12 Cozy, Comfy Outfit Ideas to Get You Through Fall and Winter (2024)

One foolproof way to create a cozy outfit is by pairing a slouchy jumper with more polished pieces. Try styling it with a printed slip skirt when transitioning through the seasons.

Cut for a relaxed fit, a cardigan is an integral part to any cozy look andAkira Naka's drop-shoulder iteration will give the outfit a soft, yet modern feel.

A true wardrobe hero, a classic sweatsuit is the epitome of easy dressing. Find styles made of quality materials to wear with luxe accessories to give an otherwise casual outfit an elevated feel.

Talentless' sweatpants are a great elevated option for taking sweatpants beyond the comfort of your couch.

Retro gym shorts are a great alternative to denim cutoffs. Trade your favorite worn tee in for an oversized work shirt to balance the sporty feel. Follow the style-set's lead by dressing yours up with ample accessories.

In line with the vintage trends of recent years, a pair of retro track shorts is a laidback alternative to more restrictive piece.

One of the easiest ways to embrace the viral "cottage core" trend that's taking over social media is by having a few lightweight and airy dresses on hand.

Very few pieces say comfort quite like a free-flowing maxi dress. Holzweiler's seersucker version is a great way to embrace the season's "cottage core"trend.

You can repurpose those loose-fitting separates you relied heavily on in the spring by mixing and matching them to create a color-coordinated outfit that's comfortable. Adding a pair of chunky boots aids to the laidback feel.

Investing in a pair of long cotton shorts is a great way to ensure comfort on days when you you have to be more put together.

A billowy dress is a one-step outfit that you can wear, regardless of the season. Opt for an ankle-length style that can be dressed up and down with ease.

When deciding on a dress, be sure to go with a style that's bold enough to make a statement on its own, but can be pared back with sneakers when necessary.

Whether feigned or authentic, a distressed sweater is a great way to give your knitwear collection a must-needed boost. Plus, regardless of what you pair it with, you're bound pull off a look that's both comfy and cool.

Distressed for a worn-in feel, Acne Studio's sweater would look just as good with biker shorts as it does a well-tailored trousers — both are ultra-comfortable looks for everyday.

Perfect for days that require a few extra layers, pair your favorite plush pullover with pleated trousers and loafers for a balanced look.

Sandy Liang's fleece jacket is a signature in the brand's lineup season after season. Try styling it over a slip dress with combat boots when the temperature drops.

Invest in pajama-style coordinate sets to create an outfit that's cozy, yet chic. For a more laidback approach, style the look with chunky sandals or sneakers off duty.

Designed to be worn both in the bedroom and out and about, Sleeper's luxury pajamas are the two-in-on set you need to stay cozy.

The classic black slip dress is a comfortable staple that every well-dressed woman needs in their arsenal. Wear yours well into the cold-weather months by layering it over a second-skin turtleneck top.

Cushnie's silk-satin midi dress is detailed with velvet panels for a more elevated feel.