- Premium Tailgate Game Day Party: Pittsburgh Steelers vs. Cleveland Browns (Dec 1) @ Lock Wall One Marina
- Les Miserables (Dec 1) @ Benedum Center
- Pittsburgh Steelers vs. Cleveland Browns (Dec 1) @ Heinz Field
- Les Miserables (Dec 1) @ Benedum Center
- School Girls; Or, The African Mean Girls Play (Dec 1) @ O’Reilly Theater
- School Girls; Or, The African Mean Girls Play (Dec 1) @ O’Reilly Theater
- LeAnn Rimes (Dec 2) @ Rivers Casino Event Center at The Rivers Casino
- Our Last Night (Dec 3) @ Rex Theater
- Pittsburgh Panthers vs. Rutgers Scarlet Knights (Dec 3) @ Petersen Events Center
- School Girls; Or, The African Mean Girls Play (Dec 3) @ O’Reilly Theater
- Brasstacular (Dec 3) @ Upper St. Clair Theatre
- Pittsburgh Penguins vs. St. Louis Blues (Dec 4) @ PPG Paints Arena
- Phish (Dec 4) @ Petersen Events Center
- School Girls; Or, The African Mean Girls Play (Dec 4) @ O’Reilly Theater
- Duquesne Dukes vs. Virginia Military Keydets (Dec 4) @ Kerr Sport and Fitness Center
- Barnes Gordy Walsh Trio (Dec 4) @ Club Cafe
- Pop Evil (Dec 4) @ Crafthouse Stage & Grill
- Ski Mask The Slump God (Dec 5) @ Stage AE
- School Girls; Or, The African Mean Girls Play (Dec 5) @ O’Reilly Theater
- Bailen – Band (Dec 5) @ Club Cafe
- School Girls; Or, The African Mean Girls Play (Dec 5) @ O’Reilly Theater
- Ill.gates (Dec 5) @ Thunderbird Cafe
- Secret Eyes CD Release Show (Dec 5) @ Theatre at Mr Small’s
- Pittsburgh Penguins vs. Arizona Coyotes (Dec 6) @ PPG Paints Arena
- Cashmere Cat (Dec 6) @ Rex Theater
- Batushka (Dec 6) @ Theatre at Mr Small’s
- Thunderstruck – A Tribute To AC/DC (Dec 6) @ Crafthouse Stage & Grill
- The Ronni Weiss Quartet (Dec 6) @ Club Cafe
- A Musical Christmas Carol (Dec 6) @ Byham Theater
- Robert Morris Colonials Women’s Hockey vs. Mercyhurst Lakers (Dec 6) @ Colonials Arena
- Scrantonicity (Dec 6) @ Hard Rock Cafe
- School Girls; Or, The African Mean Girls Play (Dec 6) @ O’Reilly Theater
- Pittsburgh Symphony Orchestra: Mozart & Sibelius (Dec 6) @ Heinz Hall
- Pittsburgh Ballet Theatre: The Nutcracker (Dec 6) @ Benedum Center
- The Marcus King Band (Dec 7) @ Theatre at Mr Small’s
- Pittsburgh Ballet Theatre: The Nutcracker (Dec 7) @ Benedum Center
- A Musical Christmas Carol (Dec 7) @ Byham Theater
- Robert Morris Colonials Women’s Hockey vs. Mercyhurst Lakers (Dec 7) @ Colonials Arena
- School Girls; Or, The African Mean Girls Play (Dec 7) @ O’Reilly Theater
- A Musical Christmas Carol (Dec 7) @ Byham Theater
- Joe Grushecky and The Houserockers (Dec 7) @ Club Cafe
- School Girls; Or, The African Mean Girls Play (Dec 7) @ O’Reilly Theater
- A Musical Christmas Carol (Dec 7) @ Byham Theater
- Pittsburgh Ballet Theatre: The Nutcracker (Dec 7) @ Benedum Center
- Mike’s Dead & Ryan Oakes (Dec 7) @ Smiling Moose
- Pittsburgh Symphony Orchestra: Osmo Vanska – Handel’s Messiah (Dec 7) @ Heinz Hall
- A Musical Christmas Carol (Dec 8) @ Byham Theater
- A Musical Christmas Carol (Dec 8) @ Byham Theater
- School Girls; Or, The African Mean Girls Play (Dec 8) @ O’Reilly Theater
- Common Holly (Dec 8) @ Club Cafe
- Pittsburgh Ballet Theatre: The Nutcracker (Dec 8) @ Benedum Center
- Pittsburgh Symphony Orchestra: Osmo Vanska – Mozart & Sibelius (Dec 8) @ Heinz Hall
- Pittsburgh Ballet Theatre: The Nutcracker (Dec 8) @ Benedum Center
