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
Music
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
1865 Fest Juneteenth Celebration
The annual 1865 Fest brings cultural family activities, live music, educational workshops, food and fun to Garfield Park for two days, June 19-20, 2026. Honoring the Juneteenth holiday that brought freedom to enslaved Americans two years after official emancipation in 1865, the free events connect … [Read more...] about 1865 Fest Juneteenth Celebration
Chicago Full Moon Fire Jam
The full moon is celebrated in many ways in different cultures but in Chicago, fire dancers and percussion are the highlights of the annual summer Full Moon Jam. Glowing along the shores of Lake Michigan, this year's full moon jams will take place on June 13, June 29, July 4, July 29, … [Read more...] about Chicago Full Moon Fire Jam
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
Chicago Pride Parade
The Chicago Pride Parade is one of the oldest and largest pride parades in the country. Filled with floats, music, local celebrities and performers, Chicago's Pride Parade is one of the most anticipated events in Pride Month. The 55th annual Chicago Pride Parade kicks off on June 28, … [Read more...] about Chicago Pride Parade
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
Chicago Pride Fest
Chicago is home to the nation's first recognized LGBTQ community and the annual Chicago Pride Fest is one of its most anticipated community events. The fest returns on June 20-21, 2026, with three stages of music, vendors, food, drinks and fun. Kicking off the weekend before the Chicago Pride … [Read more...] about Chicago Pride Fest
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
