Pittsburgh Events in May 2027

Concerts, sports, comedy shows, Broadway, and live events across Pittsburgh, PA.

Updated: October 19, 2026
9 Venues

Browse upcoming events in Pittsburgh during May 2027, including concerts, sports, theatre, comedy, and live entertainment. Find dates, venues, and ticket information for events throughout the month.

44
Upcoming Events
May 1
Next Event
$56
Lowest Price
$224
Average Price
Next event starts in:
The Outsiders
May 1 · 2:00 PM · Pittsburgh, PA
View event details
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Pittsburgh 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: 44
  • May
    01
    2027
    Time TBA
    Professional (MLB)
    Weekend Event
    Pittsburgh Pirates vs. Washington Nationals
    PNC Park • 38,362 seats
    PNC Park
    location115 Federal Street, Pittsburgh, PA 15212location115 Federal Street, Pittsburgh, PA 15212
    From $94Avg. price ~ $224Tickets Available: 94
    View Tickets
  • May
    01
    2027
    2:00 PM
    Sat
    MUSICAL / PLAY
    Weekend Event
    The Outsiders
    Benedum Center • 2,800 seats
    Benedum Center
    location237 7th Street, Pittsburgh, PA 15222location237 7th Street, Pittsburgh, PA 15222
    From $96Avg. price ~ $599Tickets Available: 185
    View Tickets
  • May
    01
    2027
    6:30 PM
    Sat
    COMEDY
    Weekend Event
    Caitlin Peluffo
    Pittsburgh Improv
    Pittsburgh Improv
    location166 E Bridge St, Homestead, PA 15120location166 E Bridge St, Homestead, PA 15120
    From $56Avg. price ~ $82Tickets Remaining: 18
    View Tickets
  • May
    01
    2027
    7:30 PM
    Sat
    MUSICAL / PLAY
    Weekend Event
    The Outsiders
    Benedum Center • 2,800 seats
    Benedum Center
    location237 7th Street, Pittsburgh, PA 15222location237 7th Street, Pittsburgh, PA 15222
    From $131Avg. price ~ $599Tickets Available: 203
    View Tickets
  • May
    01
    2027
    9:00 PM
    Sat
    COMEDY
    Weekend Event
    Caitlin Peluffo
    Pittsburgh Improv
    Pittsburgh Improv
    location166 E Bridge St, Homestead, PA 15120location166 E Bridge St, Homestead, PA 15120
    From $56Avg. price ~ $82Tickets Remaining: 18
    View Tickets
  • May
    02
    2027
    Time TBA
    Professional (MLB)
    Weekend Event
    Pittsburgh Pirates vs. Washington Nationals
    PNC Park • 38,362 seats
    PNC Park
    location115 Federal Street, Pittsburgh, PA 15212location115 Federal Street, Pittsburgh, PA 15212
    From $85Avg. price ~ $203Tickets Available: 94
    View Tickets
  • May
    02
    2027
    1:00 PM
    Sun
    MUSICAL / PLAY
    Weekend Event
    The Outsiders
    Benedum Center • 2,800 seats
    Benedum Center
    location237 7th Street, Pittsburgh, PA 15222location237 7th Street, Pittsburgh, PA 15222
    From $131Avg. price ~ $716Tickets Available: 158
    View Tickets
  • May
    02
    2027
    6:30 PM
    Sun
    MUSICAL / PLAY
    Weekend Event
    The Outsiders
    Benedum Center • 2,800 seats
    Benedum Center
    location237 7th Street, Pittsburgh, PA 15222location237 7th Street, Pittsburgh, PA 15222
    From $131Avg. price ~ $656Tickets Available: 170
    View Tickets
  • May
    03
    2027
    Time TBA
    Professional (MLB)
    Pittsburgh Pirates vs. Chicago Cubs
    PNC Park • 38,362 seats
    PNC Park
    location115 Federal Street, Pittsburgh, PA 15212location115 Federal Street, Pittsburgh, PA 15212
    From $94Avg. price ~ $228Tickets Available: 94
    View Tickets
  • May
    04
    2027
    Time TBA
    Professional (MLB)