- Turnover, Men I Trust & Renata Zeiguer (Dec 9) @ Theatre at Mr Small’s
- Duquesne Dukes vs. Columbia Lions (Dec 9) @ Kerr Sport and Fitness Center
- Corey Harris & Todd Albright (Dec 9) @ Club Cafe
- Yanni (Dec 9) @ Benedum Center
- Pittsburgh Penguins vs. Montreal Canadiens (Dec 10) @ PPG Paints Arena
- Mannheim Steamroller Christmas (Dec 10) @ Benedum Center
- Thank You Scientist, Bent Knee & The Tea Club (Dec 10) @ Thunderbird Cafe
- The Spill Canvas (Dec 10) @ Rex Theater
- Kate Voegele & Tyler Hilton (Dec 10) @ Club Cafe
- Morbid Angel (Dec 11) @ Rex Theater
- Zach Deputy (Dec 11) @ Thunderbird Cafe
- J. Robbins (Dec 11) @ Club Cafe
- Kadavar (Dec 11) @ Spirit Hall
- Pittsburgh Penguins vs. Columbus Blue Jackets (Dec 12) @ PPG Paints Arena
- Highly Suspect & The Unlikely Candidates (Dec 12) @ Theatre at Mr Small’s
- Strange Machines (Dec 12) @ Thunderbird Cafe
- The Get Up Kids (Dec 13) @ Rex Theater
- Single Mothers (Dec 13) @ Fun House at Mr Small’s
- Pittsburgh Symphony Orchestra: Daniel Meyer & Ashley Brown – Highmark Holiday Pops (Dec 13) @ Heinz Hall
- Herbivore & Kenny Sukitch (Dec 13) @ Club Cafe
- Pittsburgh Ballet Theatre: The Nutcracker (Dec 13) @ Benedum Center
- David Kaye (Dec 13) @ Club Cafe
- Pittsburgh Penguins vs. Los Angeles Kings (Dec 14) @ PPG Paints Arena
- A Musical Christmas Carol (Dec 14) @ Byham Theater
- A Musical Christmas Carol (Dec 14) @ Byham Theater
- A Musical Christmas Carol (Dec 14) @ Byham Theater
- Pittsburgh Symphony Orchestra: Daniel Meyer & Ashley Brown – Highmark Holiday Pops (Dec 14) @ Heinz Hall
- Pittsburgh Ballet Theatre: The Nutcracker (Dec 14) @ Benedum Center
- Pittsburgh Symphony Orchestra: Daniel Meyer & Ashley Brown – Highmark Holiday Pops (Dec 14) @ Heinz Hall
- Pittsburgh Ballet Theatre: The Nutcracker (Dec 14) @ Benedum Center
- Smokin Betties Burlesque (Dec 14) @ Club Cafe
- This Side Of Eve (Dec 14) @ Club Cafe
- Premium Tailgate Game Day Party: Pittsburgh Steelers vs. Buffalo Bills (Dec 15) @ Lock Wall One Marina
- Pittsburgh Steelers vs. Buffalo Bills (Dec 15) @ Heinz Field
- Highmark Holiday Pops (Dec 15) @ Heinz Hall
- A Musical Christmas Carol (Dec 15) @ Byham Theater
- A Musical Christmas Carol (Dec 15) @ Byham Theater
- Pittsburgh Ballet Theatre: The Nutcracker (Dec 15) @ Benedum Center
- Pittsburgh Ballet Theatre: The Nutcracker (Dec 15) @ Benedum Center
- Robert Morris Colonials vs. Army West Point Black Knights (Dec 15) @ Colonials Arena
- Pittsburgh Panthers vs. Northern Illinois Huskies (Dec 16) @ Petersen Events Center
- Hellogoodbye (Dec 16) @ Smiling Moose
- Pittsburgh Symphony Orchestra: Manfred Honeck – Feel The Love (Dec 16) @ Heinz Hall
- New Politics, Plain White T’s & The Mowglis (Dec 17) @ Theatre at Mr Small’s
- Tim Reynolds & TR3 (Dec 17) @ Thunderbird Cafe
- Pittsburgh Symphony Orchestra: Manfred Honeck – Feel The Love (Dec 17) @ Heinz Hall
- Celtic Woman (Dec 18) @ Heinz Hall
- Straight No Chaser (Dec 18) @ Benedum Center
- Nghtmre (Dec 19) @ Stage AE
- NCAA Women’s Volleyball Tournament Championship – All Sessions (Dec 19) @ PPG Paints Arena
- Jordan Weeks, Cassi Bruno & Greg Cislon (Dec 19) @ Club Cafe
- Pittsburgh Ballet Theatre: The Nutcracker (Dec 19) @ Benedum Center
- NCAA Women’s Volleyball Tournament Championship – Session 1 (Dec 19) @ PPG Paints Arena
- Pittsburgh Panthers vs. Binghamton Bearcats (Dec 20) @ Petersen Events Center
