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Lollapalooza

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HipHopWired Featured Video

Source: Astrida Valigorsky / Getty / Megan Thee Stallion
Megan Thee Stallion is not missing any opportunities to bless a concert stage this summer.
Fresh off of ripping the stage at Kendrick Lamar’s victory lap, aka the Pop Out Concert, Tyler, the Creator, broke the bad news to his fans on social media that he won’t be performing at Lollapalooza and Outside Lands music festivals.

“i hate saying this but i have to cancel [my performances at] lollapalooza and outside lands. i made a commitment that i can no longer keep, and that bums me out knowing how excited folks were,” the 33-year-old Hip-Hop star told his follers on X, formerly Twitter.

He continued, “i made a commitment that i can no longer keep, and that bums me out knowing how excited folks were. that is not sexy at all. please please forgive me or call me names when you see me in person. love.”
As for the reasoning for the pullout, the Chicago music festival said, “Tyler, the Creator will not be able to perform this year,” while Outside Lands claims he can no longer perform due “to personal reasons.”

Those excited to see the “Yonkers” crafter this year, Lollapalooza and Outside Lands, are understandably disappointed in the news.

Lollapalooza & Outside Lands Wasted No Time Finding Replacements
But both Lollapalooza and Outside Lands didn’t waste any time filling in the massive void Tyler, the Creator left.
Megan Thee Stallion, currently twerking across the country with GloRilla on her Hot Girl Summer tour, will fill in for Tyler at Lollapalooza while Sabrina Carpenter takes his spot at Outside Lands.
Thee Stallion also just performed at Bonnaroo in Tennessee.

While it may seem like summer concerts and music festivals aren’t as popular as they used to be, ask folks like Jennifer Lopez, who had to put their tours on ice; Megan Thee Stallion is currently living her best tour life.
We love to see it.

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Music lovers have a summer filled with tours and festivals to add to your lineup including Chicago’s Lollapalooza, which is back for its 2024 iteration. This year you can expect major headliners including SZA, Tyler, the Creator and the K-pop group Stray Kids will be making their Lolla debut. More than 170 bands and artists will be making an appearance in addition to the headliners providing an entire weekend filled with live music.

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Before you scope out travel deals and put together your festival gear, you’ll need to buy Lollapalooza tickets online in order to watch your favorite musicians in-person. Ticketmaster tickets are already sold-out and while you may still be able to find packages through the official Lollapalooza ticketing site, the options are limited. That doesn’t mean you can’t still attend the festival though, there are a variety of cheap ticket sites including resale options that’ll get you official Lollapalooza passes in time for the festivities.

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Keep reading to learn where to find Lollapalooza tickets online.

How to Get Lollapalooza 2024 Tickets Online

You can buy tickets for Lollapalooza 2024 online through a few resale ticketing sites including Vivid Seats, Seat Geek and Gametime. Since it’s a festival, you’ll have the option to choose between single-day passes or passes for all 4-days, which ShopBillboard breaks down below.

Vivid Seats

Vivid Seats is providing tickets to 2024 Lollapalooza from $142 for a one-day and $429 for 4-day passes (at the time of this writing). You may also be able to find VIP packages among the options, which will most likely be resold at a higher price. Purchases from Vivid Seats are also protected by the brand’s Buyer Guarantee that aims to provide legitimate tickets by the time of your event. Learn more about the ticket protection here. Bonus offer: purchases of $200+ can earn $20 off with the code BB2024 at checkout.

Seat Geek

Seat Geek tickets to the festival begin around $207 for one-day passes and $614 for a 4-day pass. The site uses a ranking system of 1-10 to spotlight the best deals with tickets ranked a one considered the worst deals and options given a 10 the best discount. You can also included estimated fees in your search to avoid any price jumps at checkout. For additional savings, first purchases can score $10 off orders of $250+ with the code BILLBOARD10 at checkout.

Gametime

Gametime is a great option for last-minute affordable ticket options with Lollapalooza tickets starting at just $135 and 4-day passes from $473. You can sort your options based on price and each purchase will be backed by the retailer’s Price Guarantee, which ensures that you’re getting the lowest price available or 110% credit back to your account. Read more about it here.

