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
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
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
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
3. Corduroy Dress + Doc Martens Boots
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
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
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
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
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
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
This fall outfit with a faux suede skirt is classy and cozy all at the same time!
10. Black Skirt + Cardigan + Scarf + Boots
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
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
Plaid skirts are IN for fall. And you can never go wrong with a leather jacket. So chic!
13. Suede Skirt + Turtleneck + White Booties
A mini skirt paired with a turtleneck is a flirty and classy fall outfit idea.
14. Skirt + Trench Coat + Boots
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
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
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
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
Copy this Fall Outfit with Ankle Boots
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
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
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
These booties also look super cute with leggings!
3. Best Booties to Wear with Dresses with Buckle Strap – mysoft Zipper Bootie
4. The Best Booties with a Low Heel – VEPOSE Ankle Boots
5. The Best Booties to Wear with Dresses on a Date – White Snakeskin Booties
RELATED:
6. Best Black and White Snakeskin Booties: WETKISS Snakeskin Booties
7. The Most Classic Brown or Black Boots for Work Dresses – Sam Edelman Walden Booties
8. The Best Black Booties with Lace to Wear with Dresses – Chicago Chunk Heel Ankle Booties
9. The Best Warm Booties to Wear with Tights and Dresses – Comfy Moda Winter Boots
10. The Best Leopard Print Booties to Pair with Dresses – Kenneth Cole Reaction Ankle Boot
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!)