| NFL: IND @ PIT | Acrisure Stadium | | 2026-10-11 |
| Rod Wave: Don't Look Down Tour | PPG Paints Arena | | 2026-10-23 |
| Disney Descendants, ZOMBIES & Camp Rock: Worlds Collide Concert Tour | PPG Paints Arena | | 2026-10-28 |
| The Rock Orchestra: Arena of Fire | Petersen Events Center | | 2026-11-15 |
| Chance The Rapper - Coloring Book 10 Year Anniversary Tour | Citizens Live at The Wylie | | 2026-10-11 |
| Ian McConnell w/ Cherokee Social | Club Cafe | | 2026-10-11 |
| Pittsburgh Steelers v Colts: 1933 Club Pass (NOT A GAME TICKET) | Acrisure Stadium | | 2026-10-11 |
| Pittsburgh Steelers vs. Indianapolis Colts | Acrisure Stadium | | 2026-10-11 |
| Skillet: Comatose 20 Years, Still Screaming Tour | Citizens Live at The Wylie | | 2026-10-12 |
| Penn And Teller | Heinz Hall | | 2026-10-13 |
| The Thorn | Petersen Events Center | | 2026-10-13 |
| Brand New | Stage AE | | 2026-10-14 |
| Demetri Martin: The Quick Draw Tour | Carnegie Music Hall of Oakland | | 2026-10-14 |
| Matteo Lane: We Gotta Catch Up! | Carnegie Music Hall of Oakland | | 2026-10-15 |
| Boyz II Men | Citizens Live at The Wylie | | 2026-10-16 |
| Brigitte Calls Me Baby | Mr Smalls Theater | | 2026-10-16 |
| Corey Holcomb | Pittsburgh Improv | | 2026-10-16 |
| Pittsburgh Panthers Womens Volleyball vs. Florida State Seminoles Womens Volleyball | Victory Heights Arena | | 2026-10-16 |
| Ringling Bros. and Barnum & Bailey with Special Guest Bello Nock | PPG Paints Arena | | 2026-10-16 |
| Corey Holcomb | Pittsburgh Improv | | 2026-10-17 |
| Ringling Bros. and Barnum & Bailey with Special Guest Bello Nock | PPG Paints Arena | | 2026-10-17 |
| Pittsburgh Panthers Womens Volleyball vs. Miami Hurricanes Womens Volleyball | Victory Heights Arena | | 2026-10-18 |
| Ringling Bros. and Barnum & Bailey with Special Guest Bello Nock | PPG Paints Arena | | 2026-10-18 |
| Jesse Welles w/ Hudson Freeman | Stage AE | | 2026-10-20 |
| Oh He Dead (21+) | Spirit Hall | | 2026-10-20 |
| Tedeschi Trucks Band: Future Soul 2026 Tour | Citizens Live at The Wylie | | 2026-10-20 |
| Movements w/ Balance & Composure | Stage AE | | 2026-10-21 |
| The Story So Far | Citizens Live at The Wylie | | 2026-10-21 |
| Beauty School Dropout | Spirit Hall | | 2026-10-22 |
| Pittsburgh Penguins vs. Florida Panthers | PPG Paints Arena | | 2026-10-22 |
| Barnatan Plays Beethoven with The Pittsburgh Symphony Orchestra | Heinz Hall | | 2026-10-23 |
| Smokey Robinson: Legacy of Love Tour | Citizens Live at The Wylie | | 2026-10-23 |
| Wheel of Fortune Live! | Stage AE | | 2026-10-23 |
| Earlybirds Club (21 and Over) | Stage AE | | 2026-10-24 |
| Pittsburgh Penguins vs. Nashville Predators | PPG Paints Arena | | 2026-10-24 |
| Pittsburgh Riverhounds SC vs Birmingham Legion FC | F.N.B. Stadium | | 2026-10-24 |
| Barnatan Plays Beethoven with The Pittsburgh Symphony Orchestra | Heinz Hall | | 2026-10-25 |
| Little Big Town - For The Art Of It Tour | Citizens Live at The Wylie | | 2026-10-25 |
| The Lowest Pair | Club Cafe | | 2026-10-25 |
| Jonas Brothers: The Burning Up Tour All Over Again | PPG Paints Arena | | 2026-10-26 |
| Sleeping with Sirens w/ Rain City Drive | Stage AE | | 2026-10-27 |
