Celebrate the joys of autumn in the fun-filled setting of Lincoln Park Zoo during the tenth annual Lincoln Park Zoo Fall Fest, September 25-November 1, 2026. 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
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Get $7 Meal Deal (includes sundae!) at Dairy Queen
For those who enjoy their meal with a cool treat, Dairy Queen has the perfect option to satisfy their craving for something a little sweet. Even sweeter, it’s at a bargain price! Bundled meal deals usually only include an entrée, side and drink — never any dessert. That’s what makes this meal … [Read more...] about Get $7 Meal Deal (includes sundae!) at Dairy Queen
Randolph Street Market Festival
One of the most beloved events of the fall season is Chicago's signature open-air market, the Randolph Street Market Festival. Filled with vintage treasures, live bands, food and fun, the market opens on September 26- 27, 2026, in the West Loop. Celebrating 23 years, the Randolph Street … [Read more...] about Randolph Street Market Festival
Free Chicago World Music Festival
The 26th annual World Music Festival Chicago is a city-wide, multi-venue festival presenting over 30 artists and ensembles from 22 countries around the globe, presented for free over 10 days from September 25 to October 4, 2026. Dance to the rhythms and melodies of musicians from all … [Read more...] about Free Chicago World Music Festival
Cheap and Chic: $7 Cocktails at Cache 310
Chicago is filled with bars and lounges that deliver tasty but pricey drinks and cocktails. Patrons at downtown bars can expect to spend $14-$20 for basic mixed drinks but there's a new bar in town that offers style, a charming atmosphere and elevated cocktails for only $7. Inspired by … [Read more...] about Cheap and Chic: $7 Cocktails at Cache 310
Englewood Jazz Fest
The 27th annual Englewood Jazz Festival presents an exciting line-up of established and emerging Chicago musicians for three days in the Englewood community on September 17-19, 2026. Live the Spirit Residency at Hamilton Cultural Center educates and mentors the next generation of jazz … [Read more...] about Englewood Jazz Fest
Retro on Roscoe Festival
Go back in time and enjoy oldies and throwback fashion at the 29th annual Retro on Roscoe festival on September 18-20, 2026, in the Roscoe Village neighborhood. Groove to music on three stages, including a family stage, within a six-block stretch of Roscoe Village. Enjoy music from … [Read more...] about Retro on Roscoe Festival
Jazz in the Court
The Hyde Park neighborhood celebrates South Side jazz traditions with free outdoor concerts in Harper Court on the first Fridays of the summer months. Enjoy free live music in the heart of the historic community This year's dates are June 5, 2026. July 10, 2026, August 7, 2026, and September … [Read more...] about Jazz in the Court
Jazz ‘N on The Steps
Take in the smooth rhythms of jazz during Summer evenings at the Jazz' N on the Steps free event on July 26, August 28 and September 27, 2026, at St. Moses the Black Parish. Hosted by the Southside Jazz Coalition, this popular community concert features well-known jazz … [Read more...] about Jazz ‘N on The Steps
Free Chicago Museum Days for Summer
Summertime Chicago supplies so many non-stop activities and adventures that it's easy to overlook excursions that are available all year round. But Chicago's world-class museums are popular at any time, so it's helpful to consider Chicago museum free days during the summer months. Check out these … [Read more...] about Free Chicago Museum Days for Summer
Bronzeville Art District Trolley Tour
From June through September, the historic Bronzeville neighborhood pulses with excitement during the annual Bronzeville Art District Trolley Tour on the third Friday of every month. Art lovers hop double-decker buses to visit the community's three main galleries: Faie Afrikan Art, Gallery … [Read more...] about Bronzeville Art District Trolley Tour
Free Movies at Gallagher Way
Enjoy the fun of viewing movies al fresco during the Gallagher Way Movie Nights. The screenings will feature family-friendly themes and popular classics on Wednesday nights through September 30, 2026. The lineup of all-ages movies includes "Matilda," "Black Panther," and "High … [Read more...] about Free Movies at Gallagher Way
Visit the Obama Presidential Center for Free
Chicago and the rest of the world are poised to visit the country's newest and most innovative presidential library. The Obama Presidential Center stands on 19.3 acres within Jackson Park on the South Side of the city, ready to welcome visitors and tell the riveting political and personal story … [Read more...] about Visit the Obama Presidential Center for Free
New Greektown Public Art Exhibit
Chicago's historic Greektown neighborhood will introduce a new public art exhibit, "We The People," on June 9, 2026, along Halsted Street between Madison and Van Buren Streets. Celebrating the 250th anniversary of the Declaration of Independence, 'We The People: Life, Liberty and the … [Read more...] about New Greektown Public Art Exhibit
Chicago Full Moon Fire Jam
The full moon is celebrated in many ways in different cultures but in Chicago, fire dancers and percussion are the highlights of the annual summer Full Moon Jam. Glowing along the shores of Lake Michigan, this year's full moon jams will take place on June 13, June 29, July 4, July 29, … [Read more...] about Chicago Full Moon Fire Jam





















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