The Coolest ’90s Style From Lollapalooza’s Early Years

’90s Fashion Resurgence Takes Center Stage at Lollapalooza

Amidst the Y2K resurgence, the timeless appeal of ’90s fashion continues to shine. The iconic trends of that era, from baby tees to wide-leg jeans and the ever-present Adidas Sambas, are making a bold comeback. As the Lollapalooza festival prepares to light up Chicago, it’s the ideal moment to stroll down memory lane, reflecting on the fashion choices of past performers during Lollapalooza’s heyday.

Captivating Moments and Style Influences

The indelible impact of the Lollapalooza festival on fashion was undeniable, molding closets and sparking creative fashion decisions. Whether through the revival of funky polyester shirts reminiscent of the ’70s or the enduring charm of slip dresses, Lollapalooza encapsulated the very spirit of ’90s fashion. As images of Courtney Love’s dynamic performances and D’arcy’s silver polyester baby tee lingered in the memories of fans, the festival became a conduit for embracing individuality and expressing artistic flair. Here are a few era-defining iconic images to celebrate Lollapalooza’s unforgettable fashion legacy.

Kat Bjelland’s ’90s Grunge Glam

Kat Bjelland’s ’90s Grunge Glam

During Lollapalooza 1993, Kat Bjelland from Babes in Toyland made an impression with her distinctive style statement. Sporting a vintage slip dress paired with innocent baby barrettes, her look combined grunge and femininity, capturing the essence of the ’90s alternative fashion scene.

Billy Corgan’s Funky Expression

Billy Corgan’s Funky Expression

At Lollapalooza 1994, Billy Corgan of the Smashing Pumpkins took the stage in a vivid top, accompanied by a hairstyle that matched the era’s exuberance. His outfit encapsulated the essence of ’90s style, merging music and fashion into an iconic moment that remains etched in the festival’s history.

Stephen Malkmus’ Literary Cool Style

Stephen Malkmus’ Literary Cool Style

At Lollapalooza 1995, Stephen Malkmus of Pavement displayed his unique literary taste by sporting a T-shirt from the obscure literary journal, The Minus Times. With a touch of effortless cool, Malkmus perfectly merged the worlds of music and literature, showcasing his distinctive style and love for unconventional choices.

How to Plan Outfits During Beanie Season

Yes, it’s the time we’ve all been waiting for. Beanie season is finally upon us, and while the leaves may only be turning the teensiest bit orange and the temperature may have only dropped a few degrees, that’s not going to stop us from whipping out our beanies and embracing this classic style. Thankfully, there are so many ways to wear your beanie that it’s super easy to plan your outfits.

The Monochromatic Look

All black everything, right? Monochrome outfits may have been around for years now, but they’re really not going anywhere. They’re chic, they’re sophisticated, and they’re totally trendy. This means that you can top your oversized blazer and your tailored pants with your favorite black beanie and still be ready to jump into your Monday morning meeting at work.

All About The Street Style

If you’re more of a casual dresser, then we’re gonna go ahead and assume that you love street style clothing. We’re talking big white sneakers, a leather trench, and your favorite pair of jeans. If you want to really top off this whole outfit, why not add a beanie into the mix? Because the whole thing is pretty casual, you can go for whatever kind of beanie you choose.

Color Me Stoked

There’s nothing quite like mixing and matching your colors, is there? If you love nothing more than pairing different colors and patterns in one outfit, then you’ll be happy to know that you don’t have to stop when you get to your head. Instead, you can buy beanies with pom-poms on them, you can buy beanies in bright patterns, and you can buy every color under the sun if you want to.

If you love beanies as much as we do, we bet you love it when the beanie season comes around. Either whip out your old trusties or add some brand new beanies to your collection this year.