Taste the delicious Mexican food traditions of authentic tacos and tamales at the inaugural Tacos Y Tamales Festival on July 18-20, 2025, in the Pilsen neighborhood. Experience a variety of Latin American cultural highlights at this free, three-day festival. Sample different tamales … [Read more...] about Tacos Y Tamales Festival
Chicago festivals
Taste of River North
Sample a delicious selection of River North's popular restaurants, dance to live music and absorb the joys of summer at the annual Taste of River North on July 18-19, 2025. This three-day food fest supplies chances to try neighborhood eateries like Lure Fish Bar, Tree House Chicago and … [Read more...] about Taste of River North
Wicker Park Fest
Music lovers never want to miss the eclectic music line-up of Wicker Park Fest, scheduled for July 25-27, 2025. This popular neighborhood fest draws visitors from across the country who love cutting-edge sounds and funky arts and crafts vendors. Trendy Wicker Park has been the headquarters … [Read more...] about Wicker Park Fest
Chinatown Summer Fair
The dynamic colors and traditions of Chinese culture will be the highlight of the Chinatown Summer Fair, scheduled for July 26-27, 2025. This free, family-friendly event offers food, arts and crafts and entertainment for everyone in the historic Chinatown neighborhood. The fair … [Read more...] about Chinatown Summer Fair
Chicago Gospel Music Festival
Enjoy the spirit-filled gospel music genre that was created in Chicago at the annual Gospel Music Festival on July 12, 2025, in Millennium Park. This beloved fest draws fans from all over the country to hear some of gospel's greatest voices at this free event. A cherished Chicago tradition … [Read more...] about Chicago Gospel Music Festival
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 21-22, 2025, with three stages of music, vendors, food, drinks and fun. Kicking off the weekend before the Chicago Pride … [Read more...] about Chicago Pride Fest
Wells Street Art Festival
The historic Old Town neighborhood comes alive with the highly anticipated Wells Street Art Festival on June 14 and 15, 2025, in the heart of the landmark neighborhood Traditionally held on the second weekend in June, the fair features artists from all over North America, including painters, … [Read more...] about Wells Street Art Festival
Puerto Rican Festival
The Humboldt Park neighborhood will celebrate 44 years of Puerto Rican history, culture and art with the annual Puerto Rican Festival on June 12-15, 2025. 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
Taste of Randolph Street
Over 16 restaurants and two stages of live acts will commemorate the 27th anniversary of the Taste of Randolph on June 13-15, 2025. 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
Lincoln Park Greek Fest
Enjoy the flavors, sounds and sights of Greek culture at the popular Lincoln Park Greek Fest on June 6-8, 2025. The annual cultural festival features authentic Greek food, music, dancing and a craft fair on the grounds of St. George Greek Orthodox Church Traditional Greek dishes … [Read more...] about Lincoln Park Greek 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 14 and 15, 2025. Roam through the charming streets of Old Town and view the work of … [Read more...] about Old Town Art Fair
Chicago Tattoo Arts Festival
Tattoo collectors and fans inspired by the art will be thrilled to attend the 15th annual Chicago Tattoo Arts Festival for two days of live performances, tattoo artist appointments and lots of vendors on March 28-30, 2025. Head to the Chicago Tattoo Arts Festival to show off your body … [Read more...] about Chicago Tattoo Arts Festival




















Chicago on the Cheap is a member of Living on the Cheap, a network of websites published by frugalistas, journalists and consumer advocates. Find practical advice on saving money on groceries, travel and shopping, plus tips from our experts on how to live the good life for less at 