Upcoming Chicago Events

Name: Boleros de Noche Chicago September 25 at the Harris Theater
Start: 2026-07-22T17:00:00-05:00
End: 2026-07-22T19:00:00-05:00
Location: Harris Theater

Check out what's happening all around Chicago.

July 19, 2026: Jul19
Festivals, Fairs & Special Events, Music & Comedy, Sports & Recreation
Tacos y Tamales Festival 2026
Tacos y Tamales Festival | July 17-19, 2026 | Pilsen • Chicago Modeled after a traditional Tianguis market, Tacos y Tamales Festival celebrates Chicago’s rich…
Event details
Sunday, July 19th
12:00 p.m. – 10:00 p.m.
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Blue Island Ave & Ashland
Jul19
Music & Comedy
Summer of ’99 and Beyond Festival: Creed, Limp Bizkit, Bush & Sevendust
The 3rd annual Summer of ’99 and Beyond Festival will take place on Saturday, July 18 and Sunday, July 19, 2026. While serving the Chicago…
Event details
Sunday, July 19th
1:00 p.m. – 11:00 p.m.
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Credit Union 1 Amphitheatre
19100 Ridgeland Ave
Jul19
Music & Comedy, Theatre & Performing Arts
Ovation Academy’s Encore Presents: Legally Blonde the Musical!
Everyone looks best in pink! Elle Woods sparkles on stage in this limited-run musical, packed with the bend and snap, courtroom showdowns, and all the…
Event details
Sunday, July 19th
2:00 p.m. – 5:30 p.m.
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Madison Street Theater
1010 Madison Street
Jul19
Music & Comedy, Theatre & Performing Arts
Best of The Second City
Find out for yourself why The Second City has been the first name in laughter for over sixty years! From the stages that launched the…
Old Town
Event details
Sunday, July 19th
3:30 p.m. – 5:00 p.m.
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The Second City
1616 N. Wells St.
Jul19
Music & Comedy
Boleros de Noche Chicago September 25 at the Harris Theater
Boleros De Noche returns to the Windy City following a successful Chicago debut in 2025. Already a beloved tradition in Los Angeles, where the concert…
Event details
Sunday, July 19th
5:00 p.m. – 7:00 p.m.
See all events in series
Harris Theater
205 E. Randolph Street
Jul19
Music & Comedy
Auntie Hammy at The Comedy Bar
2-Item Minimum Per Guest First Come, First Served Seating No Outside Food or Beverage Valid ID Required at Entry Auntie Hammy is the comedic alter…
River North
Event details
Sunday, July 19th
7:00 p.m. – 8:30 p.m.
The Comedy Bar
162 E Superior St, Chicago, IL 60611
Jul19
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
Sunday, July 19th
7:00 p.m. – 8:30 p.m.
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The Second City
1616 N. Wells St.
Jul19
Music & Comedy, Theatre & Performing Arts
Reality Detox: The Improv Experience
Reality Detox: The Improv Experience is a high-energy night of improvisation from The Second City, with a few sketch surprises mixed in along the way. Built…
Old Town
Event details
Sunday, July 19th
7:00 p.m. – 8:30 p.m.
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The Second City
1616 N. Wells St.
Jul19
Music & Comedy
Yeat – The LOVE/LYFE Tour
Yeat is performing in Chicago, IL, on Sunday, July 19, 2026, as part of The LOVE/LYFE Tour. This newly announced summer trek supports his recent…
South Loop
Event details
Sunday, July 19th
7:00 p.m. – 10:00 p.m.
Huntington Bank Pavilion at Northerly Island
1300 S. Linn White Dr.
Jul19
Music & Comedy, Theatre & Performing Arts
Wheel of Improv
Chicago’s top comedians battle it out for laughs, glory, and sweet sweet points in an interactive game show, featuring a live studio audience (that’s you!)…
Old Town
Event details
Sunday, July 19th
7:30 p.m. – 8:30 p.m.
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The Second City
1616 N. Wells St.
Jul19
Music & Comedy, Theatre & Performing Arts
ALT COM: an alternative comedy show
Looking for something fun to do this weekend? Come out and enjoy the best standup comedy (and more) from Chicago’s underground scene. There’s something NEW…
Event details
Sunday, July 19th
8:00 p.m. – 9:30 p.m.
Lincoln Lodge, 2040 N Milwaukee Ave, Chicago, IL 60647
2040 N Milwaukee Ave, Chicago, IL 60647, United States
July 20, 2026: Jul20
Music & Comedy
Boleros de Noche Chicago September 25 at the Harris Theater
Boleros De Noche returns to the Windy City following a successful Chicago debut in 2025. Already a beloved tradition in Los Angeles, where the concert…
Event details
Monday, July 20th
5:00 p.m. – 7:00 p.m.
See all events in series
Harris Theater
205 E. Randolph Street
Jul20
Music & Comedy, Theatre & Performing Arts
Magic Mondays
Experience an unforgettable night of wonder at Magic Mondays!! Starring award-winning magician John Sturk, this monthly showcase features Chicago’s top conjurors performing mind-blowing illusions and…
Lincoln Park
Event details
Monday, July 20th
7:00 p.m. – 8:30 p.m.
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iO Theater
1501 N. Kingsbury St.
Jul20
Music & Comedy, Theatre & Performing Arts
Best of The Second City
Find out for yourself why The Second City has been the first name in laughter for over sixty years! From the stages that launched the…
Old Town
Event details
Monday, July 20th
7:00 p.m. – 8:30 p.m.
See all events in series
The Second City
1616 N. Wells St.
Jul20
Music & Comedy
Michael Charles and Band on The Tall Ship Windy Music Concert Series
We’ll help you chase your “Monday blues”, aboard the 148-foot Tall Ship Windy as you enjoy the breathtaking views of Chicago from the waters of…
Event details
Monday, July 20th
7:00 p.m. – 9:00 p.m.
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Tall Ship Windy
600 East Grand Avenue Navy Pier
Jul20
Music & Comedy
RUSH – Fifty Something Tour
Rock and Roll Hall of Fame® Inductees, GRAMMY® Award-nominated icons, and RUSH Co-Founders Geddy Lee [bass, keys, vocals] and Alex Lifeson [guitar, vocals] have announced…
West Loop
Event details
Monday, July 20th
7:30 p.m. – 10:30 p.m.
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United Center
1901 W Madison St,
Jul20
Music & Comedy
Passion Pit – The Pretty Penny Tour
Passion Pit is scheduled to perform in Chicago on Monday, July 20, 2026, as part of their “The Pretty Penny Tour”. This summer tour coincides…
Uptown
Event details
Monday, July 20th
7:30 p.m. – 10:30 p.m.
The Riveria Theater
4746 N Racine Ave
July 21, 2026: Jul21
Music & Comedy
Boleros de Noche Chicago September 25 at the Harris Theater
Boleros De Noche returns to the Windy City following a successful Chicago debut in 2025. Already a beloved tradition in Los Angeles, where the concert…
Event details
Tuesday, July 21st
5:00 p.m. – 7:00 p.m.
See all events in series
Harris Theater
205 E. Randolph Street
Jul21
Festivals, Fairs & Special Events, Music & Comedy, Theatre & Performing Arts
Broadway Sings America
Revel in the iconic music of Broadway with the Grant Park Orchestra and Chorus and stars from Broadway. Led by conductor Jason Seber, this concert…
Loop
Event details
Tuesday, July 21st
6:30 p.m. – 8:30 p.m.
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Millennium Park
201 E Randolph Street
Jul21
Music & Comedy
KALEO – Way Down We Go Tour 2026
Icelandic rock band KALEO is scheduled to perform in Chicago on Tuesday, July 21, 2026, at The Salt Shed Outdoors (Fairgrounds). This performance is part…
Event details
Tuesday, July 21st
6:30 p.m. – 10:00 p.m.
The Salt Shed
1357 N Elston
Jul21
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, July 21st
7:00 p.m. – 8:30 p.m.
The Gallery Cabaret
2020 N Oakley Ave
Jul21
Music & Comedy
Tomato Throw Show at The Comedy Bar
2-Item Minimum Per Guest First Come, First Served Seating No Outside Food or Beverage Valid ID Required at Entry Join us for the most fun…
River North
Event details
Tuesday, July 21st
7:00 p.m. – 8:30 p.m.
The Comedy Bar
162 E Superior St, Chicago, IL 60611
Jul21
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, July 21st
8:00 p.m. – 9:30 p.m.
See all events in series
The Second City
1616 N. Wells St.
July 22, 2026: Jul22
Music & Comedy
Boleros de Noche Chicago September 25 at the Harris Theater
Boleros De Noche returns to the Windy City following a successful Chicago debut in 2025. Already a beloved tradition in Los Angeles, where the concert…
Event details
Wednesday, July 22nd
5:00 p.m. – 7:00 p.m.
See all events in series
Harris Theater
205 E. Randolph Street