| Event | Venue | Date/Time | |
| Pittsburgh Pirates vs. Cincinnati Reds | PNC Park
Pittsburgh, PA | Friday
5/1/2026
6:40 PM |  |
| Pittsburgh Symphony Orchestra: Star Wars The Empire Strikes Back In Concert | Heinz Hall
Pittsburgh, PA | Friday
5/1/2026
7:00 PM | |
| Pittsburgh Opera: Falstaff | Benedum Center
Pittsburgh, PA | Friday
5/1/2026
7:00 PM | |
| Kerwin Claiborne | The Comedy Bar at Remo's
Pittsburgh, PA | Friday
5/1/2026
7:00 PM | |
| Dear Evan Hansen | Gargaro Theater at Pittsburgh Musical Theater
Pittsburgh, PA | Friday
5/1/2026
7:30 PM | |
| Heather McMahan | Byham Theater
Pittsburgh, PA | Friday
5/1/2026
8:00 PM | |
| Lily Rose | Thunderbird Cafe
Pittsburgh, PA | Friday
5/1/2026
8:00 PM | |
| Danny Brown | Mr Small's Theatre
Pittsburgh, PA | Friday
5/1/2026
8:00 PM | |
| Walk On Mars | The Original Pittsburgh Winery
Pittsburgh, PA | Friday
5/1/2026
8:00 PM | |
| Pittsburgh Pirates vs. Cincinnati Reds | PNC Park
Pittsburgh, PA | Saturday
5/2/2026
4:05 PM | |
| Pittsburgh Symphony Orchestra: Star Wars The Empire Strikes Back In Concert | Heinz Hall
Pittsburgh, PA | Saturday
5/2/2026
7:00 PM | |
| Pittsburgh Riverhounds SC vs. Phoenix Rising FC | F.N.B. Stadium - Pittsburgh
Pittsburgh, PA | Saturday
5/2/2026
7:00 PM | |
| Boogie Down Broadway | Enclave - PA
Pittsburgh, PA | Saturday
5/2/2026
7:00 PM | |
| Kerwin Claiborne | The Comedy Bar at Remo's
Pittsburgh, PA | Saturday
5/2/2026
7:00 PM | |
| The Psychology of Serial Killers | Byham Theater
Pittsburgh, PA | Saturday
5/2/2026
7:30 PM | |
| Eric Bellinger | City Winery - Pittsburgh
Pittsburgh, PA | Saturday
5/2/2026
7:30 PM | |
| Dear Evan Hansen | Gargaro Theater at Pittsburgh Musical Theater
Pittsburgh, PA | Saturday
5/2/2026
7:30 PM | |
| Colin James, Matt Anderson & Terra Lightfoot | The Original Pittsburgh Winery
Pittsburgh, PA | Saturday
5/2/2026
8:00 PM | |
| Bahamas | Thunderbird Cafe
Pittsburgh, PA | Saturday
5/2/2026
8:00 PM | |
| Afghan Whigs | Mr Small's Theatre
Pittsburgh, PA | Saturday
5/2/2026
8:00 PM | |
| Grunge Fest | Crafthouse Stage & Grill
Pittsburgh, PA | Saturday
5/2/2026
8:30 PM | |
| Dear Evan Hansen | Gargaro Theater at Pittsburgh Musical Theater
Pittsburgh, PA | Sunday
5/3/2026
1:30 PM | |
| Pittsburgh Pirates vs. Cincinnati Reds | PNC Park
Pittsburgh, PA | Sunday
5/3/2026
1:35 PM | |
| Pittsburgh Opera: Falstaff | Benedum Center
Pittsburgh, PA | Sunday
5/3/2026
3:00 PM | |
| Pittsburgh Symphony Orchestra: Star Wars The Empire Strikes Back In Concert | Heinz Hall
Pittsburgh, PA | Sunday
5/3/2026
7:00 PM | |
| Alan Doyle | City Winery - Pittsburgh
Pittsburgh, PA | Sunday
5/3/2026
7:30 PM | |
| Mdou Moctar | Thunderbird Cafe
Pittsburgh, PA | Sunday
5/3/2026
8:00 PM | |
| Matte Blvck x Haunt Me | Mr Small's Fun House
Pittsburgh, PA | Sunday
5/3/2026
8:00 PM | |
| Nurse's Night Out | City Winery - Pittsburgh
Pittsburgh, PA | Monday
5/4/2026
7:30 PM | |
| Bring Me The Horizon | PPG Paints Arena
Pittsburgh, PA | Tuesday
5/5/2026
6:00 PM | |
| Laugh Through The Heartbreak: Zach Margs | City Winery - Pittsburgh
Pittsburgh, PA | Tuesday
5/5/2026
7:30 PM | |
| Waylon Wyatt | Mr Small's Theatre
Pittsburgh, PA | Wednesday
5/6/2026
8:00 PM | |
| Gus Constantellis | The Comedy Bar at Remo's
Pittsburgh, PA | Thursday
5/7/2026
7:00 PM | |
| Shane Guerrette | Crafthouse Stage & Grill
