The weekend is finally here in Chicago, and you're ready to go out and have some fun. We've done the hard work for you and rounded top Free Things to Do in Chicago this weekend in our up-to-date Chicago Free Events This Weekend Calendar that covers the best free concerts (classical, jazz, pop, rock, opera), free comedy shows, art exhibitions (museum, galleries), free and cheap party and nightlife activities & things to do this weekend (this Saturday and Sunday) in Chicago including Berwyn, Evanston, Gary, Oak Park, Bridgeview, Calumet City, Elmhurst, Oak Brook and more.

WEEKEND

Saturday, Dec 6, 2025

  • Brunch & Beatz Saturdays @ Good To Go
    FREE Party
    Brunch & Beatz Saturdays @ Good To Go
    December 6 @ 9am - 3pm. Weekly - Saturdays

    Good To Go Jamaican Cuisine, 711 Howard St, Evanston, IL 60202, USA

    Join us every Saturday for BRUNCH BEATZ @ GOODTOGO located on the north side of Chicago where you can enjoy all the vibes without having to deal with the ...
  • Copilot Holiday Toy Swap
    FREE
    Copilot Holiday Toy Swap
    December 6 @ 9:30am - 12pm

    Copilot Dog Training, 3266 North Elston Avenue, Chicago, IL 60618

    Dog Toy & Puzzle Swap + Open House About This Event Join us for a fun event on December 6th from 9:30am-12pm! Trade dog toys and puzzles, enjoy ...
  • Holiday Tasting at Stelios in the West Loop - Featuring Lovelee Wine
    FREE
    Holiday Tasting At Stelios In The West Loop - Featuring Lovelee Wine
    December 6 @ 10am - 12pm

    Stelios Bottles & Bites, 19 South Morgan Street, Chicago, IL 60607

    Celebrate the season with an intimate holiday tasting at Stelios! Join us on December 6th as we spotlight the vibrant, expressive wines of Lovelee Wines. Enjoy ...
  • South Loop Doods Kickoff Walk: Ping Tom Park
    FREE
    South Loop Doods Kickoff Walk: Ping Tom Park
    December 6 @ 10:30am - 12pm

    Ping Tom Memorial Park, 1700 South Wentworth Avenue, Chicago, IL 60616

    SouthLoopDoods is all about safe strolls, clean vibes, and real connections. Starting with a few simple rules to keep every pup happy and healthy: ✅ Before You ...
  • Driehaus Museum Drie-cember Market
    FREE
    Driehaus Museum Drie-Cember Market
    December 6 @ 11am - 5pm

    The Richard H. Driehaus Museum, 50 East Erie Street, Chicago, IL 60611

    Celebrate Drie-cember with our Holiday Market, a one-day, family-friendly shopping event in the historic Murphy Auditorium. Browse vintage jewelry, handcrafted ...
  • ALL THINGS MATCHA POP-UP!
    FREE
    All Things Matcha Pop-Up!
    December 6 @ 11am - 3pm

    The Center of Order and Experimentation, 1727 West Grand Avenue, Chicago, IL 60622

    Join us on December 6th for a wonderful, matcha-ful event! Yūjō Matcha will be whisking up specialty matcha beverages and selling their matcha tins and gift ...
  • Doc Chicago
    FREE
    Doc Chicago
    December 6 @ 12pm - 5pm

    Chicago Cultural Center, 78 East Washington Street, Chicago, IL 60602

    Join us at Doc Chicago for an afternoon of informative panels, small group discussions, a case study, and opportunities to meet other documentary filmmakers. ...
  • Ina Mae Tavern in Wicker Park Christmas Pop-Up: Dillon Riley Live + Brunch
    FREE
    Ina Mae Tavern In Wicker Park Christmas Pop-Up: Dillon Riley Live + Brunch
    December 6 @ 12pm - 3pm

    Ina Mae, 1415 North Wood Street, Chicago, IL 60622

    Ina Mae Tavern in Wicker Park Christmas Pop-Up Get ready for a cozy holiday vibe at the Ina Mae Tavern Christmas Pop-Up in Wicker Park! Join us in person for a ...
  • Fall Harvest Soup Tasting & Demo
    FREE
    Fall Harvest Soup Tasting & Demo
    December 6 @ 12pm - 2pm

