- All Products
- Fashion
- ShopSimon
- Shoes
- Boots
-
Chelsea Boots
ShopSimon (formerly Shop Premium Outlets) Chelsea Boots
ShopSimon (formerly Shop Premium Outlets) Chelsea Boots
ShopSimon (formerly Shop Premium Outlets) Chelsea Boots
-56%
Infinity Leather
Mens Brown Chelsea Slip-On Office Ankle Boots
$87.99
$200.00
ShopSimon
-29%
The Antipode
Beatles Brushed Leather Boots With Elastic Side Panels Brown
$437.10
$613.66
ShopSimon
-88%
Lanvin
BLACK CHELSEA FLASH-X BOLD ANKLE BOOTS
$118.00
$990.00
ShopSimon
Dr. Martens
Audrick Chelsea Black Nappa Lux 27148001 Womens
$200.00
ShopSimon
-43%
Mustang
Womens Burgundy Chelsea Ankle Boots White
$114.99
$200.00
ShopSimon
-26%
Eastland
Mens Eastland Norway Chelsea Black Leather Pull-On Ankle Boots GAL1358
$129.99
$175.00
ShopSimon
-25%
Thomas & Vine
Nash Wingtip Chelsea Boot Black
$119.99
$159.99
ShopSimon
-65%
Reiss
Mina Leather Chelsea Boot Black
$134.99
$385.00
ShopSimon
-33%
Eileen Fisher
Chelsea Suede Wedge Boots In Black
$158.00
$235.00
ShopSimon
-63%
Proenza Schouler
Leather Chelsea Boot Black
$332.99
$900.00
ShopSimon
-15%
Blundstone
1630 Boots Black Leather Elastic Side Ankle Chelsea ZAP901
$245.36
$290.00
ShopSimon
-41%
Hereu
Alda Woven Sport In Black
$284.00
$483.00
ShopSimon
-7%
Panama Jack
Panama Jack Mens Beny Igloo C1 Black Waterproof Leather Chelsea Boots
$250.00
$269.99
ShopSimon
-23%
Windsor Smith
Sergio - Mens Black Slip On Leather Chelsea Boots
$162.00
$210.60
ShopSimon
Windsor Smith
Black Leather Chelsea Ankle Boots - Sergio
$154.99
ShopSimon
-67%
Proenza Schouler
Leather Chelsea Boot Black
$299.98
$900.00
ShopSimon
-73%
Magda Butrym
Chelsea Ankle Boots in Black Leather
$358.00
$1,326.00
ShopSimon
-69%
Stuart Weitzman
Black Leather Bedford Bootie
$356.95
$1,150.00
ShopSimon
-43%
Mustang
Womens Burgundy Chelsea Ankle Boots Gold
$114.99
$200.00
ShopSimon
-28%
Fratelli Rossetti
Chelsea Ankle Mens Boots Black
$405.00
$563.00
ShopSimon
Timberland
Mens Redwood Edge Chelsea Boot
$140.00
ShopSimon
-15%
HUGO BOSS
Hugo Mens Lysander Chelsea Leather Boots, Black
$208.25
$245.00
ShopSimon
-7%
Timberland
Mens Redwood Falls Chelsea Boot
$130.00
$140.00
ShopSimon
United Nude
Bull Chelsea Silver
$454.25
ShopSimon
-15%
United Nude
Jimmy Chelsea Mens Silver
$455.00
$534.75
ShopSimon
-49%
United Nude
Tetra Chelsea Lo Red
$160.00
$315.00
ShopSimon
United Nude
Bull Chelsea
$454.25
ShopSimon
United Nude
Grip Chelsea Lo Iv
$454.25
ShopSimon
-15%
United Nude
Jimmy Chelsea Mens
$455.00
$534.75
ShopSimon
-54%
Ferragamo
Rook Chelsea Boots Red
$479.99
$1,050.00
ShopSimon
-52%
Ferragamo
George 2 Chelsea Boots Purple
