Chance began his “And We Back” tour in Houston, Texas on Sept. 26. Throughout its run, he’s brought out other rappers: such as LaRussell who opened for Chance at multiple locations, and Cash Money legend Juvenile at the New Orleans tour stop.

In Chicago, Chance paid homage to Chicago legends Do or Die, a 1990s rap group hailing from the West Side. The group is considered one of the pioneers of the fast-paced, melodic flow, which became a trademark of the Midwest rap style, and cemented them in hip hop history forever. Hitting the stage after Taylor’s set, Do or Die did their classics: “Do You,” “Paper Chase,” and “Po Pimp.” They ended with the latter, a 1996 Chicago anthem featuring Twista and the late Johnny P.

DJ Oreo had a fun and rowdy set, playing everything from Miley Cryus’s “Party in the USA” and “A Thousand Miles” by Vanessa Carlton to “Faneto” by Chief Keef.

After that, Chance took the stage. He performed a whopping 100-minute set which consisted of 22 songs. While the length of the concert as a whole seemed a bit lengthy, fans showed their loyalty — most of them stayed until the very end.

Behind Chance, a Star Line-themed celestial mix of stars, clouds, and song lyrics from his songs played on a big screen, a theme he’s consistently kept going for years.

During the concert, fans were elated to see guest after guest come and join Chance on stage. First, he brought out Chicago’s newest teen sensation BabyChiefDoIt to perform “Drapematomia”, which lit the crowd up, and the young star brought tons of energy with his gritty lyrics and explosive stage presence.

Never missing an opportunity when his music directly relates to real life issues, Chance completely broke down the beat for “Drapematomia,” repeating slowly and clearly so everyone can hear a line that goes, “I got a 9 millimeter called Thug Life, I got a new chain, it say ‘F**k ICE’”. As “F**k ICE plastered on the screen behind him in bold white letters on a Black screen.

He let the music die, and he let the moment breathe for a little bit.

Then, friend and rapper Vic Mensa joined Chance on stage to perform “Back to the Go,” an impactful performance which was unfortunately met with a few technical difficulties where Mensa’s mic didn’t work initially.

Finally, singer-songwriter and frequent collaborator Jamila Woods accompanied Chance on “No More Old Men,” a powerful song, which had audience members at full attention as they sang along.