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45+ Ankle Cowboy Boots Outfits for Fall: Cozy and Stylish Combinations

By: Author Grace

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45+ Ankle Cowboy Boots Outfits for Fall: Cozy and Stylish Combinations

Ankle cowboy boots are a must-have for the fall season, offering both style and versatility.

From cozy sweaters to chic dresses, these boots can be paired with a variety of outfits to create looks that are perfect for any autumn occasion.

Dive into these outfit ideas to inspire your fall wardrobe and embrace the season in comfort and fashion.

Ankle Cowboy Boots Outfits for Fall

As the leaves turn colors and the air becomes crisp, it’s time to bring out your favorite fall fashion pieces.

Ankle cowboy boots are a versatile and stylish choice that can elevate your autumn wardrobe.

1. Embrace the bohemian spirit of fall with a delicate lace dress paired with brown ankle cowboy boots.

The combination of the soft, feminine lace and the rugged boots creates a perfect balance.

Add a crochet cardigan for extra warmth and texture. Accessories like a long pendant necklace can complete this romantic look.

a woman wears a light yellow cardigan, a lace yellow dress and brown cowboy boots

2. Stay warm and stylish with a cozy grey cardigan and fringe ankle cowboy boots.

A pastel pink dress underneath adds a playful touch, while the fringe detail on the boots enhances the fall vibe.

Finish the outfit with a simple necklace and let your hair flow naturally for an effortless chic appearance.

a woman wears a grey cardigan, a pink dress with grey cowboy boots

3. Transition your summer sundress into fall by layering it with a chunky knit cardigan. A pair of tan ankle cowboy boots brings a rustic charm to the outfit.

This look is perfect for a casual day out. Keep the accessories minimal, perhaps a small crossbody bag and some dainty rings, to maintain the easy-going feel.

a woman wears a green cardigan, a floral dress with brown cowboy boots

4. A mustard yellow dress is a fantastic color for fall. Pair it with black tights and brown ankle cowboy boots for a cozy, city-chic look.

The tights add warmth, making it suitable for cooler days. You can accessorize with a statement necklace and a handbag that complements the dress color.

a woman wears a yellow dress, tights and brown cowboy boots

5. For a laid-back yet stylish outfit, combine a lace dress with a classic denim jacket and ankle cowboy boots.

This look is perfect for a casual dinner or a day at the cafe. Add some statement earrings and a simple bracelet to elevate the ensemble.

The contrast between the delicate lace and rugged denim is effortlessly cool.

a woman wears a lace dress, a denim jacket and brown cowboy boots (2)

6. A turtleneck dress is a must-have for fall. Opt for a fitted, neutral-colored dress and pair it with brown ankle cowboy boots.

This outfit is sleek and sophisticated, perfect for a day at the office or a night out. Accessorize with a pair of earrings and a stylish handbag to complete the look.

a woman wears a sweater dress, tights and brown cowboy boots

7. Stay cozy and stylish with an oversized chunky knit cardigan paired with black leggings and black ankle cowboy boots.

This outfit is perfect for those chilly fall days. The contrast of the fitted leggings with the loose cardigan creates a balanced look.

Accessorize with a beanie or a cozy scarf for extra warmth and style.

A woman wears black ankle cowboy boots with chunky cardigan

8. A denim shirt dress is a timeless piece that fits perfectly into any fall wardrobe.

Cinch it at the waist with a brown belt to add shape and definition, and pair it with tan ankle cowboy boots.

This casual yet chic outfit is ideal for a day at the park or a casual brunch. A straw hat can add a charming touch to this ensemble.

a woman wears a denim dress with brown ankle cowboy boots

9. Opt for a cream-colored cable knit sweater with black skinny jeans and black ankle cowboy boots for a sleek and stylish fall look.

This outfit is simple yet sophisticated, making it great for various occasions.

You can accessorize with a crossbody bag and some stud earrings to keep it minimal yet fashionable.

A woman wears black ankle cowboy boots with a chunky sweater and is sitting on the fence

10. A chunky gray sweater paired with ripped gray jeans and black ankle cowboy boots creates a modern, edgy look.

This outfit is perfect for a casual day out, whether you’re running errands or meeting friends.

Add some layered necklaces or a stylish watch to enhance the look without overwhelming it.