Lollapalooza 2024 Dates & Lineup

This year, Chicago’s music festival will take place August 1-4 and includes a mix of headliners you can read below or check out the full lineup here.

Thursday (Aug. 1): Tyler, the Creator and Hozier

Friday (Aug. 2): SZA and Stray Kids

Saturday (Aug. 3): The Killers, Future X, Metro Boomin and Skrillex

Sunday (Aug. 4): Blink-182 and Melanie Martinez

Other artists slated to attend also include Tate McRae, Reneé Rapp, Zedd, Sexyy Red, Kesha, Chappell Roan, Lizzy McAlpine, Victoria Monét, Conan Gray, Dominic Fike and more.

Imagine a hardcore Black gangsta rapper going toe-to-toe with a wild-eyed white indie rock freak in makeup and shiny black leather pants, as the two repeatedly, gleefully, refer to one another using racial slurs. Then imagine those two men clasping hands and giddily doing a same-sex waltz on stage in front of 15,000 screaming suburban kids to celebrate their transgressive tango.

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That is one of the first images — as well as the very last — that you will see in the new three-part Paramount+ documentary series Lolla: The Story of Lollapalooza, which premieres today (May 21). The sprawling doc, directed by Michael John Warren (Free Meek), uses the electric scene of Jane’s Addiction singer (and Lolla co-founder) Perry Farrell singing Sly and the Family Stone’s incendiary 1969 anthem “Don’t Call Me N—er, Whitey” with OG gangsta rapper Ice-T during the tour’s inaugural 1991 run as a framing device, to explain how and why Lolla changed music festivals in America forever.

It is one of Farrell’s favorite moments from the madcap ride through the fest’s three decade run, during which it blossomed from a multi-act touring anomaly to the industry standard for touring fests, before shrinking, floundering and finally relaunching in the early 2000s as a stay-put in Chicago — with tentacles that now reach throughout South America, Europe and India.

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“I wasn’t thinking [about a] documentary at all,” says the eternally bright-eyed, future-focused Farrell, 65, during a Zoom call. “Because I feel our best work is ahead of us… people usually do documentaries at the end of things and I feel that Lolla is just getting started.”

It’s a classic Farrell forward spin on the festival he originally launched in 1991, as a swan song for his genre-defining alt rock band Jane’s Addiction. After falling in love with such well-established multi-day English festivals as Reading, Farrell and his partners — late promoter Ted Gardner, agent Don Muller and SAVELIVE CEO Marc Geiger — cooked up the idea for a traveling fest that would bring the best of indie rock to the masses.

Before the commercial internet, before cell phones or texting, freaks and geeks could only go to their hometown rock clubs or find each other in their local record store as they browsed the racks and flipped through zines like Maximum Rocknroll. After launching with an initial 1991 lineup topped by Jane’s and featuring Siouxsie and the Banshees, Living Colour, Nine Inch Nails, Ice -T & Body Count, the Butthole Surfers and the Rollins Band, Lolla quickly became a safe haven for the indie diaspora.

For a generation of musical misfits who loved art, nature and peace, it was the place where no one judged you based on how you looked, who you loved or what you listened to. Goths sat side-by-side with metal heads, grunge moppets shared space with indie nerds and hip-hop heads and everyone realized that they were not the only outsiders in their hometown.

The full story of Lolla is a wildly sprawling one, and director Warren says wrestling it into a three-plus-hour doc meant crawling through 20,000-30,000 hours of footage, much of it courtesy of MTV News, which thoroughly covered the fest for years. Luckily, there was no one on the planet who seemed like a better fit for the job.

“Every morning [my research team] would send me an email that felt like Christmas,” says Warren of the difficulty of discerning what to keep in the project given his embarrassment of taped riches. As much as he wanted to include the incredible full Pearl Jam sets from 1992 — during which singer Eddie Vedder would climb perilously high into the stage rigging and take death-defying leaps into the crowd — Warren says he had to remind himself to put his fan boy hat to the side, despite the huge impact the fest had on his life and later, career.

“It was personal for me, since I was at the first Lollapalooza when I was 17 years old in [my hometown of] Mansfield, Massachusetts,” he says. “I had not seen the world at all and me and my weird friends in an avant garde jazz band thought we were the only ones who felt the way we did about things that we were pissed about.” But as soon as he walked onto the Lolla grounds, he says, he found his tribe.

