The Best Ways to Wear Your Thigh-High Boots This Fall

It's time to start thinking about replenishing your shoe closet for fall 2019 because the new season will be here sooner than you know. With it comes a whole new set of footwear trends. While summer 2019 was all about '90s-inspired strappy sandals (pro tip: transition them into fall over a pair of frilly, mesh, or nylon socks), the cold-weather months are all about boots—from cowboy styles to puffer-jacket ankle booties (yes, they're a thing) to today's focus: versatile, sleek thigh-high boots that will become incredibly handy for shifting some of your favorite summertime pieces (dresses, skirts, etc.) into fall.

Not quite convinced to jump on the over-the-knee-boot train just yet? Well then, prepare to think otherwise after reaching the end of this article because ahead, we're uncovering all of the best thigh-high-boot outfits to wear this fall that will certainly persuade you to slip into a pair stat. Not sure how to wear your favorite warm-weather skirt in the fall? Thigh-high boots offer just the right amount of coverage to make the summer piece more wearable in the cooler temperatures.

Ready for more autumn outfit ideas? Then read on for 12 ways to wear your thigh-high boots this fall, and then shop some of our favorite styles on the market.

The Best Thigh-High-Boot Outfits for Fall

Match your thigh-high boots to your bright fall sweater.

Pair black thigh-high boots with an LBD and checkered oversize blazer.

A neutral pair of thigh-high boots pairs well with everything in your autumn wardrobe.

Thigh-high boots paired with a midi dress? The perfect fall ensemble—no tights required.

Transition a summery mini skirt into fall with the addition of thigh-high boots and a long-sleeve sweater.

Team tall black boots with a '70s-inspired checkered miniskirt.

Cozy and chic? Check.

Black thigh-high boots + a polka-dot dress + a cozy cardigan = our new favorite fall outfit.

Sleek thigh-high boots are the perfect complement to a printed silk skirt.

Try teaming your thigh-high boots with tights in the same hue for an elongating effect.

Amp up a simple black dress with the addition of printed thigh-high boots.

A sweaterdress is a must-have in your fall wardrobe and pairs so well with any thigh-high boots.

This post was originally published at an earlier date and has since been updated by Aleksija Vujicic. Up next, check out the seven best pairs of boots to wear with a skirt this fall.