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Upcoming Chicago Events

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Natalia Lafourcade – Cancionera Tour
Jun14
Music & Comedy

Natalia Lafourcade – Cancionera Tour

Natalia Lafourcade brings the Cancionera Tour to The Chicago Theatre on Saturday, June 14.

Saturday, June 14th
8:00 p.m.11:00 p.m.
The Chicago Theatre
175 N. State
Here 4 A Bit *Naughty Improv
Jun14
Music & Comedy, Theatre & Performing Arts

Here 4 A Bit *Naughty Improv

Join us again for a whose line styled night of explosive laughter that will titillate your “funny” bone. Fast paced short form improv, hilarious songs,…

Saturday, June 14th
9:00 p.m.10:00 p.m.
The Second City
1616 N. Wells St., Theater on the Second Floor
Best Of Annoyance Sketch
Jun14
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 14th
9:30 p.m.10:30 p.m.
The Annoyance Theatre
851 W. Belmont Ave.
LET’S PLAY A GAME: Chicago’s scariest short-form show
Jun14
Music & Comedy, Theatre & Performing Arts

LET’S PLAY A GAME: Chicago’s scariest short-form show

Who’s Line is it Anyways meets Fear Factor in LETS PLAY A GAME, a new short form show that’s a unique blend of comedy, chaos,…

Saturday, June 14th
10:00 p.m.11:00 p.m.
Annoyance Theatre & Bar
851 W. Belmont Ave., 2nd Fl.
Kieron Harrell & Friends
Jun14
Music & Comedy

Kieron Harrell & Friends

Kieron Harrell is a Chicago comedian who was born and raised in Ohio, but like anyone trying to succeed in life, he first had to leave…

Saturday, June 14th
10:00 p.m.11:30 p.m.
The Comedy Bar
500 N. LaSalle St.
Teatro Zinzanni
Jun15
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 15th
5:00 a.m.9:00 p.m.
Spiegeltent – Cambria Hotel
32 W. Randolph
Wolff’s Flea Market Opening Day
Jun15
Festivals, Fairs & Special Events

Wolff’s Flea Market Opening Day

Wolff’s Flea Market announces opening day April 20, 2025. Join us for our 34th season outdoors at the Allstate Arena, Rosemont. Sundays 6am-2pm through October…

Sunday, June 15th
6:00 a.m.2:00 p.m.
Wolff’s Flea Market
6920 N Mannheim Rd
Division Street Farmers Market
Jun15
Festivals, Fairs & Special Events

Division Street Farmers Market

Fresh seasonal produce, flowers, prepared foods, unique Chicago-made products and rare finds are available at the Division Street Farmers Market.

Sunday, June 15th
7:00 a.m.12:00 p.m.
30 W. Division St.
30 W. Division St.
Andersonville Midsommarfest
Jun15
Festivals, Fairs & Special Events

Andersonville Midsommarfest

Summer. Starts. HERE. Midsommarfest returns to Andersonville for its 59th year—and it’s your official invitation to celebrate in the streets and kick off Pride season…

Sunday, June 15th
12:00 p.m.9:00 p.m.
Clark Street from Foster to Gregory
Don’t Call Me White Girl
Jun15
Music & Comedy

Don’t Call Me White Girl

Mona Love is a comedian and podcast host of the ‘Don’t Call Me White Girl’ show. She is known for giving advice and her commentary…

Sunday, June 15th
7:00 p.m.8:30 p.m.
The Comedy Bar
500 N. LaSalle St.
Natalia Lafourcade – Cancionera Tour
Jun15
Music & Comedy

Natalia Lafourcade – Cancionera Tour

Natalia Lafourcade brings the Cancionera Tour to The Chicago Theatre on June 15, 2025.

Sunday, June 15th
8:00 p.m.11:00 p.m.
The Chicago Theatre
175 N. State
Division Street Farmers Market
Jun16
Festivals, Fairs & Special Events

Division Street Farmers Market

Fresh seasonal produce, flowers, prepared foods, unique Chicago-made products and rare finds are available at the Division Street Farmers Market.