- Pittsburgh Ballet Theatre: The Nutcracker (Dec 20) @ Benedum Center
- A Musical Christmas Carol (Dec 20) @ Byham Theater
- Why? & Gabby’s World (Dec 20) @ Club Cafe
- Emerson Jay Reunion Show (Dec 21) @ Club Cafe
- Pittsburgh Ballet Theatre: The Nutcracker (Dec 21) @ Benedum Center
- A Musical Christmas Carol (Dec 21) @ Byham Theater
- A Musical Christmas Carol (Dec 21) @ Byham Theater
- Moving Shadows: A Dark Solstice Celebration (Dec 21) @ Fun House at Mr Small’s
- Pittsburgh Symphony Orchestra: Daniel Meyer & Ashley Brown – Highmark Holiday Pops (Dec 21) @ Heinz Hall
- The Nerd Herders (Dec 21) @ Club Cafe
- A Musical Christmas Carol (Dec 21) @ Byham Theater
- Pittsburgh Ballet Theatre: The Nutcracker (Dec 21) @ Benedum Center
- NCAA Women’s Volleyball Tournament Championship – Session 2 (Dec 21) @ PPG Paints Arena
- Trans-Siberian Orchestra (Dec 22) @ PPG Paints Arena
- Trans-Siberian Orchestra (Dec 22) @ PPG Paints Arena
- Pittsburgh Ballet Theatre: The Nutcracker (Dec 22) @ Benedum Center
- Pittsburgh Symphony Orchestra: Daniel Meyer & Ashley Brown – Highmark Holiday Pops (Dec 22) @ Heinz Hall
- A Musical Christmas Carol (Dec 22) @ Byham Theater
- A Musical Christmas Carol (Dec 22) @ Byham Theater
- Pittsburgh Ballet Theatre: The Nutcracker (Dec 22) @ Benedum Center
- Pittsburgh Symphony Orchestra: Daniel Meyer & Ashley Brown – Highmark Holiday Pops (Dec 22) @ Heinz Hall
- Pittsburgh Ballet Theatre: The Nutcracker (Dec 23) @ Benedum Center
- The Harlem Globetrotters (Dec 26) @ PPG Paints Arena
- The Harlem Globetrotters (Dec 26) @ PPG Paints Arena
- The Illusionists (Dec 26) @ Heinz Hall
- Bill Deasy’s Annual Boxing Day Show (Dec 26) @ Club Cafe
- Pittsburgh Ballet Theatre: The Nutcracker (Dec 26) @ Benedum Center
- Pittsburgh Ballet Theatre: The Nutcracker (Dec 27) @ Benedum Center
- WWE: Live (Dec 27) @ PPG Paints Arena
- The Illusionists (Dec 27) @ Heinz Hall
- Lotus (Dec 27) @ Stage AE
- Pittsburgh Ballet Theatre: The Nutcracker (Dec 27) @ Benedum Center
- The Music of R.E.M. (Dec 27) @ Club Cafe
- Pittsburgh Penguins vs. Nashville Predators (Dec 28) @ PPG Paints Arena
- A Charlie Brown Christmas (Dec 28) @ Byham Theater
- The Illusionists (Dec 28) @ Heinz Hall
- A Charlie Brown Christmas (Dec 28) @ Byham Theater
- The Illusionists (Dec 28) @ Heinz Hall
- The Illusionists (Dec 28) @ Heinz Hall
- Sarah Tilghman (Dec 28) @ Club Cafe
- Pittsburgh Ballet Theatre: The Nutcracker (Dec 28) @ Benedum Center
- Pittsburgh Ballet Theatre: The Nutcracker (Dec 28) @ Benedum Center
- Brahctopus (Dec 28) @ Thunderbird Cafe
- Ryan Yingst (Dec 28) @ Club Cafe
- The Illusionists (Dec 29) @ Heinz Hall
- The Illusionists (Dec 29) @ Heinz Hall
- Snails (Dec 29) @ Stage AE
- Pittsburgh Ballet Theatre: The Nutcracker (Dec 29) @ Benedum Center
- Pittsburgh Ballet Theatre: The Nutcracker (Dec 29) @ Benedum Center
- The Abominable Snow Jam: Identity X (Dec 29) @ Club Cafe
- The Black Lillies (Dec 29) @ Thunderbird Cafe
- Pittsburgh Penguins vs. Ottawa Senators (Dec 30) @ PPG Paints Arena
- Pittsburgh Panthers vs. Canisius Golden Griffins (Dec 30) @ Petersen Events Center
- Jeff Dunham (Dec 31) @ PPG Paints Arena
- Jesus Christ Superstar (Dec 31) @ Benedum Center
- Start Making Sense – A Tribute to Talking Heads (Dec 31) @ Theatre at Mr Small’s