As a fashion editor, one of my favorite things to do is scroll through the internet to find beautiful looks that inspire me to experiment with my style and try new things. With autumn just around the corner, I’ve been on the hunt for transitional weather outfit inspiration. Among the sea of internet fashion people, I’ve seen some pretty stellar looks that I’m dying to re-create immediately. Since I’m no gatekeeper, I’ve included looks from the coolest fashion people ahead.
Whether you’re looking for outfits that incorporate layering, fun colors, or longer hemlines, I’ve got you covered. You can expect a range of aesthetics from my classic style to vibrant edgy looks. Keep scrolling for the early fall outfit inspiration of your dreams.
There’s something scrumptious about throwing on a lighter jacket or coat to combat the newly landed crisp temperatures. Pair your favorite piece of autumn-friendly outerwear with elevated basics to pull together an easy, classic look.
Pleated midi skirts and long-sleeve tops symbolize the ideal transitional outfit. Opt for easy yet stylish lighter long sleeves and pair with longer skirts for a cool look.
Dronme is the queen of layering. Playing around with light layers can make coming up with transitional outfits even more fun. Try out vests with intricate designs paired with a simple shirtdress/tunic.
Simple doesn’t always mean boring. Here we see a fun black top with gorgeous denim and pointed-toe shoes. Look for simple tops with cool details like cutouts, cropped silhouettes, and fun materials.
Next: I'm Wearing This Versatile Piece All Fall—3 Ways I'm Styling It
-
If I Saw You in Any of These 15 Summer-to-Fall Transitional Outfits, I'd Think You Hired a StylistNice taste.
-
Put Down the Black and White Pants—This Is the Richer Color You Didn't Know You NeededElegant and on-trend.
-
10 Outfits Europe's Chicest Dressers Are Wearing When They're *Not* on VacationStaying local is cool.
-
What You Should and Should Not Wear to Every Major Sporting EventFrom a Liberty game to the French Open.
-
Just to Be Clear, *These* Are the Pants Fashion People in L.A. Are Wearing Instead of Basic JeansSpotted in Paris too.
-
The Coolest Outfits of Summer 2025 Are Actually the Laziest—Let Me ExplainEasy does it.
-
I Just Created 5 Incredibly Chic Summer Outfits From Amazon for Under $190Cool looks for less.
-
Don't Pack Up Your Sweaters Just Yet—Cool Fashion People Are Repurposing Them in the Chicest Way for SummerAll the outfit inspiration is inside.
