Chicago Events in May 2027

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

Updated: July 28, 2026
10 Venues

Find 73 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 July 28, 2026.

73
Upcoming Events
May 1
Next Event
$47
Lowest Price
$92
Average Price
Next event starts in:
Chicago White Sox vs. Los Angeles Angels
May 1 · 3:30 AM · Chicago, IL
View event details
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Schedule
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All Events in May
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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: 73
  • May
    01
    2027
    Time TBA
    Professional (MLB)
    Weekend Event
    Chicago White Sox vs. Los Angeles Angels
    Rate Field • 47754 seats
    Rate Field
    location60616, 333 West 35th Street  Chicago, ILlocation60616, 333 West 35th Street Chicago, IL, US
    From $56Avg. price ~ $9218 tickets remaining!
    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 $152Avg. price ~ $1926 tickets remaining!
    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 $140Avg. price ~ $17326 tickets remaining!
    View Tickets
  • May
    01
    2027
    7:30 PM
    Sat
    CLASSICAL
    Weekend Event
    Chicago Symphony Orchestra: Hisaishi Conducts Hisaishi
    Orchestra Hall At Chicago Symphony Center • 2522 seats
    Orchestra Hall At Chicago Symphony Center
    location60604, 220 S. Michigan Ave.  Chicago, ILlocation60604, 220 S. Michigan Ave. Chicago, IL, US
    From $130Avg. price ~ $368Tickets Available: 39
    View Tickets
  • May
    01
    2027
    7:30 PM
    Sat
    MUSICAL / PLAY
    Best Value
    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 $47Avg. price ~ $546 tickets remaining!
    View Tickets
  • May
    01
    2027
    7:30 PM
    Sat
    POP / ROCK
    Weekend Event
    Idina Menzel
    Lyric Opera House - IL • 3563 seats
    Lyric Opera House - IL
    location60606, 20 North Wacker Drive  Chicago, ILlocation60606, 20 North Wacker Drive Chicago, IL, US
    From $105Avg. price ~ $230Tickets Available: 42
    View Tickets
  • May
    02
    2027
    Time TBA
    Professional (MLB)
    Weekend Event
    Chicago White Sox vs. Los Angeles Angels
    Rate Field • 47754 seats
    Rate Field
    location60616, 333 West 35th Street  Chicago, ILlocation60616, 333 West 35th Street Chicago, IL, US
    From $56Avg. price ~ $9218 tickets remaining!
    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 $152Avg. price ~ $1924 tickets remaining!
    View Tickets
  • May
    02
    2027
    2:00 PM
    Sun
    CLASSICAL
    Weekend Event
    Sondra Radvanovsky & SeokJong Baek
    Sondra Radvanovsky & SeokJong Baek
    Lyric Opera House - IL • 3563 seats
    Lyric Opera House - IL
    location60606, 20 North Wacker Drive  Chicago, ILlocation60606, 20 North Wacker Drive Chicago, IL, US
    From $152Avg. price ~ $274Tickets Available: 49
    View Tickets
  • May
    02
    2027
    3:00 PM
    Sun
    MUSICAL / PLAY
    Best Value
    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 $47Avg. price ~ $546 tickets remaining!
    View Tickets
  • May
    03
    2027
    Time TBA
    Professional (MLB)
    Chicago White Sox vs. St. Louis Cardinals
    Rate Field • 47754 seats
    Rate Field
    location60616, 333 West 35th Street  Chicago, ILlocation60616, 333 West 35th Street Chicago, IL, US
    From $56Avg. price ~ $10318 tickets remaining!
    View Tickets
  • May
    04
    2027
    Time TBA
    Professional (MLB)
    Chicago White Sox vs. St. Louis Cardinals
    Rate Field • 47754 seats
    Rate Field
    location60616, 333 West 35th Street  Chicago, ILlocation60616, 333 West 35th Street Chicago, IL, US
    From $56Avg. price ~ $10318 tickets remaining!
    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 $131Avg. price ~ $1654 tickets remaining!
    View Tickets
  • May
    04
    2027
    8:00 PM
    Tue
    HARD ROCK / METAL
    Best Value
    High Demand
    Henge
    Henge
    Garcias Chicago
    Garcias Chicago
    location60607, 1001 W Washington Blvd  Chicago, ILlocation60607, 1001 W Washington Blvd Chicago, IL, US
    From $44Avg. price ~ $28018 tickets remaining!
    View Tickets
  • May
    05
    2027
    Time TBA
    Professional (MLB)
    Chicago White Sox vs. St. Louis Cardinals
    Rate Field • 47754 seats
    Rate Field
    location60616, 333 West 35th Street  Chicago, ILlocation60616, 333 West 35th Street Chicago, IL, US
    From $56Avg. price ~ $10318 tickets remaining!
    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 $135Avg. price ~ $1652 tickets remaining!
    View Tickets
  • May
    05
    2027
    7:00 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 $132Avg. price ~ $15910 tickets remaining!
    View Tickets
  • May
    06
    2027
    7:00 PM
    Thu
    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 $131Avg. price ~ $1654 tickets remaining!
    View Tickets
  • May
    06
    2027
    7:30 PM
    Thu
    CLASSICAL
    Chicago Symphony Orchestra: Honeck Conducts Mahler & Bruckner 9
    Orchestra Hall At Chicago Symphony Center • 2522 seats
    Orchestra Hall At Chicago Symphony Center
    location60604, 220 S. Michigan Ave.  Chicago, ILlocation60604, 220 S. Michigan Ave. Chicago, IL, US
    From $142Avg. price ~ $240Tickets Available: 32
    View Tickets
  • May
    07
    2027
    Time TBA
    Professional (MLB)
    Chicago Cubs vs. Seattle Mariners
    Wrigley Field • 41268 seats
    Wrigley Field
    location60613, 1060 West Addison Street  Chicago, ILlocation60613, 1060 West Addison Street Chicago, IL, US
    From $71Avg. price ~ $190Tickets Available: 46
    View Tickets
  • May
    07
    2027
    1:30 PM
    Fri
    CLASSICAL
    Chicago Symphony Orchestra: Honeck Conducts Mahler & Bruckner 9
    Orchestra Hall At Chicago Symphony Center • 2522 seats
    Orchestra Hall At Chicago Symphony Center
    location60604, 220 S. Michigan Ave.  Chicago, ILlocation60604, 220 S. Michigan Ave. Chicago, IL, US
    From $142Avg. price ~ $16320 tickets remaining!
    View Tickets
  • May
    07
    2027
    7:00 PM
    Fri
    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 $140Avg. price ~ $17326 tickets remaining!
    View Tickets
  • May
    07
    2027
    7:30 PM
    Fri
    MUSICAL / PLAY
    Best Value
    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 $47Avg. price ~ $546 tickets remaining!
    View Tickets
  • May
    08
    2027
    Time TBA
    Professional (MLB)
    Weekend Event
    Chicago Cubs vs. Seattle Mariners
    Wrigley Field • 41268 seats
    Wrigley Field
    location60613, 1060 West Addison Street  Chicago, ILlocation60613, 1060 West Addison Street Chicago, IL, US
    From $141Avg. price ~ $233Tickets Available: 46
    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.

