Best Seller
Men's Daily Double Chelsea Boots by Eastland® in Black (Size 14 M)

Men's Daily Double Chelsea Boots by Eastland® in Black (Size 14 M)

These handsome Chelsea boots from Eastland® are one of the most versatile pairs of shoes you'll own. The memory foam comfort insole supports and conforms to feet while the TPR outsole enhances flexibility, slip resistance, insulation, and durability.... more

$125.00

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Men's Daily Double Chelsea Boots by Eastland® in Black (Size 11 1/2 M)

Men's Daily Double Chelsea Boots by Eastland® in Black (Size 11 1/2 M)

These handsome Chelsea boots from Eastland® are one of the most versatile pairs of shoes you'll own. The memory foam comfort insole supports and conforms to feet while the TPR outsole enhances flexibility, slip resistance, insulation, and durability.... more

$125.00

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Best Seller
Men's Daily Double Chelsea Boots by Eastland® in Black (Size 12 M)

Men's Daily Double Chelsea Boots by Eastland® in Black (Size 12 M)

These handsome Chelsea boots from Eastland® are one of the most versatile pairs of shoes you'll own. The memory foam comfort insole supports and conforms to feet while the TPR outsole enhances flexibility, slip resistance, insulation, and durability.... more

$125.00

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Men's Daily Double Chelsea Boots by Eastland® in Black (Size 10 M)

Men's Daily Double Chelsea Boots by Eastland® in Black (Size 10 M)

These handsome Chelsea boots from Eastland® are one of the most versatile pairs of shoes you'll own. The memory foam comfort insole supports and conforms to feet while the TPR outsole enhances flexibility, slip resistance, insulation, and durability.... more

$125.00

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Men's Daily Double Chelsea Boots by Eastland® in Black (Size 10 1/2 M)

Men's Daily Double Chelsea Boots by Eastland® in Black (Size 10 1/2 M)

These handsome Chelsea boots from Eastland® are one of the most versatile pairs of shoes you'll own. The memory foam comfort insole supports and conforms to feet while the TPR outsole enhances flexibility, slip resistance, insulation, and durability.... more

$125.00

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Men's Daily Double Chelsea Boots by Eastland® in Black (Size 9 M)

Men's Daily Double Chelsea Boots by Eastland® in Black (Size 9 M)

These handsome Chelsea boots from Eastland® are one of the most versatile pairs of shoes you'll own. The memory foam comfort insole supports and conforms to feet while the TPR outsole enhances flexibility, slip resistance, insulation, and durability.... more

$125.00

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Metropoli Slip-on Chelsea Boots

Metropoli Slip-on Chelsea Boots

Men's Versace Metropoli Slip-on Chelsea Boots - Black - Casual boots 100% Calf Leather, 100% Rubber. Made in Italy. more

$984.84 $716.96

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Joss Slip-On Leather Chelsea Boots

Joss Slip-On Leather Chelsea Boots

Men's Officine Creative Joss Slip-On Leather Chelsea Boots - Black - Casual boots black calf leather elasticated side panels logo pull-tab at the heel branded leather insole ankle-length slip-on style rubber sole Size: 44. Gender: Male. Material:Calf... more

$725.00

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Giancarlo Slip-on Chelsea Boots

Giancarlo Slip-on Chelsea Boots

Men's Scarosso Giancarlo Slip-on Chelsea Boots - Black - Casual boots Dimensions: Heel: 3cm, Height: 14.5cm, Sole: 1.5cm 100% Calf Suede, 100% Leather, 100% Rubber. Made in Italy. more

$486.61 $442.82

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Georgia Boot Athens Chelsea Waterproof 5 inch Work Boot - Men's Dark Brown 9.5 GB00156-095M

Georgia Boot Athens Chelsea Waterproof 5 inch Work Boot - Men's Dark Brown 9.5 GB00156-095M

Georgia Boot Athens Chelsea Waterproof 5 inch Work Boot - Men's Dark Brown 9.5 GB00156-095M. This men's Chelsea boot's upper is made from a supple full-grain leather and also includes elastic twin gores. The twin gores make the boot easy to slip on and... more

$165.00

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Georgia Boot Athens Chelsea Waterproof 5 inch Work Boot - Men's Dark Brown 9 Wide GB00156-090W