| The Living Tombstone - The Multiplayer Tour | Citizens Live at The Wylie | | 2026-10-27 |
| Sammy Rae and The Friends w/ Melt | Stage AE | | 2026-10-28 |
| Pittsburgh Penguins vs. Utah Mammoth | PPG Paints Arena | | 2026-10-29 |
| Gary Vider | Pittsburgh Improv | | 2026-10-29 |
| Dylan Gossett & Charles Wesley Godwin | Citizens Live at The Wylie | | 2026-10-30 |
| Haunted Fest Pittsburgh | Stage AE | | 2026-10-30 |
| Pittsburgh Panthers Football vs. Georgia Tech Yellow Jackets Football | Acrisure Stadium | | 2026-10-31 |
| Aries Spears | Citizens Live at The Wylie | | 2026-10-31 |
| Pittsburgh Steelers v Browns: 1933 Club Pass (NOT A GAME TICKET) | Acrisure Stadium | | 2026-11-01 |
| Pittsburgh Steelers vs. Cleveland Browns | Acrisure Stadium | | 2026-11-01 |
| GloRilla | Citizens Live at The Wylie | | 2026-11-02 |
| Boney James | City Winery - Pittsburgh | | 2026-11-03 |
| Pittsburgh Penguins vs. Vegas Golden Knights | PPG Paints Arena | | 2026-11-03 |
| Boney James | City Winery - Pittsburgh | | 2026-11-04 |
| Father Frank & Under The Canopy | Club Cafe | | 2026-11-04 |
| Charles McBee | Pittsburgh Improv | | 2026-11-04 |
| Colby T. Helms | Club Cafe | | 2026-11-05 |
| Nurse John: Against Medical Advice Tour | Citizens Live at The Wylie | | 2026-11-05 |
| Pittsburgh Penguins vs. Boston Bruins | PPG Paints Arena | | 2026-11-05 |
| T.J. Miller | Pittsburgh Improv | | 2026-11-05 |
| George Clanton | Spirit Hall | | 2026-11-06 |
| Kendall Street Company: Yodeling Astroman Tour | Club Cafe | | 2026-11-06 |
| STING 3.0 Tour | Citizens Live at The Wylie | | 2026-11-06 |
| Pittsburgh Panthers Womens Volleyball vs. Duke Blue Devils Womens Volleyball | Victory Heights Arena | | 2026-11-06 |
| T.J. Miller | Pittsburgh Improv | | 2026-11-06 |
| Ethan Regan: Young Regan Tour | Spirit Hall | | 2026-11-07 |
| STING 3.0 Tour | Citizens Live at The Wylie | | 2026-11-07 |
| Jim Gaffigan: Everything is Wonderful! | PPG Paints Arena | | 2026-11-07 |
| T.J. Miller | Pittsburgh Improv | | 2026-11-07 |
| Pittsburgh Panthers Womens Volleyball vs. North Carolina Tar Heels Womens Volleyball | Victory Heights Arena | | 2026-11-08 |
| The Notebook (Touring) | Benedum Center | | 2026-11-10 |
| JACKIE EVANS W/ ELLI ROWE | Club Cafe | | 2026-11-11 |
| Jodeci - 35th Anniversary Tour of Forever My Lady | Citizens Live at The Wylie | | 2026-11-11 |
| Pittsburgh Panthers Womens Volleyball vs. Notre Dame Fighting Irish Womens Volleyball | Victory Heights Arena | | 2026-11-11 |
| JACK WHITE LIVE 2026 | Citizens Live at The Wylie | | 2026-11-12 |
| SOMBR - You Are The Reason Tour | PPG Paints Arena | | 2026-11-12 |
| The Notebook (Touring) | Benedum Center | | 2026-11-12 |
| Club Cafe Presents: Maya de Vitry | Club Cafe | | 2026-11-13 |
| Pittsburgh Panthers Football vs. Florida State Seminoles Football | Acrisure Stadium | | 2026-11-13 |
| The Notebook (Touring) | Benedum Center | | 2026-11-13 |
| Natural Woman: The Music of Aretha Franklin with The Pittsburgh Symphony Orchestra | Heinz Hall | | 2026-11-14 |
| Pittsburgh Penguins vs. Ottawa Senators | PPG Paints Arena | | 2026-11-14 |
| The Notebook (Touring) | Benedum Center | | 2026-11-14 |