The Culture

PHOTOS: See who wore what in this Lollapalooza 2025 fit check

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Published on August 4, 2025

PHOTOS: See who wore what in this Lollapalooza 2025 fit check

Festival goers walking through Grant Park on the fourth day of Lollapalooza weekend in Chicago on Aug. 3, 2025. Photo by Sterling Hightower for The TRiiBE®

Lollapalooza 2025 is done. Whew!

Sunday’s finale saw a surprise appearance from the legendary Earth, Wind & Fire during pop star Sabrina Carpenter’s closing set. The group sang their timeless 1978 record “September” and 1981’s “Let’s Groove Tonight” with 26-year-old Sabrina and the crowd happily singing along.

Young Thug also showed up to support his girl, singer Mariah the Scientist. Onstage that afternoon, the couple performed her 2021 Ry Ry World track, “Walked In.” She stood by Thug throughout his trial, and had a message for the haters who talked mess about her.

“My man is free now,” she said after Thug left the stage. “So f–ck the haters who was hating on me.”

Top Dog Entertainment (TDE) rapper-singer Isaiah Rashad also hit the stage Sunday. Later that night, he brought out his labelmate Doechii at his Lolla aftershow at Riviera Theater. 

A$AP Rocky did his fashion thing during his Sunday night set as well; he wore old-school hair rollers with shades and a blue protective vest.

During our Lolla coverage this weekend, TRiiBE reader and Monday Coffee co-founder Felton Kizer wrote to us on Instagram, asking us to do a fit check after we shared our Day 1 photo gallery that included popular Chicago photographer Dennis Larance and Refine Collective founder IB Majekodunmi.

Chicago photographer and creative, Dennis Larance (center), and IB Majekodunmi, creator of Refine Collective, during the evening of Lollapalooza on July 31, 2025. Photo by Sterling Hightower for The TRiiBE®

In the fly photo, captured by TRiiBE freelance photographer Sterling Hightower, Majekodunmi donned a T-shirt by The Goody Vault, a Black-owned a vintage clothing studio and workshop based in Wicker Park.

We’re dedicating our Day 4 Lolla gallery to the fit check. 

See more stylish Day 4 photos below.

Festival attendee posing for a fit check on the fourth day of Lollapalooza weekend on Aug. 3, 2025. Photo by Sterling Hightower for The TRiiBE®
Festival goers walking through Grant Park on the fourth day of Lollapalooza weekend in Chicago on Aug. 3, 2025. Photo by Sterling Hightower for The TRiiBE®
Festival attendee posing for a fit check on the fourth day of Lollapalooza weekend on Aug. 3, 2025. Photo by Sterling Hightower for The TRiiBE®
Festival goers walking through Grant Park on the fourth day of Lollapalooza weekend in Chicago on Aug. 3, 2025. Photo by Sterling Hightower for The TRiiBE®
Festival goers walking through Grant Park on the fourth day of Lollapalooza weekend in Chicago on Aug. 3, 2025. Photo by Sterling Hightower for The TRiiBE®
Festival goers walking through Grant Park on the fourth day of Lollapalooza weekend in Chicago on Aug. 3, 2025. Photo by Sterling Hightower for The TRiiBE®
Festival attendee posing for a fit check on the fourth day of Lollapalooza weekend on Aug. 3, 2025. Photo by Sterling Hightower for The TRiiBE®
Rapper and Ray-Ban creative director, A$AP Rocky performed lived on the last day of Lollapalooza on Aug. 3, 2025. Photo by Sterling Hightower for The TRiiBE®
Festival goers walking through Grant Park on the fourth day of Lollapalooza weekend in Chicago on Aug. 3, 2025. Photo by Sterling Hightower for The TRiiBE®
Lollapalooza festival attendee on the fourth day of the festival held at Grant Park in Chicago on Aug. 3, 2025. Photo by Sterling Hightower for The TRiiBE®
Lollapalooza festival attendee on the fourth day of the festival held at Grant Park in Chicago on Aug. 3, 2025. Photo by Sterling Hightower for The TRiiBE®
Lollapalooza festival attendee on the fourth day of the festival held at Grant Park in Chicago on Aug. 3, 2025. Photo by Sterling Hightower for The TRiiBE®
Festival goers walking through Grant Park on the fourth day of Lollapalooza weekend in Chicago on Aug. 3, 2025. Photo by Sterling Hightower for The TRiiBE®
Festival attendee posing for a fit check on the fourth day of Lollapalooza weekend on Aug. 3, 2025. Photo by Sterling Hightower for The TRiiBE®
Festival goers walking through Grant Park on the fourth day of Lollapalooza weekend in Chicago on Aug. 3, 2025. Photo by Sterling Hightower for The TRiiBE®

BONUS — here a look back at more stylish fits from the other days of the festival.

Lollapalooza goers showing off their fits on Aug. 1, 2025. Photo by Sterling Hightower for The TRiiBE®
Lollapalooza fest goers pose for a photo near Buckingham fountain in Grant Park on Aug. 1, 2025. Photo by Sterling Hightower for The TRiiBE®
Fest goers enjoying the performance at Lollapalooza on July 31, 2025. Photo by Sterling Hightower for The TRiiBE®
Lollapalooza goers show off their festival attire on Aug. 2, 2025. Photo by Sterling Hightower for The TRiiBE®
A group of festival goers at Lollapalooza pose for a fit check on Aug. 2, 2025. Photo by Sterling Hightower for The TRiiBE®
Lollapalooza goers showing off their fits on Aug. 1, 2025. Photo by Sterling Hightower for The TRiiBE®
Lollapalooza goers walking through the festival held in Grant Park on Aug. 2, 2025. Photo by Sterling Hightower for The TRiiBE®
Lollapalooza fest goers pose for a photo near Buckingham fountain in Grant Park on Aug. 1, 2025. Photo by Sterling Hightower for The TRiiBE®
A group of festival goers at Lollapalooza pose for a fit check on Aug. 2, 2025. Photo by Sterling Hightower for The TRiiBE®