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Upcoming Chicago Events

Check out what's happening all around Chicago.

Chicago Fireworks Cruise Sail into the Night, with Sparkles in the Sky
Jun7
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…

Saturday, June 7th
9:00 p.m.10:30 p.m.
Tall Ship Windy
600 East Grand Avenue Navy Pier
Dive Into Pride: Gods and Goddesses Party at InterContinental Chicago Magnificent Mile
Jun7
Jun8
Festivals, Fairs & Special Events

Dive Into Pride: Gods and Goddesses Party at InterContinental Chicago Magnificent Mile

InterContinental Chicago Magnificent Mile invites you to plunge into summer’s most anticipated LGBTQ celebration: the third-annual DIVE Into PRIDE: Gods and Goddesses Pool Party. On…

Saturday, June 7th
9:00 p.m.Sunday, June 8th
1:00 a.m.
InterContinental Chicago Magnificent Mile, an IHG Hotel
505 North Michigan Avenue
Franz West: Millennium Park
Jun8
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…

Sunday, June 8th
Millennium Park
201 E Randolph St
Wolff’s Flea Market Opening Day
Jun8
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 8th
6:00 a.m.2:00 p.m.
Wolff’s Flea Market
6920 N Mannheim Rd
Division Street Farmers Market
Jun8
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 8th
7:00 a.m.12:00 p.m.
30 W. Division St.
30 W. Division St.
Glenwood Sunday Market in Rogers Park
Jun8
Festivals, Fairs & Special Events

Glenwood Sunday Market in Rogers Park

The nonprofit Rogers Park Business Alliance (RPBA) announces 23 local vendors for the 16th anniversary season of the Glenwood Sunday Market, which will operate every…

Sunday, June 8th
9:00 a.m.2:00 p.m.
Glenwood Alfresco
Dressed in History: A Costume Collection Retrospective
Jun8
Museums, Galleries & Exhibitions, Tours & Attractions

Dressed in History: A Costume Collection Retrospective

What do a red sequin burlesque costume, a pair of original Air Jordan 1s, a baby’s wool bathing suit, and an enormous white tulle Christian…

Sunday, June 8th
9:30 a.m.4:30 p.m.
Chicago History Museum
1601 N. Clark St.
Maxwell Street Market
Jun8
Festivals, Fairs & Special Events

Maxwell Street Market

Visitors to the Maxwell Street Market will experience an eclectic mix of foods and finds—including handmade crafts, resale housewares, clothing, and much more.

Sunday, June 8th
10:00 a.m.3:00 p.m.
Maxwell Street Market
800 S. Desplaines St.
Big Bus Tours’ Hop-On, Hop-Off Tour
Jun8
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.…

Sunday, June 8th
10:00 a.m.5:00 p.m.
The Oddities & Curiosities Expo
Jun8
Jun9
Festivals, Fairs & Special Events, Museums, Galleries & Exhibitions

The Oddities & Curiosities Expo

The Oddities and Curiosities Expo is a one-of-a-kind traveling showcase that brings together hundreds of oddity vendors and artists from across the country, creating a…

Sunday, June 8th
10:00 a.m.Monday, June 9th
4:00 p.m.
McCormick Place
2301 S. Lake Shore Dr.
Hyde Park 78th Annual 57th St Art Fair
Jun8
Jun9
Festivals, Fairs & Special Events

Hyde Park 78th Annual 57th St Art Fair

The 57th Street Art Fair, the Midwest’s oldest juried art fair run by a committee of dedicated volunteers, will mark its 78th year featuring nearly…

Sunday, June 8th
10:00 a.m.Monday, June 9th
5:00 p.m.
57th Street, Hyde Park
57th Street, Hyde Park, IL
The World Within: Chicago’s Original & Best Architecture Interiors Tour
Jun8
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, June 8th
11:00 a.m.1:00 p.m.
Chicago Loop & River North
Chicago Blues Festival
Jun8
Festivals, Fairs & Special Events, Music & Comedy

Chicago Blues Festival

The largest FREE Blues festival in the world, the festival features top tier talent performing in Chicago’s Millennium Park.

Sunday, June 8th
11:00 a.m.9:00 p.m.
Millennium Park
201 E Randolph St
Free Art Show on largest LED wall in Chicago
Jun8
Museums, Galleries & Exhibitions, Tours & Attractions

Free Art Show on largest LED wall in Chicago

The exhibition Four Techspressionist Artists is on view at 150 Media Stream in Chicago from April 28 to July 20, 2025. 150 Media Stream is an exciting venue…

Sunday, June 8th
12:00 p.m.5:00 p.m.
150 Media Stream
150 N Riverside Plaza
The Alley Turns 49: A Celebration of Chicago’s Counterculture Legacy
Jun8
Festivals, Fairs & Special Events

The Alley Turns 49: A Celebration of Chicago’s Counterculture Legacy

CHICAGO, IL — After nearly five decades on the frontlines of rebellion, art, and alternative identity, The Alley is throwing its biggest party yet. On…

Sunday, June 8th
12:00 p.m.6:00 p.m.
2620 W Fletcher St, Chicago, IL 60618
2620 W Fletcher St
Chicago Skyline Sail – Escape the City Hustle
Jun8
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, June 8th
1:00 p.m.2:15 p.m.
Tall Ship Windy
600 East Grand Avenue Navy Pier
Chicago Skyline Sail – Escape the City Hustle
Jun8
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, June 8th
3:00 p.m.4:15 p.m.
Tall Ship Windy
600 East Grand Avenue Navy Pier
Ravensburger Puzzle Race – Snakes & Lattes Chicago
Jun8
Festivals, Fairs & Special Events

Ravensburger Puzzle Race – Snakes & Lattes Chicago

Compete for prizes! Come and try to win the puzzle contest with your friends! Join us every second Sunday of the month from 3PM to…

Sunday, June 8th
3:00 p.m.5:00 p.m.
Snakes & Lattes Chicago
1965 N. Milwaukee Avenue
90 Minute Architecture River Tour in Chicago
Jun8
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, June 8th
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
An Intimate Evening with Ken Block & Drew Copeland of Sister Hazel
Jun8
Music & Comedy, Tours & Attractions

An Intimate Evening with Ken Block & Drew Copeland of Sister Hazel

Set sail for an epic night of music, dining, and scenic views as Ken Block and Drew Copeland of Sister Hazel bring their signature blend…

Sunday, June 8th
7:00 p.m.10:00 p.m.
Navy Pier, 600 E Grand Ave, Chicago, IL 60611, United States
Big Bus Tours’ Sunset Live Tour
Jun8
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, June 8th
7:30 p.m.9:15 p.m.
618 N Clark St.
618 N. Clark St
Franz West: Millennium Park
Jun9
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, June 9th
Millennium Park
201 E Randolph St
Division Street Farmers Market
Jun9
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 9th
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
Jun9
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, June 9th
10:00 a.m.5:00 p.m.
Peppa Pig World of Play Chicago
5 Woodfield Mall
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