2026's biggest fall shoe trends

Shoes make or break an autumn outfit, and this year's trends are a genuinely thrift-friendly mix of broken-in leather, western details, and classic silhouettes that only look better with age.

Here is what is trending for autumn 2026, and how to find it second-hand on Sellpy.

Cowboy boots

The single biggest shoe search of the season right now, and for good reason. Western boots go with absolutely everything from vintage denim to slip dresses this year.

• What to look for: Search Sellpy directly for "cowboy boots." Look for genuine leather pairs with some natural wear already broken in—it means someone else did the painful break-in period for you!

Black oxfords

A more polished alternative to the loafer, oxfords are having a major moment as the smart-shoe choice this season. They pair perfectly with tights, a long wool coat, or tailored trousers.

• What to look for: Filter your search for classic lace-up oxfords in black leather. Vintage pairs from heritage shoe brands often feature sturdier soles and better craftsmanship than modern fast-fashion equivalents.

Thigh-high boots

Over-the-knee boots are officially back. Styled under leather trousers, mid-length skirts, or oversized knitwear, they create a look that is dramatic but still incredibly wearable day-to-day.

• What to look for: Look for a low block heel for comfort, and always check the shaft material. Stretch panels make these far easier to actually wear and walk in all day.

Two-toned heels

Contrast heels—think a bold colour against a neutral base—are showing up everywhere this season as an effortless way to update a classic silhouette.

• What to look for: Search for block or kitten heels in unexpected colour combinations. These are a fantastic "one statement piece" addition to an otherwise simple, neutral outfit.

Practical rain boots

Not every autumn shoe trend is about looking flashy. With the weather turning crisp and unpredictable, a good pair of rubber boots is quietly one of the most searched shoe categories this time of year.

• What to look for: Look for lined rubber boots for extra warmth, and always check the tread in the listing photos if you will be walking on wet leaves or icy pavements later in the season.

Ready to update your shoe rotation? Below, we have linked our curated autumn shoe Edit that will help you shop this season's trends second-hand.