Searching for what to do this weekend in Chicago? Below are the best things to do in Chicago this weekend (June 13-15, 2025) including the best weekend events and activities.
(If you are planning ahead, you can also find the best things to do next weekend here.)
I suggest bookmarking this blog post as it is updated regularly with new events and activities.
Disclosure: This article contains affiliate links. I may make a small commission if you make a booking using my links at no extra cost to you. As an Amazon Associate I earn from qualifying purchases.
Best Weekend Events in Chicago
Below are the best weekend events in Chicago:
Taste of Randolph – June 13-15, 2025
Andersonville Midsommarfest – June 13-15, 2025
Wells Street Art Festival – June 14-15, 2025
Old Town Art Fair – June 14-15, 2025
Puerto Rican Fest – June 12-15, 2025
Artists of the Wall Festival – June 14-15, 2025
Gamer’s Universe – Saturday, June 14, 2025, 11am-4pm | FREE
Puerto Rican People’s Day Parade – Saturday, June 14, 2025, 12pm | FREE – Division from Western Ave. to Sacramento Ave.
Citywide Gathering and Catholic Mass at Rate Field – Saturday, June 14, 2025, afternoon – Celebration of the election of Pope Leo XIV.
Pride Night at the Shedd Aquarium (21+) – Saturday, June 14, 2025, 6-10:30pm – High-energy DJs and a stunning ocean-themed drag showcase.
’90s Night at the Zoo – Adults Only Evening at Lincoln Park Zoo (21+) – Friday, June 13, 2025, 6:30-10:00pm – A 21+ after-hours back to the ’90s event with live music, live DJ, karaoke and adult beverages.
Secret River Show at the Belmont Avenue Bridge – Sunday, June 15, 2025, high noon – sunset | FREE
ABBA Under the Stars at AIRE Rooftop – Sunday, June 15, 2025, 5pm & 8:30pm
More Weekend Events in Chicago
Below are more events taking place this weekend in Chicago:
Pride Celebration at Wrigley Field – Thursday, June 12, 2025, 7:05pm
Chi Food Truck Fest – Friday, June 13, 2025, 11am-3pm
Griffin Museum of Science and Industry Kickoff to Summer Picnic (Outdoors) – Friday, June 13, 2025, 11am-2pm | FREE
Damen at Night – Friday, June 13, 2025, 5-8pm – Small businesses and pop-up vendors along Damen Avenue between Leland & Argyle in Ravenswood will be featuring deals, treats, and special products throughout the night.
Skate into Summer at Lake Shore Park – Friday, June 13, 2025, 6-8pm | FREE
Rosé Fest on the Beach – Rosé and Wine Tasting at North Ave. Beach – Friday, June 13, 2025, 6-9pm
BAPA Porch Concert Series – Friday, June 13, 2025, 6:30-8:30pm | FREE – Summer concerts on front porches through Beverly Hills/Morgan Park.
Bon Odori – Japanese Folk Dance Workshop at the Japanese Culture Center – Friday, June 13, 2025, 7-8pm – Summer festival for people to come together to honor their ancestors, express their joy, respect, and feeling of community; to create a connection with community.
The Terminator In Concert at the Auditorium Theatre – Friday, June 13, 2025, 7:30-10:30pm
Bingo Loco: The Ultimate Bingo Party – Friday, June 13, 2025, 8pm
Summer Solstice Uprising Art Festival at Ridge Park – Saturday, June 14, 2025, 11am-5pm
Festival del Niño at the National Museum of Mexican Art – Saturday, June 14, 2025, 11am | FREE – Family-friendly field day in Harrison Park featuring art activities, carnival games, and entertainment especially for children.
Bronzeville Juneteenth Celebration – Saturday, June 14, 2025, 11am-5pm | FREE
Beverly/Morgan Park Juneteenth Family Festival – Saturday, June 14, 2025, noon-7pm | FREE
Summer Fireworks at Navy Pier – Saturday, June 14, 2025, 10-10:10pm | FREE
Free Day at the American Writers Museum – Sunday, June 15, 2025, 10am-5pm
Hyde Park Handmade Artisan Bazaar at the Promontory – Sunday, June 15, 2025, 11am-3pm
5k Beer Run x Marz Community Brewing – Sunday, June 15, 2025, 11am
Grant Park Music Festival at Millennium Park – June 13 & 14, 2025 | FREE – Opening weekend for the 2025 season.
The Tarot Lounge: A Mystical Cocktail Experience – June 13-15, 2025
More Things to Do in Chicago This Weekend
In addition to the weekend events listed above, below are more of the best things to do in Chicago this weekend:
Attend a Candlelight Concert
Chicago’s Candlelight Concerts is a series of special classical music concerts that take place in beautiful venues bathed in candlelight. Some of the concerts taking place this weekend include:
Candlelight: A Tribute to Taylor Swift
Candlelight: Tribute to Simon and Garfunkel
Candlelight: Tribute to Fleetwood Mac on Strings
Candlelight: Neo-Soul Favorites ft. Songs by Prince, Childish Gambino, & More
You can find the full list of candlelight concerts in Chicago here.
Sensory Feast: A Magical Dining Experience
Have a unique dining experience at Sensory Feast: A Magical Dining Experience. Cutting-edge projection mapping transforms your table into a living canvas where mystical adventures come to life while you enjoy a 3-course meal.
When: Every Friday and Saturday in June
Where: The Metropolitan, 233 S Wacker Dr 67th Floor, Chicago, IL 60606
Cost: General admission is $125 per person. Click here for full prices and to purchase tickets in advance.
Kayak in the River or Lake
A fun way to explore the city is to go kayaking in the Chicago River or Lake Michigan. You can rent a kayak in the Chicago River here and Ohio beach here.
You can also join a guided kayaking tour in the downtown portion of the Chicago River including this history and architecture kayak tour and this sunset kayak tour.
Please note that you will get a little wet when kayaking so bring a waterproof case for your phone and water-resistant or quick-drying clothing.
Take an Architecture River Cruise
An architecture river cruise is a must do Chicago experience.
Look for Street Art
See Chicago’s many murals by joining a street art tour.
Take a Spray Paint ‘n’ Sip Urban Art Workshop
Grab some spray paint and unleash your inner street artist at a Spray Paint ‘n’ Sip Urban Art Workshop. This interactive spray paint workshop will teach you the ins and outs of working with spray paint and other elements of graffiti and street art as you create your own painted mural.
Where: Studio W.I.P. – Uptown, 1047 W Lawrence Ave, Chicago, IL 60640
Cost: $45 per person for adults. Click here to purchase tickets.
Watch a Drunk Shakespeare Play
Join The Drunk Shakespeare Society for an unforgettable evening of Shakespearean revelry. Set within a speakeasy, five actors attempt to perform a Shakespearean play after one of them downs multiple shots of various alcohols. Every show is different depending on who is drinking and what they’re drinking. Must be 21+ with valid ID.
Where: The Lounge At The Lion, 182 North Wabash Avenue
Cost: Prices start at $29 per person. Click here to purchase tickets.
As you can see there are many things to do in Chicago this weekend. If you are looking for more things to do in the Chicago area, you can find the best things to do in the suburbs here. If you are looking for things to do during the week, you can find more things to do in Chicago in June.