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, Oct 18, 2025

  • Brunch & Beatz Saturdays @ Good To Go
    FREE Party
    Brunch & Beatz Saturdays @ Good To Go
    October 18 @ 10am - 4pm. 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 ...
  • LOCAL PERFUME! HUNGARIAN TREATS!
    FREE
    Local Perfume! Hungarian Treats!
    October 18 @ 11am - 3pm

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

    Our friends Pearfat Parfum and Eva's Hungarian Bakery are popping up at The Center on October 18th from 11am-3pm! Shop Pearfat Parfum's signature collection, ...
  • Breathing Room: On Bob Dylan’s Harmonica
    FREE
    Breathing Room: On Bob Dylan’S Harmonica
    October 18 @ 11:15am - 12:15pm

    Ida Noyes Hall, 1212 East 59th Street, Chicago, IL 60637

    Associate Professor Steven Rings previews material from his new book What Did You Hear?: The Music of Bob Dylan. Steve will discuss the one instrument that ...
  • iOktoberfest: iO Theater's First Oktoberfest
    FREE
    Ioktoberfest: Io Theater's First Oktoberfest
    October 18 @ 12pm - 8pm

    The iO Theater, 1501 North Kingsbury Street #Ave, Chicago, IL 60642

    Welcome to iOktoberfest: iO Theater's First Oktoberfest! Join us for iO Theater’s first annual iOktoberfest on Saturday, October 18th from 12 PM to 8PM! ...
  • Oktoberfest | Humboldt Park
    October 18 @ 12pm - 8pm

    1148 N Washtenaw Ave, Chicago, IL 60622, USA

    This fall, Humboldt Park will debut its first OktoberFEST, a one-day street festival blending classic fall traditions with the vibrant flavors of Hispanic ...
  • West Side Fireflies
    FREE
    West Side Fireflies
    October 18 @ 12pm - 2pm

    Mercy Garden of Peace and Healing, 4912 West Quincy Street, Chicago, IL 60644

    Fireflies is OTS Music Moves’ FREE early childhood music program that introduces toddlers and preschoolers to the world of sound and play using the Earth, ...
  • My Perfect Console: Year of Games Edition with Evan Narcisse
    FREE
    My Perfect Console: Year Of Games Edition With Evan Narcisse
    October 18 @ 1pm - 2:30pm

    Logan Center for the Arts, 915 East 60th Street, Chicago, IL 60637

    Join us at the Year of Games Kick-Off Symposium at the University of Chicago for a Saturday keynote conversation with Evan Narcisse, renowned journalist, comic ...
  • Growing Home Harvestfest And Open House Chicago
    October 18 @ 1pm - 4pm

    1844 W 59th St, Chicago, IL 60636, USA

    Come celebrate with Englewood, the rest of Chicago and Open House Chicago (OHC)the end of the Harvest Season with Growing Home at our 5th Annual HarvestFest! ...
  • Bronzeville Pop-Up at Overton | Strong Towns Chicago
    FREE
    Bronzeville Pop-Up At Overton | Strong Towns Chicago
    October 18 @ 1:30pm - 5:30pm

    4927 S Indiana Ave, 4927 South Indiana Avenue, Chicago, IL 60615

    Community Days at Overton! Join Strong Towns Chicago, Creative Grounds, Borderless Studio, and neighbors for a fun Community Day at Overton! The former Anthony ...
  • Curator Tour: “Purvis Young” at Mana Contemporary
    FREE
    Curator Tour: “Purvis Young” At Mana Contemporary
    October 18 @ 2pm - 3pm

    Mana Contemporary Chicago, 2233 South Throop Street, Chicago, IL 60608

    Join Intuit Art Museum and the Monira Foundation for a special curator-led tour of Purvis Young, an exhibition featuring work by the celebrated artist in ...

