42 Affordable Summer-to-Fall Items to Buy When You're Bored

We know that shopping isn't the only cure for boredom. There are plenty of productive things you can do with your free time, but if you are in need of some new wardrobe boosters, shopping can indeed be one of them. We may not be able to clean your apartment for you or read a book to you, but we can certainly help you shop.
To be honest, talking about "transitional dressing" can be a bit boring in itself. It's much more exciting to talk about shopping for the four seasons than it is those awkward in-between times, like the one we're about to be in. The thing is, those awkward in-between times can be rather long, and figuring out what to wear during them can be rather hard. So if you're interested in preparing yourself for that in advance (sounds productive to us!), keep scrolling to shop a whopping 42 fashion items to see you through both summer and fall. Bonus: Everything is under $200, much of it under $100.
If you haven't experienced the wonder of these jeans, find out why you should here.
There are so many ways to style this skirt, including with the matching blazer.
Vintage-inspired frame bags are a buzzy trend to invest in before fall hits.
The color of these pants is surprisingly versatile, and they're surprisingly affordable.
Additional sizes available here.
Next up, 41 stylish Amazon items to buy when you're bored.

Allyson is a senior editor for Who What Wear. She joined the company in 2014 as co-founder Katherine Power's executive assistant and over the years has written hundreds of stories for Who What Wear. Prior to her career in fashion, Allyson worked in the entertainment industry at companies such as Sony Pictures Television. Allyson is now based in Raleigh, North Carolina, and is originally from Baton Rouge, Louisiana. She holds a BFA in theater arts. Her path to fashion may not have been linear, but based on the number of fashion magazines she collected as a child and young adult, it was meant to be.
-
Kristen Bell Swears Her Nobody Wants This Character Is Cooler Than Her
But it’s safe to say she would have approved of the actress’s flawless Armani gown for last night’s Emmys.
-
I've Worked in Fashion for 15 Years—Here's What I Actually Wear Every Day
Trends come and go, but my everyday wardrobe is made of pieces that feel like me.
-
My Mom Only Shops Affordable Fashion—I Sent Her These 27 Chic Rich-Looking Pieces for Fall 2025
Everything is under $100.
-
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.
-
The New Elite Way to Shop Is Off the Grid and Invite Only
If you know, you know.
-
I Just Started Investing—31 Chic Pieces That Will Have Me Dressing the Part
Effortless and elevated is the goal.
-
I Shopped so You Don't Have to—the Ultimate Fashion-Editor Fall 2025 Wish List
It-girl fall has arrived.
-
The Refined Edit: 32 Luxury Finds on Sale at Saks
Starting at just $58.
-
Editor Instincts Activated: We're Grabbing These 18 Fall Pieces Before Everyone Else Does
Run, don't walk.
-
What to Buy for Fall If You Don't Want to Regret It Next Year (or the Year After)
Investments only.