15 Best Shoes To Wear With A Sweater Dress

There’s something about a sweater dress that just gets it. It’s like the best kind of fashion shortcut; comfortable, effortless, and somehow always cute. Whether it’s an oversized cable knit or a sleek, body-hugging ribbed version, a sweater dress is one of the most versatile fashion pieces.

Think of the sweater dress as fall’s answer to the classic white tee; simple, stylish, and incredibly easy to wear. It’s one of those fashion pieces you can throw on and instantly feel pulled together, whether you’re layering it up for colder days or keeping it light when the weather’s still playing nice.

A good sweater dress is basically a full outfit in one. Once it’s on, you’re already halfway done with getting dressed.

While we often link sweater dresses to chilly winter months, they’re way more versatile than they get credit for. From chunky knits in the fall to breezier styles that can carry you into spring and even those cool summer nights, there’s a version for every season.

So whether you’re looking to switch things up this season or you just need a little inspo to break out of your boot rut, I’ve got you covered.

Keep scrolling as i walk you through the best shoes to wear with a sweater dress, your wardrobe will thank you.

Best Shoes to Wear With A Sweater Dress

Out of all the ways you can switch up a sweater dress, swapping out your shoes might just have the biggest impact. It’s the easiest styling trick in the book, no need for a full outfit overhaul.

The truth is, almost any shoe can technically work with a sweater dress, but if we’re being real, some pairings just hit better than others.

Let’s take a look at our options.

1. Knee-High Boots

shoes to wear with sweater dress
Image Source: Pinterest

Knee-high boots and sweater dresses are a timeless combo. They work beautifully with both fitted and oversized sweater dresses, especially when you want a little warmth and polish.

Opt for leather for a sleek, classic vibe, or suede for something softer. Add a belt or long coat, and you’ve got yourself a clean, elevated fall look.

2. Ankle Boots

shoes to wear with sweater dress
Image Source: Pinterest

Ankle boots are the true MVP when it comes to styling sweater dresses. They’re versatile, easy to wear, and look great with everything from minis to maxis. Choose pointed-toe boots for a sharper, more refined vibe, or go with a chunky block heel for all-day comfort.

They’re especially cute with a little peek of sock showing or layered tights. Ankle boots are also perfect for transitional weather, cozy enough for fall, but not too heavy.

3. Combat Boots

shoes to wear with sweater dress
Image Source: Pinterest

Combat boots bring a cool, edgy contrast to the softness of a sweater dress. They give your outfit a slightly rebellious twist, which is great when you want to add personality. This look pairs especially well with oversized or distressed sweater dresses.

Want to go all in? Layer with a leather jacket or oversized coat. Whether you’re walking through city streets or heading to a casual hangout, combat boots make your dress feel instantly cooler.

4. Chelsea Boots

shoes to wear with sweater dress
Image Source: Pinterest

With their sleek silhouette and stretchy side panels, they balance structure and comfort perfectly. Wear them with a mid-length or shorter sweater dress, and don’t be afraid to play with patterns or textures.

Chunky platform versions give off a trendier vibe, while classic leather styles keep it timeless. They’re ideal for everyday wear, especially when you want to look good without doing too much.

5. Over-the-Knee Boots

shoes to wear with sweater dress
Image Source: Pinterest

Over-the-knee boots are a bold, fashion-forward way to style a sweater dress, especially shorter ones. They offer warmth, drama, and a little bit of sass, making them a perfect choice for date nights or events.

Look for fitted styles that hug your legs without slipping down. You can keep it classic with neutrals or go full glam with statement boots. Either way, they create a flattering silhouette that makes your legs look miles long.

6. Sneakers

shoes to wear with sweater dress
Image Source: Pinterest

Sneakers are the ultimate way to dress down a sweater dress while still looking fresh and on-trend. Whether you choose crisp white sneakers or chunky dad sneakers, they give your outfit a sporty, relaxed vibe that’s perfect for running errands, meeting friends, or just keeping things comfy.

Pair them with an oversized sweater dress and a denim jacket for a street-style-approved look. Add sunglasses and a crossbody bag to seal the cool-without-trying aesthetic.

7. Lug-Sole Boots

shoes to wear with sweater dress
Image Source: Pinterest

Lug-sole boots are chunky, rugged, and totally in right now. They add a tough, edgy touch to your sweater dress, especially oversized or ribbed knits. The thick sole also gives you height without compromising comfort.

These boots shine when paired with textured tights or high socks. Throw on a puffer or trench coat to complete the look. Lug soles are a go-to if you want to look trendy and weather-ready at the same time.

8. Heeled Booties

shoes to wear with sweater dress
Image Source: Pinterest

Heeled booties are your sweater dress’s best friend when you want to elevate your outfit without going full glam. They give you a boost in height while keeping things practical.

