots
ShopSimon (formerly Shop Premium Outlets) Chelsea Boots
ShopSimon (formerly Shop Premium Outlets) Chelsea Boots
-20%
Sorel
Brex Boots Womens Sea Salt Leather Waterproof Round Toe Chelsea ZAP256 White
$119.99
$150.00
ShopSimon
BOSS
Chelsea boots in grained leather with lug sole Black
$270.00
ShopSimon
-54%
Ann Mashburn
Womens Tall Lug Sole Chelsea Boot In Black Leather
$194.00
$425.00
ShopSimon
-9%
Calvin Klein
Calvin Klein Jeans Suede Leather Chelsea Mens Boots Blue
$180.00
$197.00
ShopSimon
-26%
Dockers
Mens Blackwell Chelsea Boot
$69.99
$95.00
ShopSimon
-26%
Dockers
Mens Blackwell Chelsea Boot
$69.99
$95.00
ShopSimon
Georgia
Georgia Mens Gb00694 Short Boot Core 37 Wedge In Barracuda M
$182.80
ShopSimon
-72%
Ferragamo
Ferragamo Chelsea Boots in Black Leather
$348.00
$1,250.00
ShopSimon
-43%
Dockers
Mens Ander Leather Chelsea Boot Yellow
$59.99
$105.00
ShopSimon
-32%
Sorel
Mens Slabtown Chelsea Boot In Dark Brown
$116.00
$170.00
ShopSimon
-11%
Pikolinos
Pikolinos Mens Brown Leather Zip Chelsea Ankle Boots - York
$187.99
$210.99
ShopSimon
-37%
Dockers
Mens Camden Rugged Chelsea Boot
$59.99
$95.00
ShopSimon
Georgia
Georgia Mens Gb00706 Short Boot Romeo In M Brown
$153.20
ShopSimon
-50%
Rodd & Gunn
Dargaville Chelsea Boot Brown
$99.00
$198.00
ShopSimon
-35%
Rodd & Gunn
Dargaville Chelsea Boot Brown
$129.00
$198.00
ShopSimon
-27%
BOSS
Brown Suede Leather Chelsea Boots
$302.54
$414.04
ShopSimon
-33%
Rodd & Gunn
Farmlands Chelsea Boot Brown
$199.00
$298.00
ShopSimon
-21%
Dr. Martens
Aged Leather Elastic Side Panel Chelsea Boots Brown
$308.72
$392.78
ShopSimon
Georgia
Georgia Mens Gb00694 Short Boot Core 37 Wedge In Barracuda W
$182.80
ShopSimon
BOSS
Chelsea boots in polished leather with signature stitching Black
$270.00
ShopSimon
-75%
Stuart Weitzman
Sully Suede Chelsea Bootie Brown
$149.99
$595.00
ShopSimon
-23%
London Brogues
Suede Leather Slip On Chelsea Ankle Boots Pink
$142.50
$185.25
ShopSimon
-64%
Reiss
Chiltern Leather Chelsea Boot Black
$139.99
$385.00
ShopSimon
-16%
Dr. Martens
Spence 31756201 Boots Womens Brown Flared Heel Chelsea RHS9082
$189.95
$225.00
ShopSimon
-8%
Calvin Klein
Suede Leather Chelsea Mens Boots Brown
$180.00
$196.00
ShopSimon
-29%
Keen
Mens Lansing Chelsea Safety Boots In Brown
$110.00
$155.00
ShopSimon
Hunter
Womens W Play Chlsea Neo Bt In Beige M
$160.60
ShopSimon
-50%
Rodd & Gunn
Dargaville Chelsea Boot
$99.00
$198.00
ShopSimon
-3%
FLY London
Fly London Womens Leopard Tan Chelsea Suede Leather Ankle Boots - SALV195 Brown
$209.24
$215.99
ShopSimon
-19%
Dr. Martens
2976 569905 Boots Womens Black Leather Ankle Chelsea SHOP814
$169.99
$210.00
ShopSimon
BOSS
