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Upcoming Chicago Events

Check out what's happening all around Chicago.

Hershey Super Sweet Adventure
May18
Tours & Attractions

Hershey Super Sweet Adventure

You and your family can seek, play, and explore at Hershey Super Sweet Adventure, an interactive experience designed for guests of all ages! This unique…

Sunday, May 18th
10:00 a.m.7:00 p.m.
Water Tower Place
835 N Michigan Ave
Dan Nadel and Chris Ware on Robert Crumb
May18
Festivals, Fairs & Special Events

Dan Nadel and Chris Ware on Robert Crumb

Robert Crumb’s comics inspired generations of readers and cartoonists. Join us as curator and cultural writer Dan Nadel — who just published the first biography…

Sunday, May 18th
10:30 a.m.11:30 a.m.
Chicago History Museum
1601 N. Clark St.
The World Within: Chicago’s Original & Best Architecture Interiors Tour
May18
Tours & Attractions

The World Within: Chicago’s Original & Best Architecture Interiors Tour

“Everything has beauty, but not everyone sees it.”  (Confucius) Everyone does a boat tour when they visit Chicago.  But as fun as that is, it’s…

Sunday, May 18th
11:00 a.m.1:00 p.m.
Chicago Loop & River North
The Swingin Sisters: Swingin thru the 60’s
May18
Festivals, Fairs & Special Events, Music & Comedy, Theatre & Performing Arts

The Swingin Sisters: Swingin thru the 60’s

The Swingin’ Sisters use their amazing harmonies to interpret the swinging songs of the 1960s. This show will renew your love and appreciation for these…

Sunday, May 18th
12:00 p.m.1:30 p.m.
Le Piano
6970 N. Glenwood Ave.
The Indoor Farmers Market at Water Tower Place
May18
Festivals, Fairs & Special Events

The Indoor Farmers Market at Water Tower Place

Date/Time: Sundays, 12pm – 4pm, from January 12th through Sunday, March 30th Location: Water Tower Place (835 N. Michigan Ave), Level 4 Description: Chicago’s Water Tower Place has…

Sunday, May 18th
12:00 p.m.4:00 p.m.
Water Tower Place
821 N. Michigan Ave.
Chicago Skyline Sail – Escape the City Hustle
May18
Tours & Attractions

Chicago Skyline Sail – Escape the City Hustle

Experience Chicago’s Stunning Skyline from the Water! AVAILABLE NOW SAIL DAILY May 16, THROUGH Sept 28! Leave the hustle and bustle behind! Explore Chicago’s shores with…

Sunday, May 18th
1:00 p.m.2:15 p.m.
Tall Ship Windy
600 East Grand Avenue Navy Pier
Spring Fun Fest at Parkway Bank Park
May18
Festivals, Fairs & Special Events

Spring Fun Fest at Parkway Bank Park

Families are invited to Parkway Bank Park on Sunday, May 18, from 1 p.m. to 5 p.m. for an afternoon of springtime fun with the…

Sunday, May 18th
1:00 p.m.5:00 p.m.
Parkway Bank Park Entertainment District
5501 Park Place
Andy Bossov & Friends Celebrate Allan Sherman at 100!
May18
Festivals, Fairs & Special Events, Music & Comedy, Theatre & Performing Arts

Andy Bossov & Friends Celebrate Allan Sherman at 100!

Who doesn’t remember “Hello Muddah, Hello Fadduh”? But parodist Allan Sherman wrote so many more songs than that and inspired all punny people after him.…

Sunday, May 18th
2:00 p.m.3:30 p.m.
Congregation Bene Shalom
4435 Oakton Street
Chicago Skyline Sail – Escape the City Hustle
May18
Tours & Attractions

Chicago Skyline Sail – Escape the City Hustle

Experience Chicago’s Stunning Skyline from the Water! AVAILABLE NOW SAIL DAILY May 16, THROUGH Sept 28! Leave the hustle and bustle behind! Explore Chicago’s shores with…

Sunday, May 18th
3:00 p.m.4:15 p.m.
Tall Ship Windy
600 East Grand Avenue Navy Pier
Acts Of Kindness Cabaret — Final Bow
May18
Festivals, Fairs & Special Events, Music & Comedy, Theatre & Performing Arts

Acts Of Kindness Cabaret — Final Bow

Celebrate 20 years of music, kindness, and community with Acts Of Kindness Cabaret (AOKC) as we take our final bow. For two decades, AOKC has…

Sunday, May 18th
3:00 p.m.5:30 p.m.
Chicago Theater Works
1113 W. Belmont Ave.
Love, Chaos, and Dinner at Teatro Zinzanni
May18
Festivals, Fairs & Special Events, Music & Comedy, Theatre & Performing Arts

Love, Chaos, and Dinner at Teatro Zinzanni

The most unique and magical experience in Chicago! “You have to see to believe.” – Forbes Teatro ZinZanni’s signature show offers an unforgettable sensory experience.…

Sunday, May 18th
4:00 p.m.6:30 p.m.
Teatro ZinZanni
32 W Randolph St. 14th Floor
CASCADIA Board Game Tournament – Snakes & Lattes Chicago
May18
Festivals, Fairs & Special Events

