| 1988 | Oliver! | |
| 1989 | Grease | Annie |
| 1990 | West Side Story | Wizard of Oz |
| 1991 | Sweet Charity | The Music Man |
| 1992 | Once Upon A Mattress | Oklahoma! |
| 1993 | Anything Goes | Cinderella |
| 1994 | Bye Bye Birdie | Oliver! |
| 1995 | Hello Dolly | Annie Get Your Gun |
| 1996 | George M! | Meet Me In St. Louis |
| 1997 | Will Rogers Follies | The King and I |
| 1998 | Barnum | Annie Warbucks |
| 1999 | The Music Man | Guys and Dolls |
| 2000 | Joseph and the Amazing Technicolor Dreamcoat |
Fiddler on the Roof |
| 2001 | The Wizard of Oz | Brigadoon |
| 2002 | The Pirates of Penzance | L’il Abner |
| 2003 | Peter Pan | Big River |
| 2004 | The Unsinkable Molly Brown | Mame |
| 2005 | Annie | Bye Bye Birdie |
| 2006 | Oklahoma! | Anything Goes |
| 2007 | Cinderella | Beauty and the Beast |
| 2008 | The King and I | Crazy For You |
| 2009 | Once Upon a Mattress | Footloose |
| 2010 | Annie Get Your Gun | South Pacific |
| 2011 | Flyer: The Musical Story of the Wright Brothers |
Thoroughly Modern Millie |
| 2012 | Hello Dolly | Joseph and the Amazing Technicolor Dreamcoat |
| 2013 | Guys and Dolls | The Music Man |
| 2014 | Hairspray | Oliver! |
| 2015 | Mary Poppins | Seussical the Musical |
| 2016 | Damn Yankees | Shrek |
| 2017 | Willy Wonka | The Wizard of Oz |
| 2018 | Oklahoma! | Big River |
| 2019 | 42nd Street | Tarzan |
| 2020 | — | — |
| 2021 | Matilda | Newsies |
| 2022 | Legally Blonde | Li’l Abner |
| 2023 | Sister Act | Cinderella |
| 2024 | Fiddler on the Roof | Something Rotten! |
| 2025 | Annie | Elf the Musical |