A woman wears black ankle cowboy boots with ripped jeans and a chunky sweater

11. Elevate your fall fashion with a light pink blazer over a white blouse and white denim jeans. Pair this chic outfit with brown ankle cowboy boots.

This sophisticated look is perfect for a smart-casual setting. Complete the outfit with a wide-brim hat and aviator sunglasses for a touch of elegance.

a woman wears white pants, brown cowboy boots with a blazer

12. For a bold and vibrant look, pair a denim jacket with red leggings and beige ankle cowboy boots. This outfit is great for standing out on a bright fall day.

Keep the top simple with a neutral tee to balance the boldness of the pants. Accessorize with some subtle jewelry and a casual handbag.

a woman wears red leggings, a beige top, brown cowboy boots with a denim jacket

13. A thick knit scarf paired with olive green pants and brown ankle cowboy boots creates a cozy and stylish fall outfit.

Layer with a neutral-colored top to keep the focus on the accessories. Add a beanie or a wool hat to complete the cozy vibe.

a woman wears olive pants, brown cowboy boots with a chunky scarf

14. A white lace dress paired with black tights and black ankle cowboy boots creates a charming and elegant fall outfit.

The tights add warmth and make it perfect for cooler days.

Accessories like a delicate bracelet or small hoop earrings can add a touch of sophistication without taking away from the outfit’s simplicity.

a woman wears dark brown cowboy boots, tights and a white lace dress

15. Stay cozy and stylish with a chunky turtleneck sweater and burgundy skinny pants. Pair this with beige ankle cowboy boots for a chic autumn look.

This outfit is great for a casual day out, whether you’re running errands or enjoying a walk in the park.

a woman wears burgundy leggings, brown cowboy boots and a beige sweater

16. A rust-colored oversized sweater with white leggings creates a warm and inviting fall outfit. Pair this with tan ankle cowboy boots for a stylish contrast.

Keep the accessories minimal with a simple ring or small earrings.

a woman wears brown cowboy boots, white leggings and a brown sweater

17. A chunky burgundy cardigan layered over a red top and gray leggings paired with brown ankle cowboy boots makes for a cozy and stylish fall outfit.

Add a knitted scarf and some stud earrings to complete the cozy vibe.

a woman wears brown cowboy boots, leggings, a red top and a cardigan

18. A striped sweater in autumn hues paired with light blue jeans and brown ankle cowboy boots creates a classic fall look.

This outfit is ideal for a casual day in the park or a weekend getaway. Accessorize with a cozy scarf and a pair of sunglasses to add a touch of flair.

A woman wears short cowboy boots with jeans and a sweater

19. A trench coat layered over a dress paired with brown ankle cowboy boots makes for a sophisticated fall outfit.

This look is perfect for a day in the city or a night out. The trench coat adds a layer of warmth and style.

Complete the look with a stylish handbag and a pair of drop earrings for an added touch of elegance.

a woman wears a trench coat, a mini dress with brown ankle cowboy boots

These ankle cowboy boots outfits are not only fashionable but also practical for the fall season.

Mix and match different elements to create your unique style and enjoy the beauty of autumn in comfort and style.

White Ankle Cowboy Boots Outfits for Fall

White ankle cowboy boots are a striking choice that adds a touch of elegance to your fall outfits.

Here are some stylish ways to incorporate these boots into your autumn wardrobe.

1. Create a sophisticated and chic look with an all-white outfit complemented by a pastel pink blazer.

Pair white skinny jeans with a white blouse and add white ankle cowboy boots to keep the look cohesive.

Accessorize with a white scarf for a touch of elegance and to keep warm on chilly days.

A woman wears white cowboy boots with white leather leggings and a pink blazer

2. For a cozy and vibrant fall look, pair a mustard yellow cardigan with black leggings and white ankle cowboy boots.

The bright cardigan adds a pop of color, while the white boots contrast nicely with the black leggings.

Add a simple white tee underneath and finish with a pendant necklace for a casual, yet stylish outfit.

A woman wears white ankle cowboy boots with leggings, white top and long yellow cardigan

3. Combine a camel coat with black leather pants and white ankle cowboy boots for a sleek and polished look.

The camel coat adds warmth and sophistication, while the leather pants provide an edgy vibe.

Layer with a black turtleneck and accessorize with a minimalist necklace for a chic fall ensemble.

