Chicago Events in May 2027
Concerts, sports, comedy shows, Broadway, and live events across Chicago, IL.
- Updated: November 1, 2026
- 32 Venues
Browse upcoming events in Chicago during May 2027, including concerts, sports, theatre, comedy, and live entertainment. Find dates, venues, and ticket information for events throughout the month.
- 172 Upcoming Events
- May 1 Next Event
- $19 Lowest Price
- $150 Average Price
- Next event starts in:
- Hadestown
- May 1 · 2:00 PM · Auditorium Theatre - IL
- View event details
Chicago Events by Date
Browse events happening each day during May 2027.May 2027 Events Schedule
Browse upcoming events, venues, and dates this month.Upcoming Events: 172
- May 01, 2027, Time TBA — Professional (MLB), Weekend Event: Chicago White Sox vs. Los Angeles Angels at Rate Field • 47,754 seats,
333 West 35th Street, Chicago, IL 60616. From $52, Avg. price ~ $203, Tickets Available: 242. View Tickets - May 01, 2027, 2:00 PM Sat — MUSICAL / PLAY, Weekend Event: Hadestown at Auditorium Theatre - IL • 3,901 seats, 50 East Congress Parkway, Chicago, IL 60605. From $84, Avg. price ~ $249, Tickets Available: 493. View Tickets
- May 01, 2027, 2:00 PM Sat — MUSICAL / PLAY, Weekend Event: Reunion in Bartersville at The Yard at Chicago Shakespeare Theatre, 800 East Grand Avenue, Chicago, IL 60611. From $77, Avg. price ~ $134, Tickets Available: 50. View Tickets
- May 01, 2027, 7:00 PM Sat — Professional (MLS), Best Value, Weekend Event: Chicago Fire FC vs. Toronto FC at Soldier Field • 61,500 seats, 1410 S. Museum Campus Drive, Chicago, IL 60605. From $39, Avg. price ~ $316, Tickets Available: 50. View Tickets
- May 01, 2027, 7:00 PM Sat — MUSICAL / PLAY, Weekend Event: Reunion in Bartersville at The Yard at Chicago Shakespeare Theatre, 800 East Grand Avenue, Chicago, IL 60611. From $77, Avg. price ~ $143, Tickets Available: 70. View Tickets
- May 01, 2027, 7:00 PM Sat — POP / ROCK, Weekend Event: Palaye Royale at House Of Blues - Chicago • 1,300 seats, 329 N Dearborn St, Chicago, IL 60654. From $45, Avg. price ~ $71, Tickets Remaining: 22. View Tickets
- May 01, 2027, 7:30 PM Sat — MUSICAL / PLAY, Weekend Event: A Psalm for the Wild-Built at Lifeline Theatre, 6912 N. Glenwood, Chicago, IL 60626. From $50, Avg. price ~ $57, Tickets Remaining: 10. View Tickets
- May 01, 2027, 7:30 PM Sat — MUSICAL / PLAY, Weekend Event: Hadestown at Auditorium Theatre - IL • 3,901 seats, 50 East Congress Parkway, Chicago, IL 60605. From $84, Avg. price ~ $239, Tickets Available: 511. View Tickets
- May 01, 2027, 7:30 PM Sat — CLASSICAL, Weekend Event: Chicago Symphony Orchestra: Hisaishi Conducts Hisaishi at Orchestra Hall At Chicago Symphony Center • 2,522 seats, 220 S. Michigan Ave., Chicago, IL 60604. From $93, Avg. price ~ $222, Tickets Available: 1275. View Tickets
- May 01, 2027, 7:30 PM Sat — MUSICAL / PLAY, Weekend Event: Disillusioned at City Lit Theater Company, 1020 West Bryn Mawr Avenue, Chicago, IL 60660. From $43, Avg. price ~ $50, Tickets Remaining: 24. View Tickets
- May 01, 2027, 7:30 PM Sat — POP / ROCK, Weekend Event, Pay Later Available: Idina Menzel at Lyric Opera House - IL • 3,563 seats, 20 North Wacker Drive, Chicago, IL 60606. From $115, Avg. price ~ $393, Tickets Available: 75. View Tickets
- May 01, 2027, 8:00 PM Sat — LATIN, Weekend Event, Pay Later Available: Yuri & Lucero at Rosemont Theatre • 4,400 seats, 5400 North River Road, Rosemont, IL 60018. From $117, Avg. price ~ $300, Tickets Available: 4439. View Tickets
