Chicago Events Calendar

Experience Chicago Culture and Events

The Chicago events calendar is always packed with exciting and entertaining activities in the Windy City. Explore some of the annual events in Chicago, and participate in all the fun that will make your trip unforgettable. Remember to check back often for the latest Chicago activities added.

Art Chicago

View hundreds of masterpieces at the art fair held annually in May with 200 participating galleries featuring contemporary and modern art.  Call (312) 587-3300 for more information.

Chicago Marathon

One of the five World Marathon Majors, the Chicago Marathon has been an annual fall event since 1905. Beginning and ending at Grant Park, the course winds through 29 neighborhoods and loops around the city’s 3 major sports stadiums.

Comedy Festival  

You’ll be sure to laugh a lot at this annual festival held in May, featuring the best comedians in the world. Call (847) 304-6624 for more information.

Taste of Chicago

Indulge in the best food in Chicago at this ten day food festival, showcasing over 60 restaurants in June and July. Call (312) 744-2400 for more information

Air and Water Show

Head over to the Lakefront in August for the annual air show, featuring military aircraft performing aerial stunts.  Call (312) 744-3315 for more information.

Chicago Jazz Festival

Move to the music at the world’s largest jazz festival hosted in Chicago at Grant Park the first weekend in September. Call (312) 427-1676 for more information.

Winter Celebration in Lights

Get into the holiday spirit at the largest greenhouse in the country. Enjoy the beautiful lights and spectacular plants at The Garfield Park Conservatory in January. Call (312) 746-5100 for more information.

Auto Show

Enjoy an age old past time at this expo for contemporary cars, hosted at McCormick Place in February. Call (312) 791-7000 for more information.

Grant Park

Located in the Loop, Grant Park covers over 300 acres on the shore of Lake Michigan. Key attractions within Grant Park include Buckingham Fountain, the Museum Campus, the Petrillo Music Shell, and Millennium Park, which features a host of events year round from live music to art shows.

Michigan Avenue Lighting

A full day of festivities include family-friendly activities in Lights Festival Lane, live entertainment from top artists in Pioneer Court on the Harris Stage and tons of holiday shopping throughout the district. 

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