    Kilbourn Park Auditorium, 3501 North Kilbourn Avenue, Chicago, IL 60641

    Celebrate the season with cozy demonstrations centered on a delicious selection of soups and bread tastings.
  • Mothership Connected: Discussion and Book Signing
    FREE
    Mothership Connected: Discussion And Book Signing
    December 6 @ 3pm - 5pm

    DuSable Museum of African American History, 740 East 56th Place, Chicago, IL 60637

    Parliament-Funkadelic is perhaps the greatest funk band ever assembled. Yet at the time of the group’s induction into the Rock & Roll Hall of Fame, none of ...

Sunday, Dec 7, 2025

  • Brunch & Beatz Sundays @ Good To Go
    FREE Party
    Brunch & Beatz Sundays @ Good To Go
    December 7 @ 9am - 3pm. Weekly - Saturdays

    Good To Go Jamaican Cuisine, 711 Howard St, Evanston, IL 60202, USA

    Join us every Sunday for BRUNCH BEATZ @ GOODTOGO located on the north side of Chicago where you can enjoy all the vibes without having to deal with the ...
  • An Occult Xmas @ Happy's Christmas Bar
    FREE
    An Occult Xmas @ Happy's Christmas Bar
    December 7 @ 12pm - 6pm

    12 S Michigan Ave, 12 South Michigan Avenue, Chicago, IL 60603

    We're hosting our holiday pop-up atHappy's Christmas Bar at Chicago Athletic Association Hotel! Celebrate the upcoming Yule season with our talented roster of ...
  • Holiday Market and Exchange
    FREE
    Holiday Market And Exchange
    December 7 @ 12pm - 3pm

    National Public Housing Museum, 919 South Ada Street, Chicago, IL 60607

    The first-ever Holiday Market in our new home offers a space to celebrate, create, and share in service of gratitude. Join the National Public Housing Museum ...
  • DOUBLE TROUBLE COFFEE RAVE
    FREE
    Double Trouble Coffee Rave
    December 7 @ 1pm - 5pm

    Motherland Cafe, 5008 North Lincoln Avenue #5012, Chicago, IL 60625

    Get Ready for DOUBLE TROUBLE COFFEE RAVE! Duo Cup drops in Chicago! Coffee + matcha + a Morning Rave. Free entry with any drink. Dec 7, 1–5 PM. RSVP now! ...
  • Life After Brunch Day Party
    FREE Party
    Life After Brunch Day Party
    December 7 @ 3pm - 7pm. Weekly - Sundays

    Tribe Supper Club, 1239 W Lake St, Chicago, IL 60607, USA

    Every Sunday, experience Life After Brunch...one of Chicago's most exclusive day parties! Great food + drinks + Chicago's hottest DJs Great Vibes. Come dressed ...
  • Epiphany Lounge featuring Frank Russell
    FREE
    Epiphany Lounge Featuring Frank Russell
    December 7 @ 3pm - 5pm

    Epiphany Center for the Arts, 201 South Ashland Avenue, Chicago, IL 60607

    Epiphany Lounge featuring Frank Russell Date: Sunday, December 7th, 2025 Doors: 2:30PM Showtime: 3:00PM Tickets: Free admission! RSVP BELOW RAIN OR SHINE! ...
  • Sing-along Messiah
    FREE
    Sing-Along Messiah
    December 7 @ 3:30pm - 5:30pm

    Second Presbyterian Church, 1936 South Michigan Avenue, Chicago, IL 60616

    Celebrate a festive Advent tradition with our annual community Messiah sing. We gather in a National Historic Landmark building famous for its murals and ...
  • December Book Club w/ Three Avenues: Grace & Henry's Holiday Movie Marathon
    FREE
    December Book Club W/ Three Avenues: Grace & Henry's Holiday Movie Marathon
    December 7 @ 5pm - 6:30pm

    Beermiscuous, 2812 North Lincoln Avenue, Chicago, IL 60657

    December Book Club [hidden] and Henry's Holiday Movie Marathon by Matthew Norman Join us as we discuss our December book club pick, Grace and Henry's Holiday ...