- May 01, 2027, 8:00 PM Sat — BALLET, Weekend Event: Alonzo King Lines Ballet at Harris Theater, 205 E. Randolph, Chicago, IL 60601. From $50, Avg. price ~ $97, Tickets Available: 110. View Tickets
- May 02, 2027, Time TBA — Professional (MLB), Best Value, Weekend Event: Chicago White Sox vs. Los Angeles Angels at Rate Field • 47,754 seats, 333 West 35th Street, Chicago, IL 60616. From $38, Avg. price ~ $234, Tickets Available: 241. View Tickets
- May 02, 2027, 1:00 PM Sun — MUSICAL / PLAY, Weekend Event: Hadestown at Auditorium Theatre - IL • 3,901 seats, 50 East Congress Parkway, Chicago, IL 60605. From $84, Avg. price ~ $245, Tickets Available: 508. View Tickets
- May 02, 2027, 2:00 PM Sun — MUSICAL / PLAY, Weekend Event, Pay Later Available: Reunion in Bartersville at The Yard at Chicago Shakespeare Theatre, 800 East Grand Avenue, Chicago, IL 60611. From $111, Avg. price ~ $179, Tickets Available: 37. View Tickets
- May 02, 2027, 2:00 PM Sun — BALLET, Weekend Event: Alonzo King Lines Ballet at Harris Theater, 205 E. Randolph, Chicago, IL 60601. From $49, Avg. price ~ $96, Tickets Available: 174. View Tickets
- May 02, 2027, 2:00 PM Sun — CLASSICAL, Weekend Event: Sondra Radvanovsky & SeokJong Baek at Lyric Opera House - IL • 3,563 seats, 20 North Wacker Drive, Chicago, IL 60606. From $86, Avg. price ~ $347, Tickets Available: 515. View Tickets
- May 02, 2027, 2:30 PM Sun — MUSICAL / PLAY, Weekend Event, Pay Later Available: A Psalm for the Wild-Built at Lifeline Theatre, 6912 N. Glenwood, Chicago, IL 60626. From $191, Avg. price ~ $239, Tickets Remaining: 7. View Tickets
- May 02, 2027, 3:00 PM Sun — MUSICAL / PLAY, Weekend Event: Disillusioned at City Lit Theater Company, 1020 West Bryn Mawr Avenue, Chicago, IL 60660. From $43, Avg. price ~ $50, Tickets Remaining: 24. View Tickets
- May 02, 2027, 7:00 PM Sun — THEATRE, Weekend Event, Pay Later Available: Healing at George Van Dusen Theatre At North Shore Center For The Performing Arts • 867 seats, 9501 North Skokie Boulevard, Skokie, IL 60077. From $143, Avg. price ~ $202, Tickets Available: 553. View Tickets
- May 02, 2027, 7:30 PM Sun — TECHNO / ELECTRONIC, High Demand, Weekend Event, Pay Later Available: Calvin Harris at United Center • 23,500 seats, 1901 West Madison Street, Chicago, IL 60612. From $240, Avg. price ~ $818, Tickets Available: 1395, VIP Packages. View Tickets
- May 03, 2027, Time TBA — Professional (MLB): Chicago White Sox vs. St. Louis Cardinals at Rate Field • 47,754 seats, 333 West 35th Street, Chicago, IL 60616. From $47, Avg. price ~ $186, Tickets Available: 236. View Tickets
- May 04, 2027, Time TBA — Professional (MLB): Chicago White Sox vs. St. Louis Cardinals at Rate Field • 47,754 seats, 333 West 35th Street, Chicago, IL 60616. From $71, Avg. price ~ $417, Tickets Available: 134. View Tickets
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Things to Do This Month
May 2027 features concerts, sporting events, comedy shows, Broadway performances, festivals, and live entertainment across Chicago and nearby areas. Major arenas, theaters, clubs, and entertainment venues continue to update their schedules throughout the month.
Browse All Events in May
Browse concerts, sports events, comedy shows, Broadway performances, festivals, and live entertainment happening this month.
