Valentine's Comedy Show Comes to the Raue Center
The show features Maggie Hughes DePalo and Jim Flannigan, hosted by Chicago favorite John DaCosse.
By: Stephi Wild Jan. 16, 2026
Forget the flowers and chocolates—this Valentine’s, Raue Center For The Arts is serving up laughter! On Friday, February 13, 2026, at 8 p.m., audiences are invited to celebrate Valentine’s weekend with a one-night-only stand-up showcase featuring Maggie Hughes DePalo and Jim Flannigan, hosted by Chicago favorite John DaCosse.
This hilarious Valentine’s lineup is all about relationships, parenting, and the love (and chaos) that comes with both. Whether you’re bringing your sweetheart, your besties, or just looking for the perfect date-night excuse, this show is guaranteed to keep you laughing.
About the Comics
Maggie Hughes DePalo – A sharp-witted Chicago comedian, Maggie mines the hilarity of family life, motherhood, and love in all its messy glory. With her quick delivery and relatable stories, she’s been winning over audiences at clubs and festivals across the Midwest.
Jim Flannigan - A crowd favorite at comedy clubs across the country, Jim Flannigan is a staple of the Chicago comedy scene known for his quick, clever punchlines and rapid-fire delivery. He recently appeared on Nate Bargatze’s Nateland Presents and has performed at top festivals including the Boston Comedy Festival, Gilda’s LaughFest, and the Great American Comedy Festival honoring Johnny Carson. Flannigan has toured with Demetri Martin, Brad Garrett, and Sebastian Maniscalco, and continues to be one of the most in-demand comedians working today.
Host: John DaCosse – A veteran of the Chicago comedy scene, John has opened for Jay Leno and Tim Allen and is a longtime favorite on WGN radio. His seasoned charm and quick wit make him the perfect host for the evening.
Videos