Men’s Chelsea Boots

2019 Best Men’s Chelsea Boots

Sale#1 in 2019.
Bruno Marc Men's Urban-06 Grey Suede Leather Chukka Ankle Boots - 12 M US
163 Reviews
Bruno Marc Men's Urban-06 Grey Suede Leather Chukka Ankle Boots - 12 M US
  • Durable manmade sole
  • Heel measures approximately 1"
  • Platform measures approximately 0.5"
  • Slip On Plain-toe chukka boot featuring suede upper
  • Flexible and Comfort Chukka Boots
  • BRUNO MARC NEW YORK
  • 12 M US
  • Grey
Sale#2 in 2019.
Bruno Marc Men's Philly-2 Black Leather Lined Chelsea Dress Ankle Boots - 12 M US
358 Reviews
Bruno Marc Men's Philly-2 Black Leather Lined Chelsea Dress Ankle Boots - 12 M US
  • Durable outsole
  • Heel measures approximately 1"
  • Platform measures approximately 0.5"
  • Plain-toe chelsea boot featuring durable PU upper
  • Stylish, Flexible and Comfort Ankle Boots
  • BRUNO MARC NEW YORK
  • 12 M US
  • Black
#4 in 2019.
Metrocharm MC124 Men's Formal Dress Casual Ankle Chelsea Boot (10.5, Tan)
20 Reviews
Metrocharm MC124 Men's Formal Dress Casual Ankle Chelsea Boot (10.5, Tan)
  • Features Plain Round Toe Design
  • Great for any Dress, Formal, or Party Occasions
  • Very Comfortable
  • Metrocharm
  • 10.5 M US
  • Tan
Sale#5 in 2019.
Rockport Men's Wynstin Chelsea Chelsea Boot, Dark Bitter Chocolate, 9.5 W US
1 Reviews
Rockport Men's Wynstin Chelsea Chelsea Boot, Dark Bitter Chocolate, 9.5 W US
  • Trutech
  • Removable ortholite footbed
  • Rockport
  • 9.5 W US
  • Dark Bitter Chocolate
#6 in 2019.
Guess Men's Obrien Tan 9 M US
4 Reviews
Guess Men's Obrien Tan 9 M US
  • Handsome and understated, the GUESS® Obrien boot fits the bill for this season's footwear refresh!
  • Leather upper.
  • Slip-on design with goring panels.
  • Pull-tab at the heel.
  • Man-made lining. Cushioned footbed. Slight stacked heel. Man-made outsole. Imported. Measurements: Weight: 14 oz Circumference: 5 3⁄4 in Shaft: 12 1⁄2 in Product measurements were taken using size 12, width M. Please note that measurements may vary by size.
  • Guess
  • 9 M US
  • Tan
#7 in 2019.
Reaction Kenneth Cole Suede Chelsea Boot - Men's - Olive
6 Reviews
Reaction Kenneth Cole Suede Chelsea Boot - Men's - Olive
  • Low-top boot
  • Side zipper detail
  • Leather upper
  • Textile and synthetic lining
  • Rubber sole
  • Kenneth Cole REACTION
  • 11 M US
  • Olive
Sale#8 in 2019.
Crevo Men's Denham Chelsea Boot, Chestnut Suede, 12 M US
119 Reviews
Crevo Men's Denham Chelsea Boot, Chestnut Suede, 12 M US
  • Burnished-toe chelsea boot featuring goring side panels and rear pull loop
  • Flexible non-slip outsole
Sale#9 in 2019.
Clarks Men's Desert Peak Boot, beeswax leather, 9.5 Medium US
4 Reviews
Clarks Men's Desert Peak Boot, beeswax leather, 9.5 Medium US
  • Heel Height .94 inches
  • Plantation Crepe sole
  • Full Grain Leather
  • CLARKS
  • 9.5 M US
  • Beeswax Leather
Sale#10 in 2019.
Calvin Klein Men's Clarke Boot, Toffee, 8 M US
27 Reviews
Calvin Klein Men's Clarke Boot, Toffee, 8 M US
  • Leather and synthetic lining
  • Calvin Klein
  • 8 M US
  • Toffee
Sale#11 in 2019.
alpine swiss Men’s Chelsea Boots Genuine Suede Dress Ankle Boots Wingtip Shoes Black 9 M US
6 Reviews
alpine swiss Men’s Chelsea Boots Genuine Suede Dress Ankle Boots Wingtip Shoes Black 9 M US
  • Classic Slip On Suede Chelsea Boots
  • Twin Elastic Side Goring for Custom Secure Fit and Back Easy Pull On tab
  • Tonal upper stitching and contrast white stitching at welt
  • Timeless Round Toe with Wingtip Brogue Details, Approx 4.75" shaft height
  • Non Slip Crepe-like outsole, Lightly Padded Footbed, Medium width
  • alpine swiss
  • 9 M US
  • Black
#12 in 2019.
ALDO Men's Astaria-R Taupe 11 D US
5 Reviews
ALDO Men's Astaria-R Taupe 11 D US
  • The Astaria-R Chelsea boot is the epitome of handsome style.
  • Leather upper.
  • Pull-on design with side goring panels.
  • Square toe.
  • Man-made lining. Lightly cushioned footbed. Stacked heel. Man-made outsole. Imported. Measurements: Weight: 1 lb 3 oz Circumference: 10 in Shaft: 5 1⁄2 in Product measurements were taken using size 12, width D. Please note that measurements may vary by size. Weight of footwear is based on a single item, not a pair.
  • ALDO
  • 11 M US
  • Taupe