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Photograph: Jaclyn Rivas for Time Out
Photograph: Jaclyn Rivas for Time Out

The best free things to do in Chicago this month

No need to break the bank—check out all the fun (and free) stuff happening throughout the city this month.

Shannon Shreibak
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As it turns out, some of the best things in life—or at least, some of the best things to do in Chicago—are free. There are plenty of free ways to spend your time over the next few weeks, including ice skating and a handful of winter markets. Plus, don't miss out on gallery shows, concerts and other recurring events that won't cost you a dime. Ready to save some money without sacrificing any fun? Check out more of the best free things to do in Chicago this month.

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The best free things to do in Chicago this month

  • Comedy
  • Uptown
  • Recommended

This weekly “live magazine” is a cavalcade of culture, politics and wit featuring journalists, actors, comedians and musicians offering idiosyncratic reports on the news of the day. Head to Uptown’s iconic Green Mill for drinks, hot takes and laughs; the longstanding Saturday afternoon edition tends to run about two and a half hours.

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  • Music
  • Jazz
  • Loop
  • Recommended

The Hyde Park Jazz Festival returns to venues throughout its namesake neighborhood in September. As always, Hyde Park Jazz Festival's shows are free to attend—for a complete list of performances, visit the festival's website.

  • Things to do
  • Literary events
  • Logan Square

The Whistler’s monthly lit series pops up on the second Wednesday of every month, bringing an evening of readings, workshopping and discussion to the Logan Square cocktail bar. Each show is followed by an installment of the Relax Attack Jazz Series, a free event with a constantly rotating bill.

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  • Museums
  • Art and design
  • Grant Park
  • price 2 of 4

Guarded by an iconic pair of bronze lions, the Art Institute of Chicago houses a permanent collection of more than 300,000 artworks, displayed in a sprawling complex of galleries and halls. You’ll find everything from Japanese prints to ancient Greek sculptures among the pieces housed in the museum’s central galleries, where classic paintings such as Edward Hopper's Nighthawks and Grant Wood's American Gothic are also housed. This year, the museum is free to Illinois residents on Thursday evenings 5pm through 8pm until September 25.

  • Things to do
  • Games and hobbies
  • Uptown

Wander into Carol's Pub on the second or fourth Tuesday of the month, and you might not recognize the iconic country dive. No cowboys downing High Life, no two-stepping in sight. Instead, you’ll find a rowdy crowd downing jello shots and gleefully dabbing bingo cards with multicolored markers. Welcome to Cougar Bingo, hosted by comedian Brittny Congleton, who performs as the fabulous Aunt Nance. Throughout the night, Nance calls out bingo numbers with the flair of a tipsy Midwest aunt, mixing in musical interludes, sharp one-liners and the occasional George Michael reference.

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  • Music
  • Latin and world
  • Loop

Explore music from around the globe during this annual festival, now in its 24th year, which brings a wide array of performers to venues across the city for free musical performances. Experience sounds and subgenres from regions like Brazil, South Korea, Senegal and more. For a full list of performances, visit the festival's website

  • Shopping
  • Markets and fairs
  • Little Italy, UIC

Originally established in the late 1800s, the Maxwell Street Market brought vendors, musicians and cooks to an open-air flea market where shoppers could find just about anything they wanted. The market introduced the Maxwell Street Polish sausage, provided a venue for rising Chicago blues musicians and was immortalized in a scene in The Blues Brothers. These days, the market sets up on Maxwell Street, between South Halsted Street and South Union Avenue on Sundays, where visitors will find vendors hawking their wares, an abundance of delicious Mexican food and occasional performances by local bands and dance troupes. 

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  • Things to do
  • Literary events
  • Washington Park
  • price 1 of 4

When this institution opened in 1961, African-American history was suffering serious neglect at the hands of the city’s—and for that matter the nation’s—cultural institutions. The Hyde Park cultural hub is now one of the oldest African-American–focused museums in the country. Admission is free for all every Wednesday.

  • Things to do
  • Streeterville

Navy Pier’s annual performing arts festival welcomes more than 100 locally-grown artists for a weekend of music and performances spread across five stages. Featured acts range from Chicago’s world-class stalwarts, including The Joffrey Ballet, Second City and The Chicago Philharmonic, to pop culture icons like RuPaul’s Drag Race’s Detox and Grammy-nominated jazz outfit Liquid Soul, plus many exciting up-and-comers. This year's event revolves around the world premiere of five commissioned music and dance works.

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  • Things to do
  • Festivals
  • Recommended

Every two years, Chicago becomes a global hub of architecture and design during the Chicago Architecture Biennial. This edition’s theme is SHIFT: Architecture in Times of Radical Change, bringing together over 100 projects by architects, artists and designers from 30 countries—each piece engaging with the cultural, social and environmental fluxes transforming our world.

Start your Biennial experience at the Chicago Cultural Center, then explore a citywide constellation of exhibitions and public programs hosted by dozens of leading cultural, program, and civic partners throughout Chicago. A full schedule of programming and locations is coming soon. Stay up-to-date by visiting the Chicago Architecture Biennial website.

  • Museums

Escape the planet with exhibits about the first lunar missions, the solar system and more, plus immersive shows in the dome theater. The Doane Observatory is also home to the largest public telescope in the area, and gathers 7,000 times more light than the human eye. Every Wednesday, the Adler stays open late from 4pm-10pm so that folks can visit after work or school. And best of all, admission is free on those nights for Illinois residents—just be sure to purchase your ticket in advance.

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