$599.99
$1,250.00
ShopSimon
-52%
Ferragamo
Leather Chelsea Boots Brown
$599.99
$1,250.00
ShopSimon
United Nude
Grip-chelsea-mid-iii
$477.25
ShopSimon
United Nude
Grip Chelsea Mid Iv
$488.75
ShopSimon
-52%
Ferragamo
George 2 Chelsea Boots Black
$599.99
$1,250.00
ShopSimon
United Nude
Jimmy Chelsea Mens
$534.75
ShopSimon
United Nude
Jimmy Chelsea Mens
$534.75
ShopSimon
-28%
La Canadienne
Womens La Canadienne Teddy Boots US Black Leather Block Heel Chelsea ZOGG1821
$575.00
$800.00
ShopSimon
-20%
Rag & Bone
Rag & Bone Womens Sloane Suede & Leather Chelsea Boots Beige Paloma Wedge
$596.00
$745.00
ShopSimon
-16%
Stuart Weitzman
Womens Stuart Weitzman Emerson SJ336 Boots Black Leather Chelsea ZOGG2004
$675.00
$800.00
ShopSimon
-24%
Proenza Schouler
Leather Chelsea Boot White
$683.98
$900.00
ShopSimon
-45%
Bally
Scavone 6237884 Mens Agata Calf Leather Chelsea Boots Black
$742.50
$1,350.00
ShopSimon
-29%
Ferragamo
Mens Ankle Length Chelsea Boots In Black
$960.00
$1,360.00
ShopSimon
- 2 of 2
- 1
AllSaints
Skiff Chelsea Boots Black
$319.00
AllSaints
-13%
Cole Haan
Mens Roundhill Grand Waterproof Chelsea Boots - Black Size 8.5
$224.95
$260.00
Cole Haan
-60%
Ganni
Studs ankle boots Black
$250.00
$625.00
Mytheresa
-30%
Versace
Medusa leather Chelsea boots Black
$717.00
$1,025.00
Mytheresa
-55%
AllSaints
Marcie Chelsea Boots Brown
$172.80
$385.00
AllSaints
-27%
Cole Haan
Mens Judson Grand Water Resistant Chelsea Boots - Brown Size 11.5 Water-Resistant
$189.95
$260.00
Cole Haan
Moncler
Aurea leather Chelsea boots Black
$1,010.00
Mytheresa
Stacy Adams
Platt Chelsea Boot in Black at Nordstrom, Size 9.5
$110.00
Nordstrom
-30%
Tod's
Suede Chelsea boots Brown
$462.00
$660.00
Mytheresa
-73%
Dolce & Gabbana
Ankle boots Black
$404.00
$1,501.00
Yoox.com
Hunter
Original Chelsea Womens Shoes Black : 10 M, Rubber
$155.00
Zappos
-50%
Ecco
Metropole Milan Chelsea Boot in Black at Nordstrom, Size 7-7.5Us
$97.50
$195.00
Nordstrom
-40%
Santoni
Ankle boots Blue
$534.00
$890.00
Yoox.com
-60%
Sorel
Joan Rhapsody Waterproof Chelsea Boot in Black/Black at Nordstrom, Size 10.5
$56.00
$140.00
Nordstrom
-33%
Johnston & Murphy
Upton Chelsea Boot in Brown Oiled Full Grain at Nordstrom, Size 8
$119.99
$179.00
Nordstrom
-40%
Tod's
Leather Chelsea boots Black
$795.00
$1,325.00
Mytheresa
Prada
Logo leather platform Chelsea boots Black
$1,620.00
Mytheresa
Mango
Lug Sole Chelsea Boot in Black at Nordstrom, Size 7.5Us
$99.99
Nordstrom
-30%
Gianvito Rossi
Chester suede Chelsea boots Brown
$822.00
$1,175.00
Mytheresa
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
about products and deals