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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…
Saturday June 20, 2026
9:30 p.m. – 10:30 p.m.The Annoyance Theatre
851 W. Belmont Ave.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…
Sunday June 21, 2026
5:00 a.m. – 9:00 p.m.Spiegeltent – Cambria Hotel
32 W. RandolphMuseums, 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…
Sunday June 21, 2026
10:00 a.m. – 4:00 p.m.Peggy Notebaert Nature Museum
2430 N. Cannon Dr.CSO America 250: A Musical Journey
In June 2026, Symphony Center marks America’s 250th anniversary with performances that honor the nation’s rich and evolving cultural landscape. From concerts with the Chicago…
Sunday June 21, 2026
8:00 p.m. – 9:00 p.m.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…
Monday June 22, 2026
10:00 a.m. – 4:00 p.m.Peggy Notebaert Nature Museum
2430 N. Cannon Dr.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…
Monday June 22, 2026
7:30 p.m. – 10:00 p.m.DuSable Harbor 200 N Breakwater Access
DuSable Harbor 200 N Breakwater AccessCSO America 250: A Musical Journey
In June 2026, Symphony Center marks America’s 250th anniversary with performances that honor the nation’s rich and evolving cultural landscape. From concerts with the Chicago…
Monday June 22, 2026
8:00 p.m. – 9:00 p.m.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…
Tuesday June 23, 2026
10:00 a.m. – 4:00 p.m.Peggy Notebaert Nature Museum
2430 N. Cannon Dr.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 June 23, 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 June 23, 2026
7:30 p.m. – 10:00 p.m.DuSable Harbor 200 N Breakwater Access
DuSable Harbor 200 N Breakwater AccessCSO America 250: A Musical Journey
In June 2026, Symphony Center marks America’s 250th anniversary with performances that honor the nation’s rich and evolving cultural landscape. From concerts with the Chicago…
Tuesday June 23, 2026
8:00 p.m. – 9:00 p.m.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…
Wednesday June 24, 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 June 24, 2026
6:00 p.m. – 8:00 p.m.Vintage Bar Chicago
1449 W. Taylor St.CSO America 250: A Musical Journey
In June 2026, Symphony Center marks America’s 250th anniversary with performances that honor the nation’s rich and evolving cultural landscape. From concerts with the Chicago…
Wednesday June 24, 2026
8:00 p.m. – 9:00 p.m.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 June 24, 2026
9:00 p.m. – 11:00 p.m.Bordel Cocktail & Cabaret
1721 W DivisionMuseums, 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 June 25, 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 June 25, 2026
6:00 p.m. – 10:00 p.m.Spiegeltent – Cambria Hotel
32 W. RandolphTours & 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 June 25, 2026
7:30 p.m. – 10:00 p.m.DuSable Harbor 200 N Breakwater Access
DuSable Harbor 200 N Breakwater AccessCSO America 250: A Musical Journey
In June 2026, Symphony Center marks America’s 250th anniversary with performances that honor the nation’s rich and evolving cultural landscape. From concerts with the Chicago…
Thursday June 25, 2026
8:00 p.m. – 9:00 p.m.Theatre & 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 June 26, 2026
12:00 a.m. – Saturday June 27, 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 June 26, 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…
Friday June 26, 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 June 26, 2026
7:00 p.m. – 8:00 p.m.The Neo-Futurist Theater
5153 N. Ashland Ave.Music & Comedy
Devil’s Daughter
The hottest show in town Devil’s Daughter features a cast of seasoned comedians who have performed together in Chicago and around the country for over a decade.…
Friday June 26, 2026
8:00 p.m. – 9:00 p.m.iO Theater
1501 N. Kingsbury St.

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