10 Flip-Flop Outfits for Fall That Prove This Footwear Is Seasonless

SaveSavedRemoved 0

Indulge us for a moment: Picture an idyllic fall day. What comes to mind? Beyond envisioning the more “typical” imagery that’s associated with this time of year, there’s an often overlooked element that visually embodies our transition into a new season: footwear. Frankly, we can’t think of any other items that have become as visually synonymous with the start of autumn as boots, loafers, and the occasional sneaker. Flip-flops, though? Hardly a fall staple, or so we thought. While many of us have already mentally relegated sandals to a relic of the near past, there’s a rising set of style renegades who have chosen to find ways to continue to wear them (despite summer being long dead). Whether intentional or not, the style crowd’s slow embrace of these summer shoes has stirred the pot online, leaving many wondering, “Um, so is this really a new trend?” And, if so, how do you wear flip-flops in the fall?

The answer to the former is entirely up to personal opinion, but the second is arguably easier to address than one might think. We’ve seen a deluge of styling inspiration crop up on the internet, pairing the open-toe silhouette with everything from trench coats and relaxed trousers to leather bomber jackets, suede skirts, and double-denim outfits. It’s proof that flip-flops can be as fall-forward as any other footwear.

If you’re still not convinced about wearing these sandals beyond the summer, keep reading. Ahead, we’ve laid out a blueprint for buying a little more time with this beloved footwear by rounding up 10 outfit ideas, styling tips, and shopping recommendations. If you thought that flip-flops were the visual antithesis of fall, prepare to have your mind entirely changed.

WEAR: Black box hat + black V-neck sweater + long tassel necklace + black trousers + black handbag + two-tone flip-flops

J.Crew

Cashmere High V-Neck Sweater

Uniqlo

Smart Wide Trousers

A.Emery

Kinto Leather Sandals

a flip-flop outfit for fall, shown in a photo of a woman standing inside an apartment with white walls and wool floors, wearing black sunglasses with a gray oversized sweater styled over a white lace dress that's layered over baggy black jeans and styled with a black handbag and black and red flip-flops

WEAR: Black sunglasses + oversize gray crewneck sweater + white lace dress + black baggy jeans + black handbag + two-tone flip flops

Ray-Ban

50mm Classic Wayfarer Polarized Sunglasses

ALIGNE

Dion Knitted Jumper

Ancient Greek Sandals

Saionara Jelly Flip Flop

a flip flop outfit for fall shown in a photo of a woman walking down a sidewalk in Lisbon wearing black sunglasses with a long black maxi coat styled over a black t-shirt and matching black straight-leg trousers worn with a black Jil Sander clutch bag and black thong flat sandals

WEAR: Black sunglasses + black maxi coat + black T-shirt + black straight-leg trousers + black handbag + black leather flip-flops

Jil Sander

Textured leather shoulder bag

Aritzia

The Ceremony Coat

H&M

Straight-Leg Creased Pants

TKEES

Lily Square Toe Flip Flop

a flip-flop outfit for fall, shown in a photo of a woman walking down the sidewalk in London wearing a long tan suede coat styled over a black crewneck sweater with white trousers and a black cardigan tied around the waist, worn with black flip-flop sandals, black sunglasses, and a white tote bag

WEAR: Black sunglasses + tan suede trench coat + black crewneck sweater + black cardigan + white trousers + white tote bag + black flip-flops