Men's Chelsea Boots

Free Delivery by Christmas

Brunello Cucinelli Chelsea Boot (Men)

$1,350Current Price $1,350

Free Delivery by Christmas

Gordon Rush Vaughn Chelsea Boot (Men)

$129.90Current Price $129.90

$250Previous Price $250

Free Delivery by Christmas

Anthony Veer Thomas Chelsea Boot

$209.95Current Price $209.95

Free Delivery by Christmas

Brunello Cucinelli Chelsea Boot (Men)

$1,650Current Price $1,650

Free Delivery by Christmas

Camper Dean Chelsea Boot (Men)

$245Current Price $245

Free Delivery by Christmas

AllSaints Bloom Chelsea Boot (Men)

$319Current Price $319

Free Delivery by Christmas

UGG® Chelsea Lug Boot (Men)

$89.96Current Price $89.96

$149.95Previous Price $149.95

Free Delivery by Christmas

Prada Chelsea Boot (Men)

$1,020Current Price $1,020

Free Delivery by Christmas

Allen Edmonds Nash Chelsea Boot (Men)

$1,095Current Price $1,095

Free Delivery by Christmas

Christian Louboutin Samson Chelsea Boot (Men)

$1,345Current Price $1,345

Free Delivery by Christmas

Johnston & Murphy Calder 175th Chelsea Boot (Men)

$175Current Price $175

Free Delivery by Christmas

Allen Edmonds Tanner Chelsea Boot (Men)

$399 – $550Current Price $399 to $550

$550Previous Price $550

Free Delivery by Christmas

Myrqvist Granhult Chelsea Boots

$429Current Price $429

Free Delivery by Christmas

Blundstone Footwear Blundstone City Chelsea Boot (Men)

$224.95 – $234.95Current Price $224.95 to $234.95

Free Delivery by Christmas

SCAROSSO Hunter Chelsea Boots

$465Current Price $465

Free Delivery by Christmas

TO BOOT NEW YORK Bedell Chelsea Boot (Men)

$595Current Price $595

Free Delivery by Christmas

Santoni Detoxify Chelsea Boot (Men)

$559.99Current Price $559.99

$860Previous Price $860

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Vagabond Shoemakers Cameron Chelsea Boot (Men)

$220Current Price $220

Free Delivery by Christmas

Aquatalia Prospero Chelsea Boot (Men)

$450Current Price $450

Free Delivery by Christmas

ALDO Langton Chelsea Boot (Men)

$112.50Current Price $112.50

$150Previous Price $150

Free Delivery by Christmas

John Varvatos Ludlow Chelsea Boot (Men)

$798Current Price $798

Free Delivery by Christmas

A. Veer Dwayne Chelsea

$135.15Current Price $135.15

$159Previous Price $159

Free Delivery by Christmas

Ariat Wexford Waterproof Chelsea Boot (Men)

$189.95 – $199.95Current Price $189.95 to $199.95

Free Delivery by Christmas

AllSaints Chelsea Boot (Men)

$319Current Price $319

Free Delivery by Christmas

Call It Spring By Aldo Britton Chelsea Boot (Men)

$99.99Current Price $99.99

Free Delivery by Christmas

FERRAGAMO Angle Chelsea Boot (Men)

$1,190Current Price $1,190

Free Delivery by Christmas

BOSS Julio Lugged Suede Chelsea Boot (Men) (Exclusive Retailer)

$250Current Price $250

Free Delivery by Christmas

Blundstone Footwear Heritage Chelsea Boot (Men)

$354.95Current Price $354.95

Free Delivery by Christmas

CARLOS SANTANA Durango Chelsea Boot

$161.10Current Price $161.10

$179Previous Price $179

Free Delivery by Christmas

Johnston & Murphy Reeve Chelsea Boot (Men)

$139Current Price $139

Free Delivery by Christmas

Dr. Martens 2976 Chelsea Boot (Men)

$170Current Price $170

Free Delivery by Christmas

Clarks® Originals Desert Chelsea Boot (Men)

$150Current Price $150

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Free Delivery by Christmas

SCAROSSO Giancarlo Chelsea Boots

$465 – $510Current Price $465 to $510

Free Delivery by Christmas

Johnston & Murphy Upton Chelsea Boot (Men)

$179Current Price $179

Free Delivery by Christmas

Blundstone Footwear Thermal Waterproof Genuine Shearling Lined Chelsea Boot (Men)

$239.95Current Price $239.95

Free Delivery by Christmas

Santoni Enver Chelsea Boot (Men)

