Fall Splurge: Chelsea Boots

Wednesday, September 07, 2016 • Permalink • 


This post is part of our ongoing series on the must-have fashion splurges for Fall 2016.

Borrowed-from-the-boys looks will always be popular for fall. Straight-cut trousers, structured blazers, and crisp button-down shirts are all seasonal favorites. But, the best menswear-inspired fall closet staple is definitely a pair of black leather Chelsea boots.

These boots look particularly great with a pair of cropped jeans or pants, which just happen to be all the rage these days. It’s really the perfect time to invest in a pair of Chelsea boots. Here are a few of my favorite investment-worthy pair…

These buffed leather boots from Alexander Wang are about as classic as you can get.

Alexander Wang Black Fia Chelsea Boots


→ Buy the Alexander Wang Black Fia Chelsea Boots, $595.00, at ssense.com; shipping is free.


Soft textured leather makes these Loeffler Randall boots vibe a bit more casual. They’re also available in black leather with contrasting sole and dark grey suede.

Loeffler Randall Carmen Chelsea Boot


→ Buy the Loeffler Randall Carmen Chelsea Boot, $450.00, at nordstrom.com; shipping and returns are free.


This modern update gets a lot of style mileage out of an ivory grosgrain pull loop. The crepe sole is also a nice addition.

Woman by Common Projects Black Leather Chelsea Boots


→ Buy the Woman by Common Projects Black Leather Chelsea Boots, $550.00, at ssense.com; shipping is free.


The old-school refinement of a classic Chelsea boot gives way to utilitarian edge thanks to a platform lug sole.

Prada Lug Sole Chelsea Boot


→ Buy the Prada Lug Sole Chelsea Boot (Nordstrom Exclusive), $750.00, at nordstrom.com; shipping and returns are free.


Thanks to Everlane’s transparent pricing and factory-to-consumer business model you can score these Chelsea boots, which would normally retail for around $425.00, for a lot less. Plus, you get bonus warm fuzzies from supporting this new slow fashion powerhouse label.

Everlane Modern Chelsea Boot


→ Buy the Everlane Modern Chelsea Boot, $235.00, at everlane.com.