The Pittsburgh Cycle - In 2005, August Wilson completed a ten-play cycle, nine of which are set in Pittsburgh, chronicling the African-American experience in the 20th century. These are:
"America", written by Paul Simon and performed by Simon & Garfunkel, includes the line "Kathy", I said, / As we boarded a Greyhound in Pittsburgh, / Michigan seems like a dream to me now."[4]
"I finally found a place to call my own / a place where all good sinners can get stoned / I'll keep my holy vision, you keep your stupid pride / You said I couldn't make it on my own / But I'm not dead (I'm in Pittsburgh) / And now I can't get out of town / But I'm not dead (I'm in Pittsburgh) / They've got me all strung, come cut me down."
"Lo and Behold," which appears on The Basement Tapes by Bob Dylan and the Band, tells the story of the narrator recounting a train ride with "I come into Pittsburgh / At six-thirty flat / I found myself a vacant seat / An' I put down my hat."[4]
"Six Days on the Road", written by Earl Green and Carl Montgomery, describes a trucker who says "Well, I pulled out of Pittsburgh", in describing life on the road.[4]
Pittsburgher Wiz Khalifa often mentions the city in his music.
Pittsburgher Mac Miller often mentions his hometown in his music
Video games
The Fallout 3 DLC "The Pitt" takes place in Pittsburgh