About Events in Chicago During May 2027

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.

Venues With Events in May

Browse arenas, theaters, clubs, stadiums, and event venues hosting performances this month.
1700 Theater at Steppenwolf Theatre - Chicago
Chicago, IL
Theatre
Upcoming Events: 17
Next Event: Aug 02, 2026
→
Albert Ivar Goodman Theatre
Chicago, IL
Theatre
Upcoming Events: 69
Next Event: Jul 31, 2026
→
Aon Grand Ballroom Navy Pier
Chicago, IL
Live Entertainment Venue
Upcoming Events: 2
Next Event: Aug 21, 2026
→
Arie Crown Theater
Chicago, IL
Theatre
Upcoming Events: 2
Next Event: Nov 21, 2026
→
Auditorium Theatre - IL
Chicago, IL
Theatre
Upcoming Events: 52
Next Event: Jul 28, 2026
→
Avondale Music Hall
Chicago, IL
Live Entertainment Venue
Upcoming Events: 6
Next Event: Jul 28, 2026
→
Backline at Avondale Music Hall
Chicago, IL
Live Entertainment Venue
Upcoming Events: 2
Next Event: Aug 16, 2026
→
Beat Kitchen
Chicago, IL
Live Entertainment Venue
Upcoming Events: 34
Next Event: Jul 28, 2026
→
Beverly Arts Center
Chicago, IL
Arena
Upcoming Events: 5
Next Event: Aug 27, 2026
→
Black Ensemble Theater
Chicago, IL
Theatre
Upcoming Events: 45
Next Event: Sep 05, 2026
→
Bohemian National Cemetery
Chicago, IL
Live Entertainment Venue
Upcoming Events: 2
Next Event: Sep 25, 2026
→
Bookclub
Chicago, IL
Live Entertainment Venue
Upcoming Events: 10
Next Event: Jul 31, 2026
→
Bottom Lounge
Chicago, IL
Live Entertainment Venue
Upcoming Events: 32
Next Event: Jul 29, 2026
→
Broadway Playhouse at Water Tower Place
Chicago, IL
Theatre
Upcoming Events: 64
Next Event: Sep 08, 2026
→
Buddy Guys Legends
Chicago, IL
Live Entertainment Venue
Upcoming Events: 17
Next Event: Aug 05, 2026
→
Byline Bank Aragon Ballroom
Chicago, IL
Live Entertainment Venue
Upcoming Events: 33
Next Event: Jul 30, 2026
→
Cadillac Palace
Chicago, IL
Live Entertainment Venue
Upcoming Events: 35
Next Event: Aug 04, 2026
→
Cahn Auditorium
Evanston, IL
Theatre
Upcoming Events: 7
Next Event: Aug 02, 2026
→
Carol's Pub
Chicago, IL
Live Entertainment Venue
Upcoming Events: 13
Next Event: Jul 31, 2026
→
Castaways
Chicago, IL
Live Entertainment Venue
Upcoming Events: 5
Next Event: Jul 29, 2026
→
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Event Categories in May

Explore concerts, sports, Broadway shows, comedy events, festivals, and live entertainment across Chicago.
SPORTS
27 Upcoming Events
CONCERTS
24 Upcoming Events
THEATRE
22 Upcoming Events
COMEDY
Events Coming Soon

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
118 Upcoming Events
February
Events in February 2027
99 Upcoming Events
March
Events in March 2027
59 Upcoming Events
April
Events in April 2027
109 Upcoming Events
May
Events in May 2027
73 Upcoming Events
June
Events in June 2027
67 Upcoming Events
July
This Month
Events in July 2026
119 Upcoming Events
August
Events in August 2026
734 Upcoming Events
September
Events in September 2026
638 Upcoming Events
October
Events in October 2026
637 Upcoming Events
November
Events in November 2026
379 Upcoming Events
December
Events in December 2026
317 Upcoming Events