[8] In 2005, Farrell and the William Morris Agency partnered with Austin, Texas–based company Capital Sports Entertainment (now C3 Presents) and retooled the event into its current format as an annual festival in Chicago.

[9] In 2010, it was announced that Lollapalooza would remain in Chicago, while also debuting outside the United States, with a branch of the festival staged in Santiago, Chile on April 2–3, 2011, where it partnered with Santiago-based company Lotus.

[10][11] The Argentine version started in April 2014 in Buenos Aires and in November 2014, the first European Lollapalooza was announced, and was held at the former Berlin Tempelhof Airport.

[12] The word—sometimes alternatively spelled and pronounced as lollapalootza, lalapaloosa,[13] or lallapaloosa (P. G. Wodehouse, The Heart of a Goof)—dates from a late 19th-century/early 20th-century American idiomatic phrase meaning "an extraordinary or unusual thing, person, or event; an exceptional example or instance".

The premiere in Phoenix, Arizona, on July 18, 1991, was covered by a report on MTV, which ended by journalist Dave Kendall saying "Lollapalooza could be the tour of the summer".

The Butthole Surfers opened the day, playing in front of a big audience, and Siouxsie and the Banshees "were like the Led Zeppelin of that scene".

[27] In 2020, when rating the first edition as the greatest US tour in 35 years, Spin wrote that it "changed the trajectory of the '90s, helping usher the alternative era into the mainstream.

Journalist Kurt Loder commented: "By 1992 the music that had once been trumpeted as alternative was quickly becoming mainstream and the second Lollapalooza reflected the shift.

[...] The 1992 headliners included acts such as Soundgarden and Red Hot Chili Peppers, bands that were hardly strangers to the mainstream pop charts".

These years also saw marked increases in the participatory nature of the event, with the inclusion of booths for open-microphone readings and oratory, television-smashing pits, and tattoo and piercing parlors.

[33] The event took place at the Alpine Valley festival in East Troy, Wisconsin on August 29, 1992, and also at World Music Theater in Tinley Park, Illinois (near Chicago), where concertgoers ripped up chunks of sod and grass and threw them at each other and at the bands, resulting in tens of thousands of dollars in damages to the venue.

to create a series of posters and the complete graphic decoration for the 1994 event, including two seventy-foot-tall Buddha statues that flanked the main stage.

The festival booked eclectic acts such as country superstar Waylon Jennings in 1996, and emphasized heavily electronica groups such as the Orb and the Prodigy in 1997.

Despite a bill with Morrissey, Sonic Youth, PJ Harvey, Pixies, and the Flaming Lips as headliners,[43] the 2004 edition was canceled in June due to weak ticket sales across the country.

[34] The event was generally successful, attracting over 65,000 attendees, despite a 104-degree Fahrenheit Sunday (40 degrees Celsius) heat wave (two people were hospitalized for heat-related illness).

[51] The livestreamed version featured acts such as A$AP Rocky, Brockhampton, Lupe Fiasco, Outkast, and many more performing on a free YouTube broadcast.

The celebration includes traditional Purim practices such as a commemoratory meal, attendees dressing up in costume, and a public reading of the Scroll of Esther.

In 1999, Farrell himself performed at PurimPalooza, hosted by Rabbi Josef Langer, at the Great American Music Hall in San Francisco.

[63] In 2010, it was announced that Lollapalooza would debut in South America, with a branch of the festival staged in Chile's capital Santiago on April 2–3, 2011.

[64] The eighth edition in Chile was held on March 16–18, 2018, with Pearl Jam, Lana Del Rey, The Killers, Red Hot Chili Peppers, and LCD Soundsystem as headliners.

In October 2022, the lineup for the following year's event was announced and is set to include headliners Blink-182, Billie Eilish, Lil Nas X, Drake, Rosalía, and Tame Impala.

[70] The 2020 edition was supposed to happen in April 3–5, with headliners Guns N' Roses, Travis Scott, and the Strokes,[71] but was canceled a week before the planned dates due to COVID-19 lockdowns.

[79] Drake also cancelled his performance hours before he was scheduled to go onstage, causing commotion online as he was seen at an American club the night before; he was replaced by Skrillex.

[80] The 2024 edition happened on March 22–24, with Blink-182, SZA, Kings of Leon, Sam Smith, Arcade Fire, Limp Bizkit, and Titãs headlining.

[82] The 2025 edition is scheduled for March 28–30, headlined by Olivia Rodrigo, Rüfüs Du Sol, Shawn Mendes, Alanis Morissette, Justin Timberlake, and Tool.

[85] In the official press release, festival founder Perry Farrell stated that, "Berlin's energy, vibrant art, fashion and music scenes are a mirror reflection of what Lollapalooza is all about and I can't wait to share in this cultural exchange".

The lineup for Lollapalooza Paris 2017 was announced on January 17, 2017, and included Red Hot Chili Peppers and The Weeknd as headliners.

Following that, the lineup included the likes of Imagine Dragons, Lana Del Rey, DJ Snake, London Grammar, Alt-J, The Roots, Marshmello, Liam Gallagher, Martin Solveig, Skepta, Glass Animals, Milky Chance, Don Diablo, Oliver Heldens, Crystal Fighters, Jauz, Alan Walker, and many more.

[98] While there was no definitive reason for the cancellation of the Israel date, various news sources reported financial challenges associated with producing a large-scale show with international artists within the political situation in the Middle East.

[101] The lineup included nearly forty artists,[102] such as Cigarettes After Sex, Raveena, Greta Van Fleet, Japanese Breakfast, the Wombats, Jackson Wang, and AP Dhillon.