19 Cute Fall Outfits with Skirts and Boots for 2024

|

This post may contain affiliate links, which means I may earn a commission if you decide to make a purchase through our links, at no cost to you. You may view the disclosure here.

Sharing is caring!

fall outfits with skirts and boots by Very Easy Makeup

Fall Outfits with Skirts and Boots

Fall is a GREAT time to pull out your favorite loungewear outfits, fuzzy and warm sweaters, cute booties, and sweater dresses.

Fall is also a GREAT time to start wearing cute skirts with boots and tights.

If you are searching for cute fall outfits with skirts and boots, check out these fall outfit ideas with skirts for teens and women.

Easy to Copy Fall Outfits with Skirts and Boots

You can buy all of these fall outfits on Amazon and Pink Lily with just a few clicks. Talk about easy!

You'll find fall outfits with skirts and knee-high boots, fall outfits with skirts and tights, and fall outfits with skirts and Doc Marten boots.  

1. Sweater + Plaid Skirt + Over the Knee Boots

cute fall outfit with plaid skirt and knee high boots
So Pretty and Stylish in Light Pink

View Similar Skirt on Lulus

There’s just something about a cozy sweater with a plaid skirt and over-the-knee boots that is so sexy and cute!! This fall outfit is one of my favorites!

2. Mini A-Line Skirt + Tights + Ankle Boots

stylish fall outfit with skirt, tights, and brown boots for women
So Stylish with Tights and Brown Boots

View Skirt on Amazon

This fall outfit with a skirt is so, so cute!! Tights are perfect for wearing under a mini skirt, especially when it is chilly outfit! 

Copy this Fall Outfit with Ankle Booties

Urban CoCo Women's Basic Versatile Stretchy Flared Casual Mini Skater Skirt

3. Corduroy Dress + Doc Martens Boots

fall outfit with overalls, skirt, and Doc Martens Boots
Stylish AND Cute!

View Corduroy Dresses on Amazon

Okay...this fall outfit technically doesn't have a skirt, but it was too cute to leave off this list! 

4. Sweater +Coudoroy Skirt + Boots 

cute fall outfit with skirt, tights, black boots, and sweater
So Cute with a Brown Skirt!

View Skirt on Amazon

This fall outfit with a skirt and boots is so cute! Sheer, black tights vs. opaque black tights make this fall outfit flirty and fun!

5. Leopard Print Skirt + Doc Martens Boots

fall outfit with leopard print midi skirt and Doc Martens Boots
Photo by Styleholic

View Skirt on Amazon

I absolutely LOVE leopard print skirts! This chic outfit with a leopard print skirt and Doc Martens is perfect for fall. Throw on an oversized sweater to complete the look.

6. Plaid Skirt + Grey Knee High Boots

fall outfit with plaid skirt and grey knee high boots
So Stylish for Fall (or Spring Too!)

View Similar Skirt on Amazon

This is such a stylish weekend fall outfit! I love outfits with over-the-knee boots, especially for fall.

7. Pink Skirt + Black Blouse + Over the Knee Boots

sexy fall outfit with a pink skirt, tights, and knee high boots
Perfect for a Date!

View Skirt on Amazon

This is one of my favorite sexy and classy fall outfit ideas. This fall outfit with a skirt and boots is perfect for date night! 

8. Sweater + Leather Skirt + Brown Ankle Boots

simple fall outfit with brown skirt, boots, and yellow sweater
Photo by @styloly

View Similar Skirt on Amazon

This fall outfit idea is so cozy and stylish! It's so simple too! Brown and orange are perfect colors for fall too.

9. Skirt + Basic T-Shirts + Cardigan + Knee High Boots

cozy and casual fall outfit with skirt and knee high boots
Photo by stylishme

View Similar Skirt on Amazon

This fall outfit with a faux suede skirt is classy and cozy all at the same time!

10. Black Skirt + Cardigan + Scarf + Boots

fall outfit with black boots, tights, and leather black skirt
Photo by byannablog.com

View Similar Cardigan on Amazon

An oversized, cozy sweater makes this cute fall outfit so cute! Your boyfriend (or potential boyfriend!) won't be able to keep his hands off you in something so soft-looking! 

11. Shacket + Suede Skirt + Turtleneck + Boots

Cute Outfit Ideas
Jacket: Sizes XS to 3X-Large

View on Pink Lily

Plaid coats and suede skirts are perfect for cool fall days. I absolutely LOVE this fall outfit with a skirt and boots from Pink Lily!

