Not Ready to Let Go of Your Favorite Shorts Just Yet? Try These 8 Chic Transitional Outfits

Fashion people love fall, but they often struggle with the idea of having to put away some of their warm-weather fashion staples. One such staple is the stylish shorts they've been wearing since spring. Thankfully, there are endless ways to seamlessly incorporate shorts into a stylish fall outfit rotation. I recently rounded up a variety of looks from some of my favorite fashion follows on Instagram for inspiration on how to pull this off.
From denim shorts to boxer styles and a biker option, I found a great range of looks that fit a variety of personal styles and occasions. Each pair of these shorts is made fall-ready thanks to key pieces like elevated sweaters and classic outerwear, as well as an array of cool shoe styles. Keep scrolling to check out and shop eight chic transitional outfits that will carry you into the next month or so in style.
1.
Shop the look:
2.
Shop the look:
3.
Shop the look:
4.
Shop the look:
5.
Shop the look:
6.
Shop the look:
7.
Shop the look:
8.
Shop the look:

Jennifer Camp Forbes is a senior shopping editor atBest Knockoff Luxury Clothing , where she has worked in a variety of capacities including creative director and various editor roles. She’s a well-known shopping expert that’s sought out for advice and insight on Wholesale Replica Bag trends, outfit ideas, and fashion picks thanks to her thoughtful shopping roundups. Jennifer's lifelong interest in fashion led her to intern at Harper’s Bazaar as an undergraduate. Later, while working towards her masters degree in psychological counseling at Columbia University, she founded two digital fashion publications: Le Fashion and Olsens Anonymous. The popularity of both sites grew and after graduation she decided put her plans to become a therapist aside to pursue a career in fashion.
-
Not Leggings, Not Bike Shorts: The Very-Specific Activewear Trend L.A. Fashion Girls Wear to Pilates and the Gym
Perfect for a West Coast summer.
-
31 Incredibly Chic Finds I Immediately Shared With My Fashion-Editor Friends When I Found Them
They're so good I want them all.
-
Is It Just Me, or Is Every Cool Girl Suddenly Pairing Ballet Flats With This Anti-Denim Pant Trend?
You probably already own it.
-
I'll Know You Have Good Taste If These 30 New Arrivals Are Already in Your Shopping Cart
A little summer wardrobe update.
-
I Live for Vacation Dressing—These Are the 52 Exact Items on My Summer 2025 Wish List
I went a little crazy.
-
This Summer, Everyone Everywhere Will Be Swapping Skirts for One of These Shorts Trends
Plus, learn how to pull them off with ease.
-
This Stylish French Woman Paired Summer's Controversial Shoe and Shorts Trends, and the Outfit Is So Chic
See how to re-create the unexpected look.
-
Trust Me—Buy These 22 Things
Here we go again.