The Best Shoes To Wear With Sweater Dresses + Chic Outfit Ideas

Wondering how to wear a sweater dress, or what shoes to wear with sweater dresses? Learn all about the best shoes to wear with a sweater dress and see 14+ stylish looks you’ll love for 2023!

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Woman wearing a sweater dress and over the knee boots

get the look:

Originally published July 2022, Updated August 2023

The Best Shoes to Wear with Sweater Dresses

Sweater dresses are great transition pieces to have in your closet, as they can be worn in the fall, winter and early spring. The only thing you’ll need to adjust depending on the occasion or season is your shoes!

Switching up your footwear can take your spring sweater dress to winter in no time. And luckily, there are many different shoes that look stylish with a sweater dress. From sandals to sneakers to knee-high boots, we have the perfect way to style your favorite shoes with your favorite sweater dresses from season to season. 

Woman wearing a sweater dress and combat boots.

get the look:

How do you wear a sweater dress in the fall?

For fall outfits, we recommend sticking with the classics. In the warmer days of early fall, pair a sweater dress sandals, mules, or ballet flats. And, when the chill starts to hit, transition to sneakers, chunky loafers, ankle boots, or tall boots. In any case, opt for heels to elevate your sweater dress for dinner or a night out. 

How To Wear A Sweater Dress with Different Shoes

See our fave chic fall sweater dress outfit ideas below for inspiration!

1. Sweater Dress with Sandals

get the look:

A sweater dress with sandals might sound odd, but this look can be very chic, especially on warm days in September! Stay away from flip flop style sandals, and opt for a slide style instead.

A midi sweater dress works well for this look, as it extends the line of your body, even when wearing flats. Roll your sleeves up during the warmer part of the day, and roll them down as the night falls.

This is a perfect outfit for the transitional weather from summer to fall. 

2. Sweater Dress with Mules or Slip-ons

woman wearing a long ivory sweater dress with black mules

get the look:

Want footwear with a little more coverage than sandals? Simple slip-on flats or mules are a great alternative!

Leather flats have a chic feel in the autumn with the closed toe. And if you opt for mules, they are a great option for warmer fall weather because of their open back. It’s the best of both worlds!

Midi sweater dresses pair well with flats. Make sure to choose a lighter, knit sweater dress when recreating this look. You’ll still have that comfy fall feel, without getting too warm.

3. Sweater Dress with Trainer Sneakers

get the look:

Trainers are good anytime and anywhere, and styled the right way, they can look super chic! Just as the sneaker and sundress trend continues to take over the fashion world in the summer, so does the sneaker and sweater dress trend for fall. 

Any sneakers will do, but we especially love a chunky trainer moment, or a classic pair of white leather sneakers. Pair a simple black or ivory sweater dress with your favorite pair of trainers for a casual and sporty look.

Add a long trench coat for an extra layer of warmth or coverage on a rainy day.

4. Sweater Dress with Loafers

Woman wearing a sweater dress and loafers.

get the look:

Loafers scream high-fashion. This fall, you’ll see loafers on every influencer, model and runway.

They’re a nod to men’s fashion, and are intended to be paired with more feminine pieces. Additionally, they pair perfectly with sweater dresses for an office or daytime look.

Long, knit sweater dresses compliment loafers for a chic, cozy look. 

5. Sweater Dress with Heels

Woman wearing a sweater dress and chunky heels

get the look:

Heels elevate any outfit, including sweater dresses. You can wear any heel with a sweater dress, but we prefer chunky block heels.

An a-line midi dress is the perfect sweater dress to pair with block heels for work, dinner or drinks. This versatile look can be taken from day to night and fall to winter.

A sweater dress and block heels are perfect staples to include in your capsule for fall for fall!

6. Sweater Dress with Ballet Flats

woman wearing a long cream sweater dress with black ballet flats and a black bag

get the look:

Add a chic and feminine touch to your sweater dress outfit with ballet flats. These shoes are stylish but still comfortable enough to spend the day in, making them a great choice for anything from a coffee date to running errands to strolling through a farmers’ market. 

We love the combo of black ballet flats with a striped black and white sweater. It creates a cohesive look that is simple but elegant – plus, it has a cozy vibe that’s so fitting for fall and winter. 

7. Sweater Dress with Heeled Sandals

woman wearing a long baby pink sweater dress with white heeled sandals

get the look:

This sweater dress and heel combo is gorgeous and another great choice for a feminine look. The pink sweater dress is perfect for adding a girly touch, and the strappy heels are chic and playful. Plus, heels are excellent for adding a classy touch to any ensemble. 

