Chicago Events in May 2027

Concerts, sports, comedy shows, Broadway performances, and live events across Chicago, IL.

Updated: September 14, 2026
21 Venues

Find 139 events in Chicago, IL this May 2027, headlined by May 1, 2027 at Rate Field in Chicago, IL. Browse concerts, sports, theatre, comedy, and festivals scheduled from May 1 through May 31, with listings updated as of September 14, 2026.

139
Upcoming Events
May 1
Next Event
$46
Lowest Price
$127
Average Price
Next event starts in:
Chicago White Sox vs. Los Angeles Angels
May 1 · 3:30 AM · Chicago, IL
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Events by Month

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: 139
  • May
    01
    2027
    Time TBA
    Professional (MLB)
    Weekend Event
    Chicago White Sox vs. Los Angeles Angels
    Rate Field • 47,754 seats
    Rate Field
    location60616, 333 West 35th Street  Chicago, ILlocation60616, 333 West 35th Street Chicago, IL, US
    From $52Avg. price ~ $127Tickets Available: 116
    View Tickets
  • May
    01
    2027
    2:00 PM
    Sat
    MUSICAL / PLAY
    Weekend Event
    Reunion in Bartersville
    The Yard at Chicago Shakespeare Theatre
    The Yard at Chicago Shakespeare Theatre
    location60611, 800 East Grand Avenue  Chicago, ILlocation60611, 800 East Grand Avenue Chicago, IL, US
    From $111Avg. price ~ $171Tickets Remaining: 22
    View Tickets
  • May
    01
    2027
    7:00 PM
    Sat
    MUSICAL / PLAY
    Weekend Event
    Reunion in Bartersville
    The Yard at Chicago Shakespeare Theatre
    The Yard at Chicago Shakespeare Theatre
    location60611, 800 East Grand Avenue  Chicago, ILlocation60611, 800 East Grand Avenue Chicago, IL, US
    From $128Avg. price ~ $187Tickets Available: 39
    View Tickets
  • May
    01
    2027
    7:30 PM
    Sat
    CLASSICAL
    Weekend Event
    Chicago Symphony Orchestra: Hisaishi Conducts Hisaishi
    Orchestra Hall At Chicago Symphony Center • 2,522 seats
    Orchestra Hall At Chicago Symphony Center
    location60604, 220 S. Michigan Ave.  Chicago, ILlocation60604, 220 S. Michigan Ave. Chicago, IL, US
    From $93Avg. price ~ $220Tickets Available: 1416
    View Tickets
  • May
    01
    2027
    7:30 PM
    Sat
    MUSICAL / PLAY
    Weekend Event
    Disillusioned
    City Lit Theater Company
    City Lit Theater Company
    location60660, 1020 West Bryn Mawr Avenue  Chicago, ILlocation60660, 1020 West Bryn Mawr Avenue Chicago, IL, US
    From $70Avg. price ~ $80Tickets Remaining: 6
    View Tickets
  • May
    01
    2027
    7:30 PM
    Sat
    POP / ROCK
    Weekend Event
    Idina Menzel
    Lyric Opera House - IL • 3,563 seats
    Lyric Opera House - IL
    location60606, 20 North Wacker Drive  Chicago, ILlocation60606, 20 North Wacker Drive Chicago, IL, US
    From $106Avg. price ~ $383Tickets Available: 138
    View Tickets
  • May
    01
    2027
    7:30 PM
    Sat
    MUSICAL / PLAY
    Weekend Event
    A Psalm for the Wild-Built
    Lifeline Theatre
    Lifeline Theatre
    location60626, 6912 N. Glenwood  Chicago, ILlocation60626, 6912 N. Glenwood Chicago, IL, US
    From $49Avg. price ~ $57Tickets Remaining: 10
    View Tickets
  • May
    01
    2027
    8:00 PM
    Sat
    LATIN
    High Demand
    Weekend Event
    Yuri & Lucero
    Yuri & Lucero
    Rosemont Theatre • 4,400 seats
    Rosemont Theatre
    location60018, 5400 North River Road  Rosemont, ILlocation60018, 5400 North River Road Rosemont, IL, US
    From $128Avg. price ~ $294Tickets Available: 3638
    View Tickets
  • May
    01
    2027
    8:00 PM
    Sat
    BALLET
    Weekend Event
    Alonzo King Lines Ballet
    Harris Theater
    Harris Theater
    location60601, 205 E. Randolph  Chicago, ILlocation60601, 205 E. Randolph Chicago, IL, US
    From $48Avg. price ~ $106Tickets Available: 78
    View Tickets
  • May
    02
    2027
    Time TBA
    Professional (MLB)
    Weekend Event
    Chicago White Sox vs. Los Angeles Angels
    Rate Field • 47,754 seats
    Rate Field
    location60616, 333 West 35th Street  Chicago, ILlocation60616, 333 West 35th Street Chicago, IL, US
    From $46Avg. price ~ $117Tickets Available: 112
    View Tickets
  • May
    02
    2027
    2:00 PM
    Sun
    BALLET
    Weekend Event
    Alonzo King Lines Ballet
    Harris Theater
    Harris Theater
    location60601, 205 E. Randolph  Chicago, ILlocation60601, 205 E. Randolph Chicago, IL, US
    From $48Avg. price ~ $71Tickets Available: 66
    View Tickets
  • May
    02
    2027
    2:00 PM
    Sun
    CLASSICAL
    Weekend Event
    Sondra Radvanovsky & SeokJong Baek
    Sondra Radvanovsky & SeokJong Baek
