I had the wonderful opportunity to attend my third Lollapalooza this year. Going in I wasn’t sure what to expect from this year’s festival since it almost didn’t sell out, which would’ve been a first in Lolla’s history. Some of that might have had to do with expanding the diversity of the closing headliners from rock legends in the past to artists like and Ariana Grande.

During my time in Chicago there wasn’t a cloud in the sky for the four day event, making it a bit of a scorcher. Festival goers were doing their best to beat the heat and take advantage of the multiple water stations throughout the park and find shade at the stages. Unfortunately, it wasn’t uncommon to see the medical staff attending to those who didn’t take care of themselves.

The following are my day-by-day highlights. As with any festival, there were times where I would have to stage-hop in order to enjoy some other music I was looking forward to hearing at the same time. During this journey I also took some time to enjoy the smaller sites on the grounds alongside fellow music lovers.

Day One:

I arrived in Chicago Thursday morning after a long, but smooth drive from Minneapolis. After checking into my AirBnB, showering, and pounding a coffee, I jumped in an Uber and headed towards the grounds of Grant Park. It didn’t take long after entering the main gate to recognize the festival set up. From my past experiences the main stages have remained in the same locations, with the exception of some name changes.

After a quick scan of the grounds, I met up with Elephante to talk about his new music and even some side barbeque talk. He later jumped onto the Perry’s stage, which hosted most of the EDM performances. Elephante played an energetic set and debuted his latest track “Diamond Days”.

Shortly after, while walking down one of the side streets, I heard Daft Punk’s “One More Time” being blasted. As I got closer, I realized it was Win & Woo playing at Bud Light’s new Dive Bar stage, which as you could tell by the name only held around 30 people on a small dance floor. A very cool and intimate setup indeed. Later that night Win & Woo played at the Tito’s bandshell where they brought out their friends Louis The Child.

Rüfüs Du Sol played a beautiful set at sunset at the Bud Light stage, which was the North-most main stage. Although their lighting production was minimal due to the sunset, Rüfüs Du Sol still mesmerized me with their music, playing hits like “Say A Prayer For Me”. Overall this was one of my top sets of the weekend and could have easily been a headlining set.

Lollapalooza 2019 [Four Day Event Review]
Photo by Madi Ellis/ Lollapalooza 2019

After the sun had set, the bass heads came out from their caves and experienced quite a ride when Gud Vibrations (Slander & NGTMRE) teamed up in a “DJ battle” against Slugz Music (Snails & Svdden Death). The Strokes ended the night at the T-Mobile stage, which was the southern main stage on the grounds. The Strokes had the crowd of all ages dancing and smiling, especially during their encore “Last Night” performance.

Lollapalooza 2019 [Four Day Event Review]
Photo by By Roger Ho/Lollapalooza 2019

Day Two:

I began day two with something a bit unexpected at a music festival. HBO was on site with an air-conditioned theater tent playing a screener pilot of “Righteous Gemstones”. The show stars John Goodman, Adam Devine, Edi Pattersoni and Danny McBride as a famous television preacher family that are corrupt when the TV cameras are off. As with most pilots, it was focused on building the story and not featuring enough comedy.  There is an awkwardly long projector scene that got some big laughs in the room, though.

Right after the screener I heard a set from Calboy leaking through the trees of the American Eagle stage, a stage tucked away in the Northwest corner of the grounds. When I made my way into the trees the timing couldn’t have been more perfect as Chance The Rapper ran across the stage to perform “No Problem” and “Get A Bag”.

After Calboy I stopped by my first food vendor of the festival, Chicago’s Tank Noodle for a perfectly-sized bahn mi sandwich. You can’t go wrong with the food vendor options, which literally runs down the street in the middle of the grounds. They had everything from Chicago-style pizza to smoothies. Unfortunately, it seems the rumors were true that the infamous lobster corn dogs did not make an appearance this year.

I joined a friend at the cocktail lounge to check out the hidden gem of this year’s Lollapalooza. Tito’s Vodka set up an arcade crane game where you had a chance to pick up a fanny pack that contained a pair of wristbands to the other Tito’s sponsored lounge, which provided free Tito’s cocktails for the day. Luckily the person in front of my friend loosened a fanny pack just enough to where he could pick it up and win it. For the rest of the day we got to enjoy some drinks with a great view of the Tito’s bandshell and Bud Light stage.

For the next few hours I would catch some sets at Perry’s. Cray, the streamer turned DJ, kicked off my Perry’s experience. She played a bass set, included a hard-hitting remix of Skrillex’s “Cinema”. Yultron followed up Cray’s set with a spread of old school Dubstep style tracks. Later, brought out a drummer to feature throughout his set, including during a remix of ’s “The Wolves”. Party Favor played a Mad Decent set with a hardstyle twist. Matoma performed a bass house set along with some energetic remixes. Alesso would wrap up Perry’s on day three with his big room sound and an incredible laser and pyro production.

