Celebrate Hispanic Heritage Month along with Latino theater and dramatic creativity at the ninth annual Destinos: Chicago International Latino Theater Festival for three weeks from September 14 to October 11, 2026, at theaters across the city. The Chicago Latino Theater Alliance … [Read more...] about Destinos Chicago Latino Theater Festival
Expired
Hyde Park Jazz Festival
Venues across the Hyde Park, Kenwood and Washington Park neighborhoods will come alive with live jazz during the 20th annual Hyde Park Jazz Festival on September 26-27, 2026. 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
St. Benedict’s Oktoberfest
Get ready for the welcoming traditional German toasts of "Prost!" to echo throughout the courtyard during the 60th annual St. Benedict Oktoberfest on October 2-4, 2026. St. Benedict parish celebrates its German roots with a family-friendly fest that includes German food and … [Read more...] about St. Benedict’s Oktoberfest
Ravenswood ArtWalk
The Ravenswood Corridor community celebrates 24 years of the annual Ravenswood ArtWalk on September 12-13, 2026. The area's artists, manufacturers and brewers will welcome visitors during the ArtWalk with a host of fun and interactive activities. Unfolding from Lawrence to Irving Park St.. … [Read more...] about Ravenswood ArtWalk
Free Printers Row Lit Fest
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 12 and 13, 2026. Stretching out over five blocks, the Printers Row Lit Fest features more than 100 booksellers, interactive … [Read more...] about Free Printers Row Lit Fest
German-American Oktoberfest
Celebrate German heritage in all its forms, including dance, music, and food at the annual German-American Oktoberfest on September 11- 13, 2026, in the Lincoln Square neighborhood. The opening ceremony kicks off at 8 pm on September 11. Commemorating 100 years of German traditions, the … [Read more...] about German-American Oktoberfest
Taste of Polonia
Celebrate Polish culture at the largest Polish festival in the country, Taste of Polonia, scheduled for September 4-7- 2026. The 44th-anniversary festival brings four days of traditional Polish food, music and crafts. The Taste of Polonia festival serves up live music on four stages, art … [Read more...] about Taste of Polonia
World Dumpling Fest
Explore Chicago's diverse cultures with music, dance and samples of all the variations of ethnic dumplings during the annual World Dumpling Fest on September 19-20, 2026, in the Lincoln Park neighborhood. The Chicago Cultural Alliance hosts the sixth annual World Dumpling Fest to support and … [Read more...] about World Dumpling Fest
Lakeview Taco Fest
Munch your way through Southport Avenue and cast your vote for the best taco during the annual Lakeview Taco Fest on August 21-23, 2026. This popular three-day festival offers dozens of taco varieties and flavors all in one place. Celebrate the 13th year of the Lakeview … [Read more...] about Lakeview Taco Fest
Randolph Street Market Festival
One of the most beloved events of the fall season is Chicago's signature open-air market, the Randolph Street Market Festival. Filled with vintage treasures, live bands, food and fun, the market opens on September 26- 27, 2026, in the West Loop. Celebrating 23 years, the Randolph Street … [Read more...] about Randolph Street Market Festival
Free Chicago World Music Festival
The 26th annual World Music Festival Chicago is a city-wide, multi-venue festival presenting over 30 artists and ensembles from 22 countries around the globe, presented for free over 10 days from September 25 to October 4, 2026. Dance to the rhythms and melodies of musicians from all … [Read more...] about Free Chicago World Music Festival
Renegade Craft Fair Chicago
The iconic Renegade Craft Fair celebrates 23 years with a fall market featuring over 400 artists, designers and creatives on September 12-13, 2026, in the Wicker Park neighborhood. Support local and national small businesses with a visit to the fair, which showcases a big … [Read more...] about Renegade Craft Fair Chicago
