8 p.m. at The Shrine; $30
One thing you should know by now: Don't miss a Lupe show when he's playing his hometown. This time around, he'll be teaming up with Cheryle Robinson Jackson in an effort to raise funds for her bid for the US Senate; all the proceeds of this show will go toward her campaign. He'll also likely play a lot from his anticipated new album, Lasers.
Katerina's 10th Anniversary Jazz Celebration Showcase
8 p.m. at Katerina's; $10
The eclectic music lounge (the food and drink ain't too shabby, either) celebrates a decade of sophisticated entertainment with a blowout show featuring a number of its regular jazz performers, including Petra Van Nuis, Andy Brown, Grazyna Auguscik, Rose Colella, Elaine Dame, Spider Saloff, Joanie Pallatto & Bradley Parker-Sparrow, Paul Marinaro, Juli Wood, Dean Allrick and Andreas Georgas. Classic cocktails will be on special all night.
7:30 p.m. at Beat Kitchen; free
The Inch Worm Playreading Series hosts its latest staged reading in the upstairs room at this Roscoe Village venue, with Joshua Aaron Weinstein's tale of a white-collar worker who ends up living in a tent city. In addition to LiveWire Chicago Theatre's world-premiere performance (the play opens at the Viaduct Theatre on March 5), you'll enjoy drink specials, a raffle and silent auction and a feedback session.