“There were thousands of us there — and if there were thousands there, there must be millions all over the country and the world!,” Warren recalls thinking. It’s a sentiment repeatedly driven home in the film by the pierced, punk haired and black-clad masses who may have come in the first few years for for Alice In Chains, Smashing Pumpkins, Beastie Boys and Dinosaur Jr., but who left turned on to Fishbone, Sebadoh, Royal Trux, A Tribe Called Quest, Stereolab, Shonen Knife and dozens of other less radio-friendly alternative acts.

Undaunted by the mountain of material, Warren set out to tell a roughly chronological tale of how Lolla grew from a scrappy idea for a traveling carnival, using just a handful of key voices instead of the sometimes overwhelming barrage of talking heads in other music docs. Farrell and his partners are key players, of course, with the former Jane’s singer acting as a kind of spirit guide for the entire journey, on which he’s joined by artists including tango partner Ice-T, Metallica drummer Lars Ulrich, Chance the Rapper, Rage Against the Machine’s Tom Morello, Red Hot Chili Peppers bassist Flea, Living Colour’s Vernon Reid and L7’s Donita Sparks.

“It felt like a revolution,” Nine Inch Nails’ Trent Reznor says in the doc of the accepting, electric vibe that saw audiences embrace his then-new band’s industrial earthquake of sound and chaotic vision.

They all tell the tale of how Lolla not only blew minds with the music on three stages, but also expanded them by providing space for a wide breadth of social, environmental and political voices.

With an early focus on offering information from a diversity of interests — from PETA to the National Rifle Association, pro-choice group NARAL, Greenpeace, vegetarian organizations and petitions to overturn the nomination of Clarence Thomas to the Supreme Court, Lolla looked to blow minds with information as well as sonics. “I didn’t realize we were so ahead of the curve with gun control [and abortion rights],” Farrell says, adding, “It’s an ongoing process of blowing people’s minds from year-to-year.” Farrell continues to believe that the purpose of the festival is to expose the audience to the new, young rebels in music and to spread their message across the globe: “We never thought about the status quo, we only thought about he truth, what I considered radical fun with my friends.”

The film elegantly takes you through an initial year nobody was sure would hit, to a sold-out second run with the Chili Peppers, Lush, Jesus & Mary Chain, Pearl Jam, Ice Cube and Soundgarden. It chronicles registering thousands of voters each day, adding the stomach-churning Jim Rose Sideshow Circus to the mix, as well as a second (and later third) stage that exposed audiences to such then up-and-coming acts as Rage, Tool and Stone Temple Pilots.

All along, in addition to focusing on the attitudes and gratitude of the audiences, the doc weaves in elements of the larger culture at the time, from Tipper Gore’s PMRC slapping profanity stickers on albums (and Rage’s full-frontal protest of that move from the Lolla stage), to the missed opportunity to book Nirvana during their prime and the constant gripes that the event had gone “too mainstream.”

It traces the path of increasingly mega lineups, a return to punk roots and a 1996 Metallica-topped lineup that was not only controversial, but also the initial sign that just five years in, things may have begun to go sideways for the festival as a panoply of other package tours — including Ozzfest, Smokin’ Grooves, H.O.R.D.E. and Lilith Fair — took flight. After a final 1997 run with a mostly techno/electronica-focused lineup of Prodigy, Orbital, the Orb, Tool, Tricky and Korn, Lolla petered out and went silent for several years.

All along, though, Warren says the footage showed him that — as Morello says in the film — Lollapalooza was like a “Johnny Appleseed,” spreading the word about hip-hop and alt rock, and how much bigger the world outside your hometown was. Elsewhere in the film, Morello calls the trip from the underground to suburban amphitheaters across the country, the “Declaration of Independence of the alternative nation.”

“It was really important to tell the story of the cultural context, which happens in the very first episode,” says Warren. “What I’m proud of in our film is that you actually understand what is going on in America — not just about the music, but about the cultural revolution in youth culture. How kids were f–king pissed about the environment, gun safety and these things that are so painfully relevant today. It was almost mind-numbing to go through these things and see that the stuff we were so upset about are as bad as ever today.”