Sunday, Oct 19, 2025

  • Brunch & Beatz Sundays @ Good To Go
    FREE Party
    Brunch & Beatz Sundays @ Good To Go
    October 19 @ 10am - 4pm. 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 ...
  • WLVC Howl-O-Ween 2025
    FREE
    Wlvc Howl-O-Ween 2025
    October 19 @ 12pm - 3pm

    Bartelme (Mary) Park, 115 South Sangamon Street, Chicago, IL 60607

    Welcome to WLVC Howl-O-Ween 2025! Come join us for a spooktacular afternoon at Mary Bartelme Park in the heart of the West Loop! For 13 years, West Loop ...
  • Bears vs Saints Watch Party
    FREE
    Bears Vs Saints Watch Party
    October 19 @ 12pm - 2pm

    Time Out Market Chicago, 916 W Fulton Market, Chicago, IL 60607

    🏈 Bears Game Day at Time Out Market🍻 Cheer on the Chicago Bears in style at Time Out Market! We’re turning game day into the ultimate fan experience with: 🍺 ...
  • Bears N Beats - Chicago Bears Watch Party
    FREE
    Bears N Beats - Chicago Bears Watch Party
    October 19 @ 12pm - 4pm

    The Angry Cactus Lounge, 2525 North Elston Avenue, Chicago, IL 60647

    Bears N Beats - Chicago Bears Watch Party Sunday October 19th 12PM Angry Cactus Lounge 2525 N Elston Ave 21+To Enter/Drink $20 Beer Buckets 7 Screens ...
  • Taylor Swift Bingo Brunch at Barrio
    FREE
    Taylor Swift Bingo Brunch At Barrio
    October 19 @ 12:30pm - 2:30pm

    Barrio, 65 West Kinzie Street, Chicago, IL 60654

    Swifties & Showgirls - join us Sunday, October 19th for bottomless brunch, bingo, and a soundtrack of Taylor Swift hits from every era.
  • Fall Fest in Chicago, Illinois
    FREE
    Fall Fest In Chicago, Illinois
    October 19 @ 1pm - 4pm

    The Cubby Bear Chicago, 1059 West Addison Street, Chicago, IL 60613

    Fall Fest in Chicago, Illinois Join us at The Cubby Bear for the ultimate combo of crisp autumn vibes and killer tunes at our Fall Fest! Whether you’re a ...
  • Self Care Sunday With The Budrista Club And Scratch Goods
    October 19 @ 2pm - 5pm

    127 N Peoria St 2nd Floor, Chicago, IL 60607, USA

    Join us for an afternoon of skincare, Budrista Bar goodies from @ngwbrands, and classic Budrista Club energy with @scratchgoods! Enjoy Scratch Good’s signature ...
  • Sunday Funday Patio Series
    FREE
    Sunday Funday Patio Series
    October 19 @ 2pm - 6pm

    1011 W 18th St, 1011 West 18th Street, Chicago, IL 60608

    Welcome to the Sunday Funday Patio Series! Come join us for a fun-filled day at 1011 W 18th St, On the Patio of Zins FLower Shop and Homegrown Studio where ...
  • Diwali Celebration with Lake Meadows 2025
    FREE
    Diwali Celebration With Lake Meadows 2025
    October 19 @ 2pm - 5pm

    Lake Meadows Apartments, 3233 South King Drive, Chicago, IL 60616

    Join us for a magical evening filled with vibrant lights, rhythmic beats, and mouthwatering flavors as we celebrate Diwali, the Festival of Lights!Experience ...
  • FREE Mat Pilates Class @ the Clybourn Center Fitness Social!
    FREE
    Free Mat Pilates Class @ The Clybourn Center Fitness Social!
    October 19 @ 2:15pm - 3pm

    2047 N Clybourn Ave, 2047 North Clybourn Avenue, Chicago, IL 60614

    🎉 FREE Mat Pilates Class @ the Clybourn Center Block Party! 🎉 Get ready to sweat, stretch, and celebrate at the most fun fitness event of the season! 💪✨ ...

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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