The beloved Chicago holiday tradition of lighting the Christmas tree that towers over Millennium Park will kick off on November 21, 2025. This live event will fill Millennium Park with music, fireworks and thousands of twinkling lights. A 53-foot-tall Colorado blue spruce was selected for … [Read more...] about Millennium Park Holiday Tree Lighting
Entertainment
New Flyover in Chicago Attraction
Chicago's iconic skyline and skyscrapers got a little closer since the opening of the Flyover in Chicago immersive flying experience at Navy Pier. This exciting attraction that soars over downtown Chicago just added another experience: Call of the Canadian Rockies. Leave the city and fly … [Read more...] about New Flyover in Chicago Attraction
Chicago Free and Cheap Halloween Events
Whether you like parades, tours, parties or old school trick or treating, there are lots of free and cheap Halloween events to explore all over Chicago. Check out everything from boat rides to shopping and fall fests in our roundup below. Chicago Halloween Cruises Float along … [Read more...] about Chicago Free and Cheap Halloween Events
Free Chicago Hauntings Night Tour Walk
Listen to creepy stories, walk around spooky downtown landmarks and discover Chicago's eerie past with the free Hauntings Chicago Night Tour with Chicago Walking Tours on October 31, 2025. Follow the trail of the most haunted spots in Chicago with this guided two-hour tour. Learn … [Read more...] about Free Chicago Hauntings Night Tour Walk
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, 2025. Hop aboard a three-story, 140-foot luxury … [Read more...] about Chicago Halloween Cruises from $30
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 fall, with cruises floating along the shore … [Read more...] about First Lady Fall Cruises
Destinos Chicago Latino Theater Festival
Celebrate Latino theater and dramatic creativity at the eighth annual Destinos: Chicago International Latino Theater Festival for an entire month, from October 1 to November 2, 2025. , at theaters across the city. The Chicago Latino Theater Alliance presents this anticipated annual … [Read more...] about Destinos Chicago Latino Theater Festival
Discount Tickets for The Other Art Fair
Enjoy the thrill of affordable, original art, immersive installations, performances and DJs at The Other Art Fair in the Ravenswood neighborhood, October 30- November 2, 2025. By literally reframing the art experience, The Other Art Fair avoids elitism and makes art accessible and welcoming for … [Read more...] about Discount Tickets for The Other Art Fair
Free World Music Wednesday Concerts
The new season for World Music Wednesday has been announced! Every Wednesday, through December 3, 2025, at 8:00 pm, the Old Town School of Folk Music will host a free concert series, World Music Wednesdays, featuring musicians from all around the world. Culture and countries represented … [Read more...] about Free World Music Wednesday Concerts
Hyde Park Handmade Artisan Bazaar
For ten years, the free Hyde Park Handmade Artisan Bazaar has supplied a monthly pop-up of hand-crafted goodies beloved by loyal customers. Don't miss the fun at the 2025 fall and winter dates on September 21, October 19, November 23 and December 21. This eclectic indoor … [Read more...] about Hyde Park Handmade Artisan Bazaar
New Greektown Public Art Exhibit
Chicago's historic Greektown neighborhood will introduce a new public art exhibit, "Flowering Grecian Urns," on June 5, 2025, along Halsted Street between Madison and Van Buren Streets. Inspired by Chloris, the Greek goddess of flowers, the large Grecian urn sculptures are … [Read more...] about New Greektown Public Art Exhibit
Guide to Chicago Water Taxis
Guide to Chicago Water Taxis. The Chicago water taxis are a fun and relaxing transit alternative that gets you from A to B while gliding along our waterways. It's also a more relaxing way to travel and avoid street traffic. Take a cheap tour of our lake and river They're also … [Read more...] about Guide to Chicago Water Taxis
