Act One

  • "Prologue / What If?" - Elizabeth, Busker, Kate, Lucas, Josh and Company
  • "It's a Sign" – Kate and Passengers
  • "A Map of New York" – Stephen, Liz, Kate and Company
  • "You Never Know" – Josh
  • "Ain't No Man Manhattan" – Lucas and Activists
  • "What the F#%k?" – Liz
  • "Here I Go" – Liz and Josh
  • "You Don't Need to Love Me" – Lucas
  • "No More Wasted Time" – Liz, Kate, Anne, Elena
  • "Surprise" – Company

Act Two

  • "This Day / Walking by a Wedding" – Kate, Anne, Beth, Josh, and Company
  • "Hey, Kid" – Josh
  • "Some Other Me" – Beth and Lucas
  • "Best Worst Mistake" – Lucas and David
  • "I Hate You" – Liz and Josh
  • "A Map of New York (Reprise)" – Stephen
  • "You Learn to Live Without" – Liz
  • "The Moment Explodes" – Beth, Architect, Flight Attendant, Passengers
  • "Love While You Can" – Beth, Kate, Anne
  • "What Would You Do?" – David
  • "Always Starting Over" – Liz
  • "Finale / What If? (Reprise)" – Company

A song with an asterisk (*) before the title indicates a dance number.