    Lyric Opera House - IL • 3,563 seats
    Lyric Opera House - IL
    location60606, 20 North Wacker Drive  Chicago, ILlocation60606, 20 North Wacker Drive Chicago, IL, US
    From $98Avg. price ~ $329Tickets Available: 636
    View Tickets
  • May
    02
    2027
    2:00 PM
    Sun
    MUSICAL / PLAY
    Weekend Event
    Reunion in Bartersville
    The Yard at Chicago Shakespeare Theatre
    The Yard at Chicago Shakespeare Theatre
    location60611, 800 East Grand Avenue  Chicago, ILlocation60611, 800 East Grand Avenue Chicago, IL, US
    From $111Avg. price ~ $179Tickets Available: 35
    View Tickets
  • May
    02
    2027
    2:30 PM
    Sun
    MUSICAL / PLAY
    Best Value
    Weekend Event
    A Psalm for the Wild-Built
    Lifeline Theatre
    Lifeline Theatre
    location60626, 6912 N. Glenwood  Chicago, ILlocation60626, 6912 N. Glenwood Chicago, IL, US
    From $41Avg. price ~ $53Tickets Available: 58
    View Tickets
  • May
    02
    2027
    3:00 PM
    Sun
    MUSICAL / PLAY
    Weekend Event
    Disillusioned
    City Lit Theater Company
    City Lit Theater Company
    location60660, 1020 West Bryn Mawr Avenue  Chicago, ILlocation60660, 1020 West Bryn Mawr Avenue Chicago, IL, US
    From $70Avg. price ~ $80Tickets Remaining: 6
    View Tickets
  • May
    02
    2027
    7:00 PM
    Sun
    THEATRE
    Weekend Event
    Healing
    George Van Dusen Theatre At North Shore Center For The Performing Arts • 867 seats
    George Van Dusen Theatre At North Shore Center For The Performing Arts
    location60077, 9501 North Skokie Boulevard  Skokie, ILlocation60077, 9501 North Skokie Boulevard Skokie, IL, US
    From $147Avg. price ~ $208Tickets Available: 468
    View Tickets
  • May
    03
    2027
    Time TBA
    Professional (MLB)
    Chicago White Sox vs. St. Louis Cardinals
    Rate Field • 47,754 seats
    Rate Field
    location60616, 333 West 35th Street  Chicago, ILlocation60616, 333 West 35th Street Chicago, IL, US
    From $47Avg. price ~ $117Tickets Available: 112
    View Tickets
  • May
    04
    2027
    Time TBA
    Professional (MLB)
    Chicago White Sox vs. St. Louis Cardinals
    Rate Field • 47,754 seats
    Rate Field
    location60616, 333 West 35th Street  Chicago, ILlocation60616, 333 West 35th Street Chicago, IL, US
    From $370Avg. price ~ $643Tickets Remaining: 8
    View Tickets
  • May
    04
    2027
    7:00 PM
    Tue
    MUSICAL / PLAY
    Reunion in Bartersville
    The Yard at Chicago Shakespeare Theatre
    The Yard at Chicago Shakespeare Theatre
    location60611, 800 East Grand Avenue  Chicago, ILlocation60611, 800 East Grand Avenue Chicago, IL, US
    From $129Avg. price ~ $163Tickets Available: 40
    View Tickets
  • May
    04
    2027
    8:00 PM
    Tue
    HARD ROCK / METAL
    Best Value
    Henge
    Garcias Chicago
    Garcias Chicago
    location60607, 1001 W Washington Blvd  Chicago, ILlocation60607, 1001 W Washington Blvd Chicago, IL, US
    From $45Avg. price ~ $70Tickets Remaining: 18
    View Tickets
  • May
    05
    2027
    Time TBA
    Professional (MLB)
    Chicago White Sox vs. St. Louis Cardinals
    Rate Field • 47,754 seats
    Rate Field
    location60616, 333 West 35th Street  Chicago, ILlocation60616, 333 West 35th Street Chicago, IL, US
    From $47Avg. price ~ $117Tickets Available: 112
    View Tickets
  • May
    05
    2027
    10:00 AM
    Wed
    CHILDREN / FAMILY
    Best Value
    James and the Giant Peach
    James and the Giant Peach
    North Theatre At North Shore Center For The Performing Arts • 318 seats
    North Theatre At North Shore Center For The Performing Arts
    location60077, 9501 Skokie Blvd.  Skokie, ILlocation60077, 9501 Skokie Blvd. Skokie, IL, US
    From $41Avg. price ~ $95Tickets Remaining: 12
    View Tickets
  • May
    05
    2027
    12:00 PM
    Wed
    CHILDREN / FAMILY
    Best Value
    James and the Giant Peach
    James and the Giant Peach
    North Theatre At North Shore Center For The Performing Arts • 318 seats
    North Theatre At North Shore Center For The Performing Arts
    location60077, 9501 Skokie Blvd.  Skokie, ILlocation60077, 9501 Skokie Blvd. Skokie, IL, US
    From $41Avg. price ~ $49Tickets Remaining: 10
    View Tickets
  • May
    05
    2027
    1:00 PM
    Wed
    MUSICAL / PLAY
    Reunion in Bartersville
    The Yard at Chicago Shakespeare Theatre
    The Yard at Chicago Shakespeare Theatre
    location60611, 800 East Grand Avenue  Chicago, ILlocation60611, 800 East Grand Avenue Chicago, IL, US
    From $77Avg. price ~ $148Tickets Available: 51
    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.

