Friday, November 27, 2026 · 9:30 PM
iO Theater, 1501 N Kingsbury St, Chicago, IL 60642
$18.15
Catch Chicago’s rising comedy talents as they each deliver their sharpest 10-minute sets at iO Theater, hosted by Jack Layden and Annaliese Baker. After the laughs, the whole cast turns therapist, taking audience members’ life troubles and offering on-the-spot advice—with $5 shots of liquid courage and the Jack Daniel’s Blackberry-based Home Remedy cocktail on hand to loosen things up. A lucky attendee might even score a free shot, and the spooky Rosemary’s Bay Breeze cocktail is available as a drink add-on.