Honk! is a short form, game-based improv show that asks: what good is comedy if you can’t get a little silly? Comprised of some of…
Wine Down Comedy at iO Theater invites you to relax into the weekend with great wine and Chicago’s best stand up comedians. Sip, laugh, and…
The Second City’s 114th Mainstage Revue Pandemonium, Please Hold is a loud, fast, and gloriously unhinged night of comedic mayhem. The Second City’s six-person cast…
Reality Detox: The Improv Experience is a high-energy night of improvisation from The Second City, with a few sketch surprises mixed in along the way. Built…
iO Chicago presents: a fully made-up, off-off-off Broadway style musical every Friday at 10pm in the Fremont Theater. Spend your Friday night with us. See…
A Chicago based improv comedy show and drinking game based on the works of Alfred Hitchcock. Based on an audience suggestion, the cast weave together…
Winner of 6 Tony Awards, including Best musical, Maybe Happy Ending tells the deeply human story of a chance encounter that sparks connection, adventure, and maybe…
The new public art exhibit We the People: Life, Liberty and the Pursuit of Beauty in Greektown Chicago celebrates the 250th anniversary of the Declaration…
Don your armor, pull out your spellbooks, and straighten your crown; Castle, presented by Shriners Children’s, is coming back to Chicago Children’s Museum. In this…
Immerse yourself in the vibrant flavors and rich history of Chicago’s Chinatown on our top-rated TripAdvisor food and culture tour. Enjoy seated dining at five…
This is the ORIGINAL Chicago food tour that takes you to the restaurants featured on the TV phenomenon, The Bear. We’ll take you to the actual…
Handmade Market Chicago is a unique event to connect the makers of beautiful things to people who appreciate the unique and handmade. There are more…
Emma Stebbins: Carving Out History examines the full scope of Stebbins’s history‑making career as one of the most significant American sculptors of the nineteenth century. From…
Serial Killer: The Exhibition makes its Chicago debut on September 5, 2026, at Cinespace Film Studios Chicago, bringing the world’s largest private collection of authentic serial killer artifacts to…
LeRoy Neiman: A Keen Observer of Style brings together 80 drawings and paintings, spanning the 1950s to 2000, that show how that early fashion work…
Chicago is known across the world for inventing and perfecting five authentic dishes that are “must eats” and the Iconic Foods of Chicago Food tour…
Find out for yourself why The Second City has been the first name in laughter for over sixty years! From the stages that launched the…
01/09: Saturday 3:00PM vs Butler Ticket prices range from $31.50–$368.50, depending on seating location.
The Jazz Room is a journey back in time to the birthplace of this iconic genre! Located in a street-style bar that recreates 1920s New…
Intuit Art Museum (IAM), recognized worldwide as one of the few institutions dedicated solely to championing the work of self-taught artists, marks the 250th anniversary…
The Second City’s 114th Mainstage Revue Pandemonium, Please Hold is a loud, fast, and gloriously unhinged night of comedic mayhem. The Second City’s six-person cast…
The Chicago-based tribute band Led Zeppelin 2 has announced a two-night homecoming residency at the House of Blues Chicago in January 2027. Known for their…
Don’t miss the longest running late-night show in Chicago! At The Infinite Wrench you’ll see 30 original plays in 60 minutes written and performed by…
21+ ONLY Brianna Wellen, Chicago Reader: Sideshow entertainer Thom Britton’s solo show is part performance, part demonstration. Britton is a charismatic performer who appears genuinely…
The holiday season in Chicago is always an exciting time. With countless events across multiple neighborhoods, there are so many ways to celebrate. One of…
Want to know what’s happening this weekend in Chicago? Look no further. There’s a whole calendar of exciting events, exhibits, and activities taking place all…
Thursday, Nov. 26, 2026 State Street The Chicago Thanksgiving Parade, a local tradition for more than 90 years, kicks off the holiday season with a…
Chicago goes all out for the holidays, with something magical happening in every corner of the city. The season kicks off with the Christmas Tree…
If you’re looking for a getaway in January or February, Chicago continues to deliver a flurry of seasonal fun long after the holidays end. Between…
The best way to get to know Chicago is one meal at a time. This three-day Chicago food itinerary explores the city’s most iconic dishes and…
Chicago is the city that’s Never Done, Never Outdone. And we keep proving it year after year. In 2026, Chicago welcomed new immersive experiences, celebrated…
Celebrate cozy weather and changing leaves in the city made for autumn adventures. We’ve got everything you need to plan the perfect fall day in…
Chicago’s event calendar reflects the city itself — bold, diverse, and always buzzing. From lakefront music festivals and neighborhood street fairs to major sporting events and food celebrations, there’s something happening in every season.
Here’s a look at the types of events you’ll find across the city:
Other Chicago events include cultural celebrations, sporting events, conventions, comedy shows, live theatre, and so much more.
Chicago’s biggest annual events draw visitors from around the world and highlight the very best of the city’s food, music, and culture.
These signature events help define Chicago as one of the top festival cities in the country.
If you’re planning a trip around Chicago’s event calendar, there’s something new to discover every month of the year.
Summer is peak festival season. The city comes alive with outdoor concerts, neighborhood street fests, and major events like Lollapalooza, Taste of Chicago, and the Chicago Air and Water Show. Nearly every weekend offers something new, especially along the lakefront and in Millennium Park.
Early fall brings cooler temperatures and marquee events like the Chicago Marathon and culinary celebrations such as Chicago Gourmet. It’s an ideal time for visitors seeking cultural events like the Chicago International Film Festival.
Winter brings a dose of holiday magic to Chicago, with beloved traditions like ZooLights and Christkindlmarket. Visitors can also check out cultural celebrations for the Lunar New Year and enjoy local-favorite annual events like Chicago Restaurant Week and Chicago Theatre Week.
Spring is the perfect time to visit Chicago for culture lovers. Check out spring flower shows, top art fairs like EXPO Chicago, and bucket-list traditions like Chicago’s St. Patrick’s Day celebrations. It’s also the start of outdoor events, with baseball season kicking off in late March.
Chicago is known for offering an impressive lineup of free events, particularly in the summer months.
Some of the city’s most popular free events include:
Come experience the unmatched energy of Chicago’s legendary sports scene, from our fan-favorite teams to our historic stadiums and iconic events.
Catch a game by one of Chicago’s major league teams:
Other major annual sporting events in Chicago include:
