1. Home
    /
  2. Men's
    /
  3. Men's Shoes
    /
  4. Boots
    /
  5. Chelsea
  1. Boots

Men's Flat Chelsea Boots

118 Results

Filters

Men
Flat
Get it Fast
5 5.5 6 6.5 7 7.5 8 8.5 9 9.5 10 10.5 11 11.5 12 13 14 15 16
Beige
Black
Blue
Brown
Camouflage
Green
Grey
Red
White
A. Veer
ALDO
Anthony Veer
Bed Stu
Blake McKay
Blundstone
Bogs
Born
Carhartt
Carlos by Carlos Santana
Clarks
Crown Vintage
Deer Stags
Dockers
Dr. Martens
Dune London
Eastland
ECCO
Florsheim
Frye
Frye & Co.
Georgia Boot
HEYDUDE
HUNTER
Iron Age
Keen
Kenneth Cole New York
Merrell
Mix No. 6
Nunn Bush
Pajar
Reaction Kenneth Cole
Rustic Asphalt
Stacy Adams
Steve Madden
TAFT
Ted Baker
Timberland
Tommy Hilfiger
Vance
Volcom
Wolverine
XTRATUF
Cap Toe
Lug
Moc Toe
Flat
Low Heel: 1"-2"
Mid Heel: 2¼-3"
High Heel: 3¼-4"
Canvas
Faux Leather
Faux Suede
Leather
Suede
Leather
Sneaker Boot
Get it Fast
118 Results
Clearance
product image

Mix No. 6 Aleder Chelsea Boot

Minimum Clearance Price $47.98 $47.98 – Maximum Clearance Price $59.98 $59.98
$15, $20, or $60 off!
★★★★★ ★★★★★
(44)
product image

Dr. Martens Embury Chelsea Boot

$139.99
$15, $20, or $60 off!
★★★★★ ★★★★★
(8)
product image

Florsheim Anthem Chelsea Boot

$144.99
$15, $20, or $60 off!
Clearance
product image

Crown Vintage Lanbart Chelsea Boot

Minimum Clearance Price $64.98 $64.98
$15, $20, or $60 off!
★★★★★ ★★★★★
(19)
product image

Deer Stags Rockland Boot

Now $59.99
$15, $20, or $60 off!
★★★★★ ★★★★★
(22)
New Arrival
product image

Timberland Britton Falls Chelsea Boot - Men's

$149.99
product image

Florsheim Rucci Chelsea Boot

Now $139.99
$15, $20, or $60 off!
product image

Stacy Adams Berkshire Boot

Now $119.99
$15, $20, or $60 off!
Top Rated
product image

Carlos by Carlos Santana Mantra Boot

$158.99
$15, $20, or $60 off!
★★★★★ ★★★★★
(38)
New Arrival
product image

Crown Vintage Lowell Chelsea Boot

Now $89.99
$15, $20, or $60 off!
Top Rated
product image

Dockers Dylan Chelsea Boot

Now $69.99
$15, $20, or $60 off!
★★★★★ ★★★★★
(24)
New Arrival
product image

Blundstone 585 Chelsea Boot

$219.99
$15, $20, or $60 off!
product image

Florsheim Forge Plain Toe Chelsea Boot

$129.99
★★★★★ ★★★★★
(1)
product image

Carhartt Frontier Soft Toe Work Chelsea Boot - Men's

$139.99
★★★★★ ★★★★★
(37)
product image

A. Veer Stratus Chelsea Boot

Now $124.99
$15, $20, or $60 off!
product image

Nunn Bush Delton Chelsea Boot

Now $69.99
$15, $20, or $60 off!
product image

Steve Madden Brompton Chelsea Boot

$139.99
Top Rated
product image

Dr. Martens Hardie II Chelsea Boot - Men's

$129.99
$15, $20, or $60 off!
★★★★★ ★★★★★
(23)
Clearance
product image

Wolverine Trade Waterproof Steel Toe Work Boot - Men's

Minimum Clearance Price $104.98 $104.98
$15, $20, or $60 off!
★★★★★ ★★★★★
(1)
product image

Bogs Digger Waterproof Rain Boot

$84.99
★★★★★ ★★★★★
(1)
Clearance
product image

Steve Madden Rialto Chelsea Boot

Minimum Clearance Price $84.98 $84.98
$15, $20, or $60 off!
★★★★★ ★★★★★
(4)
New Arrival
product image

Merrell Moab Adventure 3 Waterproof Chelsea Boot

$169.99
★★★★★ ★★★★★
(43)
product image

Vance Salter Chelsea Boot

Now $79.99
$15, $20, or $60 off!
New Arrival
product image

Florsheim Rucci Chelsea Boot

Now $139.99
$15, $20, or $60 off!
product image

Nunn Bush Briggs Chelsea Boot

Now $99.99
$15, $20, or $60 off!
product image

Florsheim Rucci Chelsea Boot

Now $139.99
$15, $20, or $60 off!
New Arrival
product image

Blundstone 2446 Chelsea Boot

$229.99
$15, $20, or $60 off!
product image

Dockers Truman Chelsea Boot

Now $69.99
$15, $20, or $60 off!
★★★★★ ★★★★★
(8)
product image

Bogs Rockaway Rain Boot - Men's

$129.99
New Arrival
product image

Tommy Hilfiger Gainsly Bootie

Now $94.99
$15, $20, or $60 off!
product image

Wolverine Alpha Infinity Waterproof CarbonMax Steel Toe Chelsea Work Boot - Men's

$174.99
Top Rated
product image

Florsheim Loedin Steel Toe Work Boot

Now $144.99
$15, $20, or $60 off!
★★★★★ ★★★★★
(10)
product image

HUNTER Original Chelsea Rain Boot - Men's

$174.96
product image

Bogs Sauvie Chelsea II Boot - Men's

$109.99
★★★★★ ★★★★★
(2)
Clearance
product image

Florsheim Rucci Chelsea Boot

Minimum Clearance Price $103.98 $103.98
$15, $20, or $60 off!
★★★★★ ★★★★★
(10)
product image

Carlos by Carlos Santana Mantra Chelsea Boot

Now $110.99 – Maximum Clearance Price $158.99 $158.99
$15, $20, or $60 off!
product image

Carlos by Carlos Santana Corazon Chukka Boot

$178.99
$15, $20, or $60 off!
★★★★★ ★★★★★
(1)
product image

Nunn Bush Karnak Chelsea Boot

Now $89.99
$15, $20, or $60 off!
product image

Nunn Bush Otis II Chelsea Boot

Now $99.99
$15, $20, or $60 off!
★★★★★ ★★★★★
(2)
New Arrival
product image

Blundstone 587 Chelsea Boot

$219.99
$15, $20, or $60 off!
Top Rated
product image

Georgia Boot Romeo Superlyte Work Slip-On - Men's

$104.99
★★★★★ ★★★★★
(4)
Top Rated
product image

Carhartt Frontier Steel Toe Work Chelsea Boot - Men's

$149.99
★★★★★ ★★★★★
(12)
product image

Born Hemlock Chelsea Boot

$144.99
New Arrival
product image

Tommy Hilfiger Sholdan Chelsea Boot

Now $134.99
$15, $20, or $60 off!
product image

Carhartt Force Romeo Soft Toe Boot - Men's

$149.99
★★★★★ ★★★★★
(4)
product image

Iron Age Groundbreaker Slip On Steel Toe Work Boot

Now $144.99
★★★★★ ★★★★★
(42)
product image

Anthony Veer Weston Chelsea Boot

Now $238.99
$15, $20, or $60 off!
product image

A. Veer Axis Chelsea Boot

Now $124.99
$15, $20, or $60 off!
Clearance
product image

Frye & Co. Hank Chelsea Boot

Minimum Clearance Price $114.98 $114.98
★★★★★ ★★★★★
(3)
product image

Timberland Men's Britton Road Chelsea Boot

$169.99
★★★★★ ★★★★★
(3)
product image

A. Veer Dwayne Chelsea Boot

Now $110.99 – Maximum Clearance Price $158.99 $158.99
$15, $20, or $60 off!
★★★★★ ★★★★★
(1)
product image

Carlos by Carlos Santana Mantra Chelsea Boot

$158.99
$15, $20, or $60 off!
product image

Keen Anchorage IV Waterproof Boot - Men's

$184.99
★★★★★ ★★★★★
(18)
product image

ALDO Collen Boot

$119.99
★★★★★ ★★★★★
(1)
product image

Dockers Ander Chelsea Boot

Now $89.99
$15, $20, or $60 off!
product image

Vance Landon Boot

Now $69.99
$15, $20, or $60 off!
★★★★★ ★★★★★
(313)
product image

Bogs Rockaway Rain Boot - Men's

$124.99
product image

Vance Josiah Chelsea Boot

Now $89.99
$15, $20, or $60 off!
Clearance
product image

XTRATUF ADB Chelsea Boot - Men's

Minimum Clearance Price $119.98 $119.98
$15, $20, or $60 off!
★★★★★ ★★★★★
(7)
product image

Ted Baker Norwich Chelsea Boot

$189.99