21 Cozy, Chic Casual Athleisure Outfits Perfect for Fall and Winter

Are you excited for fall? We can’t blame you! Family time, football games, and cooler weather are just around the corner! Fall is also a great time for a wardrobe refresh! Perfect for weekend brunch dates or brisk walks to class, these casual athleisure outfits will allow you to stay warm and stylish all season long. In this style guide, we’ll explore 21 versatile clothing items that can be mixed and matched for endless outfit possibilities.

This post is about Casual Athleisure Outfits

Dressing for cooler temps doesn’t have to be complicated. With the right pieces, you can mix and match and have dozens of outfits for all types of occasions! Whether you are new to athleisure or cozy casual has been your go-to style, we’re going over the must-have wardrobe items to create chic and casual athleisure outfits!

Fall Capsule Wardrobe Checklist

BEST BASICS FOR CASUAL ATHLEISURE OUTFITS

Jeans: Whether you like flare, straight-leg, or even skinny jeans, choose a pair that will be flattering for your body type and comfortable for you! Our pick is this distressed pair from Altard State.
Black Leggings: A staple pair of leggings is a must for any athleisure girl, and in the fall and winter, leggings are especially good for layering! Check out this high-rise pair from Girlfriend Collective.
Sweatpants (as part of a set): The travel plan comes as part of the territory in the fall and winter. Holidays bring flights, road trips, and more. Having a nice pair of sweatpants or joggers is excellent for busy travel or running errands on colder days. We love this pair from Mate the Label.
Wide-Leg Pants or Trousers: If you’re looking to bring cozy vibes into the office, you need a pair of wide-leg, structured trousers. Booties, sneakers, or loafers, these pants accommodate all shoe styles. Paired with a cable knit sweater, this is an effortlessly chic look! This pair from Everlane boasts a thick material that is ready for the cooler months!
Boxy T-shirt or Graphic Tee: Perfect for transitioning from summer to fall and fall to winter, an oversized vintage T-shirt is a piece you’ll be reaching for all year long. Though we love the graphic T-shirt style, this unmarked option from Old Navy is versatile enough to dress up or down.
Turtleneck or mock neck: Depending on your body shape (broad shoulder girlies, we got you), a mock neck long sleeve may be a better option for you this fall. Pop one under a vest or a sweatshirt, or pair it with a midi skirt for endless layered possibilities! JCrew Factory has a great option with ribbed detailing if you’re looking for a good basic!
Tank Top: We know what you’re thinking. “WHAT?!” “A tank for fall?” But this is the ultimate layering piece for under hoodies, denim jackets, and cardigans. And if you live somewhere with crazy weather (Texas, we’re talking to you), then you might need to shed a layer during those transition months. Our favorite tried-and-true tank from Old Navy is super affordable and perfectly cropped!

COZY LAYERS

Oversized Cable Knit: Nothing says cozy like a cable-knit sweater! You can pair this with anything in the right color and pattern! We love this option from PacSun. It is One Size, but we’ve found it fits a variety of body types and heights.
Cardigan (with buttons): No, we’re not talking about your grandma’s cardigan. With so many chic and stylish options, you can find the perfect cardigan sweater to go with various outfits. Whether you wear it buttoned or unbuttoned, this piece is one you’ll reach for again and again. Quince has a gorgeous cashmere option available in many colors.
Sweatshirt (as part of a set): Going back to the sweatpants, buying a sweatshirt as part of a set is a great way to get the best bang for your buck! You can wear the set together or pair the sweatshirt with the above-mentioned leggings or jeans for a different look. Here is the matching sweatshirt from Mate the Label to match the pants from above.
Hoodie: I’m sure you have a favorite hoodie in the back of your closet, and fall is the perfect time to bring it out! You’d be surprised how you can dress up a hoodie by layering it under a denim jacket or pairing it with leggings and Chelsea boots! Our all-time favorite hoodie is this cropped one from Lululemon, and it also comes in a long version.
Denim jacket: A classic piece in any wardrobe, a denim jacket is the best way to transition a summertime outfit into the fall. Put it over a dress for a casual church look or a t-shirt for an edgy date night vibe. We love this 90s-style oversized one from Levis!
Puffer Vest: We’ve seen a ton of puffer vests on Pinterest and Instagram, and for good reason! The ultimate cold-weather athleisure piece, a puffer vest is great to wear with any long-sleeve top to add warmth. You need this type of thing in your wardrobe! A great option is this responsible down puffer from Quince.
Down Jacket: Staying warm in the fall and winter while looking stylish can sometimes be hard! But you can achieve both style and comfort with the right down jacket. This Patagonia down jacket offers warmth and cuteness with its stylish design and fit!

SHOES AND ACCESSERIES

White Sneakers: Canvas or leather sneakers fit any season and complement a variety of outfits! Pairing these shoes with jeans, leggings, and dresses is a breeze and perfect for trips where you need to pack light! We found this pair from M. Gemi, which would go with everything.
Black and/or Brown Booties: Knee-high boots are super cute but a little more suited to dressy outfits. In keeping with the cozy athleisure style, we recommend a more casual “work boot” type of boot. A couple of options are these faux-fur-lined Chelsea boots from Dr. Martens or this brown pair from Blundstone!
Clogs or Hard-bottomed Slippers: Super trendy and the epitome of cozy fall vibes, a pair of clogs or hard-bottomed slippers are THE shoes for errand running or walks to class! We found this platform pair from Birkenstock!
Tote Bag: Something about a tote bag screams back to school, college in the fall, and cutesy casual outfits! Whether you’re a student, working girl, or busy mom, a tote is great for holding all the things! A few options are this tried-and-true favorite, the Longchamp Le Pliage, and this cute canvas tote from Lululemon, which features a water bottle holder.
Shoulder/ Crossbody Bag: You can use a stylish crossbody bag with a removable strap in all situations! The wide range of silhouettes, materials, and prices offers endless possibilities. If you’re in the market for a high-quality luxury option, we’ve been obsessed with the Dior Saddle bag lately! 😍
Oversized Scarf: Like wearing a blanket, an oversized scarf is a perfect accessory for cold snaps. Chic and versatile, an oversized scarf is a must this fall and winter. This Scarf from Acne Studios is amazing, but there is also a Target dupe that we’re waiting for them to bring back. 😉
Beanie or Hat: Edgy or cozy, a beanie can change the entire feel of an outfit! Because we’re focused on athleisure’s comfy, causal side, we chose this wool blend option from & Other Stories.