Want to know what’s happening this weekend in Chicago? Look no further. There’s a whole calendar of exciting events, exhibits, and activities taking place all over the city this month in Chicago.
This weekend marks the start of summer in Chicago, which means the city’s sandy beaches officially open to the public and festival season is in full swing.
Just a few of the Memorial Day weekend highlights include:
- Chicago Memorial Day Parade (May 23)
- Sueños Music Festival (May 23 – 24)
- Belmont-Sheffield Music Fest (May 22 – 24)
- Randolph Street Market (May 23 – 24)
- Chicago Cubs vs. Houston Astros (May 22 – 24)
- Chicago Fire FC vs. Toronto with post-game Lupe Fiasco concert (May 23)
This weekend brings a ton of exciting happenings. Check out just a few of the events and happening in Chicago this Memorial Day weekend, May 22 – 25, 2026.
Sueños Music Festival 2026
The Sueños Music Festival celebrates its fifth anniversary in Grant Park, Chicago, on Saturday, May 23, and Sunday, May 24, 2026. This Memorial Day weekend…
Memorial Day Wreath Laying Ceremony & Parade
The City of Chicago will commemorate Memorial Day on Saturday, May 23, with a wreath laying ceremony at 11 a.m. at Richard J. Daley Center…
41st Annual Belmont-Sheffield Music Fest
Kick-off Memorial Day Weekend at the 41st Annual Belmont-Sheffield Music Fest – May 22-24 Featuring National Tribute Bands and Local Entertainers CHICAGO (May 2026)—Celebrate the…
Randolph Street Market
Joining other world-class cities, including Paris, London, LA, and New York, Chicago’s Randolph Street Market is a key market event destination that locals and fans…
Memorial Day fireworks at Navy Pier
Navy Pier is known for its spectacular summer fireworks displays, which kick off on Memorial Day weekend. This year, the Memorial Day weekend fireworks show at Navy Pier will be held on Saturday, May 23 starting at 10 p.m.
Forever Mine Music Festival
A new Chicago festival celebrating early 2000s R&B and house music will be held at Union Park on Memorial Day weekend. The Forever Mine Music Festival…
Millennium Park Summer Workouts
Participants are asked to bring their own workout mat The workout program takes place on the Great Lawn and Wrigley Square in Millennium Park on…
The Chinatown Adventure Food Tour
Immerse yourself in the vibrant flavors and rich history of Chicago’s Chinatown on our top-rated TripAdvisor food and culture tour. Enjoy seated dining at five…
Summer Kickoff at Lincoln Park Zoo
Sunshine season starts here! Celebrate the start of warmer weather and sunnier days at Lincoln Park Zoo’s Summer Kickoff, a free and family-friendly celebration on…
Wicker Park Farmers Market
The Wicker Park Farmers Market will return on May 3 for its 26th outdoor season. The market will be open from 8 a.m. to 2…
Theater of the Mind
Now through July 12, 2026 Multiple experiences per day at the Reid Murdoch Building, 333 N LaSalle Visit TheateroftheMindChicago.com for dates, times, and tickets Created…
Les Misérables
STILL THE WORLD’S MOST POPULAR MUSICAL Cameron Mackintosh’s acclaimed production of Alain Boublil and Claude-Michel Schönberg’s Tony Award-winning musical phenomenon, Les Misérables, makes a triumphant return…
Matisse’s Jazz: Rhythms in Color
This exhibition marks the first time Matisse’s Jazz will be shown in its entirety at the Art Institute of Chicago. Jazz joins over 50 works from the museum’s renowned collection of paintings, sculpture, drawings, prints, illustrated books, and textiles.
Explore our events calendar for more Chicago events and happenings.
Please note that all events are subject to change.
