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.
Highlights this weekend include:
- The official opening weekend of the Obama Presidential Center
- Chicago Pride Fest in Northalsted, a historic LGBTQ+ community
- The ultimate FIFA World Cup watch party at Recess, playing every match live
- Juneteenth celebrations in neighborhoods across the city
- Top neighborhood street festivals, like the Taste of Randolph, Fiesta Back of the Yards, Gold Coast Art Fair, and more.
Plus, it’s officially summer in Chicago, which means the city’s sandy beaches are open to the public and festival season is in full swing.
Check out just a few of the events and happening in Chicago this weekend, June 19 – 21, 2026.
25th Annual Chicago Pride Fest
The Northalsted Business Alliance (NBA) is thrilled to announce the 25th Anniversary of Chicago Pride Fest which will take place June 20-21, 2026, in the…
World Cup – Chicago Fire FC Soccer Celebration
Join the Chicago Fire at Recess in West Loop to watch every match of the FIFA World Cup 2026™ and celebrate our love for the…
Bronzeville’s 6th Annual Juneteenth Community Celebration
Celebrating resilience, culture, and the power of living life fully—honoring the strength of the past while uplifting Us Today. Chicago's Bronzeville community invites the you…
Taste of Randolph
The West Loop Community Organization presents the 29th annual Taste of Randolph™! Featuring some of the world’s best cuisine and leading entertainment right here in…
Gold Coast Art Fair
Join us in celebrating 68 years of a Chicago tradition, the Gold Coast Art Fair in Chicago’s Grant Park. Start your friends or family day…
You’re Invited To The Juneteenth Comedy Festival: A Celebration of Black Comedians
You’re Invited To The Juneteenth Comedy Festival: A Celebration of Black Comedians is a vibrant comedy variety show that spotlights some of the most exciting…
Yes, Chef! Chicago: A Bear-Inspired Food Tour
This is the ORIGINAL Chicago food tour that takes you to the restaurants featured on the TV phenomenon, The Bear. We'll take you to the actual…
Rosalía – Lux 2026 Tour
Spanish singer-songwriter Rosalía will perform in Chicago on Saturday, June 20, 2026, at the United Center as part of her "LUX Tour 2026".
Juneteenth
Bronzeville Children's Museum Is Celebrating Our Annual 27th Juneteenth Jubilee! There will be Storytelling, Arts & Crafts, Music and Balloons.
2026 Dragon Boat Race
The 2026 Chicago Dragon Boat Race for Literacy will take place on Saturday, June 20, at Ping Tom Memorial Park in Chinatown, following the Dragon…
Summer Wine Festa
Celebrate the start of the season at Summer Wine Festa, an afternoon filled with Italian wines, vibrant flavors, and creative summer-inspired activities at Eataly Chicago.…
Embodied: A Pride x Juneteenth Showcase
Join us for Brave Space Alliance's first annual “Embodied,” a Juneteenth x Pride Celebration held at Thalia Hall! This performance will feature the talents of…
Queerly Lit: Late Night Variety Hour
Join Corn Productions for your Pride celebrations with this late-night comedy variety show! Featuring new acts every night!
Kayak for Conservation Tours
Join us this summer for a Kayak for Conservation tours, where you will paddle the Chicago River guided by Shedd nature experts. These eco kayak tours offer you the opportunity to look nature in the eye and learn about innovative efforts to improve the health of the Chicago River for wildlife.
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…
WNDR Pride Nights
WNDR is excited to be celebrating love and community this June with specialty programming happening this Pride Month! Every Friday & Saturday evening of June,…
Brokeback Mountain
“Top Shows to See in the U.S. This Spring” in The New York Times Gather around the campfire for the highly anticipated North American premiere! This…
Kinky Boots
The boots are back! Kinky Boots will lift your spirits to high-heeled heights! Celebrated with six Tony Awards®, including Best Musical, a Grammy Award® for Best Musical…
Catch As Catch Can
When a prodigal son returns to blue collar New England, his homecoming sets off a spiraling crisis for two families, threatening not only their relationships…
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…
Nathaniel Mary Quinn: A Love Letter to My Mother
Nathaniel Mary Quinn’s first solo museum show in Chicago explores the artist’s formative years growing up in public housing, which he describes as “my first…
Explore our events calendar for more Chicago events and happenings.
Please note that all events are subject to change.
