Pittsburgh Events in May 2027

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

  • Updated: November 9, 2026
  • 14 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.

  • 54 Upcoming Events
  • May 1 Next Event
  • $39 Lowest Price
  • $219 Average Price
On this page:
Schedule
Things to Do
All Events in May
Venues
Event Categories
FAQ
Events by Month

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: 54
  • May 01, 2027, Time TBA — Professional (MLB), Weekend Event: Pittsburgh Pirates vs. Washington Nationals at PNC Park • 38,362 seats, 115 Federal Street, Pittsburgh, PA 15212. From $62, Avg. price ~ $268, Tickets Available: 146. View Tickets
  • May 01, 2027, 2:00 PM Sat — MUSICAL / PLAY, Weekend Event, Pay Later Available: The Outsiders at Benedum Center • 2,800 seats, 237 7th Street, Pittsburgh, PA 15222. From $127, Avg. price ~ $412, Tickets Available: 73. View Tickets
  • May 01, 2027, 6:30 PM Sat — COMEDY, Weekend Event: Caitlin Peluffo at Pittsburgh Improv, 166 E Bridge St, Homestead, PA 15120. From $53, Avg. price ~ $100, Tickets Remaining: 14. View Tickets
  • May 01, 2027, 7:00 PM Sat — R&B / SOUL, Weekend Event: Tinashe at Stage AE • 5,500 seats, 400 North Shore Drive, Pittsburgh, PA 15222. From $45, Avg. price ~ $246, Tickets Available: 58, VIP Packages. View Tickets
  • May 01, 2027, 7:00 PM Sat — ALTERNATIVE, Weekend Event: The Neighbourhood at PPG Paints Arena • 19,758 seats, 1001 Fifth Avenue, Pittsburgh, PA 15219. From $60, Avg. price ~ $224, Tickets Available: 3448, VIP Packages. View Tickets
  • May 01, 2027, 7:30 PM Sat — MUSICAL / PLAY, Weekend Event, Pay Later Available: The Outsiders at Benedum Center • 2,800 seats, 237 7th Street, Pittsburgh, PA 15222. From $123, Avg. price ~ $400, Tickets Available: 138. View Tickets
  • May 01, 2027, 9:00 PM Sat — COMEDY, Weekend Event: Caitlin Peluffo at Pittsburgh Improv, 166 E Bridge St, Homestead, PA 15120. From $61, Avg. price ~ $107, Tickets Remaining: 20. View Tickets
  • May 02, 2027, Time TBA — Professional (MLB), Weekend Event: Pittsburgh Pirates vs. Washington Nationals at PNC Park • 38,362 seats, 115 Federal Street, Pittsburgh, PA 15212. From $62, Avg. price ~ $214, Tickets Available: 120. View Tickets
  • May 02, 2027, 1:00 PM Sun — MUSICAL / PLAY, Weekend Event, Pay Later Available: The Outsiders at Benedum Center • 2,800 seats, 237 7th Street, Pittsburgh, PA 15222. From $227, Avg. price ~ $584, Tickets Available: 47. View Tickets
  • May 02, 2027, 6:30 PM Sun — MUSICAL / PLAY, Weekend Event, Pay Later Available: The Outsiders at Benedum Center • 2,800 seats, 237 7th Street, Pittsburgh, PA 15222. From $154, Avg. price ~ $492, Tickets Available: 65. View Tickets
  • May 02, 2027, 7:00 PM Sun — JAZZ / BLUES, Weekend Event, Pay Later Available: Jorma Kaukonen at City Winery - Pittsburgh, 1615 Smallman Street, Pittsburgh, PA 15222. From $159, Avg. price ~ $224, Tickets Remaining: 12. View Tickets
  • May 03, 2027, Time TBA — Professional (MLB): Pittsburgh Pirates vs. Chicago Cubs at PNC Park • 38,362 seats, 115 Federal Street, Pittsburgh, PA 15212. From $71, Avg. price ~ $237, Tickets Available: 120. View Tickets
