We Flew to Lollapalooza to Ask Artists the Last Time They Cried

They say laughter is the best medicine but is there anything as cathartic as a good cry? Given that this week marks mental health awareness week and October 10 in particular marks World Mental Health Day, we decided to take that sentiment to heart. This summer we flew to Chicago for Lollapalooza, an annual musical festival held in the heart of the city that brought out the likes of Ariana Grande, Flume, Tame Impala, and a host of up-and-coming artists.

And at this year's Lollapalooza, we asked the artists performing one simple question: when was the last time you cried? Choosing to be as candid as they wished to be, we got to hear from Conan Gray, Scarypoolparty, Alec Benjamin, Social House, Tessa Violet, and so many more on what it was that last tugged on their heartstrings. Because, truth be told, whether or not we find ourselves on festival stages, we all need a good cry now and again.

This year's World Mental Health Day focuses on raising awareness for suicide prevention. You can visit the World Health Organization's page to learn more about this mental health day and previous world mental health days.  

Related Articles

Outside Lands 2025: 5 Acts to Catch in The Bay this Weekend

Outside Lands 2025: 5 Acts to Catch in The Bay this Weekend

August 6, 2025 These are five stars in the making.
Author: Carter Fife
chlothegod Has an Unwavering Dedication to Being Odd

chlothegod Has an Unwavering Dedication to Being Odd

July 24, 2025 "I've always wanted to be comfortable and confident and honest, I've always wanted to feel like I deserve to take up space."
Author: Jazmin Kylene
R&B
renforshort Takes Us Through ‘a girl's experience,’ Track by Track

renforshort Takes Us Through ‘a girl's experience,’ Track by Track

June 16, 2025 ‘a girls experience’ traces an alternative pop course through feelings of nostalgia, desperate crushes, and coming of age.
Author: DJ Connor
pop