Celebrity Sightings at Lollapalooza: Chance the Rapper, Bebe Rexha, David Dobrik and MORE!

All the celebrities we spotted in and around Lollapalooza!

August 5, 2019

Chicago's Lollapalooza draws over 500 thousand music fans over a 4-day span. 

Plenty of those fans are musicians and celebrities themselves. Hey, their music lovers, too. 

Here's who we spotted roaming around Lollapalooza 2019!


Chicago's Very Own Chance the Rapper - he also hopped on stage with Death Cab for Cutie and 21 Savage. 

Spotted: @chancetherapper at @21savage at @lollapalooza! #lolla #lollapalooza #chancetherapper --: @dearfloyd

A post shared by B96Chicago (@b96chicago) on


Bebe Rexha, Daya and Kelsea Ballerini - the three ladies made special appearances with The Chainsmokers on Thursday. They were also spotted at Ink Bar for a private dinner hosted by Drew and Alex. 

masters of karate and friendship

A post shared by The Chainsmokers (@thechainsmokers) on

first lollapalooza ✔️

A post shared by Kelsea Ballerini (@kelseaballerini) on

lolla that was beautiful

A post shared by Daya (@daya) on


Ashley Graham - the model was seen strutting her fabulous prints around town! 

Hyped in ChiTown Dress by @ganni ✌--

A post shared by A S H L E Y G R A H A M (@ashleygraham) on


Hailie Jade Scott Mathers - Eminem's 23-year-old daughter was spotted grabbing pics for the gram in the media lounge. 


A post shared by Hailie Jade (@hailiejade) on

swinging into the best long weekend of the summer ------

A post shared by Hailie Jade (@hailiejade) on


T Jass - Youtube and IG basketball sensation T Jass was spotted roaming around Lolla and even snagged a pic with the legend himself, Chance! 

Linked up with the legend @chancetherapper ... Bro said he likes the crazy layups! --

A post shared by Tristan Jass (@tristanj22) on


David Dobrik - The major Youtube personality hung around Lolla for the weekend. He arranged a meet-up at Chipotle where he gave out a ton of free merch. He also hung out with friend and performer, Alec Benjamin.


Ninja - The professional gamer played Fortnite live at the Red Bull activation near Perry's for most of the weekend as eager fans snuck peeks at him in all his glory. 

We out here at @lollapalooza

A post shared by Tyler Blevins (@ninja) on

DAY 1 LOLLA COMPLETE! One of the best days of my life. Photo cred @ryanhadji

A post shared by Tyler Blevins (@ninja) on


MAX - The musician wasn't playing Lolla this year, but he was out there supporting all his friends and chatting it up with media! 

Credit: Floyd McCraney