How To Style an American Flag Sweater for Fall and Beyond

Sharing American flag sweater outfits to take this timeless classic piece from summer staple to cozy fall ensembles. 

American Flag Sweater Outfit Ideas

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 Fall Outfit Idea

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 Fall Style

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 Plaid 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 Inspired Fall Prep Outfit

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

Preppy Fall Weekend Outfit

Sweater // Straight Jeans (My millennial heart is SO happy these are back in style!) // Quilted Vest // Tretorns

With Joggers + Cashmere Socks

Cozy Fall Lounge Outfit

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

American Flag Sweaters Under 100

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

Barn Jackets for Fall

Rochelle Behrens The Boyfriend Shirt Review

How To Wear Bean Boots

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