12. Plaid Skirt + Leather Jacket + Boots

Cute Fall Outfit with Plaid Skirt and Boots
Get the Complete Outfit Online!

View on Pink Lily

Plaid skirts are IN for fall. And you can never go wrong with a leather jacket. So chic!

13. Suede Skirt + Turtleneck + White Booties

Fall Outfit with a Skirt, Boots, and, and Turtleneck
Sweater: Sizes XS to 2XL

View on Pink Lily

A mini skirt paired with a turtleneck is a flirty and classy fall outfit idea.

14. Skirt + Trench Coat + Boots

fall outfit with trench coat
Image via Amazon

View Skirt on Amazon

Get this fall outfit with boots: Faux Suede Skirt | White Top | Trench Coat | White Boots

A trench coat is an instant way to make any fall outfit look classy and chic!

15. Plaid Skirt + White Boots + Hat

plus size fall outfit with plaid skirt
Image via Amazon

View Boots on Amazon

White boots are an easy way to make any fall outfit really pop!

Get this fall outfit: White Boots | Brown Sweater | Fedora Hat

16. Plaid Skirt + Sweater + Brown Boots

fall outfit with plaid skirt and boots
Image via Amazon

View Skirt on Amazon

Pairing a plaid skirt with boots and a sweater is a quick and easy fall outfit! Plus, Amazon makes it easy to put together an affordable fall outfit with a skirt and boots!

Get this complete fall outfit: Plaid Skirt | Sweater | Boots

17. White Dress +  Boots + Coat

white dress outfit with boots
Image via Amazon

View Dress on Amazon

Pairing a white dress with cream boots is such a classy outfit idea! This fall outfit would be perfect as a holiday outfit or as a Christmas outfit for women too!

Get this fall outfit with cream boots: White Dress | Beige Cardigan | Suede Knee High Boots | Quilted Crossbody Bag

18. Leopard Print Skirt with a Basic T-Shirt and Ankle Boots

Leopard print skirt to wear with booties for fall outfits
Maxi Leopard Print Skirt from Amazon

Copy this Fall Outfit with Ankle Boots

CHARTOU Womens Chic Elastic High Waisted A Line Leopard Print Pleated Shirring Midi-Long Skirt

FAQs About Styling Booties with Dresses and Skirts

Styling booties with dresses and skirts is a fun and fashionable way to step up your fall wardrobe. Here are some FAQs you may have about how to rock this look:

What color dresses should I wear with black booties?

Black booties are versatile and can go with almost any dress color. However, pairing black booties with a neutral-colored dress like beige, gray, or navy blue can create a chic and classic look.

For a bolder choice, try a bright red or mustard-colored dress with your black booties for a pop of color.

What color dresses should I wear with brown booties?

Brown booties pair well with earthy tones, like olive green, burgundy, and mustard yellow. You can also try wearing them with a light blue or denim dress for more casual outfits.

Are leather booties or suede booties better for fall outfits?

Leather and suede booties are great for fall outfits but have different styles. Leather booties are more durable and can be dressed up or down, while suede booties have a softer look and are perfect for a cozy and comfortable outfit.

What is a bootie exactly?

A bootie is a type of shoe that covers the foot and ankle, but not the lower leg. Booties have short heels and can come in various materials like leather or suede.

Can I wear white booties in the fall?

Yes, you can! White booties can add a fresh and trendy touch to your fall outfits. Pair them with a neutral-colored dress or skirt, or try them with a bold print for a statement look.

 

10 Best Booties to Wear with Dresses

The best booties to wear with dresses and skirts for fall 2020 by Very Easy Makeup
The Best Booties to Wear with Dresses and Skirts

Here are the 10 best booties to wear with dresses for spring, summer, fall, and winter. 

1. The Most COMFORTABLE Booties to Wear with Skirts –  Anne Klein Javen Ankle Bootie  

Anne Klein Javen Ankle Bootie_comfortable leather ankle bootie to wear with skirts
Anne Klein Ankle Bootie to Wear with Skirts

View on Amazon

I own these Anne Klein booties in black leather and brown suede.

I love pairing black booties with a short black skirt and an oversize sweater. It’s my favorite going-out outfit!

