Dovetail Brewery and Begyle Brewing serve up their annual fall street festival with Oktoberfestiversary on October 11-12, 2025. Enjoy brews, live music and food in the Ravenswood neighborhood. Sip on special tappings from Beglye and Dovetail while munching on sausages, lobster rolls and … [Read more...] about Oktoberfestiversary
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Chicago Architecture Biennial
The city's most anticipated architecture event, the Chicago Architecture Biennial, unfolds this year with the theme, "SHIFT: Architecture in Times of Radical Change," featuring exhibits, panel discussions, films, performances, activations and events across the city through February 28, … [Read more...] about Chicago Architecture Biennial
Riverwalk Fall Fest
Experience the beauty of the fall season with the Chicago River as the backdrop at the Island Party Hut Fall Fest on the Chicago Riverwalk on Saturdays, September 20-October 25, 2025. Enjoy autumn festivities like hay rides on the river, pumpkin patches and eating apple cider donuts along the … [Read more...] about Riverwalk Fall Fest
Lincoln Square Ravenswood Apple Fest
Enjoy Fall fun with apple-inspired food, drinks and artisan goods at the Lincoln Square Ravenswood Apple Fest, October 3-5, 2025. 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
Reeling International Film Fest
The second-oldest LBTGQ+ film festival in the country kicks off with an exciting line-up of international features, documentaries and shorts with the 43rd annual Reeling International Film Festival on September 19-28, 2025. The rich diversity of the queer community is showcased during the … [Read more...] about Reeling International Film Fest
Free and cheap things to do this weekend in Chicago
Looking for something fun to do this weekend in Chicago? There are tons of free and cheap events in the city. Here’s our list of the top free events, discounts, and deals to have fun around town on your Friday, Saturday, and Sunday. There are many diversified events, so choose your … [Read more...] about Free and cheap things to do this weekend in Chicago
Domino’s brings back Best Deal Ever with any pizza, any toppings for under $10
It’s time for a pizza party! Everyone loves pizza. That’s why it’s always the perfect choice for any meal (including leftover pizza for breakfast!), group gathering or family celebration. There are also many options, from types of crust and sauces to the endless toppings that make pizza the best … [Read more...] about Domino’s brings back Best Deal Ever with any pizza, any toppings for under $10
St. Benedict’s Oktoberfest
Get ready for the welcoming traditional German toasts of "Prost!" to echo throughout the courtyard during the 59th annual St. Benedict Oktoberfest on October 3-5, 2025. St. Benedict parish celebrates its German roots with a family-friendly fest that includes German food and … [Read more...] about St. Benedict’s Oktoberfest
Randolph Street Market
In honor of the fall season, Chicago's signature open-air market, the Randolph Street Market, is hosting its fall market with vintage treasures, live bands, food and fun on September 27-28, 2025, in the West Loop. Celebrating 22 years, the Randolph Street Market Festival features an … [Read more...] about Randolph Street Market
Jack’s Pumpkin Pop Up
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 18 to November 2, 2025. The large number of all-ages festivities make Jack's one of the most popular fall excursions. … [Read more...] about Jack’s Pumpkin Pop Up
Free Sundays on State
State Street, that great street, will be closed to traffic and open for an interactive, fun-filled block party in the heart of the Loop. Sundays on State is scheduled this summer for September 7 and October 5, 2025. From 11 to 6 pm on the designated Sundays, State Street between Lake and … [Read more...] about Free Sundays on State
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 26-October 26, 2025. Step into the vibrant world of pumpkins, harvest mazes and fall photo ops during this family-friendly event. Admission to the zoo is … [Read more...] about Free Lincoln Park Zoo Fall Fest
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 26-28, … [Read more...] about St. Alphonsus Oktoberfest Chicago
Dairy Queen celebrates Fall Treat Menu with Blizzard for 85 cents
Winter may not be here yet, but there’s a blizzard of cool savings this fall at Dairy Queen! It’s just not fall without enjoying one of the popular ice cream shop’s signature seasonal treats — the iconic Blizzard. Image: Dairy Queen And, every year, DQ announces a new limited-time … [Read more...] about Dairy Queen celebrates Fall Treat Menu with Blizzard for 85 cents
West Loop Art Fest
Stroll into the trendy West Loop neighborhood for five blocks of eye-catching art for the fifth annual West Loop Music & Art Fest on September 20-21, 2025. The free event supplies a full weekend of fun in the Fulton Market district. Browse through art displays from over … [Read more...] about West Loop Art Fest