Georgia Boot Athens Chelsea Waterproof 5 inch Work Boot - Men's Dark Brown 9 Wide GB00156-090W

Georgia Boot Athens Chelsea Waterproof 5 inch Work Boot - Men's Dark Brown 9 Wide GB00156-090W. This men's Chelsea boot's upper is made from a supple full-grain leather and also includes elastic twin gores. The twin gores make the boot easy to slip on... more

$165.00

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Georgia Boot Athens Chelsea Waterproof 5 inch Work Boot - Men's Dark Brown 11 GB00156-110M

Georgia Boot Athens Chelsea Waterproof 5 inch Work Boot - Men's Dark Brown 11 GB00156-110M

Georgia Boot Athens Chelsea Waterproof 5 inch Work Boot - Men's Dark Brown 11 GB00156-110M. This men's Chelsea boot's upper is made from a supple full-grain leather and also includes elastic twin gores. The twin gores make the boot easy to slip on and... more

$165.00

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Skechers Men's Work: Tapter ST Boots | Size 11.0 | Brown | Leather/Textile

Skechers Men's Work: Tapter ST Boots | Size 11.0 | Brown | Leather/Textile

Make staying protected and comfortable all day even simpler wearing Skechers Work: Tapter ST. This slip-on Chelsea ankle boot features a smooth durable oiled suede upper with a steel toe and a cushioned Skechers Air-Cooled Memory Foam insole. |... more

$80.00

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Skechers Men's Work: Tapter ST Boots | Size 12.0 | Brown | Leather/Textile

Skechers Men's Work: Tapter ST Boots | Size 12.0 | Brown | Leather/Textile

Make staying protected and comfortable all day even simpler wearing Skechers Work: Tapter ST. This slip-on Chelsea ankle boot features a smooth durable oiled suede upper with a steel toe and a cushioned Skechers Air-Cooled Memory Foam insole. |... more

$80.00

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Skechers Men's Work: Tapter ST Boots | Size 8.5 | Brown | Leather/Textile

Skechers Men's Work: Tapter ST Boots | Size 8.5 | Brown | Leather/Textile

Make staying protected and comfortable all day even simpler wearing Skechers Work: Tapter ST. This slip-on Chelsea ankle boot features a smooth durable oiled suede upper with a steel toe and a cushioned Skechers Air-Cooled Memory Foam insole. |... more

$80.00

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Columbia Shoes | Columbia Manama Suede Slip On Waterproof Chelsea Boots 9.5 | Color: Black/Gray | Size: 9.5

Columbia Shoes | Columbia Manama Suede Slip On Waterproof Chelsea Boots 9.5 | Color: Black/Gray | Size: 9.5

Waterproof Chelsea Columbia Mazama Pull-On Suede Leather Boots Omni Grip Black Waterproof Chelsea Boot Size 9.5. Style Bl3203. These Boots Are In Great Shape And Would Be Great In Snow And Rain. Used In Great Condition. more

$45.00

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J. Crew Shoes | J. Crew Size 9 Black Slip On Chelsea Rain Boots | Color: Black | Size: 9

J. Crew Shoes | J. Crew Size 9 Black Slip On Chelsea Rain Boots | Color: Black | Size: 9

Great Condition! Only Worn A Handful Of Times more

$28.00

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Free People Shoes | Free People Azalea Taupe Distressed Slip On Chelsea Style Shoe Boot - Sz 38 | Color: Brown | Size: 38eu

Free People Shoes | Free People Azalea Taupe Distressed Slip On Chelsea Style Shoe Boot - Sz 38 | Color: Brown | Size: 38eu

Free People Azalea Taupe Distressed Slip On Chelsea Style Shoe Boot - Sz 38 7.5 Us Unique Pair Of Slip On Ankle Boots With A Low Profile And Chelsea Boot Elastic Stying On Sides For Easy Access. Love The Intricate Design Or The Overlapping Panels.... more

$145.00

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GEORGIA BOOT GR530 Size 10.5 Men's Chelsea Boot Steel Work Boot, Soggy Brown

GEORGIA BOOT GR530 Size 10.5 Men's Chelsea Boot Steel Work Boot, Soggy Brown

Chelsea Boot, Style Family Chelsea Boot, Metatarsal Guard No, ASTM Standards Met Compression (C/75), Impact (I/75), Closure Slip On, Chemical Resisting Sole Yes, Color Soggy Brown, Width M, Gender Men's, Heel Definition Defined Heel, Non Metallic Upper... more