Chelsea boots in polished leather with signature stitching Brown
$270.00
ShopSimon
-45%
Coach
Chelsea Boot With Signature Leather Black
$179.00
$328.00
ShopSimon
-78%
Prada
Chelsea Ankle Boots in Black Leather
$301.00
$1,370.00
ShopSimon
-17%
Børn
Born Cove F55517-233 Boots WomensB Taupe Suede Waterproof Chelsea ZOGG2989 Brown
$175.00
$210.00
ShopSimon
-26%
Dockers
Mens Dylan Rugged Chelsea Boot
$69.99
$95.00
ShopSimon
-32%
Born
Womens Cici Chelsea Boot In Black
$115.00
$170.00
ShopSimon
Blundstone
585 Classic Chelsea Boots in Rustic Brown Men
$199.95
ShopSimon
-17%
Söfft
Martha Boots Womens Black Leather Round Toe Ankle Chelsea ZOGG3617
$189.95
$230.00
ShopSimon
-19%
Cole Haan
Roundhill Grand Boots Mens Brown Leather Ankle Chelsea ZOGG3633
$260.00
$320.00
ShopSimon
Calvin Klein
Calvin Klein Jeans Leather Ankle Womens Boots Black
$236.00
ShopSimon
-11%
Pikolinos
Pikolinos Mens Black Leather Zip Chelsea Ankle Boots - York
$187.99
$210.99
ShopSimon
-35%
Bally
Chelly PVC Chelsea Boots, Brand Size 36 ( US Size 5.5 ) Black
$238.25
$365.00
ShopSimon
-35%
Rodd & Gunn
Lyttleton Chelsea Boot Brown
$129.00
$198.00
ShopSimon
-2%
Blundstone
Mens 158 Chelsea Boots In Chestnut Pink
$386.00
$395.00
ShopSimon
-5%
Birkenstock
Mens Highwood Slip On Chelsea Boot In Mocha Brown
$199.00
$210.00
ShopSimon
Red Wing Shoes
Heritage 3190 Classic Chelsea Boots in Amber Harness Men
$300.00
ShopSimon
-26%
Dockers
Mens Dylan Rugged Chelsea Boot Green
$69.99
$95.00
ShopSimon
Georgia
Georgia Mens Gb00706 Short Boot Romeo In W Brown
$153.20
ShopSimon
-3%
FLY London
Fly London Womens Diesel Green Chelsea Leather Ankle Boots - SALV195
$195.74
$202.49
ShopSimon
-8%
BOSS
Suede Chelsea boots with signature stripe Brown
$230.00
$250.00
ShopSimon
-14%
Timberland
Verona Square TB0A42MJW02 Boot Women Black Leather Chelsea MEW146
$120.00
$140.00
ShopSimon
-29%
Bogs
Womens Amanda Plush Ii Chelsea Boots In Toffee Brown
$78.00
$110.00
ShopSimon
-40%
FLY London
Fly London Womens Navy Chelsea Leather Ankle Boots - SALV195 Blue
$117.99
$196.99
ShopSimon
Hunter
Womens W Original Chelsea In Navy M Blue
$160.60
ShopSimon
-58%
Reiss
Chiltern Leather Chelsea Boot Gold
$159.98
$385.00
ShopSimon
BOSS
Suede Chelsea boots with signature stitching Brown
$250.00
ShopSimon
-22%
Olukai
Womens Pehuea Mid Chelsea Boots In Dark Java/dark Java Gray
$109.00
$140.00
ShopSimon
-72%
Alexander Wang
Ankle Boots in Brown Suede
$193.00
$695.00
ShopSimon
-4%
FLY London
Fly London Womens Black Leather Wedge Heel Chelsea Boots - ORFU496
$182.24
$188.99
ShopSimon
-26%
Dockers
Mens Dylan Rugged Chelsea Boot
$69.99
$95.00
ShopSimon
Blowfish
Womens Brown Faux Leather Chelsea Boots - Alfie
$149.99
ShopSimon
-2%
Tommy Jeans
