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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.…
Tuesday February 17, 2026
7:00 p.m. – 8:30 p.m.The Gallery Cabaret
2020 N Oakley AveTours & Attractions
Summer & Fall Afterwork Sunset Cruises on Lake Michigan
Experience summer on Lake Michigan with our weekday evening cruises featuring fireworks*, sunsets, skyline views, and cocktails starting May 27th, 2024. Unwind after work with…
Tuesday February 17, 2026
7:30 p.m. – 10:00 p.m.DuSable Harbor 200 N Breakwater Access
DuSable Harbor 200 N Breakwater AccessTheatre & Performing Arts
Eureka Day
Chicago’s acclaimed TimeLine Theatre Company returns to the Broadway Playhouse (following previous hit productions OSLO and THE LEHMAN TRILOGY)! At Berkeley, California’s ultra-progressive Eureka Day…
Wednesday February 18, 2026Broadway Playhouse at Water Tower Place
175 E. Chestnut St .Chicago, IL 60611Theatre & Performing Arts
The Outsiders
The winner of four 2024 Tony Awards®, including Best Musical, is THE OUTSIDERS. Adapted from S.E. HINTON’s seminal novel and FRANCIS FORD COPPOLA’s iconic film, this thrilling new…
Wednesday February 18, 2026Cadillac Palace Theatre
151 W. Randolph St. , Chicago, IL, 60601Museums, Galleries & Exhibitions
By A Thread: Nature’s Resilience
By A Thread: Nature’s Resilience dives into the science of biodiversity and what it takes to protect it—showcasing the research, conservation, and education work happening…
Wednesday February 18, 2026
10:00 a.m. – 4:00 p.m.Peggy Notebaert Nature Museum
2430 N. Cannon Dr.Tours & Attractions
Tropical Wednesdays
Immerge yourself in a cultural experience as Latin dances come alive on Taylor street – Salsa, Bachata, Cumbia, and Cha Cha Cha with margarita!
Wednesday February 18, 2026
6:00 p.m. – 8:00 p.m.Vintage Bar Chicago
1449 W. Taylor St.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…
Wednesday February 18, 2026
9:00 p.m. – 11:00 p.m.Bordel Cocktail & Cabaret
1721 W DivisionTheatre & Performing Arts
Eureka Day
Chicago’s acclaimed TimeLine Theatre Company returns to the Broadway Playhouse (following previous hit productions OSLO and THE LEHMAN TRILOGY)! At Berkeley, California’s ultra-progressive Eureka Day…
Thursday February 19, 2026Broadway Playhouse at Water Tower Place
175 E. Chestnut St .Chicago, IL 60611Theatre & Performing Arts
The Outsiders
The winner of four 2024 Tony Awards®, including Best Musical, is THE OUTSIDERS. Adapted from S.E. HINTON’s seminal novel and FRANCIS FORD COPPOLA’s iconic film, this thrilling new…
Thursday February 19, 2026Cadillac Palace Theatre
151 W. Randolph St. , Chicago, IL, 60601Museums, Galleries & Exhibitions
By A Thread: Nature’s Resilience
By A Thread: Nature’s Resilience dives into the science of biodiversity and what it takes to protect it—showcasing the research, conservation, and education work happening…
Thursday February 19, 2026
10:00 a.m. – 4:00 p.m.Peggy Notebaert Nature Museum
2430 N. Cannon Dr.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…
Thursday February 19, 2026
6:00 p.m. – 10:00 p.m.Spiegeltent – Cambria Hotel
32 W. RandolphMusic & Comedy, Theatre & Performing Arts
Dumb and Drummer
Chicago’s best comedians doing their best material over live jazz! Every third Thursday at The Lincoln Lodge Theatre, Hosted by Jamaal Sanders, Hunter Hirsch, and…
Thursday February 19, 2026
7:30 p.m. – 9:00 p.m.The Lincoln Lodge Theater
2040 N. Milwaukee Ave.Tours & Attractions
Summer & Fall Afterwork Sunset Cruises on Lake Michigan