Pittsburgh, PA | Thursday
5/7/2026
7:30 PM | |
| Dear Evan Hansen | Gargaro Theater at Pittsburgh Musical Theater
Pittsburgh, PA | Thursday
5/7/2026
7:30 PM | |
| Canaan Cox | Thunderbird Cafe
Pittsburgh, PA | Thursday
5/7/2026
8:00 PM | |
| Mama's Broke | Club Cafe
Pittsburgh, PA | Thursday
5/7/2026
8:00 PM | |
| Pete Yorn | Mr Small's Theatre
Pittsburgh, PA | Thursday
5/7/2026
9:00 PM | |
| Dear Evan Hansen | Gargaro Theater at Pittsburgh Musical Theater
Pittsburgh, PA | Friday
5/8/2026
7:30 PM | |
| Mike Minda's Be Free | The Original Pittsburgh Winery
Pittsburgh, PA | Friday
5/8/2026
8:00 PM | |
| Gully Boys | Mr Small's Fun House
Pittsburgh, PA | Friday
5/8/2026
8:00 PM | |
| Joshua Quimby | Club Cafe
Pittsburgh, PA | Friday
5/8/2026
8:00 PM | |
| One Direction Night | Mr Small's Theatre
Pittsburgh, PA | Friday
5/8/2026
8:00 PM | |
| Mamma Mia! An Abbafabulous Brunch | City Winery - Pittsburgh
Pittsburgh, PA | Saturday
5/9/2026
12:00 PM | |
| Dear Evan Hansen | Gargaro Theater at Pittsburgh Musical Theater
Pittsburgh, PA | Saturday
5/9/2026
1:30 PM | |
| AJ Ghent | City Winery - Pittsburgh
Pittsburgh, PA | Saturday
5/9/2026
7:00 PM | |
| A.I.M By Kyle Abraham | Byham Theater
Pittsburgh, PA | Saturday
5/9/2026
7:30 PM | |
| Corrosion of Conformity | Mr Small's Theatre
Pittsburgh, PA | Saturday
5/9/2026
7:30 PM | |
| Dear Evan Hansen | Gargaro Theater at Pittsburgh Musical Theater
Pittsburgh, PA | Saturday
5/9/2026
7:30 PM | |
| Pittsburgh Symphony Orchestra: Wynton Marsalis' All Rise | Heinz Hall
Pittsburgh, PA | Saturday
5/9/2026
7:30 PM | |
| An Evening with Joy Clark | The Original Pittsburgh Winery
Pittsburgh, PA | Saturday
5/9/2026
7:30 PM | |
| Fluorescents | Mr Small's Fun House
Pittsburgh, PA | Saturday
5/9/2026
8:00 PM | |
| Dear Evan Hansen | Gargaro Theater at Pittsburgh Musical Theater
Pittsburgh, PA | Sunday
5/10/2026
1:30 PM | |
| Hedwig and The Angry Inch | Greer Cabaret Theater
Pittsburgh, PA | Sunday
5/10/2026
2:00 PM | |
| Skizzy Mars | Crafthouse Stage & Grill
Pittsburgh, PA | Sunday
5/10/2026
7:30 PM | |
| Willie Nile | City Winery - Pittsburgh
Pittsburgh, PA | Sunday
5/10/2026
7:30 PM | |
| Kottonmouth Kings | Crafthouse Stage & Grill
Pittsburgh, PA | Monday
5/11/2026
6:00 PM | |
| Shadow of Intent | Mr Small's Theatre
Pittsburgh, PA | Monday
5/11/2026
7:00 PM | |
| Paper Wings | Club Cafe
Pittsburgh, PA | Monday
5/11/2026
8:00 PM | |
| Pittsburgh Pirates vs. Colorado Rockies | PNC Park
Pittsburgh, PA | Tuesday
5/12/2026
6:40 PM | |
| Arcy Drive | Spirit Hall
Pittsburgh, PA | Tuesday
5/12/2026
7:00 PM | |
| Marc Broussard | Thunderbird Cafe
Pittsburgh, PA | Tuesday
5/12/2026
7:30 PM | |
| Ashnikko | Stage AE
Pittsburgh, PA | Tuesday
5/12/2026
8:00 PM | |
| Troy Doherty | Mr Small's Theatre
Pittsburgh, PA | Tuesday
5/12/2026
8:00 PM | |
| Hedwig and The Angry Inch | Greer Cabaret Theater
Pittsburgh, PA | Wednesday
5/13/2026
1:00 PM | |
| Pittsburgh Pirates vs. Colorado Rockies | PNC Park
Pittsburgh, PA | Wednesday
5/13/2026
6:40 PM | |
| Leah Blevins | City Winery - Pittsburgh
Pittsburgh, PA | Wednesday
5/13/2026
7:30 PM | |
| Hedwig and The Angry Inch | Greer Cabaret Theater
Pittsburgh, PA | Wednesday
5/13/2026
7:30 PM | |
| Dallas Wax | Mr Small's Fun House
Pittsburgh, PA | Wednesday
5/13/2026
8:00 PM | |