Venues With Events in May

Browse arenas, theaters, clubs, stadiums, and event venues hosting performances this month.
City Lit Theater Company
Chicago, IL
Theatre
Upcoming Events: 11
Next Event: May 01, 2027
→
Garcias Chicago
Chicago, IL
Live Entertainment Venue
Upcoming Events: 2
Next Event: May 04, 2027
→
George Van Dusen Theatre At North Shore Center For The Performing Arts
Skokie, IL
Theatre
Upcoming Events: 1
Next Event: May 02, 2027
→
Harris Theater
Chicago, IL
Theatre
Upcoming Events: 2
Next Event: May 01, 2027
→
Hutchinson Field Grant Park
Chicago, IL
Stadium
Upcoming Events: 1
Next Event: May 29, 2027
→
Lifeline Theatre
Chicago, IL
Theatre
Upcoming Events: 18
Next Event: May 01, 2027
→
Lyric Opera House - IL
Chicago, IL
Cultural Venue
Upcoming Events: 15
Next Event: May 01, 2027
→
North Theatre At North Shore Center For The Performing Arts
Skokie, IL
Theatre
Upcoming Events: 15
Next Event: May 05, 2027
→
Orchestra Hall At Chicago Symphony Center
Chicago, IL
Concert Hall
Upcoming Events: 18
Next Event: May 01, 2027
→
Rate Field
Chicago, IL
Stadium
Upcoming Events: 15
Next Event: May 01, 2027
→
Riviera Theatre - IL
Chicago, IL
Theatre
Upcoming Events: 1
Next Event: May 23, 2027
→
Rocky Miller Park
Evanston, IL
Live Entertainment Venue
Upcoming Events: 3
Next Event: May 14, 2027
→
Rosemont Theatre
Rosemont, IL
Theatre
Upcoming Events: 1
Next Event: May 01, 2027
→
Soldier Field
Chicago, IL
Stadium
Upcoming Events: 2
Next Event: May 28, 2027
→
The Empty Bottle
Chicago, IL
Live Entertainment Venue
Upcoming Events: 1
Next Event: May 09, 2027
→
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Event Categories in May

Explore concerts, sports, Broadway shows, comedy events, festivals, and live entertainment across Chicago.
THEATRE
71 Upcoming Events
CONCERTS
38 Upcoming Events
SPORTS
30 Upcoming Events
COMEDY
7 Upcoming Events

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
179 Upcoming Events
February
Events in February 2027
176 Upcoming Events
March
Events in March 2027
120 Upcoming Events
April
Events in April 2027
144 Upcoming Events
May
Events in May 2027
139 Upcoming Events
June
Events in June 2027
109 Upcoming Events
July
Events in July 2027
64 Upcoming Events
August
Events in August 2027
28 Upcoming Events
September
This Month
Events in September 2026
512 Upcoming Events
October
Events in October 2026
1,053 Upcoming Events
November
Events in November 2026
727 Upcoming Events
December
Events in December 2026
555 Upcoming Events