Warren points to that first taste, in which he saw Ice-T and his hardcore band play their then-controversial anthem “Cop Killer,” and his fear that they were all going to get arrested for indecency, along with the nearly naked Farrell and Jane’s. Warren says his impression of that inaugural tour was how “extremely dangerous” the whole prospect felt to him then. That narrative line of pushing the boundaries and connecting the dots between formerly disjointed music tribes is the crucial through-line of the film, and the festival.

After the 1997 meltdown, the third episode focuses on the fest’s phoenix-like rebirth in Chicago on the shores of Lake Michigan, where Lolla put down roots in 2005. Taking the show off the road has allowed it to sprout wings, growing into a massive annual event in the Windy City, as well as at satellite locations in Chile, Argentina, Brazil, Germany, Paris and India.

“I think [Farrell] wanted it to be truthful and I know when he started seeing cuts it really struck him — this sounds self-serving — how good it was, and he was really relieved,” says Warren of the journey through the highest highs, lowest lows and almost inconceivably eclectic lineups over the years. This year’s event in Chicago will feature headliners SZA, Tyler, the Creator, Blink-182, the Killers and more.

With one eye always focused on the next adventure, Farrell takes a long, considered pause while contemplating the question of what Lollapalooza has changed in the larger culture and whether the movie gets any closer to capturing that shift.

“I think that I can’t take credit for anything Lollapalooza does,” Farrell says with a smile before unleashing a perfectly Lolla notion of what it all has, or does, mean. “I work, I serve [Rastafarian God] Jah, Jah makes the decisions … I just try to follow Jah’s direction.”

Check out the trailer for Lolla: The Story of Lollapalooza below and watch it on Paramount+ now.

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What started in 1991 as a small farewell tour for Perry Farrell and Jane’s Addiction has since become one of the world’s foremost music festivals: Lollapalooza. And in a new Paramount+ docuseries titled Lolla: The Story of Lollapalooza, the rock star and his peers are giving an oral history of how it all went down — as teased in the project’s new trailer, which Billboard is exclusively premiering.
From ’90s rockers to hip-hop stars, Lolla gathers many of the visionaries who were involved in some of the very first Lollapalooza tours. “It felt like a revolution,” Trent Reznor of Nine Inch Nails recalls in the trailer, speaking on the festival’s beginnings as an anti-establishment, for-the-people musical melting pot.

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“We had all been underground bands, but that was changing,” adds Red Hot Chili Peppers frontman Flea, while Rage Against the Machine’s Tom Morello tells the camera, “That was the Declaration of Independence of the alternative nation.”

As time went on, Lollapalooza kept innovating — and in doing so, its own popularity began to overshadow its underground roots. “When the car’s going real, real fast, it gets harder and harder to jump out,” Farrell remarks in the trailer. “We were a victim of our own success.”

Also featured in the project are Metallica’s Lars Ulrich, Ice-T and Chicago native Chance the Rapper, who muses in the new clip, “Lolla picks great people [to perform] when no one’s heard of them.”

Lolla is also sure to feature old and recent footage of Lollapalooza performances through the years, with clips of Green Day, Billie Eilish, Marshmello and dozens of more acts appearing in the trailer. Now a global phenomenon with annual offshoots in Chile, Argentina, Brazil, Germany, France, Sweden and India, Lollapalooza was the first festival to mix genres on its billing, expand to multiple days and introduce a second stage. This year, the event will be headlined in August by SZA, Tyler, the Creator, Blink-182, The Killers and more.

Directed by Michael John Warren, the three-part series drops exclusively on Paramount+ May 21. It first premiered at the 2024 Sundance Film Festival in January.

Watch the trailer for Lolla: The Story of Lollapalooza above.

SZA, Tyler, The Creator, blink-182, The Killers, Future X Metro Boomin will headline this summer’s Lollapalooza festival in Chicago. The August 1-4 throwdown in the Windy City will also feature headline sets from Hozier, Stray Kids, Melanie Martinez and Skrillex among the 170 bands that will perform on eight stages over four days.

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Among the other acts on the lineup announced on Tuesday (March 19) are: Deftones, Tate McRae, Laufey with the Chicago Philharmonic, Reneé Rapp, Lizzy McAlpine, Zedd, Fisher, Zeds Dead, Dominic Fike, Labrinth, Pierce the Veil, Victoria Monét, Sexyy Red, Teddy Swims, Faye Webster, Benson Boone, Jungle, Two Door Cinema Club, Killer Mike, Ive, Vince Staples, Kesha, Galantis, Kevin Abstract, Ethel Cain, Chappell Roan, Megan Mornoey, Teezo Touchdown and many more.

