| Some Kinda Time - Reprise | Nick Blaemire, Steven Booth, Adam Halpin, F. Michael Haynie, Derek Klena, Josh Segarra | 2:57 | |
| Till We Reach That Day | Marin Mazzie, Peter Friedman, Steven Sutcliffe, Vanessa Townsell-Crisp, Brian Stokes Mitchell, Judy Kaye, Ragtime Ensemble | 4:11 | |
| I Think It's Gonna Rain Today | Joel Grey | 2:20 | |
| Love Is Always Lovely in the End | Georgia Engel, Edward Hibbert, 'The Drowsy Chaperone' Original Broadway Cast | 2:16 | |
| Once You See | Christy Altomare | 1:32 | |
| Overture / Prologue: A Warning to the Audience | A Gentleman's Guide To Love And Murder Original Broadway Cast | 1:20 | |
| Snuff That Girl | Ken Jennings, Megan Lawrence, Spencer Kayden, Rick Crom, Rachel Coloff, Victor W. Hawks, Lawrence Street | 3:18 | |
| There's a Fine, Fine Line (Reprise) / What Do You Do with a B.A. in English? (Reprise) | John Tartaglia, Rick Lyon, Natalie Venetia Belcon, Stephanie D'Abruzzo, Ann Harada, Jordan Gelber, Jennifer Barnhart | 1:43 | |
| Stranger | Bobby Steggert | 3:17 | |
| I Don't Know His Name | Laura Benanti, Jane Krakowski | 3:58 | |
| Sort of Fairy Tale | Jared Gertner, Kate Wetherhead | 4:09 | |
| T.E.A.M. / The Baseball Game | Anthony Rapp, You're a Good Man, Charlie Brown Ensemble (1999) | 3:42 | |
| Stop! Wait! What?! | Bryce Pinkham | 1:48 | |
| In a Little Whille | Lewis Cleale, Jane Krakowski | 3:12 | |
| All Our Friends | Harvey Evans, Joel Grey, George M! Ensemble | 1:01 | |
| I Can't Do It Alone | Bebe Neuwirth, Marcia Lewis | 4:46 | |
| Dear Friend | Laura Benanti | 3:32 | |
| A Miracle Would Happen / When You Come Home to Me | Sherie Rene Scott, Norbert Leo Butz | 5:20 | |
| Miracle of Miracles | Adam Kantor | 2:19 | |
| Little Known Facts | Ilana Levine, B.D. Wong, Anthony Rapp | 2:22 | |
| (You're) Timeless to Me | Dick Latessa, Harvey Fierstein | 4:09 | |