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Upcoming Chicago Events

Check out what's happening all around Chicago.

October 25, 2026: Oct25
Music & Comedy
Sleeping With Sirens – An Ending In Itself Tour
Alternative rock band Sleeping With Sirens will bring their headline An Ending In Itself Tour to Chicago on Sunday, October 25, 2026. The newly announced…
Event details
Sunday, October 25th
7:00 p.m. – 10:00 p.m.
The Salt Shed
1357 N Elston
Oct25
Music & Comedy, Theatre & Performing Arts
Improvised DCOM
Dive into the nostalgia of Disney Channel Original Movies with the cast of Improvised DCOM! This All Star cast is bringing screen to stage with…
Event details
Sunday, October 25th
8:00 p.m. – 9:00 p.m.
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Malarkey Comedy Company
1501 N Kingsbury St
Oct25
Music & Comedy
Matt Rife Live In Chicago – Stay Golden 2025-26 World Tour
Comedian Matt Rife will perform live at Chicago’s United Center on Oct. 25, 2026.
West Loop
Event details
Sunday, October 25th
8:00 p.m. – 10:00 p.m.
United Center
1901 W Madison St,
October 26, 2026: Oct26
Music & Comedy
Tedeschi Trucks Band – Future Soul 2026 Tour
Award-winning blues-rock powerhouse The Tedeschi Trucks Band will conclude their “Future Soul 2026 Tour” with a four-night stand in Chicago in October 2026.
Loop
Event details
Monday, October 26th
7:30 p.m. – 10:30 p.m.
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The Chicago Theatre
175 N. State Street, Chicago, IL 60601
Oct26
Music & Comedy
She Wants Revenge – 2026 Tour
She Wants Revenge is performing at the House of Blues Chicago on Monday, October 26, 2026. Special Guest: Rosegarden Funeral Party.
River North
Event details
Monday, October 26th
8:00 p.m. – 11:00 p.m.
House of Blues
October 27, 2026: Oct27
Music & Comedy
SiM – Hooman After All World Tour
Japanese reggae-punk and metal band SiM is scheduled to perform live in Chicago, Illinois on Tuesday, October 27, 2026, as part of their newly announced…
River North
Event details
Tuesday, October 27th
6:30 p.m. – 9:30 p.m.
House of Blues
Oct27
Music & Comedy
Tuesday Good Show
Showcasing some of the best performers in the city, Tuesday Good Show is a free weekly variety show hosted by Nick Bonsignore and Keller Paulson.…
Event details
Tuesday, October 27th
7:00 p.m. – 8:30 p.m.
The Gallery Cabaret
2020 N Oakley Ave
Oct27
Music & Comedy
Joanne Mcnally – Pinotphile Tour
Joanne McNally is performing live in Chicago on Tuesday, October 27, 2026, as part of her hotly anticipated new North American stand-up comedy tour, “Pinotphile”.
Event details
Tuesday, October 27th
7:30 p.m. – 9:30 p.m.
The Vic Theatre
3145 N. Sheffield
Oct27
Music & Comedy
Tedeschi Trucks Band – Future Soul 2026 Tour
Award-winning blues-rock powerhouse The Tedeschi Trucks Band will conclude their “Future Soul 2026 Tour” with a four-night stand in Chicago in October 2026.
Loop
Event details
Tuesday, October 27th
7:30 p.m. – 10:30 p.m.
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The Chicago Theatre
175 N. State Street, Chicago, IL 60601
Oct27
Music & Comedy
Sienna Spiro – My House Tour
Sienna Spiro is performing live in Chicago on Tuesday, October 27, 2026, at The Riviera Theatre as part of her massive My House Tour world…
Uptown
Event details
Tuesday, October 27th
7:30 p.m. – 10:30 p.m.
The Riveria Theater
4746 N Racine Ave
Oct27
Music & Comedy, Theatre & Performing Arts
Pandemonium, Please Hold
The Second City’s 114th Mainstage Revue Pandemonium, Please Hold is a loud, fast, and gloriously unhinged night of comedic mayhem. The Second City’s six-person cast…
Old Town
Event details
Tuesday, October 27th
8:00 p.m. – 9:30 p.m.
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The Second City
1616 N. Wells St.
Oct27
Festivals, Fairs & Special Events, Music & Comedy, Theatre & Performing Arts
Comic Court: Chicago’s #1 Comedy Court Show
Order in the court!Comic Court is back at The Lincoln Lodge every 2nd & 4th Tuesday at 9PM. Comedians argue ridiculous cases like actual lawyers,…
Event details
Tuesday, October 27th
9:00 p.m. – 10:30 p.m.
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The Lincoln Lodge
2040 North Milwaukee Avenue
October 28, 2026: Oct28
Festivals, Fairs & Special Events, Music & Comedy, Theatre & Performing Arts
HACK JOB, A Comedy Show
HACK JOB COMEDY A biweekly showcase of Chicago’s best comedians at Blind Barber in Fulton Market! SHOW DETAILS: Doors @ 6 pm Show @ 7…
Event details
Wednesday, October 28th
6:00 p.m. – 8:30 p.m.
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Blind Barber
948 W Fulton Market
Oct28
Music & Comedy, Theatre & Performing Arts
Omar
Where memory is preserved, legacy endures. MacArthur “Genius Grant” recipient Rhiannon Giddens and celebrated co-composer Michael Abels deliver a profoundly moving story about the strength…
Loop
Event details
Wednesday, October 28th
7:00 p.m. – 9:30 p.m.
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Lyric Opera of Chicago
20 N. Wacker Dr. , Chicago, IL, 60606
Oct28
Music & Comedy
Shakey Graves – Fondness, Etc. Tour
Shakey Graves will bring his Fondness, Etc. Tour to Chicago on Wednesday, October 28, 2026. Special Guest: New York indie-rock band Wild Pink will open…
Event details
Wednesday, October 28th
7:30 p.m. – 10:30 p.m.
The Vic Theatre
3145 N. Sheffield
Oct28
Music & Comedy, Theatre & Performing Arts
Pandemonium, Please Hold
The Second City’s 114th Mainstage Revue Pandemonium, Please Hold is a loud, fast, and gloriously unhinged night of comedic mayhem. The Second City’s six-person cast…
Old Town
Event details
Wednesday, October 28th
8:00 p.m. – 9:30 p.m.
See all events in series
The Second City
1616 N. Wells St.
Oct28
Music & Comedy
Eros Ramazzotti – Una Storia Importante World Tour
Eros Ramazzotti is bringing his Una Storia Importante World Tour to the Rosemont Theatre on Wednesday, October 28, 2026. This tour celebrates his 40-year career…
Event details
Wednesday, October 28th
8:00 p.m. – 11:00 p.m.
Rosemont Theatre
Oct28
Music & Comedy, Theatre & Performing Arts
The Orbit
The Orbit is Chicago’s only improv show performed in the round. This 45-minute avant-garde experience takes the audience on a full-circle journey, showcasing a bold…
Lincoln Park
Event details
Wednesday, October 28th
9:00 p.m. – 10:30 p.m.
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iO Theater
1501 N. Kingsbury St.
Oct28
Music & Comedy, Theatre & Performing Arts
Hooch & Holler Comedy Show
Every Wednesday The Best Speakeasy In Chicago Hosts The Hottest Comedians The City Has To Offer! Indulge In Our Amazing Craft Cocktails And Enjoy An…
Event details
Wednesday, October 28th
9:00 p.m. – 11:00 p.m.
Bordel Cocktail & Cabaret
1721 W Division
Oct28
Music & Comedy, Theatre & Performing Arts
The Fizz Show
Join iO house team Fizz for Chicago’s most carbonated improv show. Wednesdays at 10 p.m., Fizz cracks open a high-octane, full-sugar set of one-night-only scenes,…
Lincoln Park
Event details
Wednesday, October 28th
10:00 p.m. – 11:00 p.m.
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iO Theater
1501 N. Kingsbury St.
October 29, 2026: Oct29
Music & Comedy
DuSummer Live Music Series
DuSummer Music Series 2026 Get ready for an unforgettable summer of music at the DuSable Museum Outdoor Courtyard! Join us every other Thursday for some…
Event details
Thursday, October 29th
6:00 p.m. – 9:00 p.m.
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Dusable Black History Museum and Cultural Centwe
740 East 57th Place
Oct29
Music & Comedy
Morgan’s Laugh Lounge
Laugh your way into your new favorite Thursday tradition at Morgan’s Laugh Lounge, Chicago’s newest comedy hotspot. Every Thursday night from 6:00–9:30 PM, the lounge…
Event details
Thursday, October 29th
7:00 p.m. – 8:30 p.m.
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Morgan’s On Fulton
950 W Fulton Market
Oct29
Music & Comedy, Theatre & Performing Arts
Brahms Requiem
Brahms once called A German Requiem his “human requiem” — and it fits. The gently powerful score emphasizes consolation for the living rather than fiery judgment, and…
Loop
Event details
Thursday, October 29th
7:30 p.m. – 9:30 p.m.
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220 S. Michigan Ave.
Oct29
Music & Comedy
The Airborne Toxic Event
Orchestral indie rock band The Airborne Toxic Event is scheduled to perform live in Chicago, Illinois on Thursday, October 29, 2026.
Event details
Thursday, October 29th
7:30 p.m. – 10:30 p.m.
The Vic Theatre
3145 N. Sheffield

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