A Good Dress Is My Forte—40 Under-$100 Finds I'm Losing It Over

Although I love a good pair of jeans, I'll pick a breezy summer dress to wear over denim any day. Now that the weather is reaching the high 70s in the city, I'm leaning more and more into the surge of summer dresses that have been inundating my heart and mind. If you're an impulsive shopper like me, it's easy to snag a super-cute, ultra-trendy summer dress style that you've seen on at least five celebrities. Let's be real, though. Timeless, chic summer dresses are where it's at, especially ones easy on the eyes and wallet.
Below, browse 40 dresses I can't stop thinking about, all ringing in under $100. Ahead of the official start of summer, aka Memorial Day weekend, these are the cutest clothing items you need the most. Happy shopping!
Next, If Your Summer Aesthetic Is Classy—These Under-$75 Staples Belong in Your Cart

Ana Escalante is an award-winning journalist and Gen Z editor known for her sharp takes on fashion and culture. She’s covered everything from Copenhagen Fashion Week to Roe v. Wade protests as the Editorial Assistant at Glamour after earning her journalism degree at the University of Florida in 2021. At Who What Wear, Ana mixes wit with unapologetic commentary in long-form fashion and beauty content, creating pieces that resonate with a digital-first generation. If it’s smart, snarky, and unexpected, chances are her name’s on it.
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