11 Best Chelsea Boots for Men: Don’t Miss These

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by  William Barton | Last Updated: 

With so many “best of” articles floating around, it’s hard to find one authority who knows what they’re talking about. Anyone can follow hear-say and put a junky boot on their list.

That’s why after wearing dozens of different Chelsea boots and researching for dozens of hours over the past two years, I decided to collect the definitive list of the best Chelsea boots for men.

My Top Pick
  • Italian full grain calfskin leather is buttery smooth
  • Blake stitch construction is recraftable and slim
  • Toe box shape has a sophisticated modern styling
Best for Winter
  • Made with Italian box calf leather, which has a tight grain and beautiful appearance
  • Blake stitch construction is slim, lightweight, and classy
  • The leather sole makes this a dress-Chelsea option
Best Black Chelsea
  • Made with Italian box calf leather, which has a tight grain and beautiful appearance
  • Blake stitch construction is slim, lightweight, and classy
  • The leather sole makes this a dress-Chelsea option
Best Tan
  • Honey Suede option uses water resistant WeatherSafe leather
  • 360-degree Goodyear welt is recraftable and the sole is sturdy
  • Versatile from a style perspective
Best Dress
  • Beautiful box calf leather
  • Modern European toe shape
  • Goodyear welted for greater durability, which is more unusual for a dress boot
Best Budget
  • Trendy light tan with crepe sole Chelsea for an excellent price
  • An excellent alternative to the Common Projects Chelsea
  • Crepe sole gives a lot of shock absorption and comfort
Best YSL Alternative
  • Tall shaped leather heel is higher quality than YSL and less expensive
  • Yearling leather is exquisite and ages nicely
  • It’s crafted from a single piece of leather for a unique shape and greater durability
Best Suede
  • Features suede calf leather, which has a tighter and more refined knap
  • Blake stitch construction is light and flexible
  • Classy leather sole and a variety of suede colors
Best Chunky
  • Goodyear welted construction with wedge sole
  • Extra room in the toe box for greater comfort
  • Made in the USA
Best for Work
  • Steel toe and ASTM rated
  • Waterproof construction
  • Leather pull tab sewn onto the backstay for greater durability
Best Waterproof
  • Made entirely of rubber for 100% waterproofing
  • Polyester lined for comfort—these don’t give you blisters
  • Excellent grip on the soles for walking on wet concrete

BootSpy Summer 2022 Picks

Velasca Ganassa
Excellent warm-weather lace up boots
Velasca Ganassa
Check Best Price
L'Estrange Tailored Tee
One of the best fitting tees I've tried
L'Estrange Tailored Tee
Check Best Price
Thursday Scout
Chukkas have great breathability for hot weather
Thursday Scout
Check Best Price
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