SaltysMom

Looking to find a fun place to enjoy entertainment in a bar/cabaret setting. We love show tunes, dueling pianos, Cabaret style music, Jazz. Looking for a fun atmosphere, not too far from the Downtown area. Visiting Chicago to celebrate a couple birthdays and love to be entertained. We're definitely not "clubbers"!! Any ideas?

laurie_ann

Here are a couple of good sources jazz/blues in Chicago.

https://www.timeout.com/chicago/musi...ubs-in-chicago

Among those on the jazz list, closest to downtown are Showcase, Andy's, Winters

https://www.chicagotribune.com/2022/...-surprise-you/

For those on blues list, Blues Chicago and Buddy Guys are closest to downtown

ChgoGal

The first that comes to mind is the Redhead. https://redheadpianobar.com/
Also, Nicole Kestler is a lovely singer of standards, jump zazz, and other genres. If she's performing downtown, she's great. https://nicolekestler.com/about/upcoming-gigs/
I've never been but a friend had an aunt's birthday party at Howl at the Moon and they really enjoyed it. It's a chain, but they've managed to survive in Chicago for many, many years, so they must be doing something right. https://www.howlatthemoon.com/chicago/

Have fun planning!