5 Fall Outfit Ideas That’ll Transform Your Transitional Wardrobe

There are the fall outfit ideas you fall back on over and over again—crisp workwear, leather jackets and jeans, sweaterdresses and tall boots. But if you’re craving a low-key reset this season, a few clever styling tricks will take your fall fashion to entirely new heights. Comfy and chic all at once, these five outfit ideas were scouted from Fashion Week street style, offering up some of-the-moment styling tricks and fall trends that are surprisingly simple to execute.

The big takeaway this season is ease—embracing trends doesn’t have to be complicated. Case in point: Contrasting knitwear with something slinky and see-through is a playful reimagining. Similarly, the addition of a shirt tied around the waist makes a casual outfit chic. Simply switching up the way you wear a single piece can change your entire look—say, throwing on a polo with your blazer instead of the usual button-down. These fresh styling ideas will help you get a head start on your seasonal shopping while offering up some fun and fresh inspiration. Discover our favorite fall outfit ideas below.

Glamour’s fall outfit essentials


1. Sheer skirt & chunky knit

Hanna Lassen/Getty Images

As the weather changes, find that perfect between-season styling by getting creative with summery favorites. A semi-see-through skirt paired with a chunky cardigan or rollneck knit is an outfit idea that’s both dressy and cozy, a cool twist that’s of the moment without being overly trendy. Finish the look off with ballet flats or a slim pair of sneakers for balance—and to ensure you’ll be comfy on your feet all day.

J.Crew 2025 Rollneck Sweater

Almina Concept V-Neck Cardigan

Simone Rocha Embroidered Sheer Pencil Skirt

Sam Edelman Michaela Mary Jane Flats

2. Dress over pants

fall outfit ideas

Hanna Lassen/Getty Images

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