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Fans can sign up now for the 2024 presale, which will kick off on Thursday (March 21) from 11 a.m. to 1 p.m. ET; the presale is the only way to guarantee the lowest price on 4-day general admission, GA+, VIP and Platinum tickets. Ticket prices will increase at 1 p.m ET when the public onsale begins; click here for ticketing information. One-day tickets and the lineup-by-day rundown will be available at a later date.

This year will mark Skrillex’s first show in a decade and K-pop boyband Stray Kids will be making their Lolla Chicago debut.

Last summer’s event featured headlining sets from Billie Eilish, Lana Del Rey, Red Hot Chili Peppers, Kendrick Lamar, Odesza, Karol G, TOMORROW X TOGETHER and The 1975. The four-day extravaganza that sets up in Grant Park in downtown Chicago draws more than 400,000 fans to the massive party near Lake Michigan.

Check out the full lineup poster below.

Lollapalooza increased its commitment to supporting environmental causes on Wednesday (Jan. 24) with the announcement of a new partnership with the conservation organization Re:wild. Beginning with the Jan. 27-28 Lollapalooza India in Mumbai this weekend, the global festival with outposts in Chicago, Chile, Argentina, Brazil, Germany, France and Sweden will team with the group co-founded in 1987 by leading conservation scientists and actor Leonardo DiCaprio to support Re:wild’s efforts by sharing environmental education through Lolla’s messaging channels, as well as on festival grounds.

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“In a moment when we need the world to come together to protect and restore nature as the most effective solution to the related climate and biodiversity crises, there are fewer greater convening forces than music,” said Wes Sechrest, Re:wild chief scientist/CEO in a statement. “We are excited for this partnership with Lollapalooza to bring visibility and support to the vital and urgent work of the communities and local organizations on the front lines working to ensure that nature thrives for the benefit of all.”

In addition to amplifying Re:wild’s messages on its social feeds, Lolla festivals will carve out spaces on their grounds for partners to speak directly to attendees, as well as supporting the organization’s projects with an as-yet-unspecified financial commitment. Lollapalooza has partnered with a number of environmental organizations to green the massive festival over the past three decades via the purchase of carbon offsets, free refillable water stations that have diverted millions of plastic water bottles from landfills, composting, recycling and food waste distribution and reusable cup programs among other efforts.

In a message to fans, festival co-founder and Jane’s Addiction singer Perry Farrell and wife Etty Lau Farrell said, “Solutionists, join us! We are thrilled to partner with our new friends at Re:wild, as we too love the land, the water, and all living creatures. Their commitment to healing the world is directly in line with the environmental awareness roots that were planted in the infancy of Lollapalooza decades ago.  And of course, we still respond to the call of the wild!” 

The festival’s flagship American show, Lollapalooza Chicago, received the Illinois Sustainability Award in 2017 and in 2023 Lollapalooza Berlin was the nation’s first festival to be certified as sustainable according to international standards.

Among the efforts undertaken by Re:wild over the past three decades are protecting and restoring mangroves, tropical forests, oceans and other ecosystems, as well as helping indigenous peoples attain rights to their lands and reintroducing endangered species. Click here to find some helpful suggestions for ways you can Re:wild your fridge, campus and your life and here to read more about the Re:wild Lollapalooza partnership.

Blink-182, Feid, SZA, Sam Smith, Arcade Fire and Limp Bizkit are among the superstar acts slated to take the stage at the 2024 editions of Lollapalooza in Argentina, Chile and Brazil.
The shows will also feature appearances by Hozier, The Offspring, Thirty Seconds to Mars, Diplo, Omar Apollo and many more. Tickets are now on sale for the events in South America, which will take place from March 15 to 17 in Argentina at the Hipódromo de San Isidro in Buenos Aires; from March 15 to 17 in Chile at the Parque Bicentenario de Cerrillos in Santiago; and from March 24 to 26 in Brazil at the Autódromo de Interlagos in Sao Paulo.

