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 at Who What Wear, 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 the latest 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.
-
Hot Stuff! Zara x Ludovic de Saint Sernin Is Sexy, Chic, and Guaranteed to Sell Out by December 1Shop the collaboration inside.
-
Yes, You Can Still Wear Your Favorite Ballet Flats This Winter—Here's HowOutfit ideas ahead.
-
Sophisticated Women in Paris, New York, and London Will Be Wearing These Luxury Items All Holiday SeasonBeads! Velvet! Satin!
-
I'm Bored With My Closet—These 27 Chic Zara, J.Crew, and COS Finds Have the Power to Turn Things AroundEffortless and rich-looking is the vibe.
-
I Just Created 8 Spectacular Fall Outfits From Nordstrom for Under $500Major inspo ahead.
-
No Need to Wait Until Black Friday for All the Good Deals—These Under $100 Sale Finds are at Nordstrom Right NowUp to 60% off.
-
If You Want to Look Chic and Rich This Winter, Make Sure You Own This Non-Denim Pant TrendSee what we’re talking about inside.
-
You Want a Chic Handbag for Under $500? Say Less—I Love These 35 StylesTo gift or keep for yourself? The choice is yours.

