Pittsburgh Comedy Shows in May 2027

Stand-up comedians, comedy clubs, touring acts, and performances in Pittsburgh and nearby areas.

Updated: November 7, 2026
3 Comedy Venues

Browse upcoming comedy shows in Pittsburgh during May 2027. Explore stand-up performances, comedy club events, touring comedians, special appearances, venue information, and ticket options updated regularly.

6 Comedy Shows
May 1 Next Show
$53 Lowest Price
$175 Average Price

On this page:

Comedy Shows Schedule

Featured Comedy Shows

Popular Comedy Venues

About Comedy Shows

Comedy Shows by Month

Comedy Shows by Date

Popular comedians, touring acts, and upcoming comedy performances this month.

Comedy Shows Schedule — May 2027

Upcoming comedy performances, club shows, and touring comedians.

Upcoming Comedy Shows: 6

May 01, 2027, 6:30 PM Sat — COMEDY, Best Value, 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, 9:00 PM Sat — COMEDY, Weekend Event: Caitlin Peluffo at Pittsburgh Improv, 166 E Bridge St, Homestead, PA 15120. From $67, Avg. price ~ $109, Tickets Remaining: 20. View Tickets

May 06, 2027, 7:00 PM Thu — COMEDY, Pay Later Available: Kunal Kamra (Performance in Hindi) at Pittsburgh Improv, 166 E Bridge St, Homestead, PA 15120. From $110, Avg. price ~ $138, Tickets Remaining: 14. View Tickets

May 14, 2027, 7:00 PM Fri — COMEDY, High Demand, Pay Later Available: Taylor Tomlinson at Benedum Center • 2,800 seats, 237 7th Street, Pittsburgh, PA 15222. From $96, Avg. price ~ $301, Tickets Available: 102. View Tickets

May 20, 2027, 8:00 PM Thu — COMEDY, Pay Later Available: Tom Segura at Rivers Casino Event Center at The Rivers Casino - Pittsburgh, 777 Casino Dr, Pittsburgh, PA 15212. From $125, Avg. price ~ $212, Tickets Available: 342. View Tickets

May 21, 2027, 8:00 PM Fri — COMEDY, Pay Later Available: Tom Segura at Rivers Casino Event Center at The Rivers Casino - Pittsburgh, 777 Casino Dr, Pittsburgh, PA 15212. From $125, Avg. price ~ $223, Tickets Available: 276. View Tickets

Featured Comedy Shows in May 2027

Popular comedians, touring acts, and upcoming comedy performances this month

Next Event: May 01, 2027 6:30 PM

Next Event: May 06, 2027 7:00 PM

Next Event: May 14, 2027 7:00 PM

View Tickets

Tom Segura

Rivers Casino Event Center at The Rivers Casino - Pittsburgh

Pittsburgh, PA

Upcoming Events 11

Next Event: May 20, 2027 8:00 PM

View Tickets

Popular Comedy Venues in Pittsburgh

Comedy clubs, theaters, casinos, and entertainment venues in Pittsburgh and nearby areas.

Benedum Center

Pittsburgh, PA

Arena

Upcoming Comedy Shows: 1

Next Event: May 14, 2027

Upcoming Comedy Shows: 3

Next Event: May 01, 2027

→

Rivers Casino Event Center at The Rivers Casino - Pittsburgh

Pittsburgh, PA

Casino / Entertainment

Upcoming Comedy Shows: 2

Next Event: May 20, 2027

→

About Comedy Shows in May

Stand-up comedy, touring comedians, improv shows, and live entertainment.

Comedy events in Pittsburgh during May 2027 may include stand-up comedy, improv performances, touring comedians, comedy festivals, podcast tours, and live entertainment across venues throughout the region.