Beer, food and cover bands are the hallmarks of the city's first festival of the summer, Chicago Mayfest. This year's 29th annual edition continues the tradition from May 15-17, 2026, in the Lincoln Park neighborhood. This year's fest will kick off at Armitage and Sheffield and … [Read more...] about Chicago Mayfest in Lincoln Park
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Maxwell Street Market
There's no Chicago market more iconic than Maxwell Street Market. This year, the market runs on select Sundays, May 17 through October 4, 2026, 10 am -3 pm. Open since 1912, this bustling marketplace is much more than just a place to shop; it's a Chicago cultural mecca. Maxwell Street … [Read more...] about Maxwell Street Market
Early Bird Chicago Boat Cruises for $20
It's that time of year! The season to enjoy Chicago views of gorgeous Lake Michigan has officially arrived and there's no better way to take in all the watery beauty than with a boat cruise. Chicago Party Boat is offering discounted Friday Night Skyline Cruises every Friday in May, May 1- 29, … [Read more...] about Early Bird Chicago Boat Cruises for $20
Free events at Daley Plaza under the Picasso
One of the joys of summer in Chicago is experiencing the eclectic cultural events at Daley Plaza. Under the shade of the Picasso sculpture, artists and performers from around the world sing, dance and present cultural ceremonies that supply an exciting assortment of cultural discoveries for … [Read more...] about Free events at Daley Plaza under the Picasso
Sor Juana Festival Events
The annual Sor Juana Festival honors the historic Mexican writer, feminist and nun, Sor Juana Inés de la Cruz, with a dynamic line-up of artists, writers, filmmakers and singers at the National Museum of Mexican Art through April 29, 2026. Check out some of the exciting free … [Read more...] about Sor Juana Festival Events
Celebrate Spring with a Bonfire at Andersonville’s Valborg
Join the Swedish tradition of welcoming spring and banishing winter with a roaring bonfire, music, poetry, food and dance at the second annual Valborg in the Andersonville neighborhood on April 30, 2026. Sit around the bonfire and toss the worries you've written down into the flames to kick … [Read more...] about Celebrate Spring with a Bonfire at Andersonville’s Valborg
Discount Tickets for Saturday Night at the Zoo
Experience the sights and sounds of the zoo after dark, visiting animals and sipping cocktails at this adults-only evening event, Saturday Night at Lincoln Park Zoo on May 2, 2026. Stroll through the grounds of Lincoln Park Zoo at night and enjoy special after-hours viewing of the … [Read more...] about Discount Tickets for Saturday Night at the Zoo
Art on the Mart
Stroll through the Riverwalk for views of one of the world's largest digital art platforms. ART on THE MART displays contemporary art projections across the 2.5-acre facade of THE MART. The spring show features the work of Spanish Artist Luis Urculo and students from the School of the Art Institute, … [Read more...] about Art on the Mart
Chicago Poetry Festival
Celebrate Poetry Month and all the notable literary stars that Chicago has birthed at the 27th annual Chicago Poetry Fest at the Harold Washington Library on April 27, 20226. Enjoy a day of free poetry events for all ages and backgrounds at this engaging event. Attend poetry workshops, listen … [Read more...] about Chicago Poetry Festival
View Cherry Blossoms in Chicago
The delicate blooms of cherry blossom trees are a beloved marker of the spring season but you don't have to travel to Japan to enjoy them. Chicago's cherry blossom season typically runs from late April to early May in Jackson Park. Head to Hyde Park and the Garden of the … [Read more...] about View Cherry Blossoms in Chicago
Free Earth Day Film Fest
Celebrate Earth Day with a free week-long film festival that features virtual watch parties, in-person Chicago venues, a Chicago park clean-up and an Earth Day Resource Fair, April 22-27, 2026. The One Earth Film Festival includes thought-provoking films and discussions as well … [Read more...] about Free Earth Day Film Fest
Lincoln Park Conservatory Spring Flower Show
Even though the winter still lingers in Chicago, you can pretend Spring is already here at the annual Lincoln Park Conservatory Spring Flower Show. The 2026 show is called "Jewels of Spring" and runs through May 10, 2026. Take in the beauty of flowers and plants and the color … [Read more...] about Lincoln Park Conservatory Spring Flower Show
