Advertisement
  • Newsletters
  • Subscribe
Fashion

18 Pairs Of Ankle Boots At Every Price Point

All the best styles to shop this season—no matter your budget.
ankle boots

Like a great pair of jeans or a timeless trench coat, a versatile pair of ankle boots is essential to transition from fall to winter. Whether you pair them with a little black dress or a moto jacket, the perfect pair will see you through unpredictable weather and chilly days in style. From basic black booties to trendy square-toed silhouettes, lug soles and metallic leather, we've rounded up all the coolest styles to wear right now.

18 Pairs Of Ankle Boots At Every Price Point

Maguire

Boots, $245, maguireboutique.com

18 Pairs Of Ankle Boots At Every Price Point

H&M

Chelsea boots, $50, hm.com

18 Pairs Of Ankle Boots At Every Price Point

J. Crew

Ankle boots, $394, jcrew.com

Advertisement
18 Pairs Of Ankle Boots At Every Price Point

Reformation

Mini western boots, $565, thereformation.com

18 Pairs Of Ankle Boots At Every Price Point

Sorel

Shearling booties, $230, sorelfootwear.ca

18 Pairs Of Ankle Boots At Every Price Point

Mango

Pointed heel ankle boots, $70, shop.mango.com

18 Pairs Of Ankle Boots At Every Price Point

Cougar

Waterproof leather boots, $190, cougarshoes.ca

Advertisement
18 Pairs Of Ankle Boots At Every Price Point

Poppy Barley

Lace-up booties, $365, poppybarley.com

18 Pairs Of Ankle Boots At Every Price Point

Aldo

Patent platform boots, $120, aldoshoes.com

18 Pairs Of Ankle Boots At Every Price Point

Ugg

Platform boots, $209, urbanoutfitters.com

18 Pairs Of Ankle Boots At Every Price Point

Dr. Martens

Platform Chelsea boots, $200, drmartens.com

Advertisement
18 Pairs Of Ankle Boots At Every Price Point

Zara

Metallic leather boots, $149, zara.com

18 Pairs Of Ankle Boots At Every Price Point

Everlane

Square-toe boots, $401, everlane.com

18 Pairs Of Ankle Boots At Every Price Point

Hunter

Chelsea boots, $165, hunterboots.com

18 Pairs Of Ankle Boots At Every Price Point

La Canadienne

Leather Chelsea boots, $550, lacanadienneshoes.com

Advertisement
18 Pairs Of Ankle Boots At Every Price Point

Simons

High-top Chelsea boots, $229, simons.ca

18 Pairs Of Ankle Boots At Every Price Point

Steve Madden

Lug-sole Chelsea boots, $140, nordstrom.ca

18 Pairs Of Ankle Boots At Every Price Point

Vionic Shoes

Waterproof lace-up boots, $230, vionicshoes.ca

The very best of Chatelaine straight to your inbox.

By signing up, you agree to our terms of use and privacy policy. You may unsubscribe at any time.

Andréanne Dion is the senior editor, style, beauty and travel at Chatelaine.

Advertisement
Advertisement
Copy link
The cover of the Chatelaine Summer 2025 issue, featuring a pink drink with a paper straw.

Subscribe to Chatelaine!

In our Summer 2025 issue, we get real about what sex is like after 40. Plus, living together after divorce, our favourite beauty products of the year and 17 incredibly summery recipes, from ceviche to sour cherry cobbler.