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29 Stylish Options to Rock Your Ankle Boots This Fall ...

By Lisa

Break out those ankle booties, it's time to start thinking about ways to style them for fall! I think ankle boots are a simple and stylish staple in any wardrobe. They're so chic and you can wear them so many different ways. Check out some of these trendy ways to wear ankle boots this season

1 Dress and Cardigan

Dress and CardiganSource: 10 Ways to Style: Knit
This outfit can take you from school to your study group to hanging out with friends. The ankle boots are a nice change from heels, don't you think?

2 Crop Top Sweater and Flared Skirt

Crop Top Sweater and Flared SkirtSource: Top 10 Ways How To
Now this is a really fun look for fall. The textured tights with the chunky booties will keep you warm while the skirt and sweater allows you to show off your girly side.

3 Leggings and a Military Jacket

Leggings and a Military JacketSource: 10 Ways to Wear Ankle
Leggings are always a good choice on those days you just don't know what to wear. Tuck those leggings into your ankle boots, throw on a t-shirt and jacket, and off you go!

4 Coat and Khakis

Coat and KhakisSource: whowhatwera.com
Wear your ankle boots like a street style star and throw a coat over your shoulders and strike a pose!

5 Pencil Skirt and Cardigan

Pencil Skirt and CardiganSource: An Ode to Pencil Skirts
The colors and textures of this look is SO fall. This very ladylike and smart look is perfect for class or work.

6 Plaid Scarf and Sweater

Plaid Scarf and SweaterSource: 7 ways to style a
Fall accessories are the best. This scarf is so voluminous and really pulls the look together with the distressed denim and gray ankle boots.

7 Cuffed Denim and a Flowy Coat

Cuffed Denim and a Flowy CoatSource: babble.com
Cuffed skinny jeans and ankle boots together are a must! This look is really balanced from the flowy coat to the slim jeans and boots.

8 Denim on Denim

Denim on DenimSource: 17 Ways to Wear Boots
White jeans tucked into ankle boots with a t-shirt and chambray top can in fact work in fall. Swap the t-shirt for a sweater or wear a darker shade of chambray.

9 Plaid Dress

Plaid DressSource: Celebrity Style and Fashion Trend
Lots of great layers going on and the white booties add an unexpected touch.

10 Dark Skinnies and a Coat

Dark Skinnies and a CoatSource: Celebrity Style and Fashion Trend
I'm in love with the neutral accessories paired with this black look. This shows that everything doesn't have to be super matchy-matchy to be stylish.

11 Cuffed Jeans and a Sweater

Cuffed Jeans and a SweaterSource: 10 Ways to Wear Ankle
This look is pretty easy to recreate and love. The ankle boots take things up a notch so you look more polished than with sneakers and it looks comfy!

12 Boyfriend Jeans

Boyfriend JeansSource: The One Staple We'd Wear
Jessica Alba paired her military jacket with distressed boyfriend jeans and heeled ankle boots.

13 Cardigan, Coat, and Skinny Jeans

Cardigan, Coat, and Skinny JeansSource: Top 10 Ways to Wear
If you're tired of brown or black boots, go for a daring red! This is another simple, comfy chic look for school or a football game.

14 Layered Top and Striped Skirt

Layered Top and Striped SkirtSource: 20 Style Tips On How
Just because it's a little chilly out does't mean you have to put all your skirts away. Rock your skirt with a button-up blouse and sweatshirt and finish it off with ankle boots of course!

15 Belted Dress

Belted DressSource: A Clothes Horse: Photographic Memory
Super cute look to welcome the fall season. Cinch your dress and cardigan with a vintage belt. Then, throw on some tights to keep your legs warm and ankle boots for a classic look.

16 White Button-up and Coated Denim

White Button-up and Coated DenimSource: 31 Pretty Fashion Images That
Style basics that are far from boring. Coated denim with a simple button-up is timelessly cool.

17 Cable Knit Tights and Skirt

Cable Knit Tights and SkirtSource: 8 Ways To Wear Tights
A short sleeved sweater, plaid skirt, and cable knit tights with heeled booties is ideal for all those fall outings.

18 Denim Jacket and Tank Dress

Denim Jacket and Tank DressSource: Wendy's Lookbook
I know you can't see the dress, but Wendy Nguyen paired a black tank dress with suede ankle boots and a light denim jacket. It's perfect for those not too hot, not too cool days.

19 Frayed Denim and Striped Jacket

Frayed Denim and Striped JacketSource: Man Repeller
Mixing stripes with animal print? Yes! Channel your inner street style star by mixing prints with some frayed denim.

20 Dark Denim

Dark DenimSource: How to Master Bohemian Style
We've seen a lot of skinny jeans worn with ankle boots and I'm told an important part of the style is to show a sliver of skin to slim the ankles. Give it a try!

21 Long Sweater and Pencil Skirt

Long Sweater and Pencil SkirtSource: How to Wear Ankle Boots
This sleek look plays with proportions. If it's not too cold out, bare those legs with a longer pencil skirt and ankle boots.

22 Floral Dress

Floral DressSource: Pinterest
This is another fab look for when you want to look good in a hurry. A fun floral dress and ankle boots with some metal detail is polished and pretty.

23 Flowy Skirt and Long Coat

Flowy Skirt and Long CoatSource: Celebrity Style and Fashion Trend
Don't forget to experiment with fabrics and colors. This outfit combines great colors and textures with shiny, chunky- heeled boots.

24 Blazer and Belts

Blazer and BeltsSource: Celebrity Style and Fashion Trend
I am in love with this gray blazer worn with belted ankle boots. You look like you mean business!

25 Slouchy Jacket and Beanie

Slouchy Jacket and BeanieSource: How to Master Bohemian Style
This look is so carefree and cool. Beanies are a fashion staple in the fall and winter and the slouchy jacket balances out the look.

26 Long Kimono Jacket and Crop Top

Long Kimono Jacket and Crop TopSource: How to do the Boho
So boho chic! For those warmer days, wear that crop top with a long kimono jacket and peep toe booties.

27 Flared Denim on Denim

Flared Denim on DenimSource: Celebrity Style and Fashion Trend
Ankle boots with flared denim is a nice break from the sea of skinny jeans. Don't be afraid to experiment with what you wear.

28 Oversized Coat and Cuffed Pants

Oversized Coat and Cuffed PantsSource: Celebrity Style and Fashion Trend
Cuffing your jeans or pants is a good alternative to tucking then in your boots. This shorter look with an oversized coat was made for street style stardom.

29 Fitted Denim Top and Skinny Jeans

Fitted Denim Top and Skinny JeansSource: 15 Things Stylish Women Do
Short ankle boots, cuffed jeans, and a slim top is modern and perfect for running around town.

How do you like to wear your ankle boots? Do you have any style tips on how to wear them?

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