The Chicago Loop will be filled with dazzling artwork, food trucks and interactive activities during the two-day, 12th annual Millennium Art Festival on June 27-28, 2026 The Millennium Art Festival brings an array of artwork, including paintings, ceramics, photography, and furniture. The fest … [Read more...] about Millennium Art Festival
live music
Chicago 4th of July Weekend Fireworks
Celebrate the Fourth of July with a close-up view of fireworks bursting over Chicago's iconic skyline. The city's most beloved Independence Day tradition is watching the fireworks at Navy Pier on July 4, 2026. This annual waterfront fireworks show will dazzle crowds for 15 minutes on … [Read more...] about Chicago 4th of July Weekend Fireworks
Harper Court Summer Music Series
Hyde Park sizzles in the summer and the popular neighborhood will get even more energized during the Harper Court Summer Music Series, set for July 9, August 6 and September 10, 2026. A summer tradition since 2015, the free outdoor concerts feature local musicians and bring a festive … [Read more...] about Harper Court Summer Music Series
Taste of Chicago
The legendary summer food festival that spawned dozens of similar events across the city, the Taste of Chicago, returns to Grant Park for a showcase of Chicago's culinary diversity on July 8-12 2026. As the biggest free culinary festival in the country, the Taste of Chicago opens in … [Read more...] about Taste of Chicago
Free Tuesdays on the Terrace at the MCA
Chicago's acclaimed Museum of Contemporary Art is not just the place to view cutting-edge art pieces but it's also one of the most popular spots to hear free Summer jazz concerts. The beloved Tuesdays on the Terrace music series returns from June 16 to August 25, … [Read more...] about Free Tuesdays on the Terrace at the MCA
Wrigleyville Night Market
Summer nights just got more exciting with the start of the weekly Wrigleyville Night Markets at Gallagher Way, kicking off on July 2, 2026, through September 10, 2026. Enjoy strolling through over 50 vendors displaying vintage clothing, jewelry, home goods and lots of unexpected finds. … [Read more...] about Wrigleyville Night Market
Live on the Lake Free Summer Concerts
Music fans can enjoy the beauty of lakeside views as well as live melodies during the free weekly Live on the Lake summer concert series at the Navy Pier Beer Garden. every weekend, through September 7, 2026. Grab a cold one from Tangled Roots Brewery or nibble on nachos or a brat while … [Read more...] about Live on the Lake Free Summer Concerts
DuSable Museum Juneteenth Celebration
DuSable Black History Museum and Education Center celebrates Juneteenth, the oldest nationally recognized commemoration of the ending of slavery in the U.S., with an all-day Juneteenth Celebration on Friday, June 19, 2026. Yoga, horseback riding, a farmers' market and special … [Read more...] about DuSable Museum Juneteenth Celebration
Taste of Randolph Street
Over 16 restaurants and two stages of live acts will commemorate the 28th anniversary of the Taste of Randolph on June 19-21, 2026. The highly anticipated festival features some of the best bites in the West Loop neighborhood. Expect to eat and dance your way through three days of events, … [Read more...] about Taste of Randolph Street
57th Street Art Fair
For art lovers, the Chicago summer season officially kicks off with Hyde Park's beloved 57th Street Art Fair. The 78th annual 57th Street Art Fair is the first major art fair of the season. It opens on June 6-7, 2026. Stroll through Hyde Park's tree-lined thoroughfares and browse a … [Read more...] about 57th Street Art Fair
Old Town Art Fair
Kick off your summer at one of the first art fairs in the country. Old Town Art Fair supplies art, music, food, a children's corner and a garden walk in the historic Old Town Triangle Historic District on June 13 and 14, 2026. Roam through the charming streets of Old Town and view the work of … [Read more...] about Old Town Art Fair
Puerto Rican Festival
The Humboldt Park neighborhood will celebrate 45 years of Puerto Rican history, culture and art with the annual Puerto Rican Festival on June 11-14, 2026. The four-day fest will fill Division Street with the sights and sounds of Puerto Rico. The music, dance, art and food of Puerto Rico … [Read more...] about Puerto Rican Festival