Monday, June 16th
7:00 a.m.12:00 p.m.
30 W. Division St.
30 W. Division St.
Magic Mondays
Jun16
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…

Monday, June 16th
7:00 p.m.8:30 p.m.
iO Theater
1501 N. Kingsbury St.
Set Sail with Blues Hall of Famer Michael Charles and His Band
Jun16
Music & Comedy, Sports & Recreation, Tours & Attractions

Set Sail with Blues Hall of Famer Michael Charles and His Band

“Join the power trio of Australian born, Chicago Blues Hall of Famer Michael Charles as he embarks on the Tall Ship Windy for the Monday…

Monday, June 16th
7:00 p.m.9:00 p.m.
Tall Ship Windy
600 East Grand Avenue Navy Pier
Monday Night Concert Series
Jun16
Music & Comedy, Tours & Attractions

Monday Night Concert Series

Chase Away your Monday Blues with a Symphony of Soul! We’ll help you chase your “Monday blues”, aboard the 148-foot Tall Ship Windy as you…

Monday, June 16th
7:00 p.m.9:00 p.m.
Navy Pier 600 East Grand Avenue Chicago, IL
600 East Grand Avenue
Ben Folds & Chicago Symphony Orchestra
Jun16
Music & Comedy

Ben Folds & Chicago Symphony Orchestra

Emmy-award nominated composer, singer-songwriter, and pianist Ben Folds joins the Chicago Symphony Orchestra for a night of exceptional performances. Widely regarded as one of the…

Monday, June 16th
7:30 p.m.10:30 p.m.
Chicago Symphony Center
220 S Michigan Ave
Division Street Farmers Market
Jun17
Festivals, Fairs & Special Events

Division Street Farmers Market

Fresh seasonal produce, flowers, prepared foods, unique Chicago-made products and rare finds are available at the Division Street Farmers Market.

Tuesday, June 17th
7:00 a.m.12:00 p.m.
30 W. Division St.
30 W. Division St.
The Farmer at The Green
Jun17
Festivals, Fairs & Special Events

The Farmer at The Green

The Farmer at The Green, presented by BMO, is a downtown Chicago farmers market. Shop for fresh, seasonal produce and locally made products from Chicago-based…

Tuesday, June 17th
11:00 a.m.3:00 p.m.
The Green at 320
320 S. Canal St.
Tuesday Good Show
Jun17
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 17th
7:00 p.m.8:30 p.m.
The Gallery Cabaret
2020 N Oakley Ave
Halsey: For My Last Trick Tour
Jun17
Music & Comedy

Halsey: For My Last Trick Tour

GRAMMY nominated multi-platinum, genre-defying artist Halsey will perform live at Huntington Bank Pavilion at Northerly Island on June 17 at 7:00pm.

Tuesday, June 17th
7:00 p.m.10:00 p.m.
Division Street Farmers Market
Jun18
Festivals, Fairs & Special Events

Division Street Farmers Market

Fresh seasonal produce, flowers, prepared foods, unique Chicago-made products and rare finds are available at the Division Street Farmers Market.

Wednesday, June 18th
7:00 a.m.12:00 p.m.
30 W. Division St.
30 W. Division St.
Dame Myra Hess Memorial Concerts | Aaron Wolff, Cello & Victor Asuncion, Piano
Jun18
Festivals, Fairs & Special Events, Music & Comedy, Theatre & Performing Arts

Dame Myra Hess Memorial Concerts | Aaron Wolff, Cello & Victor Asuncion, Piano

DAME MYRA HESS MEMORIAL CONCERTS | AARON WOLFF, CELLO VICTOR ASUNCION, PIANO   Program Reena Esmail – Jhula Jule César Franck – Violin Sonata in…

Wednesday, June 18th
12:15 p.m.1:00 p.m.
Seventeenth Church of Christ, Scientist, Chicago
55 E. Wacker Drive
Stick Figure – Island Holiday Tour
Jun18
Music & Comedy

Stick Figure – Island Holiday Tour

/w special guests Stephen Marley & The Hip Abduction

Wednesday, June 18th
7:00 p.m.10:00 p.m.
Hooch & Holler Comedy Show
Jun18
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 18th
9:00 p.m.11:00 p.m.
Bordel Cocktail & Cabaret
1721 W Division
bean-night

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