Sharing American flag sweater outfits to take this timeless classic piece from summer staple to cozy fall ensembles.
Hollister American Flag Sweater (Under $50!!) // Hill House Nap Dress // Teleties Hair Clip // Amazon Sunglasses // Jack Rogers Lauren Sandals
You know how some pieces come and go (looking at you, bubble necklaces), but others just stick around because they feel classic no matter what’s trendy? The American flag sweater is 100% in the second camp. Ralph Lauren made it iconic back in the 80s but let’s be honest — the sweater never left.
Few pieces feel more timeless than the American flag sweater. This classic knit feels a little nostalgic, a little polished, and, honestly, just plain cozy.
Once summer hits, it seems like we see the American flag sweater ALL over Instagram. It’s definitely the epitome of Americana summer style. But just as I feel strongly white jeans can be worn all year, I see no reason why our favorite flag sweaters can’t be styled for fall and beyond.
Why the American Flag Sweater Is a Timeless Fall Staple
I love how it works just as well as an accessory to beat the AC that has you shivering in the grocery store (“Seriously, I just went in to grab two things. Why do I feel like I need a parka in here?!”) as it does layered over a crisp button-down for brunch. And once the weather really cools off? It’s the sweater you’ll keep grabbing for football games, pumpkin patch outings, or just curling up with a mug of tea and a good book at home.
Today, I’m rounding up some of my favorite ways to style and wear an American flag sweater for fall. Think easy pairings with jeans and loafers, layered looks with boots and barn jackets, and even a dress option or two. And plaid. It’s fall, of course there’s going to be plaid! Plus, I’ve included a roundup of the best sweater to shop right now at every budget so you can find your perfect match.
American Flag Sweater Outfits for Fall Weekends, Pumpkin Patch Outings, and Brunch
With Denim & Riding Boots
American Flag Sweater (Under $100!) // White Straight Jeans // Pearl Drop Earrings // Riding Boots // Small Longchamp Le Pliage
Layered With a Striped Dress
American Flag Sweater // Stripe Dress (More ideas for styling this closet staple here!) // Rothys Sneakers (Washable & so comfortable, I’ve loved mine for years! I also love these white sneakers and they’re marked down to $59 right now.) // Gold Mini Hoops
With a Barn Jacket & Suede Pants
American Flag Sweater // Field Jacket (Under $100!) // Suede Pants // Cap Toe Ballet Flats
For a Chic, Ralph Lauren-inspired Fall Look
Ralph Lauren Sweater // Ivory A-Line Midi Skirt // Checked Button Down // Crossbody // Gold Huggie Earrings // Woven Square Toe Ballet Flats
Game Day and Football Season American Flag Sweater Outfits
With a Quilted Vest
Sweater // Straight Jeans (My millennial heart is SO happy these are back in style!) // Quilted Vest // Tretorns
With Joggers + Cashmere Socks
Sweater // Summersalt French Terry Joggers (The BEST! I love these joggers, here’s my full review) // L.L. Bean Slippers // MacKenzie-Childs Mug
Where to Shop the Best American Flag Sweaters This Season
Lands’ End Womens Drifter Sweater // Old Navy Flag Sweater (Also comes in navy!) // Quince Flag Sweater (Not currently available but still can be found on Poshmark and other similar sites) // Hollister Flag Crew Sweater
How will you style your American flag sweater for fall?
You May Also Enjoy:
The Best American Flag Sweaters Under $100