$1,180Current Price $1,180

Free Delivery by Christmas

Fendi Stivaletto Chelsea Boot (Men)

$1,450Current Price $1,450

Free Delivery by Christmas

Anthony Veer Rome Chelsea

$263.20Current Price $263.20

$329Previous Price $329

Free Delivery by Christmas

McQueen Trunk Chelsea Boot (Men)

$695Current Price $695

$1,390Previous Price $1,390

Free Delivery by Christmas

Dune London Mandatory Chelsea Boot (Men)

$180Current Price $180

Free Delivery by Christmas

Kenneth Cole Reaction Hulard Chelsea Boot (Men)

$129Current Price $129

Free Delivery by Christmas

Vagabond Shoemakers Cameron Chelsea Boot

$220Current Price $220

Free Delivery by Christmas

SOREL Slabtown 62 Waterproof Chelsea Boot (Men)

$170Current Price $170

Free Delivery by Christmas

Prada Double Chocolate Chelsea Boot (Women)

$1,490Current Price $1,490

Free Delivery by Christmas

SCAROSSO Enzo Chelsea Boots

$495Current Price $495

Free Delivery by Christmas

Birkenstock Highwood Chelsea Boot (Men)

$209.95Current Price $209.95

Free Delivery by Christmas

John Lobb Eddi Chelsea Boot (Men)

$2,480Current Price $2,480

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Free Delivery by Christmas

Christian Louboutin Machacroche Dune Chelsea Boot (Men)

$1,495Current Price $1,495

Free Delivery by Christmas

Gordon Rush Brysen Chelsea Boot (Men)

$169.90Current Price $169.90

$290Previous Price $290

Free Delivery by Christmas

Blake Mckay Stewart Chelsea Boot (Men)

$109.90 – $165Current Price $109.90 to $165

$165Previous Price $165

Free Delivery by Christmas

Steve Madden Hatton Chelsea Boot (Men)

$175Current Price $175

Free Delivery by Christmas

V.GAN LONDON Vegan Gooseberry Chelsea Boot

$116.25Current Price $116.25

$155Previous Price $155

Free Delivery by Christmas

Dune London Mandatory Chelsea Boot (Men)

$180Current Price $180

Free Delivery by Christmas

Lands' End Terrain All Weather Chelsea Boots

$104.96Current Price $104.96

$139.95Previous Price $139.95

Free Delivery by Christmas

FERRAGAMO Angle Chelsea Boot (Men)

$1,190Current Price $1,190

Free Delivery by Christmas

Tod's Chelsea Boot (Men)

$495Current Price $495

$825Previous Price $825

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Free Delivery by Christmas

Kenneth Cole New York Raymond Chelsea Boot (Men)

$185Current Price $185

Free Delivery by Christmas

Mezlan Cervantes Plain Toe Chelsea Boot (Men)

$425Current Price $425

Free Delivery by Christmas

Stacy Adams Townsend Chelsea Boot (Men)

$150Current Price $150

Free Delivery by Christmas

TO BOOT NEW YORK Erikson Plain Toe Chelsea Boot (Men)

$495Current Price $495

Free Delivery by Christmas

Blundstone Footwear Gender Inclusive Chelsea Boot

$209.95Current Price $209.95

Free Delivery by Christmas

Ron White Nigel Weatherproof Chelsea Boot (Men)

$349.99Current Price $349.99

$495Previous Price $495

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Free Delivery by Christmas

Ron White Ryder Chelsea Boot (Men)

$449.99Current Price $449.99

$645Previous Price $645

Free Delivery by Christmas

A. Veer Lenox Chelsea Boot

$143.10Current Price $143.10

$179Previous Price $179

Free Delivery by Christmas

Hunter Lorde Waterproof Chelsea Boot (Men)

$200Current Price $200

Free Delivery by Christmas

Blundstone Footwear Thermal All Terrain Water Resistant Chelsea Boot (Men)

$274.95Current Price $274.95

Free Delivery by Christmas

Pajar Messi Waterproof Ice-Gripper Chelsea Boot (Men)

$275Current Price $275

Free Delivery by Christmas

ALDO Zeddy Chelsea Boot (Men)

$140Current Price $140

Free Delivery by Christmas

SCAROSSO Keith Chelsea Boots

$480Current Price $480

Free Delivery by Christmas

John Lobb Lawry Chelsea Boot (Men)

$2,360Current Price $2,360

Free Delivery by Christmas

Moncler Peak Chelsea Boot (Men)

$990Current Price $990