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
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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
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
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
Chicago Live! at Navy Pier
Witness the excitement of Chicago's extensive performing arts scene during the fifth annual Chicago Live! festival on September 20-21, 2025. Navy Pier will host free, non-stop performances featuring Chicago dance, theater, music and more during the two-day event. The breadth of Chicago's … [Read more...] about Chicago Live! at Navy Pier
Englewood Jazz Fest
The 26th annual Englewood Jazz Festival presents an exciting line-up of established and emerging Chicago musicians for three days in the Englewood community on September 18-20, 2025. Live the Spirit Residency at Hamilton Cultural Center educates and mentors the next generation of … [Read more...] about Englewood Jazz Fest
Free Thirsty Ears Classical Music Fest
Enjoy the beautiful melodies, cultural traditions and welcoming community of Chicago's only classical music festival, the Thirsty Ears Festival on August 23-24, 2025. The 10th annual event supplies two days of classical music, food vendors, craft beer and kids' activities in the … [Read more...] about Free Thirsty Ears Classical Music Fest
Cinnabon celebrates 40th birthday with $1.25 cinnamon rolls for one day only
You always know a Cinnabon is nearby because of the sweet scent wafting in the air. And the bakery shop has been pulling fresh, hot cinnamon rolls out of the oven for 40 years. This year marks Cinnabon’s 40th birthday and they’re celebrating by taking customers back to 1985 with a sweet deal on its … [Read more...] about Cinnabon celebrates 40th birthday with $1.25 cinnamon rolls for one day only
Ravenswood ArtWalk
The Ravenswood Corridor community celebrates 21 years of the annual Ravenswood ArtWalk on September 13-14, 2025. The area's artists, manufacturers and brewers will welcome visitors during the ArtWalk for the first time in two years, with a host of fun and interactive … [Read more...] about Ravenswood ArtWalk
