If/Then

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; a character listed in a song with an asterisk (*) by the character's name indicates that the character exclusively serves as a dancer in this song, which is sung by other characters.