Chicago on the Cheap

Deals, discounts and free events in Chicago

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Free Chicago Air and Water Show

One of the most anticipated events of the Summer is the thrilling Chicago Air and Water Show.  For over six decades, Chicagoans have witnessed the exciting spectacle of pilots and parachutists performing daring tricks over Lake Michigan. The largest show of its kind in the U.S., this … [Read more...] about Free Chicago Air and Water Show

Bronzeville Art District Trolley Tour

From June through September, the historic Bronzeville neighborhood pulses with excitement during the annual Bronzeville Art District Trolley Tour on the third Friday of every month. Art lovers hop double-decker buses to visit the community's four main galleries: Faie Afrikan Art, Gallery … [Read more...] about Bronzeville Art District Trolley Tour

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 5, 2025. This annual waterfront fireworks show will dazzle crowds for 15 minutes on … [Read more...] about Chicago 4th of July Weekend Fireworks

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

Fiesta Del Sol

The largest Latino fest in the country returns to the Pilsen neighborhood on July 31-August 3, 2025, with the highly anticipated Fiesta Del Sol.  This year's festival commemorates 53 years of celebrating Latino art, music, food and traditions with a four-day, family-friendly … [Read more...] about Fiesta Del Sol

International Festival of Life

Enjoy the global rhythms of reggae, African and Latin music at the 32nd annual African/ Caribbean  International Festival of Life, July 11-13, 2025. Dive into the music, food and art of different cultures during this beloved event in the South Loop.   The headliners for this … [Read more...] about International Festival of Life

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

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

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

Buckingham Fountain Opening Day Events

Chicago's official start of the summer season always coincides with the spectacular splash of the first drops of the iconic Buckingham Fountain. This year's Switch on Summer Kick Off at Buckingham Fountain is set for May 10, 2025. Head to the fountain at 331 E. Randolph from 11:30 … [Read more...] about Buckingham Fountain Opening Day Events

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