2. The Cutest Booties to Wear with a Dress on a Date – PiePieBuy Chelsea Pump Ankle Boots

Chelsea Pump Ankle Booties in light pink and peach and suede to wear on a date with a dress this fall
Cute Suede Ankle Booties with Bow in Light Pink/Peach

View on Amazon

These booties also look super cute with leggings!

the best suede booties to wear with leggings or dresses for fall fashion and fall outfits
Cute Suede Booties from Amazon to Wear with Leggings and Skinny Jeans

View on Amazon

3. Best Booties to Wear with Dresses with Buckle Strap – mysoft Zipper Bootie

brown mysoft zipper booties to wear with skirts with buckle strap
mysoft Zipper Bootie Chunky Stacked Heel Ankle Boots

View on Amazon

These booties also look great with skirts.
mysoft zipper booties in black to wear with skirts and dresses
Perfect for Wearing with Skirts and Dresses

View on Amazon

4. The Best Booties with a Low Heel – VEPOSE Ankle Boots

VEPOSE Women's Ankle Boots Low Heels Chunky Cutout Booties Perforated Western Shoes
VEPOSE Women's Ankle Boots

View on Amazon

5. The Best Booties to Wear with Dresses on a Date – White Snakeskin Booties  

Kathemoi Womens White Snakeskin Ankle Boots_Chunky Stacked Mid Heel Booties to wear with short dresses on a date
Sexy White Snakeskin Ankle Boots for Wearing with Dresses

View on Amazon

white snakeskin booties for fall to wear with skinny jeans or leggings online from Amazon to buy
White Snakeskin Ankle Boots with Jeans

View on Amazon

RELATED:

The Best Snakeskin Booties

6. Best Black and White Snakeskin Booties: WETKISS Snakeskin Booties

black and white snakeskin booties with comfortable heel by wetkiss to wear with mini skirts and tight jeans
Black and White Snakeskin Booties for Spring, Summer, Fall, or Winter!

View on Amazon

black and white snakeskin booties to wear with skinny jeans for fall and winter fall fashion outfits
Fashionable Black and White Snakeskin Booties (Under $50 Too!)

View on Amazon

7. The Most Classic Brown or Black Boots for Work Dresses – Sam Edelman Walden Booties

Sam Edelman black suede Walden bootie to wear with work skirts for fall
Sam Edelman Black Suede Walden Booties from Amazon

View on Amazon

Sam Edelman black leather Walden bootie with low heel to wear with skinny jeans
Sam Edelman Short Leather Boots with Skinny Jeans

View on Amazon

8. The Best Black Booties with Lace to Wear with Dresses – Chicago Chunk Heel Ankle Booties

sexy black booties and black boots to wear with dresses and ankle bootie to wear with skirts and tights
Leather Boots with Lace/Tie for Outfits with Skirts and Tights

View on Amazon

sexy lace and tie up boots with zipper and lace in light brown from Amazon
Brown Booties with Sexy Lace on Side and Zipper

View on Amazon

9. The Best Warm Booties to Wear with Tights and Dresses – Comfy Moda Winter Boots

Comfy Moda winter, lined, fur, dressy boots to wear in snow as ankle booties that work for work skirts and winter professional outfits
Warm Ankle Booties for Winter and Skirts

View on Amazon

10. The Best Leopard Print Booties to Pair with Dresses – Kenneth Cole Reaction Ankle Boot

the best leopard print ankle booties to wear with skirts and dresses by Kenneth Cole Reaction
Kenneth Cole Leopard Print Booties

View on Amazon

Summary

In conclusion, there are so many ways to style a skirt with boots for fall! My go-to outfit is to pair a simple black skirt with tights, brown or black ankle boots, and a tank top with a leather jacket. What's your favorite fall outfit with a skirt and boots? Please leave a comment below. I love getting style ideas from my readers! 

More Fall Outfit Ideas

Sweater Dress Outfit Ideas for Fall

Fall Outfits with Thigh High Boots

Fall Outfits with Over the Knee Boots

Fall Business Casual Outfits (inspired by Stitch Fix!)

Explore All Fall Outfit Ideas

 

10 Fall Outfits with Skirts and Boots by Very Easy Makeup
10 Fall Outfits with Skirts and Boots by Very Easy Makeup

Similar Posts

Leave a Reply

Your email address will not be published. Required fields are marked *