    Pittsburgh Pirates vs. Chicago Cubs
    PNC Park • 38,362 seats
    PNC Park
    location115 Federal Street, Pittsburgh, PA 15212location115 Federal Street, Pittsburgh, PA 15212
    From $94Avg. price ~ $204Tickets Available: 90
    View Tickets
  • May
    05
    2027
    Time TBA
    Professional (MLB)
    Pittsburgh Pirates vs. Chicago Cubs
    PNC Park • 38,362 seats
    PNC Park
    location115 Federal Street, Pittsburgh, PA 15212location115 Federal Street, Pittsburgh, PA 15212
    From $94Avg. price ~ $204Tickets Available: 90
    View Tickets
  • May
    06
    2027
    Time TBA
    Professional (MLB)
    Pittsburgh Pirates vs. Chicago Cubs
    PNC Park • 38,362 seats
    PNC Park
    location115 Federal Street, Pittsburgh, PA 15212location115 Federal Street, Pittsburgh, PA 15212
    From $94Avg. price ~ $205Tickets Available: 90
    View Tickets
  • May
    07
    2027
    7:30 PM
    Fri
    50s / 60s ERA
    The Doo Wop Project
    Byham Theater • 1,300 seats
    Byham Theater
    location101 Sixth Street, Pittsburgh, PA 15222location101 Sixth Street, Pittsburgh, PA 15222
    From $75Avg. price ~ $121Tickets Remaining: 24
    View Tickets
  • May
    07
    2027
    7:30 PM
    Fri
    BALLET
    Best Value
    Pittsburgh Ballet Theatre: The Sleeping Beauty
    Pittsburgh Ballet Theatre: The Sleeping Beauty
    Benedum Center • 2,800 seats
    Benedum Center
    location237 7th Street, Pittsburgh, PA 15222location237 7th Street, Pittsburgh, PA 15222
    From $43Avg. price ~ $197Tickets Available: 546
    View Tickets
  • May
    08
    2027
    2:00 PM
    Sat
    BALLET
    Weekend Event
    Pittsburgh Ballet Theatre: The Sleeping Beauty
    Pittsburgh Ballet Theatre: The Sleeping Beauty
    Benedum Center • 2,800 seats
    Benedum Center
    location237 7th Street, Pittsburgh, PA 15222location237 7th Street, Pittsburgh, PA 15222
    From $56Avg. price ~ $199Tickets Available: 563
    View Tickets
  • May
    08
    2027
    5:45 PM
    Sat
    COUNTRY / FOLK
    High Demand
    Weekend Event
    Luke Combs, Treaty Oak Revival & Avery Anna
    Acrisure Stadium • 68,400 seats
    Acrisure Stadium
    location100 Art Rooney Avenue, Pittsburgh, PA 15212location100 Art Rooney Avenue, Pittsburgh, PA 15212
    From $84Avg. price ~ $241Tickets Available: 9576
    View Tickets
  • May
    08
    2027
    7:00 PM
    Sat
    POP / ROCK
    Best Value
    Weekend Event
    Mei Semones
    Spirit Hall
    Spirit Hall
    location120 51st Street, Pittsburgh, PA 15201location120 51st Street, Pittsburgh, PA 15201
    From $39Avg. price ~ $45Tickets Remaining: 18
    View Tickets
  • May
    08
    2027
    7:30 PM
    Sat
    BALLET
    Best Value
    Weekend Event
    Pittsburgh Ballet Theatre: The Sleeping Beauty
    Pittsburgh Ballet Theatre: The Sleeping Beauty
    Benedum Center • 2,800 seats
    Benedum Center
    location237 7th Street, Pittsburgh, PA 15222location237 7th Street, Pittsburgh, PA 15222
    From $43Avg. price ~ $195Tickets Available: 524
    View Tickets
  • May
    09
    2027
    2:00 PM
    Sun
    BALLET
    Weekend Event
    Pittsburgh Ballet Theatre: The Sleeping Beauty
    Pittsburgh Ballet Theatre: The Sleeping Beauty
    Benedum Center • 2,800 seats
    Benedum Center
    location237 7th Street, Pittsburgh, PA 15222location237 7th Street, Pittsburgh, PA 15222
    From $56Avg. price ~ $201Tickets Available: 518
    View Tickets
  • May
    11
    2027
    Time TBA
    Professional (MLB)
    Pittsburgh Pirates vs. Milwaukee Brewers