  • May 04, 2027, Time TBA — Professional (MLB): Pittsburgh Pirates vs. Chicago Cubs at PNC Park • 38,362 seats, 115 Federal Street, Pittsburgh, PA 15212. From $88, Avg. price ~ $219, Tickets Available: 116. View Tickets
  • May 05, 2027, Time TBA — Professional (MLB): Pittsburgh Pirates vs. Chicago Cubs at PNC Park • 38,362 seats, 115 Federal Street, Pittsburgh, PA 15212. From $94, Avg. price ~ $222, Tickets Available: 114. View Tickets
  • May 05, 2027, 7:00 PM Wed — POP / ROCK: Angine De Poitrine at Stage AE • 5,500 seats, 400 North Shore Drive, Pittsburgh, PA 15222. From $69, Avg. price ~ $157, Tickets Remaining: 26. View Tickets
  • May 06, 2027, Time TBA — Professional (MLB): Pittsburgh Pirates vs. Chicago Cubs at PNC Park • 38,362 seats, 115 Federal Street, Pittsburgh, PA 15212. From $88, Avg. price ~ $219, Tickets Available: 116. View Tickets
  • May 06, 2027, 7:00 PM Thu — COMEDY: Kunal Kamra (Performance in Hindi) at Pittsburgh Improv, 166 E Bridge St, Homestead, PA 15120. From $84, Avg. price ~ $112, Tickets Remaining: 10. View Tickets
  • May 07, 2027, 7:30 PM Fri — 50s / 60s ERA: The Doo Wop Project at Byham Theater • 1,300 seats, 101 Sixth Street, Pittsburgh, PA 15222. From $75, Avg. price ~ $165, Tickets Available: 50. View Tickets
  • May 07, 2027, 7:30 PM Fri — BALLET, Best Value: Pittsburgh Ballet Theatre: The Sleeping Beauty at Benedum Center • 2,800 seats, 237 7th Street, Pittsburgh, PA 15222. From $43, Avg. price ~ $188, Tickets Available: 431. View Tickets
  • May 08, 2027, 2:00 PM Sat — BALLET, Weekend Event: Pittsburgh Ballet Theatre: The Sleeping Beauty at Benedum Center • 2,800 seats, 237 7th Street, Pittsburgh, PA 15222. From $56, Avg. price ~ $198, Tickets Available: 464. View Tickets
  • May 08, 2027, 5:45 PM Sat — COUNTRY / FOLK, High Demand, Weekend Event: Luke Combs, Treaty Oak Revival & Avery Anna at Acrisure Stadium • 68,400 seats, 100 Art Rooney Avenue, Pittsburgh, PA 15212. From $94, Avg. price ~ $251, Tickets Available: 7926. View Tickets
  • May 08, 2027, 7:00 PM Sat — POP / ROCK, Best Value, Weekend Event: Mei Semones at Spirit Hall, 120 51st Street, Pittsburgh, PA 15201. From $39, Avg. price ~ $45, Tickets Remaining: 16. View Tickets
  • May 08, 2027, 7:30 PM Sat — BALLET, Best Value, Weekend Event: Pittsburgh Ballet Theatre: The Sleeping Beauty at Benedum Center • 2,800 seats, 237 7th Street, Pittsburgh, PA 15222. From $43, Avg. price ~ $184, Tickets Available: 417. View Tickets
  • May 09, 2027, 2:00 PM Sun — BALLET, Weekend Event: Pittsburgh Ballet Theatre: The Sleeping Beauty at Benedum Center • 2,800 seats, 237 7th Street, Pittsburgh, PA 15222. From $56, Avg. price ~ $193, Tickets Available: 416. 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 Neighbourhood
The Neighbourhood
ALTERNATIVE
1001 Fifth Avenue, Pittsburgh, PA 15219
Upcoming Events 7
Next Event: May 01, 2027 7:00 PM
Tinashe
Tinashe
R&B / SOUL
400 North Shore Drive, Pittsburgh, PA 15222