CASCADIA Board Game Tournament – Snakes & Lattes Chicago

Put your strategy to the test at Snakes & Lattes Chicago on May 18th for the CASCADIA Board Game Tournament! CASCADIA is a tile-drafting and token-laying board game where players create diverse habitats…

Sunday, May 18th
4:00 p.m.6:30 p.m.
Snakes & Lattes Chicago
1965 N. Milwaukee Avenue
90 Minute Architecture River Tour in Chicago
May18
Tours & Attractions

90 Minute Architecture River Tour in Chicago

Experience Chicago’s Best 90-Min Architecture Boat Tour starting May 3, 2025! Led by expert tour guides, this is perfect for all ages. Explore the city’s…

Sunday, May 18th
5:00 p.m.7:00 p.m.
Summer Of George, 900 South Wells Street, Chicago, United States
Summer Of George, 900 South Wells Street, Chicago, United States
Sam Fazio Sings the Classics
May18
Festivals, Fairs & Special Events, Music & Comedy, Theatre & Performing Arts

Sam Fazio Sings the Classics

Close out our Cabaret Week with Chicago-based vocalist Sam Fazio. Fazio has established a name for himself in the music scene over the years with…

Sunday, May 18th
7:00 p.m.9:00 p.m.
Vincent Restaurant
1475 W Balmoral Ave
Big Bus Tours’ Sunset Live Tour
May18
Tours & Attractions

Big Bus Tours’ Sunset Live Tour

Big Bus Tours, the global leader in open-top bus sightseeing, invites visitors to experience the enhanced Sunset Live Tour in Chicago. Available May 8 through…

Sunday, May 18th
7:30 p.m.9:00 p.m.
618 N Clark St.
618 N. Clark St
Franz West: Millennium Park
May19
Museums, Galleries & Exhibitions, Tours & Attractions

Franz West: Millennium Park

Franz West” Millennium Park features two monumental installations by West: Stonehenge (2011) and Dorit (2002), set against the iconic backdrop of Millennium Park. Stonehenge, with…

Monday, May 19th
Millennium Park
201 E Randolph St
Division Street Farmers Market
May19
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, May 19th
7:00 a.m.12:00 p.m.
30 W. Division St.
30 W. Division St.
Homeschool Days at PEPPA PIG World of Play Chicago
May19
Tours & Attractions

Homeschool Days at PEPPA PIG World of Play Chicago

Join us for Homeschool Days at Peppa Pig World of Play Chicago, where preschool families can enjoy an OINKTASTIC discount! Experience the magic of Peppa…

Monday, May 19th
10:00 a.m.5:00 p.m.
Peppa Pig World of Play Chicago
5 Woodfield Mall
The World Within: Chicago’s Original & Best Architecture Interiors Tour
May19
Tours & Attractions

The World Within: Chicago’s Original & Best Architecture Interiors Tour

“Everything has beauty, but not everyone sees it.”  (Confucius) Everyone does a boat tour when they visit Chicago.  But as fun as that is, it’s…

Monday, May 19th
11:00 a.m.1:00 p.m.
Chicago Loop & River North
Chicago Skyline Sail – Escape the City Hustle
May19
Tours & Attractions

Chicago Skyline Sail – Escape the City Hustle

Experience Chicago’s Stunning Skyline from the Water! AVAILABLE NOW SAIL DAILY May 16, THROUGH Sept 28! Leave the hustle and bustle behind! Explore Chicago’s shores with…

Monday, May 19th
1:00 p.m.2:15 p.m.
Tall Ship Windy
600 East Grand Avenue Navy Pier
Chicago Skyline Sail – Escape the City Hustle
May19
Tours & Attractions

Chicago Skyline Sail – Escape the City Hustle

Experience Chicago’s Stunning Skyline from the Water! AVAILABLE NOW SAIL DAILY May 16, THROUGH Sept 28! Leave the hustle and bustle behind! Explore Chicago’s shores with…

Monday, May 19th
3:00 p.m.4:15 p.m.
Tall Ship Windy
600 East Grand Avenue Navy Pier
90 Minute Architecture River Tour in Chicago
May19
Tours & Attractions

90 Minute Architecture River Tour in Chicago

Experience Chicago’s Best 90-Min Architecture Boat Tour starting May 3, 2025! Led by expert tour guides, this is perfect for all ages. Explore the city’s…

Monday, May 19th
5:00 p.m.7:00 p.m.
Summer Of George, 900 South Wells Street, Chicago, United States
Summer Of George, 900 South Wells Street, Chicago, United States
Big Bus Tours’ Sunset Live Tour
May19
Tours & Attractions

Big Bus Tours’ Sunset Live Tour

Big Bus Tours, the global leader in open-top bus sightseeing, invites visitors to experience the enhanced Sunset Live Tour in Chicago. Available May 8 through…

Monday, May 19th
7:30 p.m.9:00 p.m.
618 N Clark St.
618 N. Clark St
Franz West: Millennium Park
May20
Museums, Galleries & Exhibitions, Tours & Attractions

Franz West: Millennium Park

Franz West” Millennium Park features two monumental installations by West: Stonehenge (2011) and Dorit (2002), set against the iconic backdrop of Millennium Park. Stonehenge, with…

Tuesday, May 20th
Millennium Park
201 E Randolph St
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