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, Nov 29, 2025

  • Jion MyIMoss Tea's & More for Small Business Saturday!
    FREE
    Jion Myimoss Tea's & More For Small Business Saturday!
    November 29 @ 8am - 5pm

    Absolutely Anything Essential Gift Shop, 3521 South King Drive Street parking and Back parking available, Chicago, IL 60653

    Small Business Saturday - Take over in Bronzeville. Chicago Black Business Network Supporters. 🙌 We can’t do it without you. If you shop big box! You can shop ...
  • Brunch & Beatz Saturdays @ Good To Go
    FREE Party
    Brunch & Beatz Saturdays @ Good To Go
    November 29 @ 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 ...
  • Gift Drive to support Lawrence Hall
    FREE
    Gift Drive To Support Lawrence Hall
    November 29 @ 10am - 12pm

    Megan Sullivan, Residential Realtor® Compass Lincoln Square. Real Estate Divorce Specialist in Chicago RCS-D™ & CDS®, 2044 West Roscoe Street, Chicago, IL 60618

    Join us at Compass Roscoe Village! Donate new,unwrapped toys and enjoy complimentary hot chocolate, donuts, and coffee. All gifts collected will benefit the ...
  • Record Store Day @ Miyagi Records
    FREE
    Record Store Day @ Miyagi Records
    November 29 @ 10am - 7pm

    Miyagi Records, 307 East Garfield Boulevard, Chicago, IL 60637

    Record Store Day Is Almost Here! 🍂💿 It’s about that time again, and we’re setting off the season the Miyagi way — with a full day of music, community, and ...
  • Mindful Market
    FREE
    Mindful Market
    November 29 @ 10am - 3pm

    Wildlight Yoga, 4041 North Milwaukee Avenue #302, Chicago, IL 60641

     At Wildlight, we believe transformation takes place when we gather together, and our Mindful Market was created to bring together an abundant curation of ...
  • Herencia Viva - Group Art Exhibition
    FREE
    Herencia Viva - Group Art Exhibition
    November 29 @ 12pm - 5pm

    Artist Replete, 835 Michigan Avenue #Level 2, Suite 3030, Chicago, IL 60611

    Artist Replete presents Herencia Viva, a group exhibition that honors the depth and evolution of Latin creativity across the Americas. The showcase brings ...
  • Beauty, Spritz, & Sparkle
    FREE
    Beauty, Spritz, & Sparkle
    November 29 @ 12pm - 5pm

    3211 N Central Ave, 3211 North Central Avenue, Chicago, IL 60634

    House of Fragrances welcomes you to our Beauty, Spritz, & Sparkle event. Get ready to shine at this fabulous event located at 3211 N Central Ave. Join us ...
  • Golden Hour featuring Sol Ley & St. Sinclaire
    FREE
    Golden Hour Featuring Sol Ley & St. Sinclaire
    November 29 @ 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
    November 29 - November 30 @ 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 ...
  • KOMPOUND • Friendsgiving • Spa Social
    FREE
    Kompound • Friendsgiving • Spa Social
    November 29 @ 6:30pm - 9:30pm

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

    Galore Service Presents To You The Spa Social Join Us At KOMPOUND For A Day Of Pampering + Relaxation! Date: 11·07·2025 Time: 6pm - 9pm Location: KOMPOUND || ...

Sunday, Nov 30, 2025

  • Brunch & Beatz Sundays @ Good To Go
    FREE Party
    Brunch & Beatz Sundays @ Good To Go
    November 30 @ 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 ...
  • Katherine Anne Confections Pop Up at Necessary & Sufficient Coffee
    FREE
    Katherine Anne Confections Pop Up At Necessary & Sufficient Coffee
    November 30 @ 12pm - 2pm

    necessary & sufficient coffee - Printers Row, South Dearborn Street, Chicago, IL, USA, 728 South Dearborn Street, Chicago, IL 60605

    Some events don’t need a hard sell—this is one of them. Renowned Chicago chocolatier Katherine Anne Confections is popping up at necessary & sufficient ...
  • You Ain’t House!
    FREE
    You Ain’T House!
    November 30 @ 1pm - 11pm

    Bourbon on Division, 2050 West Division Street, Chicago, IL 60622

    You Ain’t House! brings together community and local talents for a free event to Bourbon on Division for DJs all day long on November 30, 2025 starting at 1:00 ...
  • Sunday Rnb Brunch Singalong
    November 30 @ 1:01pm - 7pm

    1115 S 5th Ave, Maywood, IL 60153, USA

    🌞SUNDAY RNB SINGALONG DAY PARTY AT YOURS CAFE AND BISTRO!! 🚨NOVEMBER 30TH 🕦1PM 🎉FREE ENTRY!!!! 🎉 FREE ENTRY 🎬 SO LADIES AND GENTLEMEN GRAB THOSE MICS 🎤 ...
  • Life After Brunch Day Party
    FREE Party
    Life After Brunch Day Party
    November 30 @ 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 ...
  • SFW Happy Hour!
    FREE
    Sfw Happy Hour!
    November 30 @ 4pm - 6pm

    South Facing Windows, 1010 West 35th Street #Suite 560, Chicago, IL 60609

    Welcome to the SFW Happy Hour! Join us at South Facing Windows for a fun-filled evening of drinks, snacks, and good company. Whether you're looking to unwind ...
  • The Graveyard Shift Nov 30th
    November 30 @ 8:30pm - 10pm

    2849 W Belmont Ave, Chicago, IL 60618, USA

    **Graveyard Shift returns Sunday, November 30th, to the Dmen Tap**, bringing you dark beer and darker humor. Featuring producers Aaron McDavis and Adam ...

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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