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Lollapalooza 2026 Outfit Guide: What to Wear and Where to Shop for Under $100

Whether you're going for Smashing Pumpkins or Tate McRae, here's some outfit inspiration for Lollapalooza 2026 (plus hacks on how to get fast shipping)

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Lollapalooza 2026 Outfit Guide: What to Wear and Where to Shop for Under $100

Festival Guide

Whether you're going for Smashing Pumpkins or Tate McRae, here's some outfit inspiration for Lollapalooza 2026 (plus hacks on how to get fast shipping)

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Lollapalooza, the iconic four-day music festival held in Grant Park in Downtown Chicago, is right around the corner. Running Thursday, July 30 through Sunday, Aug. 2, the festival will bring performances from headliners like Lorde, Charli XCX, and Tate McRae, joined by more than a hundred other acts across eight stages.

This year also marks an exciting U.S. festival debut for Olivia Dean as a major headliner, along with BLACKPINK’s Jennie making her first Lollapalooza appearance. Rounding out the main stage lineup are Illinois natives Smashing Pumpkins and DJ John Summit, both promising to bring the party to their hometown.

But let’s be real: Whether it’s your first festival or your fiftieth, what you wear is almost as important as the lineup itself. If you’re still outfit-less for your trip to the Windy City, don’t panic; we’ve rounded up the ultimate Lolla fashion must-haves to save you from hours of scrolling Pinterest for the perfect look.

What to Wear to Lollapalooza 2026

This year, we’re anticipating comebacks of Y2K staples like the capri pants, lace, and bermuda shorts, alongside cult-classic western boho looks for Lolla. Below are some Rolling Stone-approved picks that won’t break the bank: all under $100 — plus, some on sale, with instant shipping options to help you pull off a last-minute fit without a hitch.

From personalized fan-made merch of your beloved acts on Etsy to our favorite brands like Nordstrom, Revolve, and Abercrombie, we’re here to help you round out the best, most comfortable, and fashionable picks for Lollapalooza 2026.

Best Lollapalooza Outfits for Women 2026

EDITOR’S PICK

Abercrombie & Fitch Dylan Mini Dress

What’s better than a 100% cotton outfit in the summer? A bra-free dress— and Abercrombie gives you both. Plus, an adjustable strap and a drop-waist design, with a flowy skirt that instantly flatters your figure.

Petal & Pup Avere Lace Asymmetrical Cami

If your style leans more toward feminine, a silk lace top is a no-brainer. It’s light and airy, and is a versatile piece even outside festival grounds.

TRENDING

SNDYS x Revolve Capri Pants

Capri pants are back, and they are making a case to add to your summer wardrobe. For Lolla, you can mix this up with a breezy button-down or a fitted crop top for a fashionable and trendy look.

Abercrombie & Fitch High Rise Loose Short

These are in the middle of the classic denim shorts and the trending bermuda shorts, and are the perfect length, especially if you are on the petite side. The frays and loose cut give that edgy, casual look that is ideal for the summer festival heat.

Adidas Mesh Sprinter Shorts

You can still achieve chic while being comfortable, and these shorts are a testament to that. Wear with your fave artist shirt, your cool dad sneakers, and a fun bandana — and you can easily sprint from one stage to another.

Etsy Charli XCX Cult Classic Baby Tee

Inspired by the iconic royal blue “Cult Classic” tee worn by Charli XCX in her Boiler Room set in 2024. Charli wore this color, but if that’s not your vibe, there are others to choose from on-site.

Etsy Lorde Man of The Year Embroidered Cap

A cap is an essential to any festival, and an embroidered artist one gives you a chance to rep your stans. It can be your favorite song or lyric, like this one inspired by Lorde’s single from her album Virgin.

Edikted Sequin Fringe Poncho

A sheer poncho is a great option too since it’s breezy in the daytime and temperatures drop at night. A brighter color with a subtle sheen adds more character to the outfit.

Edikted Xaria Studded Faux Suede Halter Top

Going for a western look is a classic choice, and this top is both (faux) suede and studded, which instantly elevates the look without needing too many accessories.

Amazon Western Chain Belt

Throwing in a belt with a simple outfit totally changes any look without spending on a full wardrobe. Black dress + western belt + cowboy boots scream music festival like no other.

Best Lollapalooza Outfits for Men 2026

Abercrombie & Fitch Premium Heavyweight 2.0 Tee

Not all shirts are created equal. A boxy silhouette with longer sleeves like this one elongates your figure and exudes a more understated vibe even if it’s just a plain tee.

Nike Graphic Tee

A graphic top is not only a fun spin to your 100-t-shirt collection, but also a cool way to show off your personality. Since you’re going to a festival, why not make it on-theme like this lifestyle tee from Nike?

ARTIST MERCH

Pacsun Smashing Pumpkins Twins T-Shirt

Still on the graphic tee train, but even more on-theme. Illinois-native and legendary rock band Smashing Pumpkins is headlining, and you can get this shirt without lining up for hours in the merch stand.

trending

Lucky Brand Men’s Baggy Denim Shorts

Another easy equation is these jorts + your favorite graphic tee to show off that trendy and casual vibe.

Madewell Seaport Terry Camp Shirt

To the guy who wants a more elevated look, a button-down short-sleeved shirt is the answer. Wear as is or open with a white tee underneath; this is an easy choice for festival weekend and beyond.

Abercrombie & Fitch Resort Shirt

Another elevated shirt option, but with a more distinct pattern if you want your outfit to stand out more.

Abercrombie & Fitch Linen Blend Pull-On Short

Stylish, lightweight, and easy to throw on- this pair of linen and cotton blend shorts will be a godsend while you’re jamming under the sun.

Amazon Sun Protection Hat with Neck Flap SPF 50

We’re not kidding. These formerly ‘uncool’ hats are a must-have for the outdoors, especially if you’re walking around for hours under the sun. It has a UPF 50 rating, is breathable, adjustable, and has a removable neck flap as well.