Holloways Social Club

"This 18+ club is located on Chicago's north west side. It's got a Latin flare just make sure to dress up and get there pretty early because it's busy and it's not open as late as some of the bars."

Shannon Jeropke

"Standard dive bar. Bartender was a bit ridiculous-he told my husband he couldn't wear a hat, which is fine, but then he told him the hat had to leave the premises. Wut?"

Heather Folsom

"Underground in Gold Coast amongst a row of pubs and sports bars. Talent varies from new to the scene to veterans and underground stars. Get there by 11pm if you don't know the promoter."

Ashley Sheeran