$132.00

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Florsheim Work Loedin Chelsea Boot ST - Mens 11.5 Brown Oxford Medium

Florsheim Work Loedin Chelsea Boot ST - Mens 11.5 Brown Oxford Medium

*Getting ready for work is effortless with this handsome Chelsea boot *Leather upper *Back pull tab for easy on and off *Twin elastic goring for a comfortable fit *Cushioned footbed *Steel toe *Slip-resistant outsole meets ASTM F2413 static dissipative... more

$157.95

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Danner Bull Run Chelsea Work Boots Full Grain Leather Men's

Danner Bull Run Chelsea Work Boots Full Grain Leather Men's

The Danner Bull Run Chelsea Work Boots provide electrical hazard protection to ASTM F2892-18 EH standards and feature a durable, oiled, full grain leather upper. These boots are both durable and comfortable, with slip on action, making them perfect for... more

$229.95

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Men's Daily Double Chelsea Boots by Eastland® in Tan (Size 9 1/2 M)

Men's Daily Double Chelsea Boots by Eastland® in Tan (Size 9 1/2 M)

These handsome Chelsea boots from Eastland® are one of the most versatile pairs of shoes you'll own. The memory foam comfort insole supports and conforms to feet while the TPR outsole enhances flexibility, slip resistance, insulation, and durability.... more

$125.00

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Men's Daily Double Chelsea Boots by Eastland® in Dark Brown (Size 10 1/2 M)

Men's Daily Double Chelsea Boots by Eastland® in Dark Brown (Size 10 1/2 M)

These handsome Chelsea boots from Eastland® are one of the most versatile pairs of shoes you'll own. The memory foam comfort insole supports and conforms to feet while the TPR outsole enhances flexibility, slip resistance, insulation, and durability.... more

$125.00

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Men's Daily Double Chelsea Boots by Eastland® in Tan (Size 11 1/2 M)

Men's Daily Double Chelsea Boots by Eastland® in Tan (Size 11 1/2 M)

These handsome Chelsea boots from Eastland® are one of the most versatile pairs of shoes you'll own. The memory foam comfort insole supports and conforms to feet while the TPR outsole enhances flexibility, slip resistance, insulation, and durability.... more

$125.00

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Men's Daily Double Chelsea Boots by Eastland® in Tan (Size 9 M)

Men's Daily Double Chelsea Boots by Eastland® in Tan (Size 9 M)

These handsome Chelsea boots from Eastland® are one of the most versatile pairs of shoes you'll own. The memory foam comfort insole supports and conforms to feet while the TPR outsole enhances flexibility, slip resistance, insulation, and durability.... more

$125.00

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Men's Daily Double Chelsea Boots by Eastland® in Tan (Size 10 1/2 M)

Men's Daily Double Chelsea Boots by Eastland® in Tan (Size 10 1/2 M)

These handsome Chelsea boots from Eastland® are one of the most versatile pairs of shoes you'll own. The memory foam comfort insole supports and conforms to feet while the TPR outsole enhances flexibility, slip resistance, insulation, and durability.... more

$125.00

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Men's Daily Double Chelsea Boots by Eastland® in Black (Size 11 M)

Men's Daily Double Chelsea Boots by Eastland® in Black (Size 11 M)

These handsome Chelsea boots from Eastland® are one of the most versatile pairs of shoes you'll own. The memory foam comfort insole supports and conforms to feet while the TPR outsole enhances flexibility, slip resistance, insulation, and durability.... more

$125.00

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Men's Daily Double Chelsea Boots by Eastland® in Black (Size 9 1/2 M)

Men's Daily Double Chelsea Boots by Eastland® in Black (Size 9 1/2 M)

These handsome Chelsea boots from Eastland® are one of the most versatile pairs of shoes you'll own. The memory foam comfort insole supports and conforms to feet while the TPR outsole enhances flexibility, slip resistance, insulation, and durability.... more

$125.00

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Men's Daily Double Chelsea Boots by Eastland® in Black (Size 12 M)

Men's Daily Double Chelsea Boots by Eastland® in Black (Size 12 M)

These handsome Chelsea boots from Eastland® are one of the most versatile pairs of shoes you'll own. The memory foam comfort insole supports and conforms to feet while the TPR outsole enhances flexibility, slip resistance, insulation, and durability.... more