Chicago White Sox
Professional (MLB)333 West 35th Street, Chicago, IL 60616
Upcoming Events 27
Next Event: May 01, 2027 Time TBA
Hadestown
MUSICAL / PLAY50 East Congress Parkway, Chicago, IL 60605
Upcoming Events 47
Next Event: May 01, 2027 2:00 PM
Reunion in Bartersville
MUSICAL / PLAY800 East Grand Avenue, Chicago, IL 60611
Upcoming Events 11
Next Event: May 01, 2027 2:00 PM
Chicago Fire FC
Professional (MLS)1410 S. Museum Campus Drive, Chicago, IL 60605
Upcoming Events 1
Next Event: May 01, 2027 7:00 PM
Palaye Royale
POP / ROCK329 N Dearborn St, Chicago, IL 60654
Upcoming Events 9
Next Event: May 01, 2027 7:00 PM
Chicago Symphony Orchestra
CLASSICAL220 S. Michigan Ave., Chicago, IL 60604
Upcoming Events 15
Next Event: May 01, 2027 7:30 PM
Idina Menzel
POP / ROCK20 North Wacker Drive, Chicago, IL 60606
Upcoming Events 1
Next Event: May 01, 2027 7:30 PM
Disillusioned
MUSICAL / PLAY1020 West Bryn Mawr Avenue, Chicago, IL 60660
Upcoming Events 13
Next Event: May 01, 2027 7:30 PM
A Psalm for the Wild-Built
MUSICAL / PLAY6912 N. Glenwood, Chicago, IL 60626
Upcoming Events 18
Next Event: May 01, 2027 7:30 PM
Yuri
LATIN5400 North River Road, Rosemont, IL 60018
Upcoming Events 3
Next Event: May 01, 2027 8:00 PM
Alonzo King Lines Ballet
BALLET205 E. Randolph, Chicago, IL 60601
Upcoming Events 3
Next Event: May 01, 2027 8:00 PM
Sondra Radvanovsky
CLASSICAL20 North Wacker Drive, Chicago, IL 60606
Upcoming Events 2
Next Event: May 02, 2027 2:00 PM
Healing
OTHER9501 North Skokie Boulevard, Skokie, IL 60077
Upcoming Events 1
Next Event: May 02, 2027 7:00 PM
Calvin Harris
TECHNO / ELECTRONIC1901 West Madison Street, Chicago, IL 60612
Upcoming Events 18
Next Event: May 02, 2027 7:30 PM
The Wombats
POP / ROCK4746 North Racine Avenue, Chicago, IL 60640
Upcoming Events 9
Next Event: May 04, 2027 7:30 PM
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Venues With Events in May
Browse arenas, theaters, clubs, stadiums, and event venues hosting performances this month.
Auditorium Theatre - IL
Chicago, IL
Theatre
Upcoming Events: 7
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Beat Kitchen
Chicago, IL
Live Entertainment Venue
Upcoming Events: 1
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Bottom Lounge
Chicago, IL
Live Entertainment Venue
Upcoming Events: 1
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City Lit Theater Company
Chicago, IL
Theatre
Upcoming Events: 13
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Festival Hall A At Navy Pier
Chicago, IL
Live Entertainment Venue
Upcoming Events: 1
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Garcias Chicago
Chicago, IL
Live Entertainment Venue
Upcoming Events: 2
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George Van Dusen Theatre At North Shore Center For The Performing Arts
Skokie, IL
Theatre
Upcoming Events: 1
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Harris Theater
Chicago, IL
Theatre
Upcoming Events: 2
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House Of Blues - Chicago
Chicago, IL
Live Entertainment Venue
Upcoming Events: 5
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Hutchinson Field Grant Park
Chicago, IL
Stadium
Upcoming Events: 1
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Lifeline Theatre
Chicago, IL
Theatre
Upcoming Events: 18
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Lincoln Hall
Chicago, IL
Live Entertainment Venue
Upcoming Events: 1
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Lyric Opera House - IL
Chicago, IL
Cultural Venue
Upcoming Events: 15
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North Theatre At North Shore Center For The Performing Arts
Skokie, IL
Theatre
Upcoming Events: 15
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Orchestra Hall At Chicago Symphony Center
Chicago, IL
Concert Hall
Upcoming Events: 18
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Event Categories in May
Explore concerts, sports, Broadway shows, comedy events, festivals, and live entertainment across Chicago.
Chicago Events FAQ
Quick answers about Chicago events, venues, schedules, and live entertainment.
What events are happening in Chicago during May 2027?
Browse concerts, sports events, theatre performances, comedy shows, festivals, family attractions, and live entertainment scheduled throughout the month.
How can I find events by date?
Use the event calendar and daily listings to discover events happening on specific dates during May 2027.
What event categories are available?
Event listings may include concerts, sports, theatre, comedy, festivals, family events, and community activities.
Which venues host events in Chicago?
Events take place at arenas, stadiums, theatres, concert halls, clubs, convention centers, and other entertainment venues.
Are family-friendly events available?
Many events and attractions are suitable for families, including performances, festivals, sporting events, and community activities.
How often is the event schedule updated?
Schedules and event listings are updated regularly as new events are announced and added.
Explore Chicago Events by Month
Browse concerts, sports, comedy shows, festivals, and live events happening throughout the year.
January
Events in January 2027
February
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March
Events in March 2027
April
Events in April 2027
May
Events in May 2027
June
Events in June 2027
July
Events in July 2027
August
Events in August 2027
September
Events in September 2027
October
Events in October 2027
November
This Month
Events in November 2026
December
Events in December 2026