What To Wear With Sock Boots This Fall: 10 Outfit Ideas

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Spice up your fall outfits with this season’s favorite: sock boots. If you’re facing trouble styling this shoe style, check out our guide to what to wear with sock boots for fall.

When fall comes around, it’s time for us to trade in our summer booties for something a little cozier. With that change in temperature comes the transition from flats and heels to sandals and ankle-length shoes, one of the options being sock boots.

And the best part? Sock boots are incredibly chic and versatile; all you need is an outfit that works well with them!

Black Balmain sock boots with stiletto heels
Get these black sock boots on Net-A-Porter

Though they are trendy at the moment, sock boots have been on the radar of the fashion industry for quite some time now. And every year, like clockwork, when temperatures drop, sock boots spring back into popularity. If you’ve yet to invest, now is your chance.

Ahead, we’ve rounded up our favorite elegant looks with this trendy boot that you can recreate this season.

What To Wear With Sock Boots

1. Sweater Dresses

There are few things in this world that are as cozy, chic, and feminine as a sweater dress.

Sweater dresses are a great option for those days when you need to look pulled together but don’t have time to get dressed up. They work with anything from ankle-length sock boots to knee-high sock boots and can be paired with a long coat for an office look, or worn as they come for coffee with friends.

Whether you’re heading out for a cozy evening at home or hitting the town with your girlfriends, this fall staple is ready to take you wherever you need to go.

2. Jeans & A Top

What To Wear With Sock Boots: White button down shirt
Get this chic look on Net-A-Porter

Give your go-to outfit a cool update with a pair of black pointed toe sock boots. A clutch in an unexpected color like green or hot pink makes the perfect pop of color to this monochromatic look that’s anything but boring.

The classic combination of jeans and a white shirt is a look that never goes out of style, whether you’re opting for trendy mom jeans or still hanging on tight to skinny jeans. This look is stylish, casual and can be worn on the daily. When paired with sock boots, this combo takes on an edge that works especially well in the fall season.

This outfit goes especially well with boots with stiletto heels, but you can also go for a classic block heel instead for a more comfortable fit.

3. Oversized Blazer + Mini Dress

What To Wear With Sock Boots: Oversized sage green blazer
Get this oversized blazer on Priceless

For those days when it’s just too warm out for knee-high boots but not warm enough for open-toe shoes, try wearing your sock booties styled with a mini dress and an oversized blazer. While this look is seen here with muted colors and black accessories, you can swap in pops of color or integrate contrasting prints if you’re feeling playful.

This look is perfect if you’re looking to dress up your new sock boots while still keeping them practical. Oversized blazers can be worn over almost anything, so it’s easy to throw one on with this outfit and keep the rest of your look simple.

We like a good pair of black boots, but we recommend wearing something that pops for a little extra flair. And if you want to accessorize, try adding some metallic accessories like a gold necklace. They’ll give your outfit just enough shine without being too over the top!

4. A Long Dress

What To Wear With Sock Boots: Black tiered long dress with white polka dots
Get this dress on Petal + Pup

If you’re looking for a more feminine take on the sock boot look, try pairing them with a long dress. This means that you don’t have to put away your floral summer dresses just yet! It could be a long, flowy dress with ruffles or even a fitted bodycon dress.

We also recommend adding some accessories such as belts to accentuate your waistline and a cute designer crossbody bag (like the ever-trendy YSL Lou camera bag!)

5. Leather Mini Skirt

What To Wear With Sock Boots: Tan leather mini skirt
Get this (faux) leather skirt on Petal + Pup

For those fall days when it’s warm enough to wear skirts without having to necessarily put on a coat, try wearing your sock boots with a chic leather mini skirt and a top of your choice (we recommend a cute sweater!). This is an especially cute look if you’re heading to a pumpkin patch this season (although for practicality, make sure to opt for a block heel!).

This is a great look for the fall because it’s subtle but still has an edgy vibe. The best way to recreate this is by pairing black leather boots with a tan leather mini skirt, then accessorizing with other pieces in matching tones (black bag, belt, perhaps a fedora or a beanie).

If you want to add more color to your outfit and make it more fun, go for a pair of burgundy or wine-colored booties or skirts. The bright hue will pop against the monochrome colors of the rest of the look and give you more options in styling your outfit.

6. Long Coats & Cardigans

What To Wear With Sock Boots: Long beige cardigan
Get this cardigan on Reformation

A long coat or a cardigan is a good option for a slightly chilly day when you want to look effortlessly stylish with minimal effort. You can wear this on top of a dress, a pair of jeans and a top, and even with skirts.

All in all, both cardigans and long coats are extremely useful wardrobe staples to wear this fall season, and ones that most women already have!

7. Long Skirt + Sweater

If you have a long skirt and are looking for ways to style it, this look is the perfect solution. You can either wear this cozy piece on its own with a sweater, or you can add tights underneath to keep warm on a cold winter day. Of course, accessorize with your favorite pair of sock boots and a stylish pair of black sunglasses!

8. Blazer + Jeans

A black blazer, blue skinny jeans and a pair of sock boots are a classic look that never goes out of style. To keep it fun, try adding some statement earrings or a bold statement bag to your outfit.

A neutral color palette is the key to pulling this off. Pairing black or neutral accessories with your outfit will give you the opportunity to wear anything in your closet without looking like an eyesore!

Alternatively, if blazers are too sophisticated for your style, you can swap them for a black leather jacket.

9. Trousers

Trousers are a good choice if you want to look more dressed but aren’t ready to commit to wearing skirts or dresses yet. They come in many shapes and styles, but we’re particularly keen on plaid, as it is a classic print for both fall and the office!

10. Dress + Trench Coat

What To Wear With Sock Boots: Long tan trench coat
Get this trench coat & wide-leg jeans on Reformation

A trench coat is a great fall staple, and it’s an easy way to dress up your look. You can wear it with jeans and a sweater for a casual look, or you can pair it with a dress for something more polished – really, you have the freedom to do whatever you want with this look.

If you’re wearing a dress, we recommend wearing a belt bag or crossbody bag to keep your hands free, such as this Givenchy 4G crossbody bag in mint – so chic!


Sock boots are easy to wear— and they come in different heel sizes and heights to fit your personal preference! You can wear them with skirts or pants or even shorts if you want to show off your legs. The choice is yours when it comes down to what kind of outfit you feel like wearing on any given day of fall weather.

The point is that there are plenty of options when it comes to how you style your sock booties, especially when they hit the right balance between comfort and style.

You can choose from any of these classic outfits or mix and match your own unique look from the pieces we’ve suggested. The most important thing is to keep it comfortable and stylish, so you’ll always look fabulous no matter what season it is!

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