Best Overall Ankle Boot
Vagabond Brooke Boot
Pros
Versatile
Ethically Made
Investment Piece
Cons
Requires Break-In Period
- Sizes: 35–42 (EU)
- Material: Leather
- Style: 3.4” heel; Square toe; Side zipper
“Unique elements such as square toes on a mid-heel boot bring extra sophistication, and sturdy flatform boots pair effortlessly with any outfit,” says Peterzén.
Best Combat Boot
Dr. Martens Jadon Smooth Leather Platform Boots
Pros
Goes With Everything
Lasts Forever
Good in All Weather
Cons
Requires Break-In Period
- Sizes: 5–12
- Material: Leather
- Style: 1.5” platform; 1.8”heel; Side zipper
Customer Review: “There's absolutely nothing I'd change about them. They are so worth what you pay for them.”
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Best Chunky Ankle Boot
Palladium Revolt Hi TX
Pros
Many Colors Available
Vegan Leather
Durable
- Sizes: 5–11
- Material: Leather, Polyester, Die-cut EVA
- Style: Platform; Side zipper
Customer Review: “Best shoes ever! The boots are very soft, comfortable and beautiful. Palladium never disappoints me.”
Best Chelsea Boot
Sam Edelman Laguna Chelsea Boot
Pros
Waterproof
Many Neutral Colorways
Wide Sizes Available
Cons
Runs Small
- Sizes: 5–14; Regular or Wide widths
- Material: Leather, Polyester, Die-cut EVA
- Style: Pull-on; 1.5” heel
Customer Review: “Love these! After a few wears, the leather does become softer and not as stiff! Super comfy though for all-day wear and goes with so many outfits!!”
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Best Waterproof Ankle Boot
Merry People Bobbi Rain Boot
Pros
Many Color Options
Vegan
12-Month Warranty
100% Waterproof
Cons
Runs Large
- Sizes: 5–12
- Material: Natural rubber, Neoprene
- Style: Pull-on
Customer Review: “I was pleasantly surprised at how COMFORTABLE they are! They are so cushy. One rainy day I hiked 7 miles...through muddy puddles and sheep scat. My feet were warm, dry, and still comfy.”
Best Versatile Ankle Boot
Alohas South Bicolor Corn
Pros
Vegan
Sustainable
Many Colors & Prints Available
Cons
Might Rub Your Ankle
- Sizes: 35–42 (EU)
- Material: Corn leather, Recycled materials
- Style: 3.1” heel, Side zipper
Customer Review: “These are absolutely perfect boots! The silhouette is stunning. The leather is of a beautiful quality. The heel height is tall for a beautiful look but not unwearable at all.”
“It’s the versatility of the ankle boot that makes it special,” per Peterzén.
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Best Black Ankle Boot
Circus by Sam Edelman Darielle Ankle Boot
Pros
Affordable
Lug Sole
Many Colors Available
Comfortable
- Sizes: 5–13
- Material: Synthetic
- Style: 2.25” heel; Slip-on
Customer Review: “I wear them to work often while I’m on my feet for 8+ hours, and I’ve yet to have sore feet from them! They’re also lighter than I expected for such a chunky boot and easy to clean.”
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Best Wide Fit Ankle Boot
Amazon Essentials Women's Ankle Boot
Pros
Wide & Half Sizes Available
Neutral Colorways
Memory Foam Insole
Affordable
Cons
Runs Small
- Sizes: 5–15
- Material: Faux suede; Faux leather
- Style: 2” heel; Side zipper
Customer Review: “These boots are great! The heel is solid and sturdy. I wear a 10, and my feet tend to be wide, and these fit perfectly! I would highly recommend!”
Best High Heeled Ankle Boot
Steve Madden Cobra
Pros
On-Trend
Half Sizes Available
Cons
Runs Large
- Sizes: 5–11
- Material: Leather, Synthetic
- Style: 2.25” Platform; 5” Heel
Customer Review: “I feel so confident in them. They’re a perfect dupe for the Versace boots, and they’re super comfortable. I walked around all day in them with 0 blisters!”
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Best Low Heel Ankle Boot
C. Paravano White Chelsea Boots
Pros
Comfortable
Cons
Snug Fit Around Ankle
- Sizes: 5–11
- Material: Leather, Lamb’s Wool, Rubber
- Style: 1” Heel; Square toe; Side zipper
Customer Review: “They are super soft, and the inside is lined with a soft fabric. Heel is a perfect height for style with comfort...They feel like slippers when you wear them.”
Best Leather Ankle Boot
Free People Portwood Heel Boots
Pros
Timeless
Cons
Runs Small
- Sizes: 6–11
- Material: Leather, Rubber
- Style: 3.3” Heel; Pull-on
Customer Review: “I’m so in love with them! I do have narrow feet and skinny ankles, and it’s hard for me to find boots this well, so I was pleasantly surprised that they fit perfectly.”
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Best Ankle Boot with Fur
Aquatalia Alyssa Boot
Pros
Half Sizes Available
Weatherproof
Sock Lining
Cons
Expensive
- Sizes: 5–12
- Material: Leather, Shearling, Rubber
- Style: 1.57” Platform; 2” Heel; Side zipper
Customer Review: “Love these boots! They are warm and comfortable! And super stylish! They have the lug sole, which is super stylish but aren’t super heavy or clunky!”
Best Suede Ankle Boot
UGG Bailey Zip Short
Pros
Warm & Cozy
Cons
Not Totally Weatherproof
Casual/Difficult to Style
- Sizes: 5–12
- Material: Sheepskin, Wool, Lyocell
- Style: Side zipper
Customer Review: “The lining is soft and plush, the zippers are a gorgeous accent, and they fit perfectly. I was a bit concerned if they’d fit properly around my larger lower leg, but they do, and I have plenty of room.”
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Best Flat Ankle Boot
UGG Women's Wilde Fashion Boot
Pros
Warm
Comfortable
Cons
Runs Small
- Sizes: 5–12
- Material: Lambskin, Wool, Polyester
- Style: 0.5” Sole; Side zipper
Customer Review: “I have foot issues, and these boots didn’t exacerbate my foot problems, so I am a huge fan. I love the jet black color, the fashionable aspect of these boots...the waterproofing and warmth all in one boot.”
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