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.
I love wearing skirts or dresses with tights and booties. If you have a GREAT pair of booties, you can really dress up any outfit!
Pairing booties with dresses is an easy and classy outfit idea...if you know the right booties to wear!
This guide with the best booties to wear with dresses includes:
- The Best Booties to Wear with Work Dresses and Skirts
- The Best Booties to Wear with Dresses on a Date
- The Cutest (and Affordable!) Leopard Print Booties to Pair with a Skirt
- The Sexiest Lace-Up Booties to Wear with a Dress
- The Best Booties for $50 with a Stable Heel
This post may contain affiliate links. View the disclosure here.
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
These booties also look great with skirts.
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:
The Best Snakeskin Booties
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
Outfits with Ankle Boots
Searching for a new dress or skirt to wear with your favorite pair of booties?
Here are outfit ideas on what to wear with ankle boots.
1. Tunic Dress with Booties
Get this Cute Outfit with Ankle Boots
2. Leopard Print Skirt with a Basic T-Shirt and Ankle Boots
Copy this Fall Outfit with Ankle Boots
3. Mini Skirt with Tights and Ankle Boots
Copy this Fall Outfit with Ankle Booties
4. Off the Shoulder Sweater with Jeans and Ankle Boots
Copy this 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.
Stitch Fix Inspired Booties for Fall Outfits
Fall is the perfect time to swap out your flip-flops and sandals for cute booties!
You can dress up any fall outfit by adding a stylish pair of leather booties, leopard print booties, or suede booties.
If you love the Stitch Fix ankle booties featured in the Stitch Fix fall outfits, check out these similar booties online.
These booties look similar to the Stitch Fix ankle booties featured in the fall Stitch Fix outfits.
The only difference is that these booties cost MUCH less. And…they get great reviews from customers on Amazon!
1. Grey Suede Booties with Block Heel – Similar to Stitch Fix Grey Booties
2. Snakeskin Booties for Stitch Fix Fall Outfits – Like the Stitch Fix Snakeskin Booties
3. Red Suede Booties with Block Heel – Alternative Option to the Stitch Fix Boots
4. Tan Suede Booties with Chunky Block Heel – Stylish Boots to Copy Stitch Fix Booties
5. Leopard Print Ankle Booties – Affordable Booties Under $50 for Fall Outfits
More Fall Outfit Ideas
Cargo Pants Outfits
Sweater Dress Outfit Ideas for Fall
Fall Outfits with Thigh High Boots
Explore All Fall Outfit Ideas
