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Upcoming Chicago Events

Check out what's happening all around Chicago.

February 14, 2025: Feb14
Music & Comedy, Theatre & Performing Arts
Live Laugh Blood
In the happily ever after of a Hallmark romcom, what happens when jealousy sets in and the perfect ending — isn’t? Paige Turner (Miriel Martinez)…
Lakeview
Event details
Friday, February 14th
8:00 p.m. – 9:00 p.m.
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Annoyance Theatre & Bar
851 W. Belmont Ave., 2nd Fl.
Feb14
Music & Comedy, Theatre & Performing Arts
The Improvised Shakespeare Company®
The Improvised Shakespeare Company® proudly presents its critically-acclaimed, long-running hit show Improvised Shakespeare Chicago now in it’s 18th year! Join us for an evening of off-the-ruff…
Lincoln Park
Event details
Friday, February 14th
8:00 p.m. – 9:30 p.m.
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iO Theater
1501 N. Kingsbury St.
Feb14
Festivals, Fairs & Special Events, Music & Comedy, Theatre & Performing Arts
Love Songs are Weird, and other reasons I’m single
Love Songs are Weird, and other reasons I’m single returns to Davenport’s Piano Bar this February! Join Rachel Silvert on a hilarious, and at times…
Event details
Friday, February 14th
8:00 p.m. – 9:30 p.m.
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Davenport’s Piano Bar & Cabaret
1383 N Milwaukee Ave
Feb14
Music & Comedy
Jeffrey Osborne Live In Concert
Renowned R&B singer Jeffrey Osborne /w special guest Will Downing will perform live at Auditorium Theatre on Feb. 14, 2025.
Loop
Event details
Friday, February 14th
8:00 p.m. – 11:00 p.m.
Auditorium Theatre
50 East Ida B. Wells Drive
Feb14
Feb15
Music & Comedy
Heart of Chicago Soul Club Valentine’s Dance Party
Heart of Chicago Soul Club Valentine’s Dance Party Hideout Chicago February 14, 2025 9:00 PM +Google +iCal Doors Open: 8:30 PM Heart Of Chicago…
Event details
Friday, February 14th
8:30 p.m. – Saturday, February 15th
2:00 a.m.
The Hideout
1354 W Wabansia Ave
Feb14
Music & Comedy, Theatre & Performing Arts
Sweet Soul Chicago, Valentine’s Day Cabaret & Romantic Game Show
Leave your inhibitions at the door and bring your love confessions to the microphone. Get your romance on a high note this Valentine’s Day at…
Event details
Friday, February 14th
9:30 p.m. – 11:00 p.m.
Bughouse Theater
1910 West Irving Park Road, Illinois
Feb14
Music & Comedy, Theatre & Performing Arts
Voila: The Improvised Musical
iO Chicago presents: a fully made-up, off-off-off Broadway style musical every Friday at 10pm in the Fremont Theater. Spend your Friday night with us. See…
Event details
Friday, February 14th
10:00 p.m. – 11:30 p.m.
The iO Theater, 1501 N Kingsbury St, Chicago, IL 60642, USA,
The iO Theater, 1501 N Kingsbury St, Chicago, IL 60642, USA,
Feb14
Music & Comedy, Theatre & Performing Arts
Hitch*Cocktails
A Chicago based improv comedy show and drinking game based on the works of Alfred Hitchcock. Based on an audience suggestion, the cast weave together…
Lakeview
Event details
Friday, February 14th
10:00 p.m. – 11:30 p.m.
Annoyance Theatre & Bar
851 W. Belmont Ave., 2nd Fl.
February 15, 2025: Feb15
Music & Comedy, Theatre & Performing Arts
Bob Marley’s Three Little Birds
CHICAGO – The Young People’s Theatre of Chicago’s “bouncy and bodacious” smash-hit production of Don’t Let the Pigeon Drive the Bus opened YPT’s 2024-2025 season…
Lincoln Park
Event details
Saturday, February 15th
11:00 a.m. – 12:00 p.m.
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Greenhouse Theater Center
2257 North Lincoln Avenue
Feb15
Music & Comedy, Theatre & Performing Arts
Teatro Zinzanni
Tickets are on sale Now at https://zinzanni.com/chicago/ for Love, Chaos, & Dinner ! Teatro Zinzanni returns to the vibrant Chicago Loop inside the velvet walls…
Loop
Event details
Saturday, February 15th
12:00 p.m. – 3:00 p.m.
Spiegeltent – Cambria Hotel
32 W. Randolph
Feb15
Music & Comedy, Theatre & Performing Arts
Bob Marley’s Three Little Birds
CHICAGO – The Young People’s Theatre of Chicago’s “bouncy and bodacious” smash-hit production of Don’t Let the Pigeon Drive the Bus opened YPT’s 2024-2025 season…
Lincoln Park
Event details
Saturday, February 15th
1:00 p.m. – 2:00 p.m.
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Greenhouse Theater Center
2257 North Lincoln Avenue
Feb15
Music & Comedy, Theatre & Performing Arts
