| Event | Venue | Date/Time | |
| Boozy Trivia Bingo | City Winery - Pittsburgh
Pittsburgh, PA | Monday
10/5/2026
7:00 PM |  |
| Starbomb & Scoochie Boochie | Citizens Live at The Wylie
Pittsburgh, PA | Monday
10/5/2026
7:00 PM | |
| Pittsburgh Penguins vs. Winnipeg Jets | PPG Paints Arena
Pittsburgh, PA | Monday
10/5/2026
7:30 PM | |
| Medium Build | Mr Small's Theatre
Pittsburgh, PA | Monday
10/5/2026
8:00 PM | |
| Two Door Cinema Club | Citizens Live at The Wylie
Pittsburgh, PA | Tuesday
10/6/2026
6:00 PM | |
| Jeff Goldblum And The Mildred Snitzer Orchestra | Heinz Hall
Pittsburgh, PA | Tuesday
10/6/2026
7:30 PM | |
| T.3 | City Winery - Pittsburgh
Pittsburgh, PA | Tuesday
10/6/2026
7:30 PM | |
| Robert Ellis | Club Cafe
Pittsburgh, PA | Tuesday
10/6/2026
8:00 PM | |
| Smashing Pumpkins | PPG Paints Arena
Pittsburgh, PA | Tuesday
10/6/2026
8:00 PM | |
| Interpol | Stage AE
Pittsburgh, PA | Tuesday
10/6/2026
8:00 PM | |
| Pittsburgh Panthers Women's Volleyball vs. Southern Methodist (SMU) Mustangs | Victory Heights Arena and Sports Performance Center
Pittsburgh, PA | Wednesday
10/7/2026
7:00 PM | |
| The Format | Stage AE
Pittsburgh, PA | Wednesday
10/7/2026
7:30 PM | |
| Freya Skye | Citizens Live at The Wylie
Pittsburgh, PA | Wednesday
10/7/2026
8:00 PM | |
| Silverada | Thunderbird Cafe
Pittsburgh, PA | Wednesday
10/7/2026
8:00 PM | |
| Nicky Diamonds | Club Cafe
Pittsburgh, PA | Wednesday
10/7/2026
8:00 PM | |
| Matt Mathews | Citizens Live at The Wylie
Pittsburgh, PA | Thursday
10/8/2026
7:00 PM | |
| Fred Armisen | Byham Theater
Pittsburgh, PA | Thursday
10/8/2026
7:00 PM | |
| Anthony Rodia | City Winery - Pittsburgh
Pittsburgh, PA | Thursday
10/8/2026
7:00 PM | |
| Cristina Mariani | The Comedy Bar at Remo's
Pittsburgh, PA | Thursday
10/8/2026
7:00 PM | |
| Jed Harrelson | Crafthouse Stage & Grill
Pittsburgh, PA | Thursday
10/8/2026
7:30 PM | |
| Mo Lowda and The Humble | Mr Small's Theatre
Pittsburgh, PA | Thursday
10/8/2026
8:00 PM | |
| Dogwood Tales | Mr Small's Fun House
Pittsburgh, PA | Thursday
10/8/2026
8:00 PM | |
| Evil Dead - The Musical | West End Canopy at Pittsburgh Musical Theater
Pittsburgh, PA | Thursday
10/8/2026
8:30 PM | |
| Dennett | Enclave - PA
Pittsburgh, PA | Thursday
10/8/2026
9:00 PM | |
| Anthony Rodia | City Winery - Pittsburgh
Pittsburgh, PA | Thursday
10/8/2026
10:00 PM | |
| Matt Mathews | Citizens Live at The Wylie
Pittsburgh, PA | Thursday
10/8/2026
10:15 PM | |
| AJJ | Spirit Hall
Pittsburgh, PA | Friday
10/9/2026
7:00 PM | |
| Dan And Shay | PPG Paints Arena
Pittsburgh, PA | Friday
10/9/2026
7:00 PM | |
| Chelsea Handler | Citizens Live at The Wylie
Pittsburgh, PA | Friday
10/9/2026
7:30 PM | |
| Beach Too Sandy | City Winery - Pittsburgh
Pittsburgh, PA | Friday
10/9/2026
7:30 PM | |
| Pittsburgh Symphony Orchestra: Lin-Manuel Miranda | Heinz Hall
Pittsburgh, PA | Friday
10/9/2026
7:30 PM | |
| Johnny Blue Skies & The Dark Clouds | Petersen Events Center
Pittsburgh, PA | Friday
10/9/2026
8:00 PM | |
| Ripe | Thunderbird Cafe
Pittsburgh, PA | Friday
10/9/2026
8:00 PM | |
| Change of Heart - Tom Petty Tribute | Crafthouse Stage & Grill
Pittsburgh, PA | Friday
10/9/2026
8:30 PM | |
| Evil Dead - The Musical | West End Canopy at Pittsburgh Musical Theater
Pittsburgh, PA | Friday
10/9/2026
8:30 PM | |
| Drauve | Mr Small's Fun House
Pittsburgh, PA | Friday
10/9/2026
9:00 PM | |
