Dive into the creepiness of the scary season with two nights of obscure horror films at Super-Horror-Rama Film Fest on October 10-11, 20245 in the Lakeview neighborhood at the Music Box Theatre. Prepare to have petrified fun with a showcase of horror film oddities with the theme of … [Read more...] about Super Horror Rama Film Fest
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West Town Art Walk
Enjoy visual art, music, and fashion while browsing restaurants and shops along Chicago Avenue in the bustling West Town neighborhood during the 15th annual West Town Art Walk on October 3-5, 2005. The West Town neighborhood bubbles with color, food and art in all forms during this popular … [Read more...] about West Town Art Walk
Taste of Northalsted
Stroll down the bustling North Halsted strip and sample an assortment of food and drinks during the Taste of Northalsted on October 4, 2025, in the Lakeview neighborhood. Wander through Northalsted during autumn and indulge in a culinary adventure with the Fall Taste of Northalsted! Featuring … [Read more...] about Taste of Northalsted
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
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
Lakeview East Art Festival
The 20th annual Lakeview East Festival of the Arts showcases an exciting range of visual arts and live music on two stages in the Lakeview neighborhood on September 13-14, 2025. Explore a line-up of 150 juried artists from around the country displaying everything from paintings, … [Read more...] about Lakeview East Art Festival
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
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
German-American Oktoberfest
Celebrate German heritage in all its forms, including dance, music, and food at the annual German-American Oktoberfest on September 5--7,2025, in the Lincoln Square neighborhood. The opening ceremony kicks off at 8 pm on September 5. Commemorating 100 years of German traditions, the German … [Read more...] about German-American Oktoberfest