Upcoming Events 10
Next Event: May 01, 2027 7:00 PM
Jorma Kaukonen
Jorma Kaukonen
JAZZ / BLUES
1615 Smallman Street, Pittsburgh, PA 15222
Upcoming Events 1
Next Event: May 02, 2027 7:00 PM
Angine De Poitrine
Angine De Poitrine
POP / ROCK
400 North Shore Drive, Pittsburgh, PA 15222
Upcoming Events 10
Next Event: May 05, 2027 7:00 PM
Kunal Kamra
Kunal Kamra
COMEDY
166 E Bridge St, Homestead, PA 15120
Upcoming Events 4
Next Event: May 06, 2027 7:00 PM
The Sleeping Beauty - Ballet
The Sleeping Beauty - Ballet
BALLET
237 7th Street, Pittsburgh, PA 15222
Upcoming Events 29
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 2
Next Event: May 07, 2027 7:30 PM
Luke Combs
Luke Combs
COUNTRY / FOLK
100 Art Rooney Avenue, Pittsburgh, PA 15212
Upcoming Events 5
Next Event: May 08, 2027 5:45 PM
Mei Semones
Mei Semones
POP / ROCK
120 51st Street, Pittsburgh, PA 15201
Upcoming Events 5
Next Event: May 08, 2027 7:00 PM
Hot 8 Brass Band
Hot 8 Brass Band
JAZZ / BLUES
5024 Curry Road, Pittsburgh, PA 15236
Upcoming Events 3
Next Event: May 11, 2027 7:30 PM
Taylor Tomlinson
Taylor Tomlinson
COMEDY
237 7th Street, Pittsburgh, PA 15222
Upcoming Events 7
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
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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: 2
Next Event: May 15, 2027
→
City Winery - Pittsburgh
Pittsburgh, PA
Live Entertainment Venue
Upcoming Events: 2
Next Event: May 02, 2027
→
Crafthouse Stage & Grill
Pittsburgh, PA
Live Entertainment Venue
Upcoming Events: 1
Next Event: May 11, 2027
→
Petersen Events Center
Pittsburgh, PA
Arena
Upcoming Events: 1
Next Event: May 21, 2027
→
Pittsburgh Improv
Homestead, PA
Comedy Club
Upcoming Events: 3
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: 2
Next Event: May 01, 2027
→
Rivers Casino Event Center at The Rivers Casino - Pittsburgh
Pittsburgh, PA
Casino / Entertainment
Upcoming Events: 2
Next Event: May 20, 2027
→
Roxian Theatre
McKees Rocks, PA
Theatre
Upcoming Events: 1
Next Event: May 16, 2027
→
Spirit Hall
Pittsburgh, PA
Live Entertainment Venue
Upcoming Events: 1
Next Event: May 08, 2027
→
Stage AE
Pittsburgh, PA
Live Entertainment Venue
Upcoming Events: 2
Next Event: May 01, 2027
→

Event Categories in May

Explore concerts, sports, Broadway shows, comedy events, festivals, and live entertainment across Pittsburgh.
CONCERTS
21 Upcoming Events
THEATRE
17 Upcoming Events
SPORTS
16 Upcoming Events
COMEDY
6 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
99 Upcoming Events
February
Events in February 2027
93 Upcoming Events
March
Events in March 2027
115 Upcoming Events
April
Events in April 2027
67 Upcoming Events
May
Events in May 2027
54 Upcoming Events
June
Events in June 2027
16 Upcoming Events
July
Events in July 2027
21 Upcoming Events
August
Events in August 2027
18 Upcoming Events
September
Events in September 2027
16 Upcoming Events
October
Events in October 2027
1 Upcoming Events
November
This Month
Events in November 2026
184 Upcoming Events
December
Events in December 2026
201 Upcoming Events