Events in Chicago in May 2027
Chicago has 12 sourced events in May 2027. Compare dates, venues, and ticket sources below, then build the rest of your trip around the events you choose.
The Chicago calendar for May 2027 leads with these:
- Hisaishi Conducts HisaishiMay 1 - May 28Symphony Center-IL · Source: Ticketmaster
- Chicago Symphony Orchestra - Hisaishi Conducts HisaishiMay 1Chicago Symphony Center · Source: SeatGeek
- Palaye RoyaleMay 1House of Blues Chicago · Source: Ticketmaster
By TripSapien · Updated November 2, 2026
Sourced events
- May 2
- May 2
George Van Dusen Theatre at North Shore Center. Arts & Theatre · Miscellaneous Theatre.
Source: Ticketmaster
- May 2
- May 4 - May 5
- May 4
- May 4
- May 5 - May 14
Next Page Productions Presents: James and the Giant Peach
North Theatre at North Shore Center for the Performing Arts . Arts & Theatre · Children's Theatre.
Source: Ticketmaster
- May 5
- May 6 - May 7
Frank Turner & The Sleeping Souls: Last Evenings World Tour
House of Blues Chicago. Music · Rock.
Source: Ticketmaster
Going to Chicago in May?
Add your dates and we'll build the rest of your trip around these events — every place checked for closures and booking needs.
Planning leads
Early leads on events still lining up. Exact dates and details firm up closer to your trip.
- May 29
Chicago. Associated occasion: Memorial Day.
Planning lead · dates set closer in · Source: festival calendar
Holidays, observances & long weekends
Holiday and observance schedules can affect services and venue hours; confirm each place directly.
- Memorial Day · publicMay 31
- Long weekendMay 29–May 31
Holiday data: date-holidays (ISC/CC-BY-3.0).
Ready to plan Chicago?
Turn these May events into a full Chicago plan, every place checked for closures, limited hours, and booking needs on your dates.