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Upcoming Chicago Events

Check out what's happening all around Chicago.

Chicago Skyline Sail – Escape the City Hustle
Aug19
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…

Tuesday, August 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
Aug19
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…

Tuesday, August 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
Tuesdays on the Terrace | Bethany Pickens’s Soulful Coalition
Aug19
Museums, Galleries & Exhibitions

Tuesdays on the Terrace | Bethany Pickens’s Soulful Coalition

About the Event Summer Tuesdays come alive on the MCA terrace with free concerts highlighting artists from Chicago’s internationally renowned music community. Enjoy live music…

Tuesday, August 19th
5:30 p.m.8:00 p.m.
Museum of Contemporary Art
220 E. Chicago Ave.
Tuesday Good Show
Aug19
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, August 19th
7:00 p.m.8:30 p.m.
The Gallery Cabaret
2020 N Oakley Ave
Big Bus Tours’ Sunset Live Tour
Aug19
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…

Tuesday, August 19th
7:30 p.m.9:15 p.m.
618 N Clark St.
618 N. Clark St
Summer & Fall Afterwork Sunset Cruises on Lake Michigan
Aug19
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…

Tuesday, August 19th
7:30 p.m.10:00 p.m.
DuSable Harbor 200 N Breakwater Access
DuSable Harbor 200 N Breakwater Access
Nine Inch Nails – Peel It Back Tour 2025
Aug19
Music & Comedy

Nine Inch Nails – Peel It Back Tour 2025

Nine Inch Nails is bringing the Peel It Back 2025 Tour, their first since 2022, to United Center on August 19! The band’s 2022 world…

Tuesday, August 19th
7:30 p.m.10:30 p.m.
United Center
1901 W Madison St.
Franz West: Millennium Park
Aug20
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…

Wednesday, August 20th
Millennium Park
201 E Randolph St
Division Street Farmers Market
Aug20
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, August 20th
7:00 a.m.12:00 p.m.
30 W. Division St.
30 W. Division St.
Seeing Connections: The Art of Richard Penn
Aug20
Museums, Galleries & Exhibitions

Seeing Connections: The Art of Richard Penn

Inspiration for art can come from many sources. Retired University of Chicago Medicine neurosurgeon and artist Richard Penn finds inspiration in nature, philosophy, science, and…

Wednesday, August 20th
9:00 a.m.4:45 p.m.
Special Collections Research Center Exhibition Gallery
1100 East 57th Street
Homeschool Days at PEPPA PIG World of Play Chicago
Aug20
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…

Wednesday, August 20th
10:00 a.m.5:00 p.m.
Peppa Pig World of Play Chicago
5 Woodfield Mall
Big Bus Tours’ Hop-On, Hop-Off Tour
Aug20
Tours & Attractions

Big Bus Tours’ Hop-On, Hop-Off Tour

Big Bus Tours’ daily Hop-On, Hop-Off tours offer visitors a convenient way to explore Chicago’s vibrant downtown, including historic landmarks, cultural institutions and hidden gems.…

Wednesday, August 20th
10:00 a.m.5:00 p.m.
Hokusai & Ukiyo-e: The Floating World, Artworks from the Chiossone Collection
Aug20
Museums, Galleries & Exhibitions

Hokusai & Ukiyo-e: The Floating World, Artworks from the Chiossone Collection

Hokusai & Ukiyo-e features 70 works and handcrafted objects by the masters of Japan’s Edo Period (1603-1868). The collection features 53 woodblock prints and original…

Wednesday, August 20th
10:00 a.m.6:00 p.m.
McAninch Arts Center at the College of DuPage
425 Fawell Blvd
Alice in Wonderland
Aug20
Theatre & Performing Arts

Alice in Wonderland

Follow Alice as she travels down the Rabbit Hole to the most amazing places!  Along her fantastic journey she’ll meet the Mad Hatter, March Hare,…

Wednesday, August 20th
10:30 a.m.11:30 p.m.

Chicago Skyline Sail – Escape the City Hustle
Aug20
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…

Wednesday, August 20th
1:00 p.m.2:15 p.m.
Tall Ship Windy
600 East Grand Avenue Navy Pier
Chicago Skyline Sail – Escape the City Hustle
Aug20
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…

Wednesday, August 20th
3:00 p.m.4:15 p.m.
Tall Ship Windy
600 East Grand Avenue Navy Pier
90 Minute Architecture River Tour in Chicago
Aug20
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…

Wednesday, August 20th
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
Tropical Wednesdays
Aug20
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, August 20th
6:00 p.m.8:00 p.m.
Vintage Bar Chicago
1449 W. Taylor St.
Chicago Dogs Weiner Wednesday
Aug20
Sports & Recreation

Chicago Dogs Weiner Wednesday

Enjoy $1 hot dogs and watch the Chicago Dogs play as the Chicago Wieners at the state-of-the-art Impact Field in Rosemont! Gates open an hour…

Wednesday, August 20th
6:30 p.m.8:30 p.m.
Impact Field
9850 Balmoral Avenue
Summer Screenings: Free Films All Summer Long
Aug20
Nov7
Festivals, Fairs & Special Events

Summer Screenings: Free Films All Summer Long

🍿 The Summer Screenings program is back with free screenings of 21 films from 21 countries! This year’s theme is Summer of Love! Love has…

Wednesday, August 20th
6:30 p.m.Friday, November 7th
8:00 p.m.
Chicago Cultural Center and Chicago History Museum
Big Bus Tours’ Sunset Live Tour
Aug20
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…

Wednesday, August 20th
7:30 p.m.9:15 p.m.
618 N Clark St.
618 N. Clark St
Nine Inch Nails – Peel It Back Tour 2025
Aug20
Music & Comedy

Nine Inch Nails – Peel It Back Tour 2025

Nine Inch Nails is bringing the Peel It Back 2025 Tour, their first since 2022, to United Center on August 19-20! The band’s 2022 world…

Wednesday, August 20th
7:30 p.m.10:30 p.m.
United Center
1901 W Madison St.
Rob Thomas – The All Night Days Tour
Aug20
Music & Comedy

Rob Thomas – The All Night Days Tour

Rob Thomas, with special guest A Great Big World, will be performing at the Huntington Bank Pavilion at Northerly Island in Chicago on August 20,…

Wednesday, August 20th
7:30 p.m.10:30 p.m.
Chicago Fireworks Cruise Sail into the Night, with Sparkles in the Sky
Aug20
Tours & Attractions

Chicago Fireworks Cruise Sail into the Night, with Sparkles in the Sky

Enjoy the most Unforgettable Fireworks Cruise in Chicago! A SPECIAL EVENT SAIL! Treat yourself to Navy Pier’s spectacular fireworks display from the best seat in…

Wednesday, August 20th
9:00 p.m.10:30 p.m.
Tall Ship Windy
600 East Grand Avenue Navy Pier
bean-night

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