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Style Ready for fall? We found 20 stylish ankle boots under $100

01:26  18 september  2020
01:26  18 september  2020 Source:   today.com

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Our editors independently selected these items because we think you will enjoy them and might like them at these prices. If you purchase something through our links, we may earn a commission. Pricing and availability are accurate as of publish time. Learn more about Shop TODAY.

It’s almost fall, which means it's time to put away your flip-flops and pull out your ankle boots. What else pairs so perfectly with your entire fall wardrobe of cozy knits, plaid and denim? Ankle booties often hit the triple digits, but we found 17 stylish, versatile and walkable pairs for under $100. Happy fall!

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1. Vionic Madeline Ankle Boot

Vionic Madeline Ankle Boot

a person wearing a suit and tie: Vionic Madeline Greige 7 (Amazon / Amazon) © Amazon Vionic Madeline Greige 7 (Amazon / Amazon)

Vionic Madeline Ankle Boot $34.99 at Amazon

Does everyone here know about Vionic? Everyone should know about Vionic! The podiatrist-approved shoes are specifically designed to prevent foot pain, especially biomechanical issues like plantar fasciitis or flat foot. Vionic’s cute, classic Madeline bootie offers springy padded footbeds for off-the-charts comfort, plus side zippers and fun tassels for fall-time strutting.

2. Chinese Laundry Finn Bootie

Chinese Laundry Finn Bootie

Chinese Laundry Finn Bootie Natural Snake 8 (Amazon / Amazon) © Amazon Chinese Laundry Finn Bootie Natural Snake 8 (Amazon / Amazon)
  • Chinese Laundry Finn Bootie $55.00 at Amazon
  • Chinese Laundry Finn Bootie $67.96 at Zappos
  • Chinese Laundry Finn Bootie $99.95 at Nordstrom

With an on-trend silhouette, elastic side panels for easy wear and a durable 2-inch stacked heel, the Finn Bootie by Chinese Laundry hits that rare stylish-slash-comfy sweet spot. The dress-up or dress-down bootie looks just as good with jeans and an oversized sweater as it does with a pencil skirt and a blazer.

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3. DailyShoes Cowgirl Bootie

Dailyshoes Cowgirl Bootie

a close up of a footwear: Dailyshoes Women's Low Heel Ankle Boot Perforated Shoes Fall Winter Fashion Boots Thick Bottom Slip Booties Western Cowboy Bootie - Ultra Comfortable And Soft Lining On Cowgirl Closed Pointed Toe Python-01 Grey Sv 7 (Amazon / Amazon) © Amazon Dailyshoes Women's Low Heel Ankle Boot Perforated Shoes Fall Winter Fashion Boots Thick Bottom Slip Booties Western Cowboy Bootie - Ultra Comfortable And Soft Lining On Cowgirl Closed Pointed Toe Python-01 Grey Sv 7 (Amazon / Amazon)

Dailyshoes Cowgirl Bootie $29.99 at Amazon

In our fall fantasy, we’d be stomping around the state fair in these short cowgirl boots. Since that’s shelved for 2020, we’ll just have to rock the boots for everything else — fall-foliage trips, backyard bonfires and evening strolls to check out neighborhood Halloween displays. The back zipper makes getting them on and off a cinch and the soft lining helps with all-day wear.

4. Old Navy V-Shaped Ankle Booties

Old Navy V-Shaped Ankle Booties

a close up of a footwear: Faux-Suede V-Shaped Ankle Booties for Women Faux-Suede V-Shaped Ankle Booties for Women

Old Navy V-Shaped Ankle Booties $40.00 at Old Navy

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Old Navy’s cutout booties may not be handcrafted in Tuscany or anything like that, but the fans of the brand know it delivers comfort, durability and style for a super-affordable price. The footbed of its V-Shaped Ankle Booties is surprisingly comfortable and the stacked heel gives a good bit of lift.

5. Lucky Brand Paramo Bootie

Lucky Brand Paramo Bootie

a close up of a footwear

Lucky Brand Paramo Bootie $37.98 at DSW

If you dig the cutout style but want a slightly tougher version, give Lucky Brand’s Paramo bootie a try. It skews more all-purpose Chelsea boot, with a cool neutral shade that will hide inevitable scuffs.

6. SNJ Lug Sole Combat Boots

SNJ Lug Sole Combat Boots

a close up of a footwear

SNJ Lug Sole Combat Boots $32.99 at Walmart

With a thick heel and rubber sole, this combat boot is made for autumn romps. Thanks to the side zipper, you don’t have to contort your body into a pretzel to get them off at the end of the day.

7. Marc Fisher Hopee Bootie

Marc Fisher Hopee Bootie

a close up of a footwear

Marc Fisher Hopee Bootie $49.98 at DSW

Your fall agenda may be a little different this year, but it still can include hiking and planting fall annuals in the yard. Marc Fisher’s suede lace-ups can handle both of these fall activities and more: its faux-fur lining keeps your toes toasty and the lugged sole helps you keep your footing wherever you go.

Want to Upgrade Your WFH Style This Fall? Look to These 6 Stylish On-Screen Characters

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8. Dream Pairs Chunky High-Heel Booties

Dream Pairs Chunky High-Heel Booties

a close up of a giraffe: DREAM PAIRS Women's Leopard Chunky Heel Ankle Booties Pointed Toe Short Boots Size 8 B(M) US Sianna-1 (Amazon / Amazon) © Amazon DREAM PAIRS Women's Leopard Chunky Heel Ankle Booties Pointed Toe Short Boots Size 8 B(M) US Sianna-1 (Amazon / Amazon)

Dream Pairs Chunky High-Heel Booties $34.99 at Amazon

Want to wear two trends at once? This affordable Amazon pick is essentially a sock bootie, and it comes in a leopard print that dials the head-turning factor up to a 10. In fact, tons of happy Amazon shoppers mention how many compliments the booties get them — though some recommend adding insoles for serious walking.

