Celebrate 45 years of improvisational excellence with the Best of iO Improv. This show brings together two teams of our very best improvisers, each delivering…
An extraordinary new opera from inaugural Chicago Poet Laureate avery r. young, safronia blends gospel, blues, funk, folklore, poetry, and history to tell a tale…
This “breathtakingly exciting” (Evening Standard) theatrical tour-de-force captures timeless passion through spoken word, contemporary poetry, and raw physicality. Cyrano seduces in raps and rhymes, using his linguistic brilliance to…
Harry Styles has announced a massive return to Chicago as part of his newly unveiled “Together, Together” North American stadium tour. He is scheduled to…
The Lincoln Lodge stand-up comedy and variety showcase plays every Friday and Saturday night in Chicago’s glamorous Logan Square! In addition to The Lodge’s rotating…
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…
Enjoy the best sketch comedy Chicago has to offer! The Annoyance Theatre has been at the crux of the comedy scene in Chicago for over…
Are you ready for a cinematic showdown where your favorite song lyrics inspire completely improvised, never-seen-before, and never-seen-again summer movies? Join us Saturdays in July…
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…
Join us for a vibrant and engaging introduction to the magic of theatre, specially designed for children ages 2-5 and their grown-ups. Our multi-sensory performances…
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…
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…
Join us for a vibrant and engaging introduction to the magic of theatre, specially designed for children ages 2-5 and their grown-ups. Our multi-sensory performances…
An extraordinary new opera from inaugural Chicago Poet Laureate avery r. young, safronia blends gospel, blues, funk, folklore, poetry, and history to tell a tale…
This “breathtakingly exciting” (Evening Standard) theatrical tour-de-force captures timeless passion through spoken word, contemporary poetry, and raw physicality. Cyrano seduces in raps and rhymes, using his linguistic brilliance to…
Musical theatre and improv collide as Marquee presents you with an hour of fully improvised musical comedy, spontaneously creating entire scenes, songs, and stories based…
An extraordinary new opera from inaugural Chicago Poet Laureate avery r. young, safronia blends gospel, blues, funk, folklore, poetry, and history to tell a tale…
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…
Join us for Homeschool Days at Peppa Pig World of Play Chicago, where preschool families can enjoy an OINKTASTIC discount! Experience the magic of Peppa…
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…
It’s the best comedy show in the city. Created in 1995 by iO alum Armando Diaz, Armando is a historic improvisational form where actors improvise a series…
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…
Join us for Homeschool Days at Peppa Pig World of Play Chicago, where preschool families can enjoy an OINKTASTIC discount! Experience the magic of Peppa…
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’s cultural scene doesn’t slow down when the temperature drops. Winter in Chicago is packed with tons of exciting happenings, including blockbuster museum exhibits, hit…
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…
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…
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…
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:
