The Coolest Fall Shoe Trend You Can Actually Walk for Miles In

There’s nothing better than finding a pair of shoes that makes you feel strong, powerful, and ready for anything and that is actually comfortable. Luckily, fall’s coolest shoe trend checks all the boxes. Welcome into your wardrobe chunky Chelsea boots. The practical stompers were seen all over the runways—from Bottega Veneta to Alexander McQueen—where models wore thick platform rubber soles that exuded a punk-rock feel. Dark and ominous was the vibe, presenting a refreshingly modern and moody addition to our fall wardrobes. The apocalyptic-style boots are supremely cool and easy to walk for miles in due to their sturdy soles. 

So how do you incorporate trending chunky Chelsea boots into your fall outfits? Wear them with your floral fall dresses to toughen up the look or add a cool-girl edge to your jeans and loose leather trousers. Scroll below for plenty more inspiration on how to wear chunky Chelsea boots and to shop the best out there for every budget.

Chunky soles were paired with faux-fur coats at Stella McCartney, channeling ’70s vibes.

At Dior, Chelsea boots came ready for the rain in waterproof fabrics with practical soles.

At Valentino’s fall runway show, thick platform wedge soles were paired with pretty, feminine dresses.

Try a sleek pair of patent-leather Chelsea boots with a chic maxi coat for an easy polished-meets-practical outfit.

Ground a statement blazer with practical white chunky-sole boots for a cool-girl look that exudes major personality.

Take fall’s trending leather trousers to new levels of chic by pairing them with a sleek calf-length pair of stomping boots. 

Chunky lug soles will ground statement pieces such as a leopard-print coat or a bright-colored bag.

Chunky boots add a cool edge to knitted dresses for an easy fall outfit combination.

The under-$100 pair you’ll unquestionably wear with everything.

Want to venture beyond black? Try a cool brown suede hue.

For winter, we love these sherpa-lined boots.

These will last a lifetime.

Seriously chic.

Pair with a cool floral midi dress.

Easy to pair with anything in your closet.

A great investment.

Just add a miniskirt, sweater, and bomber jacket.

A nice heeled option.

If you’re looking for a knee-high pair.

White boots are surprisingly versatile.

Waterproof leather gives you confidence to step out on rainy days.

Another excellent soft suede option.


Excellent if you’re looking for a more fitted silhouette.

This quality pair will last you a lifetime.

This post was published at an earlier date and has since been updated. 

Up next, The 8 Comfortable (and Cute) Shoe Brands I Recommend to All My Friends