9. Toetos Chicago Ankle Bootie

Toetos Chicago Ankle Bootie

a close up of a footwear: TOETOS Women's Chicago-01 Taupe Faux Leather Pu Chunky Heel Ankle Boots Size 7 M US (Amazon / Amazon) © Amazon TOETOS Women's Chicago-01 Taupe Faux Leather Pu Chunky Heel Ankle Boots Size 7 M US (Amazon / Amazon)

Toetos Chicago Ankle Bootie $29.99 at Amazon

Stylish, casual and under $30, these sweater-weather-ready booties are perfect for fall. The inside lining gives some padding and sneaky inside zippers let you kick ‘em off without a fuss. The lacing at the sides elevates the boot’s overall style and adds major boho vibes.

10. Soda Perforated Ankle Booties

Soda Perforated Ankle Booties

a close up of some shoes: Soda Perforated Ankle Booties (Amazon / Amazon) © Amazon Soda Perforated Ankle Booties (Amazon / Amazon)

Soda Perforated Ankle Booties $27.74 at Amazon

Want your getting-dressed process to be as low-key as possible these days? Embrace the ankle boot. At $35, Soda’s block-heel bootie is an excellent place to start. Throw the low-rise pair on with fitted jeans and a flannel and you’ll be out the door in minutes flat. We love the flirty cutouts (great for keeping things airy and breathable) and the super-sturdy block heel. Need more convincing? Check out the more than 1,000 five-star reviews on Amazon.

Kate Middleton Dressed Down Rose Trousers in a Playful Fall Look

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11. Shoes for Crews Elva

Shoes for Crews Elva

a close up of a footwear
  • Shoes for Crews Elva $46.93 at Zappos
  • Shoes for Crews Elva $47.07 at Amazon

If you like your practicality with a bit of edge (and a great price), this adorable "shootie" should suit you well. The water-resistant slip-ons have elastic side panels to help get them on and off, lined footbeds for extra comfort and chunky rubber 2-inch heels that soften the impact of each step. The streamlined design hits right at the ankle and goes with everything from midis to mom jeans. Note that they run narrow, so consider sizing up.

12. Toms Kala Oxford Booties

Toms Kala Oxford Booties

a close up of some shoes: Toms Kala Oxford Booties (Amazon / Amazon) © Amazon Toms Kala Oxford Booties (Amazon / Amazon)
  • Toms Kala Oxford Booties $52.78 at Amazon
  • Toms Kala Oxford Booties $89.95 at Zappos
  • Toms Kala Oxford Booties $74.98 at DSW

Toms’ Kala Booties have everything we look for in a fall shoe: sneaker-like comfort, cushy footbeds that cradle our feet and a range of great neutrals that just beg to be worn with a warm, cozy poncho. The suede-wrapped wedge heel is made for people who don’t do heels.

13. Dirty Laundry Lisbon Sedona

Dirty Laundry Lisbon Sedona

  Ready for fall? We found 20 stylish ankle boots under $100

Dirty Laundry Lisbon Sedona $49.99 at Zappos

Looking for a don’t-mess-with-me shoe? Say hello to Dirty Laundry’s tough-as-nails Lisbon Sedona bootie. Shoppers report that they’re as comfortable as they are stylish (thanks to the rugged sole and chunky heel) and that the shaft is fitted enough to wear under skinny jeans.

14. Sbicca Kathrin Boots

Sbicca Kathrin Boots

a close up of a footwear

Sbicca Kathrin Boots $10.99 at Walmart

21 Fall Fashion Pieces We're Buying Based on What We Love - Not the Trend Cycle

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Wanna strut around like Kate Hudson in Aspen? Nab these boho-chic cuties — for little more than your afternoon pumpkin spice latte. Interior padding and a stacked heel are certainly walking-friendly, but it’s the knotted fringe that really makes these boots.

15. Fergalicious Bonus Bootie

Fergalicious Bonus Bootie

  Ready for fall? We found 20 stylish ankle boots under $100
  • Fergalicious Bonus Bootie $49.98 at DSW
  • Fergalicious Bonus Bootie $69.95 at Macy's

No need to choose between style and function with this adorable ankle boot. The perforated design is perfect for transitional weather (no overheated feet here) and the side cutouts add just the right amount of sass. Practical details include the walkable stacked heel and back zippers.

16. Lucky Brand Glanshi Ankle Boot

Lucky Brand Glanshi Ankle Boot

a pair of feet on a leather surface
  • Lucky Brand Glanshi Ankle Boot $41.62 at Walmart
  • Lucky Brand Glanshi Ankle Boot $48.97 at Amazon

Sensing a trend? Lucky Brand is a great go-to for all things ankle boots. Its no-nonsense Glanshi style works in all seasons and with just about any outfit — jeans and a tee, leggings and a hoodie or a dress and statement earrings. The profile is chic, understated and goes with anything, while the memory foam insoles provide some cushy bounce underfoot.

17. Skechers Lasso Caravel

Skechers Lasso Caravel

a close up of a footwear: Skechers Lasso - Caravel Natural 6.5 B (M) (Amazon / Amazon) © Amazon Skechers Lasso - Caravel Natural 6.5 B (M) (Amazon / Amazon)

Skechers Lasso Caravel $22.99 at Amazon

A pair of stitched suede booties is one surefire way to get pumped for fall. In the case of these ankle boots by Skechers, a round toe and fabric lining provide breathing room. Memory foam footbeds, a low block heel and a rubber outsole keep you secure and pain-free, whether you’re running errands or weaving through a corn maze.

For more stories like this, check out:

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