Experience summer on Lake Michigan with our weekday evening cruises featuring fireworks*, sunsets, skyline views, and cocktails starting May 27th, 2024. Unwind after work with…
Thursday February 19, 2026
7:30 p.m. – 10:00 p.m.DuSable Harbor 200 N Breakwater Access
DuSable Harbor 200 N Breakwater AccessMusic & Comedy, Theatre & Performing Arts
Improvsed 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 every…
Thursday February 19, 2026
8:00 p.m. – 9:00 p.m.Malarkey Comedy Company
1501 N Kingsbury StTheatre & Performing Arts
Eureka Day
Chicago’s acclaimed TimeLine Theatre Company returns to the Broadway Playhouse (following previous hit productions OSLO and THE LEHMAN TRILOGY)! At Berkeley, California’s ultra-progressive Eureka Day…
Friday February 20, 2026Broadway Playhouse at Water Tower Place
175 E. Chestnut St .Chicago, IL 60611Theatre & Performing Arts
The Outsiders
The winner of four 2024 Tony Awards®, including Best Musical, is THE OUTSIDERS. Adapted from S.E. HINTON’s seminal novel and FRANCIS FORD COPPOLA’s iconic film, this thrilling new…
Friday February 20, 2026Cadillac Palace Theatre
151 W. Randolph St. , Chicago, IL, 60601Theatre & Performing Arts
Comedy Hour at Annoyance Theatre
Each week, Chicago comics bring the freshest, most experimental new material to the Annoyance for the Comedy Hour. The weekly show is an eclectic mix…
Friday February 20, 2026
12:00 a.m. – Saturday February 21, 2026
1:00 a.m.Annoyance Theatre & Bar
851 W. Belmont Ave., 2nd Fl.Museums, Galleries & Exhibitions
By A Thread: Nature’s Resilience
By A Thread: Nature’s Resilience dives into the science of biodiversity and what it takes to protect it—showcasing the research, conservation, and education work happening…
Friday February 20, 2026
10:00 a.m. – 4:00 p.m.Peggy Notebaert Nature Museum
2430 N. Cannon Dr.Museums, Galleries & Exhibitions, Tours & Attractions
3rd Fridays Free Admission Night
Free Admission Museum Nights take place every third Friday of each month from 5 pm to 8 pm! The tour will start at 6:00 pm…
Friday February 20, 2026
5:00 p.m. – 8:00 p.m.Heritage Museum of Asian Art
3FL, 3500 S Morgan St, Chicago, IL, 60609Music & 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…
Friday February 20, 2026
6:00 p.m. – 10:00 p.m.Spiegeltent – Cambria Hotel
32 W. RandolphMusic & 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…
Friday February 20, 2026
7:00 p.m. – 8:00 p.m.The Neo-Futurist Theater
5153 N. Ashland Ave.Music & Comedy, Theatre & Performing Arts
ComedySportz Chicago
Chicago’s longest running and best interactive improv comedy experience. ComedySportz is comedy played as a sport, not comedy ABOUT sports (whew). Refs, fouls, points, games…
Friday February 20, 2026
7:00 p.m. – 8:30 p.m.Malarkey Comedy
1501 N. Kingsbury St.Music & Comedy, Theatre & Performing Arts
ComedySportz Chicago
Chicago’s longest running and best interactive improv comedy experience. ComedySportz is comedy played as a sport, not comedy ABOUT sports (whew). Refs, fouls, points, games…
Friday February 20, 2026
7:00 p.m. – 8:30 p.m.Malarkey Comedy Company
1501 N Kingsbury StMuseums, Galleries & Exhibitions
Zhou B Art Center 3rd Friday
Zhou B Art Center opens exhibitions every 3rd Friday of the month with an evening reception from 7pm-10pm hosted by resident artists and galleries. This…
Friday February 20, 2026
7:00 p.m. – 10:00 p.m.Zhou B Art Center
1029 W. 35th St.

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