Few things are worse than having a stylish pair of boots destroyed by rain and snow. The colder months of the year may be all about donning your chicest jackets [1] and booties, but you always run the risk of inclement weather (and yet another pair of destroyed shoes). Lucky for you, there are plenty of ankle booties that are equal parts function and fashion, and Amazon has tons of affordable options available. Whether you're into sky-high heels or cute flats, you're bound to find a pair of chic ankle boots you love from Amazon — and to help you out, we've rounded up some of the best.
Refresh Club Slip On Chunky Heel Ankle Boot
Make a real statement in these kickass Refresh Club Slip On Chunky Heel Ankle Boots [3] ($29), which are available in several other colours as well.
Carlos by Carlos Santana Women's Mandarin Ankle Boot
Um, who knew Carlos Santana was secretly a shoe wizard? The Carlos by Carlos Santana Women's Mandarin Ankle Boot [4] ($38-$109) is a bold pick for the Winter months, but it's very on-trend.
LifeStride Rain Booties
Fear puddles no more with these adorable leopard-print LifeStride Rain Booties [5] ($60).
Lucky Brand Basel Ankle Booties
If you're looking for a just a little bit of a heel, these Lucky Brand Basel Ankle Booties [6] ($100) are the perfect pick, especially since they come in pretty much every colour imaginable.
Calvin Klein Women's Bestie Ankle Boot
The Calvin Klein Women's Bestie Ankle Boot [7] ($76-$120) easily goes from work to play.
Soda Chance Closed Toe Multi Strap Ankle Booties
We dare you to find a bootie that's as comfortable, stylish, and affordable as these Soda Chance Closed Toe Multi Strap Ankle Booties [8] ($23), which feature a cool perforated design.
Rocket Dog Soundoff Boots
Give yourself a little Western flair with a pair of these Rocket Dog Soundoff Boots [9] ($40).
Moda Chics Leather Ankle Combat Boots
Practical boots can still be cute, and these Moda Chics Leather Ankle Combat Boots [10] ($40) — which come in brown, black, and grey — are proof.
Kenneth Cole Reaction Women's Side Way Ankle Bootie Boot
Love a pop of cheetah? Grab a pair of these Kenneth Cole Reaction Women's Side Way Ankle Bootie Boot [11] ($51-$71).
Timberland Courmayeur Valley Chelsea Fashion Boots
Cold weather is no match for these rugged and stylish Timberland Courmayeur Valley Chelsea Fashion Boots [12] ($120), which come in dark brown, taupe, maroon, and grey.
Teva W Foxy Lace Waterproof Boots
These Teva W Foxy Lace Waterproof Boots [13] ($138) — which come in red and black — are prepared to take on any kind of precipitation
Babaka Waterproof Chelsea Ankle Booties
You'll probably want to wear these Babaka Waterproof Chelsea Ankle Booties [14] ($24) even on sunny days because they're so cute.
Hush Puppies Mazin Cayto Ankle Booties
Soft, sweet, and oh so easy to slip on, these Hush Puppies Mazin Cayto Ankle Booties [15] ($100) are a must have — and lucky for you, they come in an endless variety of colour options.
Soda Chance Women's Closed Toe Multi Strap Ankle Bootie
How cute will your leggings look under these Soda Chance Women's Closed Toe Multi Strap Ankle Booties [16] ($20-$42)? They're a bestseller because they are comfortable and durable and come in many colours.
Dansko Shirley Boots
Available in taupe, black, wine, and grey, these comfy Dansko Shirley Boots [17] ($130) are as fashionable as they are functional.
Dr. Scholl's Harlow Boots
You won't believe how wedges this high can be worn all day, but Dr. Scholl's Harlow Boots [18] ($60) — which come in black and taupe — are seriously comfy.
L'Artiste by Spring Step Belgard Ankle Booties
These L'Artiste by Spring Step Belgard Ankle Booties [19] ($140) are guaranteed to put a little more pep in your step (especially since they come in four different colour options!).