| Pittsburgh Panthers vs. North Carolina Tar Heels | Acrisure Stadium
Pittsburgh, PA | Saturday
10/10/2026
12:00 PM | |
| Duquesne Dukes vs. Long Island University Sharks | Rooney Field
Pittsburgh, PA | Saturday
10/10/2026
1:00 PM | |
| Pittsburgh Riverhounds SC vs. Hartford Athletic FC | F.N.B. Stadium - Pittsburgh
Pittsburgh, PA | Saturday
10/10/2026
7:00 PM | |
| Pittsburgh Opera: Rigoletto | Benedum Center
Pittsburgh, PA | Saturday
10/10/2026
7:00 PM | |
| Modest Mouse | Citizens Live at The Wylie
Pittsburgh, PA | Saturday
10/10/2026
7:00 PM | |
| Pittsburgh Penguins vs. Dallas Stars | PPG Paints Arena
Pittsburgh, PA | Saturday
10/10/2026
7:00 PM | |
| Pittsburgh Symphony Orchestra: Lin-Manuel Miranda | Heinz Hall
Pittsburgh, PA | Saturday
10/10/2026
7:30 PM | |
| Pilobolus | Byham Theater
Pittsburgh, PA | Saturday
10/10/2026
7:30 PM | |
| Sugar - Band | Stage AE
Pittsburgh, PA | Saturday
10/10/2026
8:00 PM | |
| Evil Dead - The Musical | West End Canopy at Pittsburgh Musical Theater
Pittsburgh, PA | Saturday
10/10/2026
8:30 PM | |
| Agnostic Front | Crafthouse Stage & Grill
Pittsburgh, PA | Saturday
10/10/2026
8:30 PM | |
| PARKING: Pittsburgh Steelers vs. Indianapolis Colts | Acrisure Stadium Parking Lots
Pittsburgh, PA | Sunday
10/11/2026
TBD | |
| Premium Tailgate Party: Pittsburgh Steelers vs. Indianapolis Colts | Premium Tailgate Tent - Pitt
Pittsburgh, PA | Sunday
10/11/2026
TBD | |
| Pittsburgh Gold Zone Tailgate: Pittsburgh Steelers vs. Indianapolis Colts | Gameday Hospitality - Pittsburgh
Pittsburgh, PA | Sunday
10/11/2026
10:00 AM | |
| Boy Band Brunch With The Boy Band Project | City Winery - Pittsburgh
Pittsburgh, PA | Sunday
10/11/2026
12:00 PM | |
| Pittsburgh Steelers vs. Indianapolis Colts | Acrisure Stadium
Pittsburgh, PA | Sunday
10/11/2026
1:00 PM | |
| Pittsburgh Symphony Orchestra: Lin-Manuel Miranda | Heinz Hall
Pittsburgh, PA | Sunday
10/11/2026
2:30 PM | |
| The Supersuckers | Crafthouse Stage & Grill
Pittsburgh, PA | Sunday
10/11/2026
6:30 PM | |
| Chance The Rapper | Citizens Live at The Wylie
Pittsburgh, PA | Sunday
10/11/2026
7:00 PM | |
| NonStop Broadway's Ultimate Broadway Karaoke & Sing-Along | City Winery - Pittsburgh
Pittsburgh, PA | Sunday
10/11/2026
7:00 PM | |
| Ian McConnell | Club Cafe
Pittsburgh, PA | Sunday
10/11/2026
8:00 PM | |
| Stephen Day | Thunderbird Cafe
Pittsburgh, PA | Sunday
10/11/2026
8:00 PM | |
| Evil Dead - The Musical | West End Canopy at Pittsburgh Musical Theater
Pittsburgh, PA | Sunday
10/11/2026
8:30 PM | |
| Skillet | Citizens Live at The Wylie
Pittsburgh, PA | Monday
10/12/2026
6:00 PM | |
| MC Lyte | City Winery - Pittsburgh
Pittsburgh, PA | Monday
10/12/2026
7:30 PM | |
| 12 Stones | Crafthouse Stage & Grill
Pittsburgh, PA | Monday
10/12/2026
7:30 PM | |
| The Thorn | Petersen Events Center
Pittsburgh, PA | Tuesday
10/13/2026
7:00 PM | |
| Giovannie and The Hired Guns | Crafthouse Stage & Grill
Pittsburgh, PA | Tuesday
10/13/2026
7:30 PM | |
| Drag Me To Dinner: A Halloween Drag Dinner Experience | City Winery - Pittsburgh
Pittsburgh, PA | Tuesday
10/13/2026
7:30 PM | |
| Lauren Ash | Crafthouse Stage & Grill
Pittsburgh, PA | Wednesday
10/14/2026
7:30 PM | |
| Richard Shindell | City Winery - Pittsburgh
Pittsburgh, PA | Wednesday
10/14/2026
7:30 PM | |
| Chasing Abbey | Thunderbird Cafe
Pittsburgh, PA | Wednesday
10/14/2026
8:00 PM | |
| Brand New | Stage AE
Pittsburgh, PA | Wednesday
10/14/2026
8:00 PM | |
