Wander through pumpkin patches and corn mazes while you enjoy the season at Chicago's largest fall festival, Jack's Pumpkin Pop Up, located near Goose Island, from September 21- November 5, 2023. The large number of all-ages festivities make Jack's one of the most popular fall excursions. Besides … [Read more...] about Jack’s Pumpkin Pop Up
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St. Benedict’s Oktoberfest
Get ready for the welcoming traditional German toasts of "Prost!" to echo throughout the courtyard during the 57h annual St. Benedict Oktoberfest on September 29-October 1, 2023. St. Benedict parish celebrates its German roots with a family-friendly fest that includes German food and … [Read more...] about St. Benedict’s Oktoberfest
St. Alphonsus Oktoberfest Chicago
It's that time of year when Chicagoans welcome the autumn season with polka, lederhosen and lots and lots of beer. St. Alphonsus Church celebrates its 21st annual Oktoberfest Chicago in the west Lakeview neighborhood with Bavarian food, live music and craft beer tasting on September 22-24, … [Read more...] about St. Alphonsus Oktoberfest Chicago
Free Lincoln Park Zoo Fall Fest
Celebrate the joys of autumn in the fun-filled setting of Lincoln Park Zoo during the ninth annual Lincoln Park Zoo Fall Fest, September 29-October 29, 2023. Step into the vibrant world of pumpkins, harvest mazes and fall photo ops during this family-friendly event. Admission to the zoo is always … [Read more...] about Free Lincoln Park Zoo Fall Fest
German-American Fest Chicago
Celebrate German heritage in all its forms including dance, music, food at the annual German-American Fest on September 8-10,2023 in the Lincoln Square neighborhood. Commemorating 100 years of German traditions, the German American Fest features the Von Steuben Day Parade on September 9 … [Read more...] about German-American Fest Chicago
West Loop Art Fest
Stroll into the trendy West Loop neighborhood for four blocks of eye-catching art for the fourth annual West Loop Art Fest on September 2-3, 2023. The free event supplies a full weekend of fun in the Fulton Market district. Browse through dozens of art displays … [Read more...] about West Loop Art Fest
Edgewater Arts Festival
Enjoy the last days of summer while exploring the work of hundreds of local artists at the Edgewater Arts Festival, in the vibrant Edgewater community, on September 16-17, 2023. Browse an exciting showcase of Edgewater artists, including paintings, sculpture, jewelry, … [Read more...] about Edgewater Arts Festival
Free Canto Latino Festival
Explore the diverse musical styles of Mexico at "Canto Latino: Creando Mole" a free outdoor festival that celebrates the sounds of Mexico including cumbia, ranchera and mariachi on September 30, 2023, in the Pilsen neighborhood. Uniting Voices Chicago, formerly Chicago Children's Choir, will … [Read more...] about Free Canto Latino Festival
Englewood Jazz Fest
The 24th annual Englewood Jazz Festival presents an exciting line-up of established and emerging Chicago musicians for three days in the Englewood community on September 14-16, 2023. Live the Spirit Residency at Hamilton Cultural Center educates and mentors the next generation of jazz … [Read more...] about Englewood Jazz Fest
Free Chicago World Music Festival
The 23rd annual World Music Festival Chicago is a city-wide, multi-venue festival presenting over 34 artists and ensembles from 22 countries around the globe, presented for free over 10 days from September 22- October 1, 2023. Dance to the rhythms and melodies of musicians from all over the world … [Read more...] about Free Chicago World Music Festival
Chicago Live! at Navy Pier
Witness the excitement of Chicago's extensive performing arts scene during the third annual Chicago Live! festival on September 23-24, 2023. Navy Pier will host free, non-stop performances every half hour during the two-day event. The breadth of Chicago's music, dance, theater and … [Read more...] about Chicago Live! at Navy Pier
Hyde Park Jazz Festival
Venues across the Hyde Park, Kenwood and Washington Park neighborhoods will come alive with live jazz during the 17th annual Hyde Park Jazz Festival on September 23-24, 2023. Music lovers will enjoy 34 free performances of local, national and international artists at a varied … [Read more...] about Hyde Park Jazz Festival