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Lollapalooza is back in Grant Park, and this year's festival has a particularly exciting name near the top of the bill: Olivia Dean. If you're not already familiar with the London-born singer-songwriter—or haven't been on TikTok in the past year—Dean has built a reputation for a sophisticated blend of soul, jazz, pop and R&B, pairing a warm, expressive voice with songs that are both intimate and accessible. And this year, she's bringing that soulful pop to Chicago as a headliner of a stacked Saturday lineup that also includes The Neighbourhood and Ethel Cain.
Lollapalooza 2026 runs July 30 through August 2, with more than 170 artists performing across eight stages. It's a lot to keep track of, so here's everything you need to know before you make your way to Grant Park to see Olivia Dean show off why she's become such a global sensation.
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When is Olivia Dean performing at Lollapalooza?
Olivia Dean is scheduled to take the T-Mobile stage on Saturday, August 1. Her Lollapalooza appearance comes just days after she kicks off the North American leg of her The Art of Loving Live tour, making the festival performance part of a particularly busy stretch for the singer.
What time will Olivia Dean play at Lollapalooza?
Dean's set will kick off at 8:30pm, making it a prime-time performance as the sun goes down over Grant Park.
What songs will Olivia Dean play at Lollapalooza?
There's no official setlist yet, but fans can expect Dean to pull from her acclaimed albums Messy and The Art of Loving. That likely means a mix of fan favorites including "Dive," "Carmen," "UFO" and "The Hardest Part," alongside newer songs such as "Man I Need," "Nice to Each Other" and "Rein Me In."
Her set should offer a welcome change of pace from some of the festival's louder, more maximalist performances. Expect soulful vocals and lush pop arrangements that make you briefly forget you're standing in a park with approximately 100,000 other people.
Has Olivia Dean played Lollapalooza before?
Nope! She is set to make her debut appearance at the 2026 festival as a main stage headliner.
Will Olivia Dean's performance at Lollapalooza be livestreamed?
Lollapalooza will stream select performances live on Hulu and Disney+ (the official streaming partners for Lollapalooza US). Exact broadcast schedules are typically revealed closer to the festival dates.
Who else is playing Lollapalooza on Saturday?
Dean is part of an unusually packed Saturday lineup. The day also features headliner Jennie, as well as The Neighbourhood, Ethel Cain, Clipse, Geese, Leon Thomas, Spacey Jane, Alison Wonderland, Disco Lines, DJ Trixie Mattel and more.
Jennie is scheduled to headline the Bud Light stage at 9pm, while Dean's 8:30pm set on T-Mobile overlaps with the start of Disco Lines' performance at Perry's. If you're trying to catch both, prepare to move quickly or accept that festival scheduling is an elaborate system designed to make you choose between things you like.
What else should I know about Lollapalooza 2026?
Lollapalooza takes place July 30 through August 2 in Grant Park, with more than 170 acts spread across eight stages. This year's headliners include Charli XCX, Tate McRae, Lorde, Olivia Dean, John Summit, Jennie, The Smashing Pumpkins and The xx.
For the latest set times and any schedule changes, check the official Lollapalooza schedule before heading to Grant Park.