    PNC Park • 38,362 seats
    PNC Park
    location115 Federal Street, Pittsburgh, PA 15212location115 Federal Street, Pittsburgh, PA 15212
    From $71Avg. price ~ $153Tickets Available: 90
    View Tickets
  • May
    12
    2027
    Time TBA
    Professional (MLB)
    Pittsburgh Pirates vs. Milwaukee Brewers
    PNC Park • 38,362 seats
    PNC Park
    location115 Federal Street, Pittsburgh, PA 15212location115 Federal Street, Pittsburgh, PA 15212
    From $71Avg. price ~ $153Tickets Available: 90
    View Tickets
  • May
    13
    2027
    Time TBA
    Professional (MLB)
    Pittsburgh Pirates vs. Milwaukee Brewers
    PNC Park • 38,362 seats
    PNC Park
    location115 Federal Street, Pittsburgh, PA 15212location115 Federal Street, Pittsburgh, PA 15212
    From $71Avg. price ~ $82Tickets Remaining: 2
    View Tickets
  • May
    14
    2027
    7:00 PM
    Fri
    COMEDY
    Taylor Tomlinson
    Benedum Center • 2,800 seats
    Benedum Center
    location237 7th Street, Pittsburgh, PA 15222location237 7th Street, Pittsburgh, PA 15222
    From $85Avg. price ~ $261Tickets Available: 155
    View Tickets
  • May
    15
    2027
    11:00 AM
    Sat
    CHILDREN / FAMILY
    Weekend Event
    Clifford The Big Red Dog
    Byham Theater • 1,300 seats
    Byham Theater
    location101 Sixth Street, Pittsburgh, PA 15222location101 Sixth Street, Pittsburgh, PA 15222
    From $78Avg. price ~ $142Tickets Available: 33
    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 Pittsburgh 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.
Pittsburgh Pirates
Pittsburgh Pirates
Professional (MLB)
115 Federal Street, Pittsburgh, PA 15212
Upcoming Events 29
Next Event: May 01, 2027 Time TBA
The Outsiders
The Outsiders
MUSICAL / PLAY
237 7th Street, Pittsburgh, PA 15222
Upcoming Events 71
Next Event: May 01, 2027 2:00 PM
Caitlin Peluffo
Caitlin Peluffo
COMEDY
166 E Bridge St, Homestead, PA 15120
Upcoming Events 6
Next Event: May 01, 2027 6:30 PM
The Sleeping Beauty - Ballet
The Sleeping Beauty - Ballet
BALLET
237 7th Street, Pittsburgh, PA 15222
Upcoming Events 26
Next Event: May 07, 2027 7:30 PM
The Doo Wop Project
The Doo Wop Project
50s / 60s ERA
101 Sixth Street, Pittsburgh, PA 15222
Upcoming Events 1
Next Event: May 07, 2027 7:30 PM
Luke Combs
Luke Combs
COUNTRY / FOLK
100 Art Rooney Avenue, Pittsburgh, PA 15212
Upcoming Events 4
Next Event: May 08, 2027 5:45 PM
Mei Semones
Mei Semones
POP / ROCK
120 51st Street, Pittsburgh, PA 15201
Upcoming Events 4
Next Event: May 08, 2027 7:00 PM
Taylor Tomlinson
Taylor Tomlinson
COMEDY
237 7th Street, Pittsburgh, PA 15222
Upcoming Events 6
Next Event: May 14, 2027 7:00 PM
Clifford The Big Red Dog
Clifford The Big Red Dog
CHILDREN / FAMILY
101 Sixth Street, Pittsburgh, PA 15222
Upcoming Events 3
Next Event: May 15, 2027 11:00 AM
The Warning
The Warning
POP / ROCK
1201 Wylie Avenue, Pittsburgh, PA 15219
Upcoming Events 8
Next Event: May 15, 2027 8:00 PM
The Who's Tommy
The Who's Tommy
MUSICAL / PLAY
237 7th Street, Pittsburgh, PA 15222
Upcoming Events 24
Next Event: May 18, 2027 7:30 PM
Tom Segura
Tom Segura
COMEDY
777 Casino Dr, Pittsburgh, PA 15212
Upcoming Events 10
Next Event: May 20, 2027 8:00 PM
Pittsburgh Symphony Orchestra
Pittsburgh Symphony Orchestra
CLASSICAL
1001 Fifth Avenue, Pittsburgh, PA 15219
Upcoming Events 1
Next Event: May 25, 2027 7:00 PM
Kenny Chesney
Kenny Chesney
COUNTRY / FOLK
100 Art Rooney Avenue, Pittsburgh, PA 15212
Upcoming Events 5
Next Event: May 29, 2027 4:30 PM