We love this outfit for a cool-weather date night look. Finish this ensemble with a sleek handbag and gold earrings for a pretty and polished outfit to wear on your night out!

8. Sweater Dresses with Tall Heeled Boots

woman wearing a beige short sweater dress with black knee-high heeled boots

get the look:

Wearing a sweater dress with boots that are knee-high will easily keep you warm and transition your wardrobe easily from fall to winter. 

For early winter, you can opt for ankle boots, combat boots or booties. And, in the later winter months, we recommend pairing your sweater dress with knee boots or thigh-high boots for extra warmth. 

9. Sweater Dress with Combat Boots

woman wearing a short sleeve midi black sweater dress with black combat boots

get the look:

Combat boots are for the ultimate cool girl. They’re edgy, perfect for fall and make you stand out. We love this short-sleeved sweater dress with combat boots for September weather. 

Or, pair a short, chunky sweater dress with black tights and you’ve got an outfit that will keep you warm and chic all at the same time. Throw on a wool coat or oversized black leather jacket to finish the look. 

How do you wear a sweater dress in the winter?

In the winter, the perfect way to style a sweater dress is with a sleek pair of boots. Simply put, boots of all styles and sweater dresses are a match made in heaven.

Try ankle boots, knee-high boots, over-the-knee boots, glove boots, slouchy boots, western boots, or combat boots for an edgy look. Whether you’re wearing a midi dress, mini dress or maxi dress, there is a boot for you! 

10. Sweater Dress with Knee-High Suede Boots

get the look:

Knee-high suede boots are a classic choice when it comes to styling sweater dresses. They’re fun, feminine and sexy, and perfect for the fall season.

If you’re wanting to be extra warm, pair your knee high boots with a midi or maxi dress. On the other hand, if you want to show off the boots, opt for a mini sweater dress.

11. Sweater Dress with Lug Boots

woman wearing a leather jacket over a long taupe knit sweater dress with black lug boots

get the look:

Lug boots are also a great choice when it comes to styling sweater dresses. Opt for a chunky lug boot or go for sleeker Chelsea boots. This season, we are definitely hopping on the lug boot trend!

Pair your favorite midi sweater dress with a pair of chunky mid-calf boots for an edgier vibe. Lug boots are perfect for the girls who aren’t quite ready for combat boots, but still want to create a cool look.

12. Sweater Dress with Ankle Booties

Woman wearing a sweater dress and heeled booties

get the look:

The most effortless shoe to wear with a sweater dress; ankle booties! Booties are an extremely versatile shoe that can be worn with skirts, jeans, shorts and sweater dresses.

You can opt for a flat bootie or a heeled bootie. Our advice: go for the heel! Heeled booties dress up any look, especially sweater dresses. Additionally, they work with any length of sweater dress.

The combination of a cozy sweater dress and a sexy heel is our go-to fall and winter look. You’ll love it too!

13. Sweater Dress with Slouchy Boots

Woman wearing a sweater dress and knee high boots.

get the look:

This is a super chic way to wear a sweater dress that is definitely not seen enough. We love a leather or suede slouchy boot with a midi or maxi length sweater dress. 

The look is elevated and definitely has a high-fashion appeal. Slouchy boots are often seen worn over pants or leggings, but with a sweater dress is a great way to wear them for an unexpected look. 

14. Sweater Dress with Glove/Sock Boots

woman wearing black midi sweater dress with black glove boots

get the look:

When it comes to what shoes to wear with sweater dresses, ankle sock boots are a top choice.

This all-black look has a bold and edgy feel to it. The figure-hugging sweater dress is sexy yet refined, and the heeled sock boots are the perfect shoes to pair with it. 

You can rock this sleek and sophisticated look just about anywhere, but if you plan to spend any time outside, opt for sock boots with a wider heel. 

15. Sweater Dress with Western Boots

get the look:

And last but not least – cowgirl boots!

You can’t go wrong adding a little country style to your outfits with Western boots. These shoes are great if you’ll be on your feet a lot, and they add that Western flair in a chic and subtle way. 

We love that you can create a playful look with cowgirl boots, and you rock anything from black to brown to bright pink shoes to perfectly match the aesthetic of your outfit!

Final Notes

As you have seen, there are a ton of great shoes to wear with sweater dresses. Whether you choose casual sneakers, polished loafers, classic booties, or eye-catching knee-high boots, your sweater dress style is sure to turn heads.

Choose your top two looks from the post and try recreating them for yourself this season! Also, don’t forget to pin your favorite outfits as well!  


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