It's tiiiime! Well, almost. Soon enough, leaves will fall, there will be a little chill in the air, and you'll see apple-picking moments on your feed (I'll be wearing one of these dresses.) As someone who especially thrives in autumn (the trends are so good), it's my duty to show you the cutest fall outfits to tap into so you too can conquer the season (whether you're heading to work, brunch, errands—you name it.) The best part is you probably have many of these pieces in your closet already! Promise the transition won't be too bad. Grab a jacket and come along—I'll show ya. 😉
A Hoodie + Bright Pants
Got the blues because summer is always gonna be your favorite? Comfort yourself with a cozy hoodie—then, add sunshine to your life with bright pants. Your top will show you can't be bothered, but your bottoms show you put in effort. Win-win.
Shop the Hoodie + Bright Pants
Aritzia Cozy Fleece Mega Drop Shoulder Hoodie
Urban Outfitters BDG Pull On Jean
A Vest + Bermuda Shorts
I don't make the rules, but, universally, Bermuda shorts mean Business. Bonus if they're leather! Oh, and you can keep summer alive with beachy jewelry...like these chic seashell earrings!
Shop the Vest + Bermuda Pants
Abercrombie The A&F Mara Tailored Halter Vest
THAYLA Pu Leather Bermuda Shorts
Ten Wilde Elsa Earrings
An Ombre Outfit
Nothing screams fall like a golden sunset. Lucky for you, these gorge hues fit perfectly for the general vibe that's about to pop off shortly. A stylish hobo bag will make you feel better that you're not handsfree (or carrying a beach tote) promise.
Shop the Ombre Outfit
ASOS Murci Mesh Cowl Neck Plunge Top and Maxi Skirt Set in Orange Ombre
Anima Iris Medium Croc Embossed Leather Tennis Hobo Shoulder Bag
A Tweed Jacket + Ripped Jeans
If you can brave the breeze with ripped jeans, dooo it. A tweed jacket will add some sophistication back to the distressed look, so you can even wear it to the office (if they're not too strict)!
Shop the Tweed 'Fit
Abercrombie Curve Love High Rise 90s Relaxed Jean
Vivaia Tamia Mary-Jane - Upgraded AdaptAll Strap™
Layers of Leather
Leather (real and vegan) is THE material in fall, it's undisputed. So, you might as well go all out and pile all your pieces on at the same time. You'll come off super edgy, chic, and genius, because like...the depth, dimension and styling acumen is unmatched?
Shop the Leather Look
Susana Monaco Faux Leather Cropped Vest
Levi Lelou Shrunken Moto Jacket
Line & Dot Rumi Mini Sweater Dress in Tan
A Romper + Collared Shirt
Can't bare (get it?) to cover up your legs just yet? Wear a tailored romper with a collared shirt underneath. The houndstooth print elevates the whole ensemble, in my opinion.
Shop the Romper Look
Sam Edelman Odette Cap Toe Slingback Pump
Denim on Denim
A trend that will never die (and will look good, no matter the season) is the Canadian tuxe. It hits a lil different in the fall though, especially when you're able to pair your fave jacket with a midi skirt and some cute booties.
Shop the Denim Vibe
Shop Akira Scattered Patchwork Oversized Denim
Steve Madden Hush Black
A Crop Top + Dress Pants
An itsy bitsy crop top is the way to go after a summer laying out in bikinis, ya know? And dress pants and strappy sandals (basically heeled flip flops) will top it off!
Shop the Cropped Aesthetic
Good American Stretch Poplin Cropped Shirt
Aritzia the effortless pant™
A Suit Look
Easy way to look profesh? Put on an oversized blazer and pull-on cargo pants. Aaand maybe boat shoes will have you reminiscing about your time on the sea...maybe. Listen, I'm just trying to make all you summer girlies feel a bit better!
Shop the Suited Look
Plus Double Breasted Relaxed Fit Tailored Blazer
Pull-On Cargo Pant
timberland Women’s Stone Street Timberland® Premium Boat Shoe
Tarah-Lynn Saint-Elien is the fashion editor at Cosmopolitan, writing weighty and witty stories that run the gamut of gushing over Zendaya to convincing you of everything you need in your closet! She began her journey in the industry with a fashion and faith blog and an internship at Elle about 10 years ago. Since then, she's also served as the style editor at The Haitian Times. The Haitian-American pageant queen is Miss Supranational Haiti 2024, a Syracuse Masters graduate, and the author of three books, including: Claim Your Crown. Follow her on Instagram and TikTok: @iamtarahlynn.