| Matteo Lane | Carnegie Music Hall of Oakland - Pittsburgh
Pittsburgh, PA | Thursday
10/15/2026
7:30 PM | |
| The Brook and The Bluff | Thunderbird Cafe
Pittsburgh, PA | Thursday
10/15/2026
8:00 PM | |
| Evil Dead - The Musical | West End Canopy at Pittsburgh Musical Theater
Pittsburgh, PA | Thursday
10/15/2026
8:30 PM | |
| Ringling Bros. and Barnum & Bailey Circus | PPG Paints Arena
Pittsburgh, PA | Friday
10/16/2026
7:00 PM | |
| Pittsburgh Opera: Rigoletto | Benedum Center
Pittsburgh, PA | Friday
10/16/2026
7:00 PM | |
| Pittsburgh Panthers Women's Volleyball vs. Florida State Seminoles | Victory Heights Arena and Sports Performance Center
Pittsburgh, PA | Friday
10/16/2026
7:00 PM | |
| Robert Morris Colonials Women's Hockey vs. Syracuse Orange | Clearview Arena
Pittsburgh, PA | Friday
10/16/2026
7:00 PM | |
| Pittsburgh Symphony Orchestra: Romantic Rachmaninoff | Heinz Hall
Pittsburgh, PA | Friday
10/16/2026
7:30 PM | |
| Boyz II Men | Citizens Live at The Wylie
Pittsburgh, PA | Friday
10/16/2026
7:30 PM | |
| Brigitte Calls Me Baby | Mr Small's Theatre
Pittsburgh, PA | Friday
10/16/2026
8:00 PM | |
| Evil Dead - The Musical | West End Canopy at Pittsburgh Musical Theater
Pittsburgh, PA | Friday
10/16/2026
8:30 PM | |
| Ringling Bros. and Barnum & Bailey Circus | PPG Paints Arena
Pittsburgh, PA | Saturday
10/17/2026
11:00 AM | |
| Ringling Bros. and Barnum & Bailey Circus | PPG Paints Arena
Pittsburgh, PA | Saturday
10/17/2026
3:00 PM | |
| Robert Morris Colonials Women's Hockey vs. Syracuse Orange | Clearview Arena
Pittsburgh, PA | Saturday
10/17/2026
3:00 PM | |
| Ringling Bros. and Barnum & Bailey Circus | PPG Paints Arena
Pittsburgh, PA | Saturday
10/17/2026
7:00 PM | |
| Robert Morris Colonials Hockey vs. Miami (OH) RedHawks | Clearview Arena
Pittsburgh, PA | Saturday
10/17/2026
7:00 PM | |
| Jazz at Lincoln Center Orchestra & Wynton Marsalis | Byham Theater
Pittsburgh, PA | Saturday
10/17/2026
7:30 PM | |
| Dana and Alden | Mr Small's Theatre
Pittsburgh, PA | Saturday
10/17/2026
8:00 PM | |
| Maneka | Mr Small's Fun House
Pittsburgh, PA | Saturday
10/17/2026
8:00 PM | |
| The Band Feel | Crafthouse Stage & Grill
Pittsburgh, PA | Saturday
10/17/2026
8:30 PM | |
| Evil Dead - The Musical | West End Canopy at Pittsburgh Musical Theater
Pittsburgh, PA | Saturday
10/17/2026
8:30 PM | |
| Ringling Bros. and Barnum & Bailey Circus | PPG Paints Arena
Pittsburgh, PA | Sunday
10/18/2026
11:00 AM | |
| Michael Jackson's Thriller Live: A Halloween Special | City Winery - Pittsburgh
Pittsburgh, PA | Sunday
10/18/2026
12:00 PM | |
| Pittsburgh Panthers Women's Volleyball vs. Miami Hurricanes | Victory Heights Arena and Sports Performance Center
Pittsburgh, PA | Sunday
10/18/2026
12:00 PM | |
| Pittsburgh Opera: Rigoletto | Benedum Center
Pittsburgh, PA | Sunday
10/18/2026
2:00 PM | |
| Pittsburgh Symphony Orchestra: Romantic Rachmaninoff | Heinz Hall
Pittsburgh, PA | Sunday
10/18/2026
2:30 PM | |
| Ringling Bros. and Barnum & Bailey Circus | PPG Paints Arena
Pittsburgh, PA | Sunday
10/18/2026
3:00 PM | |
| Lacey Sturm - Acoustic | City Winery - Pittsburgh
Pittsburgh, PA | Sunday
10/18/2026
7:00 PM | |
| Ouija Macc | Crafthouse Stage & Grill
Pittsburgh, PA | Sunday
10/18/2026
7:30 PM | |
| Mexican Slum Rats | Mr Small's Fun House
Pittsburgh, PA | Sunday
10/18/2026
7:30 PM | |
| The Jayhawks | Thunderbird Cafe
Pittsburgh, PA | Sunday
10/18/2026
8:00 PM | |
