20 Cozy Sweater Outfit Ideas For Chilly Weather

Sweater weather is officially here.

Sweater Weather Outfit Ideas

This page may contain affiliate links.  As an Amazon affiliate, we may earn a small commission for any purchases made through these links.

For many, these are among the most beautiful months of the year—there is apple cider to drink and pumpkins to be carved, all while the sun sets a little earlier on the horizon. It’s also a time when the cooler weather begins to creep in, leaving us digging in the back of our closets in search of our favorite sweaters. As the seasons change, so must our wardrobe! Chances are, you’ve probably already long since said goodbye to summer, but now it’s finally time to really get cozy.

20 Ways To Style Your Favorite Sweater

Putting these soft, chunky knits to good use is a perfect way to celebrate the cooling temps. However, there’s no right (or wrong) way to style a sweater. You can choose from a nearly endless array of styles and fabrics, from heavy wool to chic cashmere, to create a sweater look that is stylish and functional to complete your daily wardrobe rotation. The great thing about dressing for fall is that it can be comfortable, stylish, and warm all at once. Who doesn’t love being cozy and cute?

Sweater Weather Outfit Ideas - Button up Shirt + Sweater

Shop: Sweater | Shirt | Jeans | Earrings | Hat | Boots

This classic outfit has a preppy vibe when paired with casual jeans and chunky boots.

Sweater Weather Outfit Ideas - Off Shoulder Maxi Sweater Dress

Shop: Dress | Earrings | Hair Clip | Handbag | Boots

The quintessential fall palette is filled with neutrals, so this look would make a perfect date night outfit.

Sweater Weather Outfit Ideas - Sweater + Floral Skirt

Shop: Sweater | Skirt | Hair Clip | Belt | Bag | Boots

This oversized sweater can be worn with a long skirt or over a summer dress to create a two piece look that is both warm and comfortable.

Sweater Weather Outfit Ideas - Sweater Vest + Jeans

Shop: Shirt | Vest | Pants | Belt | Earrings | Shoes

This might be another preppy look, but we love the bold print on the vest — it’s a great alternative to a traditional graphic tee.

Sweater Weather Outfit Ideas - Wrap Dress + Heels

Shop: Dress | Scarf | Necklace | Clutch | Heels

This rich, burnt orange dress is another great date night outfit, especially for an evening out around Halloween.

Sweater Weather Outfit Ideas - Turtleneck Sweater + Mini Skirt

Shop: Sweater | Skirt | Scarf | Watch | Bag | Boots

A plaid skirt will always have an ‘old money’ feel, but the knee high boots elevate the whole look.

Sweater Weather Outfit Ideas - Striped Polo Sweater + Corduroy Pants

Shop: Sweater | Pants | Earrings | Bracelet | Sunglasses | Boots

When combined with a vintage-inspired sweater, these brown corduroy pants create a casual, retro look.

Sweater Weather Outfit Ideas - Brown Plaid Romper + Black Turtleneck

Shop: Turtleneck | Dress | Tights | Earrings | Bag | Boots

The romper dress is back! Plus, the black and tan plaid has such a mod look when paired with opaque tights.

Or Style It Like This….

Sweater Weather Outfit Ideas - Corduroy Jumper + Boots

Shop: Turtleneck | Dress | Bag | Earrings | Hat | Socks | Boots

Another variation on the romper look, this corduroy dress can be paired with white and black accessories for a more modern twist.

Sweater Weather Outfit Ideas - Duster Cardigan + Graphic Tee

Shop: Cardigan | Tee | Jeans | Watch | Bag | Clogs

There is nothing more casual and comfortable than a duster cardigan, a great pair of jeans, and your favorite graphic tee.

Sweater Weather Outfit Ideas - Striped Shirt + Sweater Jacket

Shop: Sweater | Shirt | Jeans | Earrings | Belt | Bag | Boots

This blue striped shirt feels directly out of a Ralph Lauren catalog.

Sweater Weather Outfit Ideas - Bowtie Sweater + Jeans

Shop: Coat | Sweater | Jeans | Earrings | Handbag | Boots

Girly and perfect for winter, this flared coat will be a staple in your cold weather wardrobe rotation.

Sweater Weather Outfit Ideas - Tie Front Cardigan + Floral Dress

Shop: Cardigan | Dress | Earrings | Rings | Heels

Don’t put away those summer dresses just yet. Use a cropped cardigan as a light layer for those warmer fall days.

Sweater Weather Outfit Ideas - Mini Skirt + Cropped Sweater

Shop: Jacket | Sweater | Skirt | Socks | Boots

The cooler days of fall often bring wet weather. Stay prepared, yet cozy with tall rain boots and knee high socks.

Or Style It Like This….

Sweater Weather Outfit Ideas - Raincoat + Plaid Skirt

Shop: Jacket | Sweater | Skirt | Boots | Umbrella

If you prefer to keep the look dressier, ditch the rain boots in favor of a tall leather option, and stay dry with a clear bubble umbrella.

Sweater Weather Outfit Ideas - Off shoulder sweater + Heels

Shop: Sweater | Pants | Earrings | Clutch | Heels

Perfect for the office or a date night, we love the rich maroon of the pants for a holiday party, too.

Sweater Weather Outfit Ideas - Plaid Dress + Turtleneck

Shop: Coat | Sweater | Dress | Earrings | Bag | Boots

Another retro-inspired look, pairing a lightweight turtleneck sweater underneath a strappy dress is a great way to keep wearing your warm weather looks into the fall.

Sweater Weather Outfit Ideas - Sweater + Satin Skirt

Shop: Coat | Sweater | Skirt | Earrings | Hair Clips | Boots

A monochromatic look in rich fabrics—such as this satin midi skirt—can look ultra-chic and make a perfect outfit idea for family photos.

Sweater Weather Outfit Ideas - Sweater Vest + Blazer

Shop: Blazer | Vest | Tee | Jeans | Bag | Sneakers

Preppy meets casual—we can see this look grabbing a quick coffee on the way to an afternoon at the library.

Sweater Weather Outfit Ideas - Schoolgirl Skirt + Boots

Shop: Sweater | Skirt | Earrings | Backpack | Boots

This Taylor Swift-inspired look has an edgy feel by pairing combat boots with a schoolgirl skirt.

Ashley Rollins

Black coffee drinker. Crossword puzzle enthusiast. Anonymous short story writer. Cat whisperer. A lover of thrifted vintage finds, you’ll most often find her lost in an antique shop in a tiny town on the Oregon coast when not cozied up at home in Portland.

Next
Next

8 Halloween-Inspired Outfits To Wear All October Long