Upcoming Chicago Events
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Music & Comedy
Music & Comedy
Hecklers’ Happy Hour Comedy Show
Audiences can unleash their inner “heckler” against some of Chicago’s funniest comics in this chaotic standup showcase Hecklers’ Happy Hour aims to give audiences a…
Music & Comedy
Yellowcard – The Up Up Down Down 2026 Tour
Alt-rock band Yellowcard will perform live at The Salt Shed Outdoors on May 16, 2026.
Festivals, Fairs & Special Events, Music & Comedy, Theatre & Performing Arts
Ava Logan — Jazz Zing!
Take a journey with me down a musical memory lane! The landscape is wide with music from Jazz to Latin to Blues and more, as…
Music & Comedy, Theatre & Performing Arts
The Infinite Wrench
Don’t miss the longest running late-night show in Chicago! At The Infinite Wrench you’ll see 30 original plays in 60 minutes written and performed by…
Music & Comedy
Jack Grady at The Comedy Bar
2-Item Minimum Per Guest Valid ID Required for Entry First Come, First Served Seating No Outside Food or Beverage Jack Grady is a comedy magician…
Music & Comedy
Matt McCusker – Healing Frequency 2026 Tour
Comedian Matt McCusker is scheduled to perform in Chicago, IL, on Saturday, May 16, 2026, as part of his “The Healing Frequency Tour”
Music & Comedy
Kid Rock – Freedom 250 Tour – The Road to Nashville
Kid Rock will bring his Freedom 250 Tour to the Chicago area on Saturday, May 16, 2026. This tour coincides with America’s 250th birthday and…
Music & Comedy, Theatre & Performing Arts
Baby Wants Candy! The Original Completely Improvised Musical
“CRITICS’ PICK. TRULY AMAZING!” – New York Times “BEST VISITING IMPROV COMEDY!”– TimeOut NY “HIGHLY RECOMMENDED!” – The Onion “★★★★★” THEY ARE AN ENTERTAINMENT PHENOMENON AND I…
Music & Comedy, Theatre & Performing Arts
Clued In
After getting a single suggestion, the cast of six professional comedians asks the audience to choose a detective. Enjoy as they invent a tale of…
Music & Comedy, Theatre & Performing Arts
Improvised Jane Austen
Improvised Jane Austen Improvised Jane Austen continues its entirely improvised tales of love and laughter. Audiences will enjoy an evening with wit and heart in…
Music & Comedy
“Ask a Comedian” Comedy Show w/ Kyrie Da Comic
“Connecting the Crowd to the Comics,” is the Motto! We’re bringing together top comedians and utilizing technology for an unforgettable show Join us for a…
Music & Comedy, Theatre & Performing Arts
“Going Bacharach” Presents the Greatest Hits of Bacharach at the Apollo Theater
Rediscover the soundtrack of a lifetime with GOING BACHARACH, a vibrant new revue, direct from a sold-out run in New York, celebrating the legacy of…
Music & Comedy
Bruno Mars – The Romantic Tour
16-time Grammy winner Bruno Mars /w special guests Leon Thomas & DJ Pee.Wee will perform live at Chicago’s Soldier Field on May 16-17, 2026.
Music & Comedy
Ari Lennox – Vacancy Tour
Ari Lennox is bringing The Vacancy Tour to Chicago for a performance at The Chicago Theatre on Saturday, May 16, 2026.
Music & Comedy
Secret Sketch Show
Shhhhh! It’s a secret! Don’t tell anyone but your favorite iO performers are hosting a wild night of variety and sketch. Secret sketch show is…
Music & Comedy
Chicago’s Best Comedy Show at The Comedy Bar
IMPORTANT HOUSE POLICIES: PLEASE READ 📍 All shows take place at 162 E Superior St. – The entrance to the venue is on Superior Street,…
Music & Comedy
Prime Time – Chicago’s hottest comedy showcase
If you like, innovative, smart and FUNNY comedy this is the show for you! It has been scientifically proven that 9 o’clock on a Saturday…
Music & Comedy, Theatre & Performing Arts
Best Of Annoyance Sketch
Enjoy the best sketch comedy Chicago has to offer! The Annoyance Theatre has been at the crux of the comedy scene in Chicago for over…
Music & Comedy
Chicago Comedy Hour
The Chicago Comedy hour is a comedy variety show featuring sketch, improv and stand up from some of the best up and coming comedians in…
Festivals, Fairs & Special Events, Music & Comedy, Theatre & Performing Arts
I’m M$ B’Havin – Not Your Typical Mama … Memories of a Life Well Lived
A mature Diva, I’m M$ B’Havin is built on a young woman’s frame; however, is not your typical Mama! She’ll give you the Blues, with…
Festivals, Fairs & Special Events, Music & Comedy, Theatre & Performing Arts
Muse — Pure Magic
Muse is a unique cabaret and burlesque experience with a focus on live music. The musings continue with 2026’s Chicago Cabaret Week! Join Boobs Radley,…
Music & Comedy
Free Throw – Moments Before The Wind Tour
Free Throw is bringing their “Moments Before The Wind Tour” to the House of Blues Chicago on Sunday, May 17, 2026. Supporting Acts: Featuring Macseal,…
Music & Comedy
Hot 5 Comedy Show
Need a great laugh to kick off your week? Come see 5 of the hottest comedians in Chicago presented by “The Host with The Most”…
Festivals, Fairs & Special Events, Music & Comedy, Theatre & Performing Arts
Ruth Fuerst — Quirky (Quirky songs written by quirky songwriters sung by a quirky singer)
Since when do irreverence and genuine warmth go together? Since “Quirky”! Come hear a mix of offbeat, funny, honest and uplifting songs about love, longing…
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