FREE Things to Do in Chicago This Weekend – Oct 21-23

Looking for something to do this weekend in Chicago? Look no further as we pull together lots of fun, free activities for you in Chicago on the weekend of October 21-23 (besides the Cubs, of course!)


CUBS —  We will all be watching Saturday night at Wrigley Field, as the Cubs look to clinch their first NL pennant since 1945. They’re up 3-2 over the Dodgers in the best-of-seven NLCS, though Clayton Kershaw will be on the mound in Game 6.  On Friday, comedian Bill Murray stopped by the White House and held a mock briefing with the press, during which he said the Cubs will indeed win Game 6. Check it out:



CHICAGO MUSEUM WEEK – Oct 13-23 –   Check out all FREE MUSEUMS this weekend in Chicago HERE, including the DuSable Museum, THE McCormick Bridgehouse and the National Museum of Mexican Art.     We are your #1 resource for Free Museum Days in Chicago so here is the complete October 2016 schedule of free museums, with free days and free admissions!


Navy Pier’s Halloween festivities include two free, outdoor movie screenings in Polk Bros Park:

  • Hotel Transylvania at 6 p.m. on Saturday, October 22 (Rated PG)
  • The Addams Family at 6 p.m. on Saturday, October 29 (Rated PG-13)


Check out any of the  Corn Mazes and/or Pumpkin Patches around Chicago. The best corn mazes in and around Chicago offer up some serious challenges, from 30-plus acres of corn in Spring Grove to a haunted maze in Minooka that puts some haunted houses to shame. No matter what kind of autumn outing you’re looking for, these make for some great family-friendly day trips. Once you’ve hit the pumpkin patch and gone apple picking, check out our list of farms for more adventure.


Come out and enjoy a spooktacular FREE Halloween fireworks show on Navy Pier in Chicago on October 29.   Navy Pier is the destination for spectacular FREE Chicago fireworks perfectly synchronized to music on Lake Michigan.  Whether viewing from the dock or on board an evening cruise, fireworks is the perfect way to end your day at Navy Pier!* *Schedule subject to change or cancellation




Celebrate harvest fun in the heart of the city with Lincoln Park Zoo’s second annual Fall Fest in Chicago! This free family celebration features animal chats, musical entertainment, a pumpkin carver and fall-themed enrichment for the animals.


Check out a SATURDAY FARMERS MARKET In downtown Chicago.

Division Street
When:  Every Saturday, May 14-October 29, 2016, 7 am-1 pm
Where:  Division & Dearborn, On Division between State & Clark

Printers Row
When:  Every Saturday, June 25 to October 29, 2016, 7AM-1PM
Where:  Polk & Dearborn across from Dearborn Station.


Book a Cheap Flights from Chicago to London on United — $511 RT —  Check out this great, cheap flight from Chicago to London — Just $511  roundtrip on United!  A good sale for nonstop service to London.    Here are some of our favorite London  things to do… (BOOK THIS DEAL HERE with momondo, our favorite! 


Stammtisch Open House – Oktoberfest –   Cap off your Oktoberfest season at the best fest in town, featuring Paloma Band Chicago, free admission and authentic German food and drinks. Attendees will enjoy plenty of yodeling, dancing, and pretzel eating! Come wearing your finest dirndl and lederhosen to the Oktoberfest of the Season at the DANK Haus!


Lincoln Square Art Walk and Art Market – Oct 22 – Autumn is here and it’s time to see all the artist colors of the 5th Annual Lincoln Square Art Walk. Lincoln Square Art Walk is celebrating its 5 year anniversary with 5 weekend art events during the month of October. The Lincoln Square Artist Guild will be presenting 36 jury selected local artist with works of oil/acrylic paintings, drawings/pastels, photography, fine art jewelry, ceramics, wood, and textiles. Beautiful Landscapes, thoughtful Figure Studies, whimsical Portraits, acute Still Life, bold Abstracts, wood Sculpture/Objects, Photographic moments, refined Ceramic Vessels, eloquent Bracelets/Rings/Necklaces/Pendants, Textile collage, and original Garments.


Come out and enjoy some fun family time with FREE Family Fishing, Fly Tying & Tenkara Fly Fishing Classes at Northerly Island on October 22nd —   Fishing equipment and bait provided at no cost; using Spincast Rod & Reel combos, hooks, weight, floats, jigs and lures. Tenkara fly rods. (A unique form of fly fishing.) Professional Instruction by Chicago’s Fish`N Kids Program Fishing Instructors. Learn how to fish Chicago’s Lagoons and our Lake Front Harbors. Learn how to rig the equipment we provide easily and simply, and begin to quickly catch fish.   Perfect for everyone ages 8 and up, 60 minute classes include in-class instruction and on-the-water fishing (weather permitting). Fish are not really hard to catch. You and your family can learn how we help 10,000 people per summer catch fish.


Check out the Free Lincoln Park Spooky Zoo Spectacular on Saturday, October 29, 2016 10 a.m.-2 p.m.  Spooky Zoo Spectacular, hosted by the Auxiliary Board of Lincoln Park Zoo, is an opportunity for children to celebrate Halloween in a free, safe and family-friendly environment. We’re thrilled to celebrate the 30th anniversary of Spooky Zoo Spectacular this year with even more special Halloween-inspired activities for guests. Attendees are invited to learn fun facts about the animals, stimulate their minds while making crafts, collect treats, go on rides and enjoy entertainment throughout the zoo while dressed in their best or spookiest costume.




This weekend, start enjoying Halloween different Halloween Fests in Chicago Park District parks around the city.  The weekend of fall fun at the park is jam packed with fun fall activities, including Pumpkin Patch, Face Painting, Train Ride, Petting Zoo, Harvest Café, and more.



Come out and enjoy the best free, BYOB stand-up comedy show taking place in a Chicago comics shop.  The Yeah Buddy Awesome Time moved to the new Impossible Industries, a few blocks down to 1750 W North Avenue.

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