Ask ChicagoNow: Who is the best entertainer from Chicago?

Ask ChicagoNow: Who is the best entertainer from Chicago?

ChicagoNow is a group of bloggers from all sorts of different backgrounds. One thing that helps tie them all together? Chicago.

With so much collective experience with the city, we’ve decided to put that knowledge to use by posing some of the oldest and most popular questions about Chicago to the group.

Who is the best entertainer from Chicago?

“There are all the old Blues guys like Muddy Waters and Willie Dixon but they migrated here from the South. Of those still alive, I’d say either Buddy Guy or Chance the Rapper.” — Howard Moore, I’ve Got The Hippy Shakes

“Minnie Riperton! Her voice cannot be copied although Mariah tries.” — Sabrina Nixon, Purple Reigns: How to Live a Full Life with Lupus

“Me but that is not a fair answer. Hannibal Burress is a pretty awesome comedian though”. — Patrick O’Hara, Comedy, Tragedy or Me?

“Bill Murray!!!” — Ana Martin Sagredo, Foreign Affairs: Children Edition

“The guy that dances at Clybourn/Western and Belmont in the summer.” — Angela Soriano, less than perfect

“The Chicago Symphony Orchestra. Always ranked among the top 10, or even 5, orchestras in the world. Gramophone Magazine ranked them #5, and the best among American orchestras. Hearing the CSO is one of the greatest musical experiences one can have anywhere, but especially at Orchestra Hall. And they are excellent under just about any conductor. A couple of anecdotes that I recall, but can’t accredit because I forgot where I first read them. One visiting conductor said that with most orchestras you have to fight and cajole for every note or tone that you want. With the CSO, he said, it’s like driving an automatic Cadillac, or words to that effect. They respond and give conductors exactly what they want. Another story … a musician who was just beginning his tenure with the CSO was asked what makes them so good, compared with other orchestras he’d played with. He responded that with other orchestras he prided himself on being the first musician to arrive at the music hall to get ready for the night’s concert. He often had to ask the janitor to let him in. In Chicago, he was the last musician to arrive at Orchestra Hall.” — Floyd Sullivan, Waiting4Cubs

“Walt Disney, whose childhood home is at the corner of Tripp Avenue and Palmer Street. According to, ‘This house was designed and built by Flora and Elias Disney, Walt and Roy Disney’s mother and father.’ Though Walt is maybe not exactly the definition of ‘entertainer,’ I can’t think of anyone more responsible for entertaining millions, more likely billions, around the world.” — James Warda, Where Are We Going So Fast?

If you have a question about Chicago that you want answered, email it to Think you have the answer to the above question? Let us know in the comments below.

Lead image via Chris Sweda/Chicago Tribune

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