Chelsea boots have long been a fall staple—they’re sleek, versatile, and lend just the right amount of cool to any look. Designers from Stella McCartney to Proenza Schouler are also breathing new life into the classic ankle boot style this fall, with details like ultra-thick platform soles and contrasting stitching. Whether you stick to basic black, or like yours with a little more statement-making capabilities, shop the best Chelsea boots of the season ahead.
Weekend Warrior
The Square Toe Chelsea Boot
A classic brown boot is perfect for the city to country shleppers.
Back to Basics
Chelsea Boot in Black
Proenza Schouler
A simple boot to pair with anything from dresses to jeans.
Dear Frances
Make a statement by pairing these with an all-black look.
Hey Stud
Studded Brogue-Detail Chelsea Boots
Give your look a touch of heavy metal with this booties.
Puddle Jumpers
Rubber Trimmed Short Leather Chelsea Boot
Sturdy rubber soles have your back on rainy days.
Keep It Neutral
Soho Boots
Tamara Mellon
A leather boot with a western flair for those who aren’t ready to commit to the cowboy boot trend.
Clean Slate
Briana Lug-Sole Leather Chelsea Boots
With a mod cream shade, these boots are for the cool crowd.
Shine On
Verney 2 Chelsea Boot
Naturalizer
Trade clunky rain boots for these patent booties.
High Rise
Emilie Vegan Leather Platform Chelsea Boots
Stella McCartney
Take these platform boots to brunch, a walk around the city, or to your favorite museum.
Hot Heels
Leather Ankle Boots
Bottega Veneta
Turn heads in this pumped-up version of the Chelsea boot.
Desert Storm
Le Lexington Chelsea Boot
A Chelsea boot with Western flair.
Work from Anywhere
Simone Boots
The little details and patent finish make these perfect for the office.
Opposites Attract
The Noemi Boot
These will be your new all-weather go-tos. Trust us.
London Calling
Norah Embossed Leather Booties
Stuart Weitzman
Croc-embossed boots scream “luxe.”
Chrissy Rutherford
Contributing Editor Chrissy Rutherford is a contributing editor at HarpersBazaar.com
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