| Flight Attendant | Crafthouse Stage & Grill
Pittsburgh, PA | Wednesday
5/13/2026
8:00 PM | |
| Pittsburgh Pirates vs. Colorado Rockies | PNC Park
Pittsburgh, PA | Thursday
5/14/2026
12:35 PM | |
| Tyler Rich & James Barker Band | Crafthouse Stage & Grill
Pittsburgh, PA | Thursday
5/14/2026
7:00 PM | |
| Arrival From Sweden: The Music of Abba | Rivers Casino Event Center at The Rivers Casino - Pittsburgh
Pittsburgh, PA | Thursday
5/14/2026
7:00 PM | |
| Shayfer James | Mr Small's Theatre
Pittsburgh, PA | Thursday
5/14/2026
7:00 PM | |
| Jana Kramer | City Winery - Pittsburgh
Pittsburgh, PA | Thursday
5/14/2026
7:30 PM | |
| Dear Evan Hansen | Gargaro Theater at Pittsburgh Musical Theater
Pittsburgh, PA | Thursday
5/14/2026
7:30 PM | |
| Shayfer James | The Sanctuary at Mr. Smalls
Pittsburgh, PA | Thursday
5/14/2026
8:00 PM | |
| Big Shrimp | The Original Pittsburgh Winery
Pittsburgh, PA | Thursday
5/14/2026
8:00 PM | |
| Black Veil Brides, From Ashes to New & As December Falls | Stage AE
Pittsburgh, PA | Friday
5/15/2026
6:30 PM | |
| Pittsburgh Pirates vs. Philadelphia Phillies | PNC Park
Pittsburgh, PA | Friday
5/15/2026
6:40 PM | |
| Pittsburgh Thunderbirds vs. Madison Radicals | F.N.B. Stadium - Pittsburgh
Pittsburgh, PA | Friday
5/15/2026
7:00 PM | |
| Pittsburgh Ballet Theatre: A Midsummer Night's Dream | Benedum Center
Pittsburgh, PA | Friday
5/15/2026
7:30 PM | |
| Dear Evan Hansen | Gargaro Theater at Pittsburgh Musical Theater
Pittsburgh, PA | Friday
5/15/2026
7:30 PM | |
| Pittsburgh Symphony Orchestra: Tchaikovsky's Pathetique | Heinz Hall
Pittsburgh, PA | Friday
5/15/2026
7:30 PM | |
| K. Trevor Wilson | City Winery - Pittsburgh
Pittsburgh, PA | Friday
5/15/2026
7:30 PM | |
| The Garcia Project - Tribute to Jerry Garcia | Thunderbird Cafe
Pittsburgh, PA | Friday
5/15/2026
8:00 PM | |
| Disciple of The Garden - The Legacy of Chris Cornell | Crafthouse Stage & Grill
Pittsburgh, PA | Friday
5/15/2026
8:30 PM | |
| Dear Evan Hansen | Gargaro Theater at Pittsburgh Musical Theater
Pittsburgh, PA | Saturday
5/16/2026
1:30 PM | |
| Pittsburgh Ballet Theatre: A Midsummer Night's Dream | Benedum Center
Pittsburgh, PA | Saturday
5/16/2026
2:00 PM | |
| Pittsburgh Pirates vs. Philadelphia Phillies | PNC Park
Pittsburgh, PA | Saturday
5/16/2026
4:05 PM | |
| Hedwig and The Angry Inch | Greer Cabaret Theater
Pittsburgh, PA | Saturday
5/16/2026
5:30 PM | |
| Ladies Of Laughter | Byham Theater
Pittsburgh, PA | Saturday
5/16/2026
7:30 PM | |
| Stephen Lynch | City Winery - Pittsburgh
Pittsburgh, PA | Saturday
5/16/2026
7:30 PM | |
| Dear Evan Hansen | Gargaro Theater at Pittsburgh Musical Theater
Pittsburgh, PA | Saturday
5/16/2026
7:30 PM | |
| Pittsburgh Ballet Theatre: A Midsummer Night's Dream | Benedum Center
Pittsburgh, PA | Saturday
5/16/2026
7:30 PM | |
| Unprocessed | Spirit Hall
Pittsburgh, PA | Saturday
5/16/2026
8:00 PM | |
| Nastie Band | Thunderbird Cafe
Pittsburgh, PA | Saturday
5/16/2026
8:00 PM | |
| Dear Evan Hansen | Gargaro Theater at Pittsburgh Musical Theater
Pittsburgh, PA | Sunday
5/17/2026
1:30 PM | |
| Pittsburgh Pirates vs. Philadelphia Phillies | PNC Park
Pittsburgh, PA | Sunday
5/17/2026
1:35 PM | |
| Pittsburgh Ballet Theatre: A Midsummer Nights Dream | Benedum Center
Pittsburgh, PA | Sunday
5/17/2026
2:00 PM | |
