The Midwest's largest literary festival returns to Chicago's historic Printer's Row neighborhood in the South Loop with the Printer's Row Lit Fest on September 6 and 7, 2025. Stretching out over five blocks, the Printers Row Lit Fest features more than 100 booksellers, interactive … [Read more...] about Free Printers Row Lit Fest
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Hyde Park Jazz Festival
Venues across the Hyde Park, Kenwood and Washington Park neighborhoods will come alive with live jazz during the 18th annual Hyde Park Jazz Festival on September 27-28, 2025. Music lovers will enjoy 34 free performances of local, national and international artists at a varied assortment of … [Read more...] about Hyde Park Jazz Festival
Glenwood Avenue Arts Fest
The Rogers Park neighborhood will host the highly anticipated Glenwood Avenue Arts Fest on August 15-17, 2025. Chicago's most diverse community will showcase free live music, art, creative performances, food and crafts by an eclectic array of artists and artisans. Over 120 … [Read more...] about Glenwood Avenue Arts Fest
Free Chicago Jazz Festival
Since 1974, jazz fans from all over the globe have flocked to Chicago for the annual Chicago Jazz Festival, which showcases jazz legends as well as up-and-coming musicians. This year's four-day festival will run from August 28 -31, 2025. Celebrate jazz in all its forms in Millennium Park and … [Read more...] about Free Chicago Jazz Festival
Northalsted Market Days
The largest street festival in the Midwest returns to the bustling Lakeview neighborhood for a two-day celebration of music, pride and community. Northalsted Market Days is scheduled for August 8-10, 2025. The 43rd annual festival kicks off with over 250 vendors, five stages and all-day … [Read more...] about Northalsted Market Days
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
Chicago House Music Festival and Conference
As the birthplace of house music, Chicago always celebrates and honors this influential art form. The Chicago House Music Festival and Conference will bring the music, history and culture of house music into focus on August 21-24, 2025. The four days of free events will feature … [Read more...] about Chicago House Music Festival and Conference
View Cherry Blossoms in Chicago
The delicate blooms of cherry blossoms 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
Chi-Village Kwanzaa Celebration
The exuberant seven-day African American tradition of Kwanzaa will be celebrated with eight hours of free music, dance, workshops and presentations by Chi-Village in the Roseland community on December 26, 2024. The second annual Chi-Village Kwanzaa Celebration weaves the past and … [Read more...] about Chi-Village Kwanzaa Celebration
St. Lucia Festival of Lights
Celebrate the beautiful Swedish tradition of St. Lucia Day at the Swedish American Museum in the Andersonville neighborhood. The annual candlelit procession down Clark Street will take place on December 13, 2024. Starting at sunset around 4:45 pm, specially selected St. Lucia girls" wearing long … [Read more...] about St. Lucia Festival of Lights
Andersonville Viking Pub Crawl
The Andersonville neighborhood's historic Swedish roots will be on full display during the sixth annual Viking Pub Crawl down Clark Street on November 17, 2024. Hundreds of revelers will don viking gear and grab a commemorative glass as they visit a dozen bars and restaurants offering specials … [Read more...] about Andersonville Viking Pub Crawl
Super Horror Rama Film Fest
Dive into the creepiness of the scary season with three nights of obscure horror films at Super-Horror-Rama Film Fest on October 16-23, 2024 in the Lincoln Square neighborhood. Prepare to have petrified fun with a showcase of horror film oddities for two nights straight. The series opens … [Read more...] about Super Horror Rama Film Fest