10 Comfy Heeled Booties For Fall

by Kelly Dougher

There are lots of reasons why heeled booties are a fall staple. For starters, they go effortlessly with just about any outfit, whether you're spending the weekend in skinny jeans, trying to dress down a sexy slip dress for a night out, or rocking a polished pencil skirt to work. Somehow, they always manage to make an outfit at least ten times cooler — which, in turn, makes you ten times more confident. And the best part, in my opinion, is that they don't sacrifice style for comfort. Plus, working a pair of booties into your look is fairly easy: simply swap your sneakers, flats, or pretty much anything else you'd wear on your feet with heeled booties for an instantaneous 'put-together' look.

With a variety of colors, patterns, and heel heights to choose from, there's a bootie out there that's sure to suit your personal style. If your look is classic, a pair of boots with a thick platform or hidden wedge will provide comfortable height without stunting your easygoing strut. Those heading into the office can sport a pair with pointed toes for a polished work look. And if you like taking hints from the '70s, get fitted in a gorgeous suede or velvet pair. Ready to shop for your perfect pair? We've partnered with Aerosoles to help you find the right footwear to take you from day to night (and season to season) comfortably and confidently.

1. Sleek And Minimal

Boomerang Zippered Ankle Bootie, $129, A

These boots make any outfit instantly more chic. Pair them with black cigarette pants during the work week, and with a cozy knit sweater dress on the weekend. Zip 'em up, and you're ready to go!

2. Chunky Heel

River Island Chunky Side Zip Boot, $65, A

The small platform, chunky heel, and rubber tread features combine forces to make this pair of boots perfect for stomping around in any kind of weather or terrain as the cold weather approaches. Plus, the olive suede is very on-trend.

3. Hidden Wedge

City Street Ankle Boot, $149,

The combination of faux fur and suede make these boots so insanely comfy, you'll never want to take them off. And it doesn't hurt that the hidden wedge gives you some added height —without any discomfort.

4. Low To The Ground

Leather Ankle Boots With Elastic Detail, $70,

A low, blocky heel is key if you want a little edge without feeling too tall — or uncomfortable. Plus, the pumpkin shade of these boots makes them perfect for fall. A pair of boots that matches your favorite seasonal latte? Yes please.

5. Everyday Wardrobe Staple

Convincing Ankle Bootie, $99, A

You could easily wear these boots everyday this fall. Pair them with jeans and sweaters, floral dresses, and even with a button-down and a long knit pencil skirt on casual Friday!

6. Faux Suede

Faux Suede Ankle Booties, $30, F

These classic-style, faux suede booties are the perfect heel height. Imagine how cute these boots would look with an oversized plaid shirt!

7. Laced-Up

Inception Ankle Boot, $149, A

There are few things cooler than a pair of black lace-up ankle boots. Treat your feet to these bad boys this autumn to feel just the right amount of daring.

8. Wild West Style

The Bonham Boot In Cherry Wood, $150, M

It's time to break out the chambray button-down and boyfriend jeans. These timeless boots are perfect for pairing with all your favorite relaxed looks.

9. Studded Detail

Longevity Moto Ankle Boot, $129, A

These boots are the just the right cut for wearing with mini skirts and floral dresses this fall, and will work perfectly with tights and leggings once the temperature starts to get chilly. For a more dressed down look with subtle flair, let them peek out from under your jeans.

10. Patterned Platforms

Glamorous Platform Snake Print Heeled Ankle Boots, $62, A

If you like boots your to give you height, but don't want your feet to start hurting halfway through your day, a thick platform like the one on this boot is an ideal solution. And to keep things interesting, the snakeskin print is a fun bonus!

This post is sponsored by Aerosoles.

Images: Pexels, Aerosoles (5), Asos (2), Zara, Forever21, Madewell