Lollapalooza 2019 [Four Day Event Review]
Photo by Grant Hodgeon/Lollapalooza 2019

Ending the night for me was Childish Gambino on the T-Mobile stage. Gambino wanted everyone to focus on the music and not their technology, telling the crowd to enjoy the experience. In the second half of the set he jumped off stage and bent a bit of his own rule, taking phones from fans and taking selfies with them. Gambino had a powerful energy throughout his set. He added his signature hip-thrusting dance moves and used his acting skills to make eye contact with the camera whenever he pleased. After an encore of “Redbone”, day two was a wrap.

Lollapalooza 2019 [Four Day Event Review]
Photo by Greg Noire/Lollapalooza 2019

Day Three:

Friday afternoon I met up with Jonas Blue. We talked about his big collaborations such as “Ritual”, and the recent launch of his new label Electronic Nature. Shortly after the interview, Jonas made his way to the Perry’s stage where he performed his hits like “I Wanna Dance” and “Fast Car”, as well as a massive mashup of The White Stripes’ “Seven Nation Army”, Billie Eilish’s “Bad Guy”, and Benny Benassi’s “Satisfaction” that blew the crowd away.

The rest of the day I found myself hopping between only three of the many stages at Lollapalooza: Perry’s, Bud Light and American Eagle. Gryffin dropped a set that had more of a bass focus than his usual sets. He also debuted his track “Baggage” and brought out Elley Duhé for “Tie Me Down”. RL Grime brought the darkness to the Perry’s stage later in the night with a red washed backlight and lots of pyro.

Lollapalooza 2019 [Four Day Event Review]
Photo by Shea Flynn/Lollapalooza 2019

J Balvin at the Bud Light stage was a set I had been looking forward to all day. His set lived up to expectations with a great mix of reggaeton and slow Latin music throughout. He also performed “I Like It” alongside featuring the large Cardi B and Bad Bunny mascots.

I tucked away into the trees of the American Eagle stage to watch a beautiful set from Madeon. As expected, his set brought some fans to tears as he debuted live tracks from his new album “Good Faith”. After a flawless set, Madeon was also feeling the energy, thanking his fans for coming to the show on the mic. He told the crowd how recently he came across an email he wrote to himself two years ago.  In the email was a message that included what he hoped his future music would be what he wanted it to be. He told fans that now he can live up to that message.

Lollapalooza 2019 [Four Day Event Review]
Photo by Sydney Gawlik/Lollapalooza 2019

Day Four:

It took some time to convince my body to get out the door for day four. However, Sunday was the lineup I was looking forward to all weekend and I knew I would be seeing more full sets instead of stage-hopping, which meant less treks across the grounds. I arrived at Lolla just in time to make it to Perry’s to see the entire set from CamelPhat. I danced my pain away as my body found itself dancing closer to the stage, closer than any other performance of the entire Lolla weekend.

After a short break from an hour of dancing, I walked past Perry’s on my way to the Bud Light stage. The timing was perfect as I heard DJ Diesel (aka Shaquille O’Neal) holler on the microphone “Can you dig it?!” I arrived at the full capacity Bud Light stage as Louis The Child performed alongside the Chicago Bulls dance team. The hometown boys played all of their well-known tracks as their friends, family, and fans sang along. The crowd also occasionally pointed their phones towards the sky as an airplane wrote “LOUIS”, “LTC”, “SMILE” and the duo's crown symbol in the sky during the set. Wafia was brought out as well as a Chicago choir to help perform “Better Not” as the finale.

Lollapalooza 2019 [Four Day Event Review]
Photo By Roger Ho/Lollapalooza 2019

At the end of the night, I took one final picture of the fountain in the center of Grant Park and went to see Flume at the Bud Light stage to end the night. Flume brought out Reo Cragun for a couple of their collaborations, including “Friends”. There was also an appearance by Vera Blue for an unreleased ID that had an overwhelming reaction from the crowd. Besides a bit where Flume transformed into a sort of digital android on the screen, there wasn’t much for over-the-top production. He did, however, spelled out “Chicago” with a power grinder and took a sledgehammer to one of his monitors during “Wall F*ck”. The set ended with “You & Me” as Flume, Reo Cragun and Vera Blue took a few minutes to run up and down the crowd and thank the fans for coming.

Lollapalooza 2019 [Four Day Event Review]
Photo by Madi Ellis/Lollapalooza 2019

Final Thoughts:

Overall, this year’s Lollapalooza had its fair share of ups and downs. None of the acts I caught over the four days of attending were flops. When you weren’t catching live music, there were plenty of popup booths to check out. The food and drinks were enjoyable. Lollapalooza staff was friendly and its facilities were all well put together. Unfortunately, the takeover of the younger attendees was a noticeable con this year. After hearing multiple reports of fence hoppers, getting my Toyota Lollapalooza bandanna stolen (which was later replaced thanks to the wonderful Toyota staff), and seeing people getting wheeled out of the festival, you start to think that Lollapalooza is just an excuse to get out of the parents’ house for a weekend party and not to enjoy a music festival for well, the music. In the end, however, it’s hard not to enjoy Lollapalooza as you experience artists new and old of all genres with the beautiful skyline of Chicago watching over you.

Banner photo by Roger Ho/Lollapalooza 2019