10 stylish (and supportive) fall ankle boots under $150

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Fall is on its way! That means cool weather...and cool new shoes. We say: Bring on the ankle boots.

Unlike the strappy sandals of summer, fall footwear is all about comfort and coziness. And the classic bootie checks off all the boxes. Whether you choose a flat style or a block heel, the ankle-hugging design and sturdy sole of a bootie will give you all-day support.

These boots have a simple silhouette that’s chic and versatile. The short shaft works well with dresses in the last weeks of summer and a pair of jeans come fall.

No matter what kind of bootie you’re craving, we’ve got you covered. Now step to it!

Nine West Colt Booties

A chunky block heel and a cushioned footbed provide added comfort. (Photo: Zappos)

You can never go wrong with classic black boots, and form meets function with this elegant, round-toe style. The 2-inch block heel adds just the right amount of height while the side goring makes them easy to get on and off.

Shop it: $129, zappos.com

Vince Camuto Patellen Booties

The subtle woven design is the perfect detail. (Photo: Zappos)

For a casual vibe, look no further than these suede boots. Neutral taupe makes them versatile enough to wear with anything while the textured, woven detailing perfectly complements the smooth suede.

Shop it: $139, zappos.com

Naturalizer Zarie Booties

These boots feature breathable, quick-dry lining to keep feet cool. (Photo: Zappos)

Finally, a cute pair of boots comfy enough to wear to work! The classic shape and pebbled leather elevate the style; the brand’s signature N5 contour technology offers arch and heel support along with flexibility that allows the boot to move naturally with your foot.

Shop it: $110, zappos.com

Vionic Serena Booties

Vionic Serena Booties. (Photo: Zappos)

There’s so much to love about these suede booties: Made for all-day support and stability, they’re weather-resistant and have a removable microfiber footbed to support your feet.

Shop it: $150, zappos.com

Dr. Scholl’s Mania Booties

These pull-on boots have a high shaft to keep your ankle secure. (Photo: Zappos)

Feeling adventurous? This chic wedge has a sensible 23/4-inch heel coupled with a signature Dr. Scholl’s cushioned footbed for comfort. The goring and tab in back make them easy to slip into, too.

Shop it: $125, zappos.com

Clarks Mascarpone Bay Booties

A pair of effortlessly chic boots can make even the most basic outfit feel special. (Photo: Zappos)

Designed with a sturdy 2-inch block heel and water-repellent leather, these striking boots are sure to garner compliments. The rich color and round-toe silhouette will polish off any outfit.

Shop it: $140, zappos.com

Cole Haan Elyse Booties

Consider this pair the Little Black Dress of fall ankle boots. (Photo: Zappos)

If you’re a minimalist, these sleek black boots are for you. With a pointed toe and curviness at the ankle, they’ll go with everything in your closet. Plus, the easy, zip-up design makes them incredibly practical.

Shop it: $150, zappos.com

Lucky Brand Basel Booties

They look rugged, but these boots are lightweight enough to wear all day long. (Photo: Zappos)

Give your modern style a Western-inspired touch with these weathered-in-a-good-way booties. The side zipper and pull tab make them easy to slide on and off; the sturdy sole provides stability.

Shop it: $90 (was $129), zappos.com

Skechers Sepia Booties

Built for comfort, you'll walk for miles in these trendy boots. (Photo: Zappos)

These buckled ankle-strap boots with artsy cutouts and charming embroidery look and feel amazing. The cushy insole is made with the brand’s signature Air Cooled Memory Foam, so you know these boots were made for walking.

Shop it: $65, zappos.com

Sam Edelman Macon Booties

This pair of boots will take your outfit from day to night. (Photo: Zappos)

Work hard and play harder with this dark pair of slouched booties. The block heel and padded footbed support your feet while the white stitching adds edge.

Shop it: $150, zappos.com

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