Join a three-day Oktoberfest celebration at the Timeout Oktoberfest, on October 7-9, 2022. Enjoy German beer, music and a pop-up bar in the West Loop neighborhood. Head to Time Out Market for Oktoberfest festivities filled with stein hoisting contests, German band performances a DJ and … [Read more...] about Free Time Out Market Oktoberfest
Food & Drink
Oktoberfestiversary
Dovetail Brewery and Begyle Brewing serve up their annual fall street festival with Oktoberfestiversary on October 8-9, 2022. Enjoy brews, live music and food in the Ravenswood neighborhood. Sip on special tappings from Beglye and Dovetail while muching on sausages, lobster rolls and … [Read more...] about Oktoberfestiversary
St. Benedict’s Oktoberfest
Get ready for the welcoming traditional German toasts of "Prost!" to echo throughout the courtyard during the 56th annual St. Benedict Oktoberfest on September 30-October 2, 2022. 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 20th annual Oktoberfest Chicago with Bavarian food, live music and craft beer tasting on September 23-25, 2022. A vibrant part of Chicago's … [Read more...] about St. Alphonsus Oktoberfest Chicago
Puerto Rican Festival
The Humboldt Park neighborhood will celebrate 40 years of Puerto Rican history, culture and art with the annual Puerto Rican Festival on September 24-25, 2022. The two-day fest will fill Division Street with the sights and sounds of Puerto Rico. The music, dance, art and food of Puerto … [Read more...] about Puerto Rican Festival
Lincoln Square Ravenswood Apple Fest
Enjoy Fall fun with apple-inspired food, drinks and artisan goods at the Lincoln Square Ravenswood Apple Fest, October 1-2, 2022. Celebrate the new season with a bounty of edible goodness. Midwest farms will be serving up fresh apples and related dishes and local restaurants and food … [Read more...] about Lincoln Square Ravenswood Apple Fest
Labor Day Weekend Events
Labor Day weekend in Chicago brings a frenzy of activities to savor the last days of Summer. Warm weather excursions like boat cruising and beach lounging are always fun but there's also an exciting assortment of festivals, concerts and food events to celebrate the holiday. Check out … [Read more...] about Labor Day Weekend Events
Lincoln Square Greek Fest
Celebrate the end of Summer at Chicago's longest-running festival of Greek culture, Lincon Square Greek Fest, from September 2-5, 2022. Experience the joys of Greek culture in the Lincoln Square neighborhood. Enjoy Greek delicacies like gyros, souvlaki, saganaki and … [Read more...] about Lincoln Square Greek Fest
Chicago Food Truck Festival
Dig into a tasty array of Chicago dishes at the Chicago Food Truck Festival, every Friday at Daley Plaza, through October 7, 2022. Enjoy a rotating line-up of local food trucks in the heart of the Loop. The historic Daley Plaza is the headquarters for the edible goodies of seven food … [Read more...] about Chicago Food Truck Festival
Taste of Polonia
Celebrate Polish culture at the largest Polish festival in the country, Taste of Polonia, schedulded for September 2-5, 2022. The 40th 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
Taste of Italy at World Market
The new Italian shop at World Market Lincoln Park introduces authentic Italian flavors and products to Chicago with a free Taste of Italy event on August 18, 2022. Savor the richness of gourmet Italian brands representing each of Italy's 20 regions during the Taste of Italy event which runs all … [Read more...] about Taste of Italy at World Market
Taste of Greektown
Chicago's largest celebration of Hellenic culture returns for the 32nd annual Taste of Greektown on August 26-28, 2022. Head to the historic Greektown neighborhood to savor Greek food, music and warm hospitality. The hallmark of Taste of Greektown is sampling dishes from the … [Read more...] about Taste of Greektown