Roaming through car-free streets is one of the joys of Chicago street fests and just because the summer is over doesn't mean you can't still experience this favorite pastime. Head to the Wicker Park neighborhood for the Meet Me on Milwaukee … [Read More...]
Latest Deals and Events

Free Pumpkin Party at Gallagher Way
Go pumpkin hunting, dance to live music, create arts and crafts and enjoy the season at Gallagher Way's annual Pumpkin Party on October 25, 2025, in the Wrigleyville neighborhood. Bring the kids for a fun-filled day of costumes, … [Read More...]

Free Movies at Gallagher Way
Enjoy the fun of viewing movies al fresco during the Gallagher Way Outdoor Movie Series. The screenings will feature the spooky season theme on October 15 and 22, 2025. The line-up of family-friendly films includes "Hocus … [Read More...]

Chicago Halloween Cruises from $30
Celebrate the spooky season with a fun-filled cruise along Lake Michigan that combines costumes, dancing and drinks with views of the iconic Chicago skyline. 312 Cruises offers cruises as cheap as $30 on October 25 and 31, and November 1, … [Read More...]

Adults Night Out Howl-o-ween at Lincoln Park Zoo
Get ready for spooky animal shenanigans at Adults Night Out Howl-o-ween at Lincoln Park Zoo. Visitors 18 and over can stroll the zoo after dark, sip cocktails and have a fang-tastic time on October 24, 2025. Pop-up bars, corn hole, Jenga and … [Read More...]

Free and cheap things to do this weekend in Chicago
Looking for something fun to do this weekend in Chicago? There are tons of free and cheap events in the city. Here’s our list of the top free events, discounts, and deals to have fun around town on your Friday, Saturday, and Sunday. There are … [Read More...]

Free National Museum of Mexican Art Dia de los Muertos Chicago
Celebrate the Mexican tradition of Dia de los Muertos or Day of the Dead with the free "Dia de Los Muertos Xicago" event organized by the National Museum of Mexican Art on October 25, 2025, in the Pilsen community. Honoring loved ones who have … [Read More...]

First Lady Fall Cruises
One of Chicago's most iconic experiences is sailing on the scenic Chicago Architecture Center (CAC) River Cruise aboard First Lady and absorbing the city's stunning skyline while learning about its design history. The fun continues through the … [Read More...]

Ravenswood Costume Crawl
Dive into the joy of the season with a visit to the Ravenswood Costume Crawl, filled with Halloween-themed fun, seasonal goods, treats and drinks on October 29, 2025. This thrill-filled event will transform Ravenswood's Montrose Avenue of … [Read More...]
Today’s Free & Cheap Events in Chicago
Featured Events

Free and cheap things to do this weekend in Chicago
Looking for something fun to do this weekend in Chicago? There are tons of free and cheap events in the city. Here’s … [Read More...]

Get Free Stuff on Your Birthday
It's your special day so you deserve a gift. Lots of companies offer free stuff for your birthday. In some cases, … [Read More...]

Free or cheap things to do in Chicago this week
If you’re looking for a way to entertain yourself, your family and your friends in Chicago without spending a lot of … [Read More...]

Peggy Notebaert Nature Museum Free Days
Peggy Notebaert Nature Museum Free Days Where: Peggy Notebaert Nature Museum, 2430 North Cannon Drive, … [Read More...]