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 27, 2025

  • Brunch & Beatz Saturdays @ Good To Go
    FREE Party
    Brunch & Beatz Saturdays @ Good To Go
    December 27 @ 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 ...
  • SMOOTH & SIP with European Wax Center & Blue Bayou!
    FREE
    Smooth & Sip With European Wax Center & Blue Bayou!
    December 27 @ 11am - 5pm

    3728 N Southport Ave, 3728 North Southport Avenue, Chicago, IL 60613

    Kick off the weekend with beauty perks at European Wax Center, including exclusive event-only specials, giveaways, and a chance to win self-care prizes. Then ...
  • Hennessy Christmas Engraving & Tasting Party
    FREE
    Hennessy Christmas Engraving & Tasting Party
    December 27 @ 12pm - 8pm

    800 W 27th St, 800 West 27th Street, Chicago, IL 60608

    Close out the year in true Hennessy style Join us for our final celebration of the year, the Hennessy Christmas Engraving & Tasting Party, featuring XO ...
  • Spa Social | Galore Service
    FREE
    Spa Social | Galore Service
    December 27 @ 2pm - 7pm

    Kompound Fitness, 1212 South Michigan Avenue, Chicago, IL 60605

    Galore Service Presents To You A Holiday Themed Spa Social Join Us At KOMPOUND | Galore Service For A Day Of Pampering + Relaxation! Date: 12·27·2025 Time: 2pm ...
  • Melanated in America Presents: The 6th Annual M.I.A Kwanzaa Celebration
    FREE
    Melanated In America Presents: The 6th Annual M.I.A Kwanzaa Celebration
    December 27 @ 2pm - 7pm

    Kitchen Chicago, 324 North Leavitt Street #Suite 100, Chicago, IL 60612

    The 6th Annual M.I.A Kwanzaa Presentation, dedicated to honoring the principle of Kujichagulia – Self-Determination. This event uplifts Black culture, ...
  • Golden Hour Featuring ANDIE
    FREE
    Golden Hour Featuring Andie
    December 27 @ 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 ...
  • Saturday Late Night Laughs At Laugh Factory Chicago
    FREE Comedy
    Saturday Late Night Laughs At Laugh Factory Chicago
    December 27 - December 28 @ 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 ...
  • SHUNTA IS TURNING 45
    FREE
    Shunta Is Turning 45
    December 27 @ 6pm - 11:59pm

    Yours Cafe and Bistro, 1115 South 5th Avenue, Maywood, IL 60153

    📍YOURS CAFE AND BISTRO 🕕6PM UNTIL 12AM 📅 SATURDAY DECEMBER 27TH 🎉 FREE EVENT 🅿️ FREE PARKING WHAT TO EXPECT? NOTHING BUT VIBEZ 🎬 ALL NIGHT LONG THAT NEED ...
  • Edgar Allan Poeprov
    FREE
    Edgar Allan Poeprov
    December 27 @ 7pm - 8pm

    The Playground Theater, 4416 North Clark Street FL 2, Chicago, IL 60640

    Poeprov is a fully poeduced, fully impoevised play based on the works of Edgar Allan Poe and suggestions from the audience. This show features some of ...
  • All New Signature Saturdays
    FREE Party
    All New Signature Saturdays
    December 27 - December 28 @ 7pm - 2am. Weekly - Saturdays

    Mikes Place Sports Bar & Grill, 6319 Roosevelt Rd, Berwyn, IL 60402, USA

    All New Signature Saturday @ Mikes Place 6319 Roosevelt (Berwyn) 8p-2a! Kitchen Open All Night Featuring The Citys Best Djs Playing The Best Of Hip Hop L Trap ...

Sunday, Dec 28, 2025

  • Brunch & Beatz Sundays @ Good To Go
    FREE Party
    Brunch & Beatz Sundays @ Good To Go
    December 28 @ 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 ...
  • After X-Mas Daytime Salsa Sunday @ The Stadium Club
    December 28 @ 11:30am - 4:30pm

    4740 Vernon Ave, McCook, IL 60525, USA

    🎄 4 Fantastic Events PresentsAfter X-Mas DAYTIME Salsa Sunday @ The Stadium Club Due to the Chicago Bears playing during our regular time slot, we’re turning ...
  • COZY THOUGHTS: Last Call Market Pop-Up
    FREE
    Cozy Thoughts: Last Call Market Pop-Up
    December 28 @ 12pm - 4pm

    Drink happy thoughts Humboldt, 2415 West North Avenue, Chicago, IL 60647

    COZY THOUGHTS — VENDOR POP UP Art • Coffee • Music Cozy Thoughts is back with a daytime vendor pop-up bringing together local creatives, DJs, and good ...
  • Life After Brunch Day Party
    FREE Party
    Life After Brunch Day Party
    December 28 @ 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 ...
  • The Epiphany Lounge Featuring Chris Greene
    FREE
    The Epiphany Lounge Featuring Chris Greene
    December 28 @ 3pm - 5pm

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

    The Epiphany Lounge Featuring Chris Greene Date: Sunday, December 28th, 2025 Doors: 2:30PM Showtime: 3:00PM Tickets: FREE ADMISSION |RSVP BELOW ‘Service ...
  • An Amy Winehouse Karaoke Tribute at Simone’s
    FREE
    An Amy Winehouse Karaoke Tribute At Simone’S
    December 28 @ 7pm - 9pm

    Simone's, 960 West 18th Street, Chicago, IL 60608

    An Amy Winehouse Karaoke Tribute at Simone’s Hosted by Mercy V • Powered by KOMBISaturday, December 28 • 7PM Join us for a special night dedicated to the ...
  • Wild Hare Music Presents DJ RYBREAD
    FREE
    Wild Hare Music Presents Dj Rybread
    December 28 - December 29 @ 8pm - 12am

    The Wild Hare & Singing Armadillo Frog Sanctuary, 950 West Fulton Street, Chicago, IL 60607

    The Wild Hare invites you to soak up the sounds of the city with a complimentary live set from DJ Rybread! This event is free to attend. The Wild Hare is a ...

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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