Reddit users in r/lollapalooza are throwing out some bold headliner predictions for Lollapalooza 2026 — and the thread has a mix of realistic bets and wishful thinking. OP says we’ll likely have to wait until March for official announcements, but the community already picked a handful of names that keep coming up.
Possible headliners being discussed:
– Charli XCX — Fans point to her Brat era momentum, remixes and a new album cycle, plus she hasn’t played Lolla since 2022 and didn’t headline last time. Could be a pop-forward late-night pull.
– Tate McRae — Some users argue she’s leveled up since 2024 and that Lolla has elevated acts quickly in the past, though others think she hasn’t had the breakout-level catalog yet.
– Justin Bieber — The OP and some commenters note two recent albums and the possibility of a Lolla + Coachella-style booking (or a Coachella exclusive). Others think he’ll stick to a single-festival strategy.
– J. Cole — A logical hip-hop headliner pick: he hasn’t headlined Lolla since 2022 and might have a new album cycle in 2026.
– Lady Gaga — Lots of support in the thread. Commenters point out Gaga’s historic ties to Chicago and past Lollapalooza shows; some see her as a strong possibility, especially given tour routing and anniversary opportunities.
How the Reddit crowd reacted
Commenters pushed back and debated each pick: some reminded others that many of these names have been floated for months, while others called out which acts seem more likely based on recent touring and chart momentum. A few commenters argued Charli and Tate don’t yet have the catalog to headline, while Gaga drew consistent positive mention.
Bottom line
Nothing official yet — just a lively Reddit roundtable. If you want to track likely headliners for Lollapalooza 2026, keep an eye on festival announcements in March and watch tour routing for major acts (Gaga, Bieber and J. Cole are the names to watch, according to the thread).
Source: discussion on r/lollapalooza (thread: “NEW POSSIBLE HEADLINERS FOR 2026”).
Source: https://www.reddit.com/r/Lollapalooza/comments/1qwui28/new_possible_headliners_for_2026/