The Best Shoes To Wear With Sweater Dresses + 20 Chic Outfits (2024)

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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The Best Shoes To Wear With Sweater Dresses + 20 Chic Outfits (1)

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The Best Shoes To Wear With Sweater Dresses + 20 Chic Outfits (2)

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.

The Best Shoes To Wear With Sweater Dresses + 20 Chic Outfits (3)

get the look:

The Best Shoes To Wear With Sweater Dresses + 20 Chic Outfits (4)

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

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The Best Shoes To Wear With Sweater Dresses + 20 Chic Outfits (7)

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

The Best Shoes To Wear With Sweater Dresses + 20 Chic Outfits (8)

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The Best Shoes To Wear With Sweater Dresses + 20 Chic Outfits (9)

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

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

The Best Shoes To Wear With Sweater Dresses + 20 Chic Outfits (13)

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The Best Shoes To Wear With Sweater Dresses + 20 Chic Outfits (14)

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

The Best Shoes To Wear With Sweater Dresses + 20 Chic Outfits (15)

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The Best Shoes To Wear With Sweater Dresses + 20 Chic Outfits (16)

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

The Best Shoes To Wear With Sweater Dresses + 20 Chic Outfits (17)

get the look:

The Best Shoes To Wear With Sweater Dresses + 20 Chic Outfits (18)

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

The Best Shoes To Wear With Sweater Dresses + 20 Chic Outfits (19)

get the look:

The Best Shoes To Wear With Sweater Dresses + 20 Chic Outfits (20)

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

The Best Shoes To Wear With Sweater Dresses + 20 Chic Outfits (21)

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

The Best Shoes To Wear With Sweater Dresses + 20 Chic Outfits (23)

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The Best Shoes To Wear With Sweater Dresses + 20 Chic Outfits (24)

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

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The Best Shoes To Wear With Sweater Dresses + 20 Chic Outfits (25)

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

The Best Shoes To Wear With Sweater Dresses + 20 Chic Outfits (26)

get the look:

The Best Shoes To Wear With Sweater Dresses + 20 Chic Outfits (27)

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

The Best Shoes To Wear With Sweater Dresses + 20 Chic Outfits (28)

get the look:

The Best Shoes To Wear With Sweater Dresses + 20 Chic Outfits (29)

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

The Best Shoes To Wear With Sweater Dresses + 20 Chic Outfits (30)

get the look:

The Best Shoes To Wear With Sweater Dresses + 20 Chic Outfits (31)

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

The Best Shoes To Wear With Sweater Dresses + 20 Chic Outfits (32)

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The Best Shoes To Wear With Sweater Dresses + 20 Chic Outfits (33)

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:

The Best Shoes To Wear With Sweater Dresses + 20 Chic Outfits (36)

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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The Best Shoes To Wear With Sweater Dresses + 20 Chic Outfits (2024)

FAQs

How do you make a classy sweater dress? ›

Try pairing your sweater dress with moto boots for a cool, contrasting look with both feminine and masculine styles. In the spring, this sweater dress could be layered with a trench coat and flats for an easy and elegant everyday outfit.

How do you wear a sweater dress? ›

The easiest way to wear a sweater over a dress is to either put a belt on around your waist and tuck the sweater into it all around, or simply just tuck the ends of it in your bra so that it hangs down.

How can I look stylish in a sweater? ›

For a casual look, pair your sweater with your favorite jeans or fleece-lined leggings. Top it off with a bright scarf or an on-trend hat to add personality to your outfit. Whether you're strolling through the park or hanging out at a local cafe, your sweater will keep you looking stylish.

Can a sweater dress be dressy? ›

Yes, sweater dresses can be suitable for formal occasions depending on their design, fabric, and how you style them. Opt for sweater dresses made from luxurious materials like cashmere or fine knit with elegant details. Choose darker or rich colors for a more formal vibe.

What do you wear with a sweater dress on your legs? ›

Mini sweater dresses fall around the mid-thigh, exposing most of the legs. Stay warm in cold weather by wearing your minidress with knee-high or thigh-high boots and a pair of tights or black leggings. Opt for a pair of black suede or faux-leather boots, as these materials match well with knitted fabrics.

Are sweater dresses in style 2024? ›

The transition into Fall 2024 heralds a renewed interest in iconic fashion pieces, and prominently standing out among them is the versatile knit dress.

Can you wear sneakers with a sweater dress? ›

Wearing a sweater dress with sneakers is the perfect combination to look dressed up, but not too much.

How do you make a sweater look flattering? ›

Try layering.

Add warmth to your sweater outfit with a couple of chic layers. Style a chunky knit cardigan over a fitted, long-sleeved dress. Layer a cashmere V-neck over a T-shirt or button-down. Wear a suede or faux fur vest over a slouchy sweater for a trendy look.

When can you wear a sweater dress? ›

Cozy, comfy and totally versatile, I love having a few sweater dresses on rotation each Fall. I also tend to pull some of them back out in the Springtime when the weather begins to warm up again and I pair them with a denim jacket or one of my favorite trench coats.

What season should I wear a sweater dress? ›

Most people think that oversized sweaters must be saved exclusively for when you want to get cozy during the fall and winter, but that's not the case! You can easily make your oversized sweater work in the summer if it's long enough! If it's long enough, wear it as a sweater dress during the summer!

What is a sweater dress? ›

: a knitted or crocheted dress.

What goes well with sweaters? ›

Crewneck sweaters go with everything – jeans, trousers, chinos, a blazer, a jean jacket, a shirt and tie.

How can I look attractive and stylish? ›

How to Be Stylish
  1. Wear clothes that flatter your body type.
  2. Stick to classic cuts.
  3. Choose muted, neutral colors and bold accents.
  4. Avoid busy prints and textures.
  5. Buy strategically.
  6. Create an interchangeable collection.
  7. Take care of your clothes.
  8. Get items tailored.

How can I look more stylish and attractive? ›

A stylish look always starts with good grooming. Radiant healthy skin, neatly trimmed and polished nails, clean, shiny hair and a healthy haircut. With this, even a $5 t-shirt will look great. Good grooming doesn't have to mean expensive facials and manicures.

What do you wear with a sweater dress in the winter? ›

Sweater dresses pair wonderfully with all kinds of boots. Knee-high and over-the-knee boots offer a chic, sleek appearance, while ankle boots can give a more casual vibe. In the winter months, pair with insulated boots for warmth and style.

Can you wear ankle boots with a sweater dress? ›

Sweater dresses are not only comfortable but also offer a stylish option for various occasions. When combined with the right ankle boots, they can create effortlessly chic looks that showcase your fashion sense. Whether you're aiming for a classic, boho, edgy, or casual vibe, we've got you covered.

How do you wear a sweater dress in the summer? ›

Add a Leather Jacket

You could take the simplest sweater dress you own and love to wear during the fall months and turn it into the chicest summer look simply by adding a leather jacket. It adds a rougher touch to a simple outfit, especially when paired with aviators and beach-tousled hair!

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