A woman wears white cowboy boots with leather leggings , white top, and trench coat

4. For a bold and trendy look, pair metallic pink pants with a denim jacket and white ankle cowboy boots.

The metallic pants add a fun and modern twist, while the denim jacket keeps it casual.

Keep the top simple with a white or neutral blouse and accessorize with a pair of hoop earrings.

A woman wears white cowboy boots with pink leather leggings and denim jacket

5. Create a striking outfit with high-waisted green leather pants and a fitted black top.

Pair this ensemble with white ankle cowboy boots for a unique and stylish look.

The green pants add a pop of color, while the black top and white boots keep it balanced. Finish the look with a pair of sunglasses and a simple necklace.

A woman wears white cowboy boots with green leather leggings and fitted turtleneck

6. Opt for a classic black and white striped shirt paired with black leather pants and white ankle cowboy boots.

This outfit is perfect for a polished yet edgy look. The striped shirt adds a touch of pattern, while the leather pants provide a sleek finish.

Accessorize with bold red lipstick and some statement earrings for a touch of glamour.

a woman wears white cowboy boots, a striped shirt and black pants (2)

7. A mustard wrap dress is a perfect fall piece that pairs beautifully with white ankle cowboy boots.

The warm color of the dress contrasts nicely with the white boots, creating a standout look.

Add a wide-brim hat to elevate the outfit and protect you from the sun. A simple necklace can add a touch of elegance without overpowering the ensemble.

A woman wears white ankle cowboy boots with a yellow wrap dress

8. Pair a striped long-sleeved top with a pleated midi skirt in a rich burgundy hue for a chic fall outfit.

The white ankle cowboy boots add a fresh and modern twist to the classic autumn colors.

Accessorize with gold hoop earrings to add a touch of glamour and sophistication.

A woman wears white ankle cowboy boots with a pleated red skirt and a striped top

9. A chunky knit sweater tucked into an olive green pleated skirt creates a cozy and stylish fall outfit.

The white ankle cowboy boots provide a clean and crisp contrast to the earthy tones.

This look is perfect for a visit to the pumpkin patch or a casual day out. Add a small crossbody bag to keep the look balanced and practical.

A woman wears white ankle cowboy boots with a midi green skirt and a sweater

10. For a simple yet stylish fall look, pair a cream turtleneck with a burnt orange corduroy skirt.

White ankle cowboy boots add a modern touch to the classic fall colors.

This outfit is great for a walk in the park or a coffee date. Keep accessories minimal with a pair of stud earrings or a delicate bracelet.

A woman wears white ankle cowboy boots with a brown skirt, a sweater

11. Combine a chunky cable knit sweater with a black leather mini skirt for a trendy and warm fall outfit.

The white ankle cowboy boots add a pop of contrast, making the outfit stand out.

This look is perfect for a night out or a day of shopping. Add a large tote bag and some bold earrings to complete the ensemble.

A woman wears white ankle cowboy boots with a black skirt and a chunky sweater

Black Ankle Cowboy Boots Outfits for Fall

Black ankle cowboy boots are a versatile and stylish choice for your fall wardrobe.

1. Stay warm and cozy with a red plaid poncho paired with black leggings and black ankle cowboy boots.

This outfit is perfect for a crisp fall day. The poncho adds a touch of pattern and warmth, making it ideal for outdoor activities.

Accessorize with a simple necklace and a pair of small hoop earrings to complete the look.

a woman wears black leggings, black cowboy boots and a plaid poncho

2. For an edgy and modern look, pair a denim jacket with olive green pants and black ankle cowboy boots.

A black crop top adds a sleek touch, while the denim jacket provides a casual vibe. Add some statement jewelry to elevate the look.

a woman wears black cowboy boots, olive green leggings and a denim jacket

3. A cozy oversized cardigan paired with a dark blue crop top and matching leggings creates a comfortable and stylish fall outfit.

The black ankle cowboy boots add a touch of rugged charm to the ensemble.