Black Urban Leather Slip-On Chelsea Boots
$256.09
$260.38
ShopSimon
-58%
Bally
Ginny Chunky Chelsea Boots White
$439.92
$1,050.00
ShopSimon
Frye
Womens Campus Chelsea In Banana/Earthquake M
$455.12
ShopSimon
Frye
Womens Campus Chelsea In /Crust M
$455.12
ShopSimon
-51%
Bally
Ginny Leather Chelsea Boots Gray
$471.58
$970.00
ShopSimon
-59%
Ferragamo
Isidoro Chelsea Boots Brown
$524.99
$1,290.00
ShopSimon
-59%
Ferragamo
Loreno Leather Chelsea Boots Black
$524.99
$1,290.00
ShopSimon
-29%
Doucal's
Black Beatles Polished Leather Boots
$587.83
$826.96
ShopSimon
-1%
Doucal's
Visone Terre Suede Chelsea Boots Brown
$587.80
$594.95
ShopSimon
-24%
Doucal's
Black Beatles Horse Glossy Leather Ankle Boots
$587.80
$776.62
ShopSimon
-47%
Ferragamo
Flash Chelsea Boots Black
$608.99
$1,150.00
ShopSimon
-52%
Ferragamo
Mens Isidoro Chelsea Boots In Dark Brown
$614.00
$1,290.00
ShopSimon
-25%
Hogan
Black Leather H704 Chelsea Boots
$626.94
$832.82
ShopSimon
-22%
Hogan
Sand Suede H700 Chunky Sole Chelsea Boots Brown
$628.76
$811.12
ShopSimon
-22%
Hogan
H700 Suede Memory Foam Insole Chelsea Boots Brown
$628.76
$811.12
ShopSimon
-47%
Ferragamo
Doran Chelsea Boots Black
$629.99
$1,190.00
ShopSimon
-18%
Moma
Minsk Calf Leather Chelsea Boots Black
$632.52
$774.86
ShopSimon
-22%
Hogan
Dark Brown Suede H704 Memory Foam Chelsea Boots
$655.52
$845.65
ShopSimon
-55%
Jil Sander
Chelsea Ankle Boots in Black Leather
$565.00
$1,268.00
ShopSimon
-38%
Hogan
Brown Suede Chelsea Boots with Elastic Side Panels Black
$705.97
$1,138.23
ShopSimon
-18%
Common Projects
Brown Suede Chelsea Boots
$781.60
$954.59
ShopSimon
-29%
Cecilie Bahnsen
Floral Appliqué Suede Chelsea Boots With Rubber Sole Brown
$792.42
$1,109.85
ShopSimon
-30%
Ferragamo
Ferragamo Mojave Leather Chelsea Boot Brown
$869.98
$1,250.00
ShopSimon
-18%
Maison Margiela
Black Chelsea Biker Leather Boots
$915.89
$1,117.16
ShopSimon
-8%
Churchs
Vintage Suede Elastic Side Boots Brown
$1,127.05
$1,226.23
ShopSimon
-11%
Maison Margiela
Polished Leather Tabi Chelsea Boots Black
$1,308.81
$1,467.19
ShopSimon
This season’s trends
- Dolce & Gabbana sandals
- Ecco sandals
- Gray Nike shorts
- Straw hats for men
- Prada sandals for women
- Swim trunks for women
- Moschino sandals
- Gucci shorts for men
- Gucci sandals
- Linen shirts for men
- Dr. Martens sandals
- Nike summer shoes for women
- Skechers summer shoes for women
- Clarks summer shoes for women
- HUGO BOSS sandals
- Cargo shorts for women
- Nike summer shoes for men
- Off-white sandals
- Skechers sandals
- Skechers sandals for women
- Lee shorts for women
- Amiri shorts
- Clarks sandals for women
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