Gap's Chic Fall Collection is on Major Sale—I'm Obsessing Over These 21 Pieces

Gap is stepping up their style game this season with their latest collection just in time for fall. The brand is already synonymous with classic Americana style, but now more than ever, we can throw elevated and chic into the mix as well. That said, when I heard they were having a major sale, I dropped what I was doing to do a little fall shopping (don't mind if I do). I came across a stellar selection of closet staples for the season, including an array of standout sweaters, cool pants, even cooler boots, and much, much more. Did I mention my top picks are under $100?
Enjoy Gap's latest sale with an extra 30% off select styles, now through September 25 with the code GREAT. The discount is reflected below.

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.
-
Here They Are: The 6 Biggest Boot Trends of Fall 2025
Exotic finishes! Sock boots! Western motifs!
-
My Mom Only Shops Affordable Fashion—I Sent Her These 27 Chic Rich-Looking Pieces for Fall 2025
Everything is under $100.
-
If Reading Brontë in Central Park Is Your Vibe, Then You're Going to Love These 28 Fall Sweaters From Gap, Old Navy, and Banana Republic
Striped sweaters and cashmere.
-
Wait, J.Crew Is 30% Off Sitewide Right Now—These Are the Chic Fall Pieces in My Cart
The fall 2025 collection is so good.
-
Everything Who What Wear Editors Saw, Wore, Did, and Ate During NYFW
Let's dive in, shall we?
-
Paris Hilton's World: Her Pink Motorola Razr, Favorite Y2K Looks, and What 11:11 Media Means to Her
A glimpse into the life of this savvy entrepreneur.
-
It's the Last Chance to Shop Reformation's Sale—Up to 70% Off
It's selling out fast.
-
My Mom Only Shops at T.J. Maxx and Marshalls—Here's What She Sent Me to Buy for Fall 2025
She had me at under-$100 Uggs and Levi's.