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.

TODAY - Sunday, Dec 14, 2025

  • Brunch & Beatz Sundays @ Good To Go
    FREE Party
    Brunch & Beatz Sundays @ Good To Go
    December 14 @ 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 ...
  • Life After Brunch Day Party
    FREE Party
    Life After Brunch Day Party
    December 14 @ 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 ...

WEEKEND

TOMORROW - Saturday, Dec 20, 2025

  • Brunch & Beatz Saturdays @ Good To Go
    FREE Party
    Brunch & Beatz Saturdays @ Good To Go
    December 20 @ 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 ...
  • C1 Ward Christmas Brunch
    FREE
    C1 Ward Christmas Brunch
    December 20 @ 10am - 1pm

    The Church of Jesus Christ of Latter-day Saints, 5100 North Springfield Avenue, Chicago, IL 60625

    Come join us for a Christmas Brunch - with live nativity, entertainment, food, and a special visitor! To sign up to bring something, click here _____. We look ...
  • Handcrafted Holiday: Local Pastries, Chocolates, and Artisan Goods
    FREE
    Handcrafted Holiday: Local Pastries, Chocolates, And Artisan Goods
    December 20 @ 11am - 3pm

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

    The holiday season moves quickly, but we’ve got you covered! Join The Center of Order and Experimentation on December 20th for an afternoon of handcrafted ...
  • Viejitas Pero Bonitas! Karaoke para los abuelos del barrio.
    FREE
    Viejitas Pero Bonitas! Karaoke Para Los Abuelos Del Barrio.
    December 20 @ 12pm - 3pm

    Back of the Yards Coffeehouse, 1621 West 47th Street, Chicago, IL 60609

    Abuelita llego tu Nieto! Venganse toda la gente mayor a cantar la música del recuerdo y compartir historias. Karaoke con pueblo y cafecito. Viejitas Pero ...
  • Mini Holiday Market at Xicana Boutique
    FREE
    Mini Holiday Market At Xicana Boutique
    December 20 @ 12pm - 5pm

    Xicana Boutique, 6808 26th Street, Berwyn, IL 60402

    Xicana Boutique is proud to host its first-ever Mini Holiday Market — created to bring together community, cultura, and local small businesses. Shop ...
  • Fotos con Santa GRATIS en Portage Park
    FREE
    Fotos Con Santa Gratis En Portage Park
    December 20 @ 12pm - 2pm

    5709 W Irving Park Rd, 5709 West Irving Park Road, Chicago, IL 60634

    FOTOS GRATIS CON SANTA CLAUS Prepárense para una mañana acogedora y festiva con Papá Noel! Acompáñennos para disfrutar de sonrisas y deliciosas conchas ...
  • Cosmo Rotary Holiday Pub Crawl Social
    FREE
    Cosmo Rotary Holiday Pub Crawl Social
    December 20 @ 3pm - 8pm

    The Graystone Tavern, 3441 North Sheffield Avenue, Chicago, IL 60657

    Welcome to the Cosmo Rotary Holiday Pub Crawl Social! Join us for a festive afternoon of drinks, music, and good company at The Graystone Tavern. Get into the ...
  • Golden Hour Featuring Jimmy Bennington
    FREE
    Golden Hour Featuring Jimmy Bennington
    December 20 @ 5pm - 8pm

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

    Join us in the Cafe Bar Thursday through Saturday for free live music, starting at 5PM until 8PM. Enjoy our exclusive food and drink specials until 7PM! Golden ...
  • The Beauty of Chicago
    FREE
    The Beauty Of Chicago
    December 20 @ 6pm - 9pm

    301 W Ohio St, 301 West Ohio Street, Chicago, IL 60654

    The Beauty of Chicago An ongoing showcase celebrating the people, places, and stories that define our city.
  • Saturday Late Night Laughs At Laugh Factory Chicago
    FREE Comedy
    Saturday Late Night Laughs At Laugh Factory Chicago
    December 20 - December 21 @ 6pm - 12am. Weekly - Saturdays

    Laugh Factory, 3175 N Broadway, Chicago, IL 60657, USA

    Standup Comedy is Back at Laugh Factory Chicago! Once paid tickets are prioritized, limit guest passes are allowed in. Age restriction: 18 years and over 2 ...

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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