The Chilean edition will also feature performances by Chencho Corleone, Grupo Frontera, Francisca Valenzuela and Ana Tijoux, to name a few. The Argentina shows will feature many of the same acts, along with YSY A, Phoenix, Miranda!, Jungle, Cristian Castro, Kenia Os, GALE and more. While in Brazil, most of those mentioned will perform, in addition to Meduza, Above and Beyond, Gilberto Gil, Céu and many more.

The lineups were announced Tuesday (Nov. 7) on social media and via press release. In total, the program includes over 100 acts of varied genres and nationalities, who will be taking stages in each of the three South American cities.

The original Lollapalooza festival — which began as a U.S. tour in the early ’90s and then set up shop annually in Chicago in 2003 — has expanded over the years to countries that also include Germany, Sweden and France. The first edition outside the United States was in Chile, in 2011. Brazil debuted a year later and Argentina in 2014.

Check out the 2024 posters for all three festivals below.

Lollapalooza glided to a close on Sunday night (Aug.  6) on the wings of two very different California vibes. While the Red Hot Chili Peppers helped shut down the T-Mobile stage at the South end of the mud bog previously known as Grant Park, Lana Del Rey did the honors about a mile up the road on the Bud Light stage, drawing a huge crowd of superfans who’d been waiting all day for their beloved queen of disaster.

Del Rey brought a bit of old Hollywood glamour to what was an otherwise not-at-all glamorous, soggy, cloudy day — the second one of the four-day weekend in Chicago — one that reduced so many cute outfits and carefully curated looks to muddy messes as fans tromped through giant puddles.

In the wind-up to her commanding, mesmerizing 90-minute set, the day featured some fun lead-ins, including Afrojack getting the crowd absolutely mental with a taste of the remix of LDR’s “Summertime Sadness” on the Perry’s EDM stage. Just moments earlier, Joey Bada$$ made his fans equally bonkers by inviting hometown hero Chance the Rapper out for a surprise cameo run through Chance’s “No Problem and the live debut of their collab “Highs & the Lows.”

In another tip to Chi-town hip-hop royalty, both A Boogie Wit Da Hoodie and Lil Yachty shouted out late Chicago MC Juice WRLD during their sets, with the latter wowing the far-as-the-eye-could-see crowd with a rocking performance that leaned hard into the indie guitar vibes of his Let’s Start Here album.

An hour before LDR cast her soothing spell, Rina Sawayama lit up the Bud Light stage with a decidedly more high-energy vibe, literally cracking a whip during “XS” as she playfully teased her back-up dancers with a variety of S&M gear while rocking a red latex bondage outfit. And in a kind of foreshadowing of LDR’s headlining set, Rina took time out during her show to get her hair done on stage, change shoes and have a sip of Bud Light — she was, after all, on the Bud Light stage. She also slipped in a quip to the audience that seemed to allude to the beer brand’s Dylan Mulvaney flap, reminding them that “trans rights is not just for pride month.”

All of that, however, was just a simple appetizer for the tens of thousands who camped out to see Lana, who took the stage dressed as the world’s loneliest bride, complete with a white wedding mini-dress with a colossal train. While her set was low on the pyrotechnics that marked some of the other headliners over the weekend — from Karol G’s history-making appearance, to the 1975’s cheeky, antics-filled show, Billie Eilish’s eye-popping spectacle and Kendrick Lamar’s intense, stripped-down set — what it lacked in flames it more than made up for in smoldering elegance.

Check out the six best moments from LDR’s set below.

Wedding Bell Blues

Kendrick Lamar performed in Chicago a year for ago for his Big Steppers Tour. But the last time he performed at Lollapalooza was in 2013. Then, still fresh off his sophomore set, good kid, m.A.A.d. city (2012), a brilliant album that cemented the Compton native as a cultural force with thought-provoking lyrics. Friday (Aug. 4), Lamar — now one of the greatest and influential rappers of his generation — returned to Chicago’s Grant Park to close out day two of the festival.