More Free Things To Do in Chicago This Weekend

Besides many free events listed in our Chicago Free Events this Weekend calendar above, here are some more Free Things to Do in Chicago This Weekend:

Water Tower Place
835 Michigan Ave, Chicago, IL | https://www.shopwatertower.com/
The ultimate place to be for fanfare and activity on Chicago's famed Magnificent Mile during weekends, Water Tower Place features dozens of major retailers, incredible restaurants, and fun entertainment options housed in a seven-level atrium. Water Tower Place is also home to Broadway in Chicago.

Holy Name Cathedral
730 North Wabash Avenue, Chicago, IL
While ground broke on Chicago's cathedral in July of 1874, the building has been restored several times over the years to repair fire damage. The cathedral notably replaced the Cathedral of Saint Mary after it was destroyed during the Great Chicago Fire of 1871. Pope John Paul II became the first Pontiff to visit Holy Name Cathedral during a visit to the United States in October of 1979.

The Famous Tiffany Dome Inside the Chicago Cultural Center
78 East Washington Street, Chicago, IL | https://www.chicago.gov/city/en/depts/dca/supp_info/chicago_culturalcenter-tiffanydome.html
Free admission makes it possible to pop into this historic building to see a magnificent translucent dome made of Tiffany Favrile glass. Cut into the shape of fish scales, this zodiac-inspired dome has a diameter of 38 feet. It was made by the famous Tiffany Glass and Decorating Company of New York.

Sculpture Hunt Along Chicago's Magnificent Mile
There's something fun about the Saturday hustle and bustle of shoppers and tourists on the Magnificent Mile. One way to stay busy for hours without spending a dime is to look for the list of statues nestled around Chicago's most famous loop. The list includes the Wings of Mexico sculpture at 410 North Michigan Avenue, the Agora Big Feet sculpture at 1135 South Michigan Avenue, and the World Traveler sculpture at 100 East Lake Shore Drive.

Brewery Tours and Pub Crawls
Chicago is one of the best cities for beer in the country! The city boasts more than 160 breweries offering locally crafted beers. Many brewers offer free tours on a first-come basis on weekend afternoons.

Blues and Jazz Music on Halsted Street
While there are many spots for live music around Chicago, Halsted Street has a nice concentration of bars and clubs playing blues and jazz. Most don't open until 6 p.m. on weekends.

The Chicago Skyline on a Saturday Night
875 North Michigan Avenue, Chicago, IL
Why pay $25 a pop to check out the view from one of Chicago's observatory decks? A spot called Signature Lounge on top of Chicago's John Hancock Building offers the same view for free. The only catch is that you may need to order at least a drink to be able to stick around.

Free Games at the Game Room
12 South Michigan Avenue, Chicago, IL | https://www.chicagoathletichotel.com/restaurants/game-room
The Game Room is a rarity because it's one of the only old-time athletic clubs to survive the Great Depression. While the Game Room is housed in a hotel, the games are totally free for the public. Playing shuffleboard, pool, foosball, bocce, and other classics in an upscale location is a great way to spend a Saturday night.

Navy Pier
600 East Grand Avenue, Chicago, IL
Navy Pier is an iconic Chicago attraction located in the city's scenic lakefront area. It's also the place to be on weekends. Found in the Streeterville neighborhood, Navy Pier juts 3,300 feet into the shoreline of Lake Michigan. This 52-acre wonderland features more than 50 shops, restaurants, gardens, parks, museums, exhibition spaces, and attractions. In fact, it is considered one of the Midwest's most important attractions. This is also the place to ride on the famed Navy Pier Centennial Wheel for amazing views of the city, shoreline, and beyond!

The Most Haunted Hotel in Illinois
520 South Michigan Avenue, Chicago, IL
Congress Plaza Hotel was named by Leisure + Travel as the most haunted place in all of Illinois. This 122-year-old hotel is routinely the source of ghost sightings. The ghost of Al Capone is frequently seen near the infamous gangster's favorite eight-floor suite. Several other ghosts are known to cause banging sounds, scratching noises, slammed doors, and flickering lights. Touring the lobby on the weekends makes it easier to blend in with the flow of tourists.

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