Venues With Events in May

Browse arenas, theaters, clubs, stadiums, and event venues hosting performances this month.
Acrisure Stadium
Pittsburgh, PA
Stadium
Upcoming Events: 2
Next Event: May 08, 2027
→
Benedum Center
Pittsburgh, PA
Arena
Upcoming Events: 17
Next Event: May 01, 2027
→
Byham Theater
Pittsburgh, PA
Theatre
Upcoming Events: 2
Next Event: May 07, 2027
→
Citizens Live at The Wylie
Pittsburgh, PA
Live Entertainment Venue
Upcoming Events: 1
Next Event: May 15, 2027
→
Pittsburgh Improv
Homestead, PA
Comedy Club
Upcoming Events: 2
Next Event: May 01, 2027
→
PNC Park
Pittsburgh, PA
Live Entertainment Venue
Upcoming Events: 16
Next Event: May 01, 2027
→
PPG Paints Arena
Pittsburgh, PA
Arena
Upcoming Events: 1
Next Event: May 25, 2027
→
Rivers Casino Event Center at The Rivers Casino - Pittsburgh
Pittsburgh, PA
Casino / Entertainment
Upcoming Events: 2
Next Event: May 20, 2027
→
Spirit Hall
Pittsburgh, PA
Live Entertainment Venue
Upcoming Events: 1
Next Event: May 08, 2027
→
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Event Categories in May

Explore concerts, sports, Broadway shows, comedy events, festivals, and live entertainment across Pittsburgh.
THEATRE
17 Upcoming Events
SPORTS
16 Upcoming Events
CONCERTS
11 Upcoming Events
COMEDY
5 Upcoming Events

Pittsburgh Events FAQ

Quick answers about Pittsburgh events, venues, schedules, and live entertainment.

What events are happening in Pittsburgh 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 Pittsburgh?

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 Pittsburgh Events by Month

Browse concerts, sports, comedy shows, festivals, and live events happening throughout the year.
January
Events in January 2027
62 Upcoming Events
February
Events in February 2027
62 Upcoming Events
March
Events in March 2027
81 Upcoming Events
April
Events in April 2027
55 Upcoming Events
May
Events in May 2027
44 Upcoming Events
June
Events in June 2027
12 Upcoming Events
July
Events in July 2027
20 Upcoming Events
August
Events in August 2027
18 Upcoming Events
September
Events in September 2027
14 Upcoming Events
October
This Month
Events in October 2026
109 Upcoming Events
November
Events in November 2026
245 Upcoming Events
December
Events in December 2026
161 Upcoming Events