🇺🇸 United States
Things to Do in Chicago — May 2027
Explore 55 upcoming things to do in Chicago in May 2027, including TBD/TBD and Ordinary Days. Compare dates, locations and practical details to plan your day.
Find your best match
55 matchesChoose the event that fits your plan
Search by artist, event or venue, then narrow the list by place, date, event type or price so you can get to the right plan quickly.
Filter & sort55 results
Explore Chicago
Switch event type without starting over.
Popular ways to explore
Find the plan that fits
Jump to the date or event type you actually have in mind.
Chicago events today & tonightWhat is still happening today →Chicago events this weekendSaturday, Sunday and weekend plans →Chicago events this monthBrowse the current event calendar →Concerts in ChicagoLive music, artists and tour dates →Comedy shows in ChicagoStand-up, clubs and live comedy →Sports in ChicagoGames, matchups and tickets →Shows in ChicagoTheatre, plays and musicals →Things to do in ChicagoEvents and local plans →
Browse by month
Plan ahead with the Chicago calendar.
55 things to do
Showing 1–24 of 55 · Chicago
Sat, May 1, 2027Time TBA
Theatre & Show · Chicago
The Chicago Theatre Tour Experience
Check ticketsThe Chicago Theatre Experience
Sun, May 2, 2027Time TBA
Theatre & Show · Chicago
The Chicago Theatre Tour Experience
Check ticketsThe Chicago Theatre Experience
Fri, May 7, 2027Time TBA
Theatre & Show · Chicago
The Chicago Theatre Tour Experience
Check ticketsThe Chicago Theatre Experience
Sat, May 8, 2027Time TBA
Theatre & Show · Chicago
The Chicago Theatre Tour Experience
Check ticketsThe Chicago Theatre Experience
Sun, May 9, 2027Time TBA
Theatre & Show · Chicago
The Chicago Theatre Tour Experience
Check ticketsThe Chicago Theatre Experience
Local event guide
Chicago event calendar
Browse events, shows and things to do in Chicago in May 2027. Compare dates, venues and start times, then open an event for current ticket information and nearby planning options.
55 things to do in this calendar; dates shown span May 1–12, 2027; highlights include TBD/TBD and Ordinary Days. Use the date and category links on this page when you want a narrower plan.
Find the right date and venue
Explore 55 upcoming things to do in Chicago in May 2027, including TBD/TBD and Ordinary Days. Compare dates, locations and practical details to plan your day.
If your schedule is flexible in Chicago, try different dates and nearby venues to uncover more things to do.
Check current ticket options
Ticket prices and availability can change as the date approaches. Check the current ticket destination when you are ready to book.
Build the rest of the plan
If Kingston Mines - Chicago Blues Center and Citadel Theatre Lake Forest are on your shortlist, compare their locations and travel time before choosing a date.
Artists
All artists →Artists with upcoming dates
Venues
All venues →Venue calendars in Chicago
Plan the day
Make more of Chicago
Compare useful dates and event types, then open an event for venue details, ticket information and nearby places.