Dinner Detective Murder Mystery Show
The Dinner Detective is an interactive true crime mystery show set in the present day and based on real cold cases. Feast on a fantastic…
Event details
Saturday, February 15th
6:00 p.m. – 9:00 p.m.
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Courtyard by Marriott Downtown/Magnificent Mile
165 E. Ontario St.
Feb15
Music & Comedy
Valentine’s Day Weekend Live Music at Casa Chi
Join us at Casa Chi, nestled inside the InterContinental Chicago Magnificent Mile, for a special Valentine’s Day weekend experience. On February 14th and 15th from…
Event details
Saturday, February 15th
6:00 p.m. – 9:00 p.m.
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Casa Chi
505 N Michigan Ave
Feb15
Music & Comedy, Theatre & Performing Arts
Teatro Zinzanni
Tickets are on sale Now at https://zinzanni.com/chicago/ for Love, Chaos, & Dinner ! Teatro Zinzanni returns to the vibrant Chicago Loop inside the velvet walls…
Loop
Event details
Saturday, February 15th
6:00 p.m. – 10:00 p.m.
Spiegeltent – Cambria Hotel
32 W. Randolph
Feb15
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…
Andersonville
Event details
Saturday, February 15th
7:00 p.m. – 8:00 p.m.
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The Neo-Futurist Theater
5153 N. Ashland Ave.
Feb15
Music & Comedy
Chicago’s Best Stand Up
Chicago’s Best Standup Comedy is back better than ever. We’ve compiled the absolute best standup comedy lineup that you will see in the city. Today’s…
Event details
Saturday, February 15th
7:00 p.m. – 8:30 p.m.
Laugh Factory, 3175 N. Broadway St, Chicago, IL 60657
3175 N. Broadway St
Feb15
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…
Old Town
Event details
Saturday, February 15th
7:30 p.m. – 8:30 p.m.
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The Second City
1616 N. Wells St.
Feb15
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…
Old Town
Event details
Saturday, February 15th
7:30 p.m. – 8:30 p.m.
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The Second City
1616 N. Wells St., Theater on the Second Floor
Feb15
Music & Comedy, Theatre & Performing Arts, Tours & Attractions
Am I The Problem?
Does your love life have you asking, “Am I… The Problem?” Then don’t miss the musical comedy for the unlucky in love! Meet Gigi, a…
Event details
Saturday, February 15th
7:30 p.m. – 8:30 p.m.
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Blackout Cabaret
230 W North Avenue
Feb15
Music & Comedy, Theatre & Performing Arts
The Original Improv Gladiators: season 37!
What started as an idea to fill a recently vacated production slot back in January of 2008 has turned into a sure-fire hit improv-aganza and…
Event details
Saturday, February 15th
7:30 p.m. – 9:00 p.m.
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Cornservatory
4210 N Lincoln Ave
Feb15
Music & Comedy, Theatre & Performing Arts
Chicago Symphony Orchestra: Tetzlaff Plays Sibelius
The rugged, windswept beauty of Sibelius’ Violin Concerto is a perfect showcase for Christian Tetzlaff, whose “fiery and compelling” 2022 CSO performance was named one…
Event details
Saturday, February 15th
7:30 p.m. – 9:30 p.m.
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Chicago Symphony Center
220 S Michigan Ave
Feb15
Music & Comedy, Theatre & Performing Arts
The Improvised Shakespeare Company®
The Improvised Shakespeare Company® proudly presents its critically-acclaimed, long-running hit show Improvised Shakespeare Chicago now in it’s 18th year! Join us for an evening of off-the-ruff…
Lincoln Park
Event details
Saturday, February 15th
8:00 p.m. – 9:30 p.m.
See all events in series
iO Theater
1501 N. Kingsbury St.
Feb15
Music & Comedy
Taylor Tomlinson: The Save Me Tour
Taylor Tomlinson will bring The Save Me Tour to The Chicago Theatre on February 13, 14 and 15. A rare talent who has garnered mass…
Loop
Event details
Saturday, February 15th
8:00 p.m. – 10:00 p.m.
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The Chicago Theatre
175 N. State
Feb15
Music & Comedy
aespa LIVE TOUR – SYNK : PARALLEL LINE
aespa is bringing their 2024-25 LIVE TOUR – SYNK : PARALLEL LINE to United Center on February 15, 2025! Drawing inspiration from a multi-dimensional parallel…
West Loop
Event details
Saturday, February 15th
8:00 p.m. – 11:00 p.m.
United Center
1901 W Madison St.

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