Choose sleek leather or fun patterns like snakeskin or suede to add interest. Heeled booties are perfect for more polished settings like dinner plans, office days, or semi-formal events. They look great with midi sweater dresses and even better with a belted waistline.

9. Loafers

shoes to wear with sweater dress
Image Source: Pinterest

If you love a preppy or polished look, loafers are a great match for sweater dresses, especially mid or mini lengths. Classic leather loafers with a chunky sole or platform give you structure and style, while softer versions feel cozy and casual.

Wear them with socks, tights, or even bare legs on warmer days. This combo is perfect for work, school, or just channeling that “quiet luxury” aesthetic that’s been trending everywhere lately.

10. Ballet Flats

shoes to wear with sweater dress
Image Source: Pinterest

Ballet flats are feminine, classic, and super comfy, making them a great low-key option for styling a sweater dress. They bring a softness to chunkier or oversized knits and work especially well for spring or early fall outfits.

Go for a square toe or add embellishments if you want something less traditional.

Bonus: they’re easy to slip on and off, so they’re great for casual days when you still want to look put together.

11. Mules

shoes to wear with sweater dress
Image Source: Pinterest

Mules are that effortless in-between shoe casual enough for everyday wear but stylish enough to dress up a bit. Whether you go for flat or heeled versions, they pair beautifully with sweater dresses, especially midi lengths.

Slide into a sleek leather pair for a polished look or try something woven or textured for a more relaxed, artsy look. They’re perfect for transitional seasons and make you look like you tried (even if you didn’t).

12. Strappy Heels

shoes to wear with sweater dress
Image Source: Pinterest

Want to take your sweater dress into full glam territory? Strappy heels are the answer. They create a pretty contrast against the cozy, sometimes chunky look of a sweater dress, especially fitted or bodycon styles.

Perfect for dinner, parties, or any dressy event, strappy heels add elegance without being overpowering. Choose metallics or fun colors to stand out and throw on some layered jewelry to complete the look. Just like that, you’re ready to slay.

13. Slides

shoes to wear with sweater dress
Image Source: Pinterest

Slides are a warm-weather favorite and a great casual option for sweater dresses when it’s not quite boot season.

Minimalist leather slides or designer-inspired pairs can still feel elevated while keeping things chill. They’re perfect for a laid-back vibe, think beachy sweater dresses, lightweight knits, or even off-shoulder styles.

Add oversized sunnies, a tote bag, and you’ve nailed that cool summer-to-fall transition without breaking a sweat.

14. Platform Boots

shoes to wear with sweater dress
Image Source: Pinterest

Platform boots are bold, trendy, and a little bit playful. They add height, drama, and instant edge to your sweater dress outfit.

Pair them with a short sweater dress for major 90s vibes or go the high-fashion route with a sleek, mid-length knit.

They also balance out chunkier sweater dresses by keeping your proportions in check.

15. Western Boots

shoes to wear with sweater dress
Image Source: Pinterest

Western boots aren’t just for rodeos anymore, they’ve officially become a fashion girl staple. They add personality and flair to a sweater dress outfit, especially if you lean into the boho or vintage aesthetic.

Pair them with a slouchy sweater dress, maybe add a fringe bag or wide-brim hat, and you’ve got yourself a cool outfit.

Conclusion

Which of these looks will you be trying out? Let me know in the comments.

See you in the next one,

Yours stylishly!

Enjoy my content?

input your best email to get updated when we make new blog posts.

Success Clement
Success Clementhttps://stylishmay.com
I'm a fashion consultant and creative stylist by day, writer by night and this is my website. I love nature and trying out new dishes. My idea of fun is travelling and documenting every bit of it. I live in Nigeria, have a great cat named Lily, and i'm in love with plantain. That's me!

Related Stories

Discover

22 Short Spring Nails That Go Beyond Florals

Whoever said short nails can’t be fun clearly hasn’t seen what spring has...

8 Must-Have Spring Colors 2025

There’s something unarguably magical about how the fashion world seems to align each season,...

Iconic Celebrity 80s Outfits You Can Slay in 2025

If the 80s had a fashion motto, it would be: "Go big or go...

Tight Jeans? 8 Genius Tricks to Stretch Them Out

There’s nothing worse than slipping into your favorite pair of jeans only to find...

Not Too Hot, Not Too Cold: The Ultimate 50-Degree...

The art of transitional dressing is back in play, and with it comes the...

More is More: The Best Maximalist Outfit Trends to...

I’ve always leaned toward a more balanced approach when it comes to my personal...

Popular Categories

Enjoy my content?

input your best email to get updated when we make new blog posts.

Comments

LEAVE A REPLY

Please enter your comment!
Please enter your name here