$125.00

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Men's Daily Double Chelsea Boots by Eastland® in Black (Size 11 1/2 M)

Men's Daily Double Chelsea Boots by Eastland® in Black (Size 11 1/2 M)

These handsome Chelsea boots from Eastland® are one of the most versatile pairs of shoes you'll own. The memory foam comfort insole supports and conforms to feet while the TPR outsole enhances flexibility, slip resistance, insulation, and durability.... more

$125.00

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Men's Daily Double Chelsea Boots by Eastland® in Dark Brown (Size 9 1/2 M)

Men's Daily Double Chelsea Boots by Eastland® in Dark Brown (Size 9 1/2 M)

These handsome Chelsea boots from Eastland® are one of the most versatile pairs of shoes you'll own. The memory foam comfort insole supports and conforms to feet while the TPR outsole enhances flexibility, slip resistance, insulation, and durability.... more

$125.00

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Men's Daily Double Chelsea Boots by Eastland® in Black (Size 13 M)

Men's Daily Double Chelsea Boots by Eastland® in Black (Size 13 M)

These handsome Chelsea boots from Eastland® are one of the most versatile pairs of shoes you'll own. The memory foam comfort insole supports and conforms to feet while the TPR outsole enhances flexibility, slip resistance, insulation, and durability.... more

$125.00

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Men's Daily Double Chelsea Boots by Eastland® in Dark Brown (Size 10 M)

Men's Daily Double Chelsea Boots by Eastland® in Dark Brown (Size 10 M)

These handsome Chelsea boots from Eastland® are one of the most versatile pairs of shoes you'll own. The memory foam comfort insole supports and conforms to feet while the TPR outsole enhances flexibility, slip resistance, insulation, and durability.... more

$125.00

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Hunter Slip-on Chelsea Boots

Hunter Slip-on Chelsea Boots

Men's Scarosso Hunter Slip-on Chelsea Boots - Black - Casual boots Dimensions: Heel: 3.5cm, Height: 15.5cm, Sole: 1.5cm 100% Leather, 100% Suede, 100% Rubber. Made in Italy. more

$459.28 $417.94

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Giancarlo Slip-on Chelsea Boots

Giancarlo Slip-on Chelsea Boots

Men's Scarosso Giancarlo Slip-on Chelsea Boots - Black - Casual boots Dimensions: Heel: 3cm, Height: 14.5cm, Sole: 1.5cm 100% Calf Suede, 100% Leather, 100% Rubber. Made in Italy. more

$486.61 $442.82

FREE shipping

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Slip-on Chelsea Boots

Slip-on Chelsea Boots

Men's Dolce & Gabbana Slip-on Chelsea Boots - Black - Casual boots 100% Calf Leather, 55% Coton, 45% Goatskin Leather. Made in Italy. more

$946.74 $758.15

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Stephen Slip-on Chelsea Boots

Stephen Slip-on Chelsea Boots

Men's Tricker's Stephen Slip-on Chelsea Boots - Black - Casual boots 100% Calf Leather, 100% Fabric, 1000% Rubber. Made in United Kingdom. more

$809.21 $661.05

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Slip-On Suede Chelsea Boots

Slip-On Suede Chelsea Boots

Men's Doucal's Slip-On Suede Chelsea Boots - Black - Casual boots coffee brown calf suede ankle-length pull-tab at the heel elasticated side panels round toe branded leather insole rubber lug sole Size: 42.5. Gender: Male. Material:Calf... more

$361.00

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Perforated Slip-on Chelsea Boots

Perforated Slip-on Chelsea Boots

Men's Church's Perforated Slip-on Chelsea Boots - Brown - Casual boots Dimensions: Heel: 4.5cm, Height: 14.5cm, Sole: 2.5cm 100% Leather, 100% Suede, 100% Rubber. Made in United Kingdom. more

$1,064.39 $484.29

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Giancarlo Slip-on Chelsea Boots

Giancarlo Slip-on Chelsea Boots

Men's Scarosso Giancarlo Slip-on Chelsea Boots - Brown - Casual boots Dimensions: Heel: 3cm, Height: 14.5cm, Sole: 1.5cm 100% Calf Suede, 100% Leather, 100% Rubber. Made in Italy. more

$459.28 $417.94

FREE shipping

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