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As expected, a massive sea of high-energy fans gathered at the T-Mobile stage early on to secure a spot to see the Pulitzer Prize-winning rapper up close. As his set time at 8:45 p.m. neared, the area got densely packed with hardly any empty spots around you. Lamar was 15 minutes late but his fans were forgiving. And he made up for lost time kicking off with the big hits (plus he went over 10 minutes over his allotted time). At exactly 9 p.m., “The Heart Part 5” started blasting and seconds later, the man of the hour appeared dressed in blue from head to toe, and a Dodgers-inspired blue cap repping pgLAng, the entertainment company he launched with Dave Free in 2020. He then went on to perform “N95” and “Element,” before officially saying hello to the crowd.

“Is anybody alive right now?” Lamar asked. In return, festivalgoers roared letting him know that they were alive and eager to sing bar for bar with Lamar. “Chitown how are you feeling tonight? Make some noise. It’s a special night in a special city,” the rapper said.

The Grammy-winning artist went on to perform a mesmerizing set — with a group of interpretive dancers in aprons and a live band in tow — which spanned his greatest hits of the past decade-plus, including tunes from his rich body of work such as Mr. Morale & The Big Steppers, DAMN., To Pimp A Butterfly and good kid, m.A.A.d. city.

“It’s always special when we come out here. It’s always love. I want to make sure you have a good time from start to finish,” the hip-hop icon told fans. Showcasing his lyrical prowess and vast catalogue, Lamar wound through songs such as “King Kunta,” “Backseat Freestyle,” “Swimming Pools (Drank),” “m.A.A.d. City,” “LOYALTY,” “DNA.,” and “HUMBLE.” and “Count Me Out,” to name a few. He closed with the 2015 anthem “Alright,” and said “Until next time Chicago, I will be back.”

Day two of Lollapalooza also included performances by Sabrina Carpenter, Jessie Reyez, Fred Again.., Thirty Seconds to Mars, Tems, Sudan Archives, and Sueco, among others. The 1975 was also a headliner and in charge of closing out the Bud Light stage.

Surely you didn’t think The 1975 singer Matty Healy wouldn’t address the band’s recent controversial set in Malaysia during their first gig back since that international incident? After all, it was Healy’s broadside against the country’s anti-LGBTQ laws — not to mention an onstage same-sex kiss with bassist Ross MacDonald — that got the band’s set cut short and led to the cancelation of the Good Vibes festival and Healy’s claim that his group is now banned from Kuala Lumpur.
Well, Healy took the matter head-on, kind of, during a typically raucous, unpredictable headlining slot at Lollapalooza in Chicago on Friday night (Aug. 4). Playing on the Bud Light Stage at the same time as Kendrick Lamar top-lined at the other end of the park, the band lit into the intro to “It’s Not Living If It’s Not With You,” during which Healy said, “You want my travel tip? Don’t go to…”

But he never got to finish his thought, because as the band often does during this wind-up, they cut Healy off before he could say something else that would get them into hot water.

At another point in the set that included runs through “Chocolate,” “Oh Caroline,” “Somebody Else” and “Love It If We Made It,” Healy again seemed to allude to his headline-making talents, joking, “What would we do without a little bit of drama, right?” before swigging from his ever-present flask.

The set had some other predictably unpredictable moments as well, as when during “Robbers,” Healy stole a moment to hop down off the stage to go hug one of his musical heroes after spotting him in the photo pit. Appearing gobsmacked by the sight, Healy scrambled down to give a surprised-looking Blink-182 singer-guitarist Tom DeLonge a giant hug. Even as he continued to sing the song — cradling both his mic and a cigarette in his right hand — Healy paused for a moment to tell Tom, “I love you so much, I love you so so much.”

DeLonge had also been in the same area a few hours earlier during 30 Seconds to Mars’ high-energy, death-defying set, during which singer and rock climber Jared Leto did a tethered free-fall from the top of the stage to gasps from the crowd.

After the song was over, Healy shared with the huge crowd how excited he was to meet one of his rock icons. “The person who inspired me to talk about my d–k as much as I do and I thank him for that forever,” he joked about DeLonge in a nod to Blink’s proud history of juvenile lyricism.

Lollapalooza soldiers on Saturday night (Aug. 5) with sets from Morgan Wade, Alex G, Pusha T, Odesza and Tomorrow X Together. The massive four-day fest winds down on Sunday night (Aug. 6) with music from Joey Bada$$, Alvvays, Lil Yachty, Red Hot Chili Peppers and Lana Del Rey.