Accessorize with a delicate necklace and some stacked rings.

a woman wears black cowboy boots, navy leggings, a black top and a cardigan

4. For a chic and sophisticated look, pair a gray coat with green skinny pants and black ankle cowboy boots.

This outfit is perfect for a day in the city or a dinner date. A black turtleneck underneath adds warmth and elegance.

a woman wears black cowboy boots, leggings and a grey coat

5. A black dress paired with bold tights and black ankle cowboy boots creates a stunning and unique fall outfit.

This look is perfect for a night out or a special occasion. The tights add a touch of glamour, while the black boots keep it grounded.

a woman wears black cowboy boots, leggings and a black dress

6. Combine a chunky cable knit sweater with black leather pants and black ankle cowboy boots for a trendy and warm fall outfit.

The leather pants add an edgy vibe, while the cozy sweater keeps it comfortable. Add statement earrings to complete the outfit.

a woman wears black cowboy boots, leather leggings and a white sweater

7. Create a polished and professional look with a dark blue blazer, white blouse, and cropped trousers.

Pair this with black ankle cowboy boots for a stylish twist on a classic outfit.

Keep accessories minimal with a watch and a simple belt.

a woman wears black ankle cowboy boots, a white shirt, a navy blazer and beige pants

8. For a cozy and casual fall look, pair a chunky gray cardigan with black skinny jeans and black ankle cowboy boots.

The oversized cardigan provides warmth and comfort, while the black jeans and boots add a sleek touch.

Keep accessories minimal with a simple ring or bracelet.

A woman wears black ankle cowboy boots with sweater and cardigan

9. An oversized cardigan layered over a black top and black leggings creates a relaxed yet stylish fall outfit.

Black ankle cowboy boots add a rugged charm to the ensemble.

Accessorize with a choker necklace and some stackable rings.

A woman wears black ankle cowboy boots with black top and long chunky cardigan

10. Combine a cream cable knit sweater with black leather leggings for a trendy and warm fall outfit.

The black ankle cowboy boots add a touch of edginess, making it perfect for a day out in the countryside or a casual evening event.

Accessorize with a pair of stud earrings and a cozy scarf.

A woman wears black ankle cowboy boots with a chunky sweater

11. A plaid skirt paired with a chunky knit sweater and black ankle cowboy boots creates a classic fall look.

This outfit is perfect for a day out in the city or a visit to a pumpkin patch.

The combination of the plaid pattern and the knit sweater adds texture and interest to the outfit. Finish the look with a simple necklace and a cozy scarf.

A woman wears black ankle cowboy boots with a sweater and plaid skirt

12. For a pop of fall color, pair a rust-colored skirt with a green sweater and black ankle cowboy boots.

The contrast between the warm rust skirt and the cool green sweater creates a visually appealing look.

A woman wears black ankle cowboy boots with a red skirt and a green sweater

13. A gingham dress paired with a denim jacket and black ankle cowboy boots makes for a cute and casual fall outfit.

This look is perfect for a day at the farmers market or a casual brunch. The denim jacket adds a laid-back vibe, while the black boots add a touch of edge.

Finish the look with a pair of hoop earrings and a crossbody bag.

A woman wears black ankle cowboy boots with a plaid dress and a denim jacket

14. Combine a floral dress with a black leather jacket and black ankle cowboy boots for an edgy yet feminine fall look.

The leather jacket adds a touch of toughness, while the floral dress keeps it soft and pretty.

Accessorize with a pair of statement earrings and a bold lip color.

A woman wears black ankle cowboy boots with a green floral dress and a biker jacket

15. A floral maxi dress with a deep burgundy hue paired with black ankle cowboy boots creates a stunning fall outfit.

The off-the-shoulder design and the slit add a touch of elegance and femininity.

Add a black wide-brim hat to complete the boho-chic look. This outfit is perfect for a fall photoshoot or a romantic date.

A woman wears black ankle cowboy boots with a floral dress and a black hat

16. For a playful yet cozy fall look, pair a navy polka dot dress with a gray cardigan and black ankle cowboy boots.

The cardigan adds warmth and a touch of casual charm, while the boots provide a stylish contrast.

Accessorize with a simple necklace and some small hoop earrings.

A woman wears black ankle cowboy boots with a dotted black dress and a grey cardigan

17. Create a classic fall look with a black turtleneck tucked into a burgundy pleated skirt, paired with black ankle cowboy boots.

This outfit is perfect for a day at the office or a dinner date. The combination of the fitted turtleneck and the flowy skirt creates a balanced silhouette.

A woman wears black ankle cowboy boots with a black fitted turtleneck and a red skirt