| Broadway and Hollywood Actor | Character Both Played | Musical |
| Dorothy Loudon, Carol Burnett, Kathy Bates | |
| Zero Mostel, Topol | |
| Richard Kiley, Peter O'Toole | |
| Daphne Rubin-Vega, Rosario Dawson | |
| Hinton Battle, Michael Jackson | |
| Alfred Drake, Howard Keel | |
| Patti LuPone, Madonna | |
| Carlin Glynn, Dolly Parton | |
| James Rado, John Savage | |
| Gene Kelly, Frank Sinatra | |
| Gwen Verdon, Shirley MacLaine | |
| Carol Channing, Barbra Streisand | |
| John Raitt, Gordon McRae | |
| Betty Buckley, Blythe Danner | |
| Donna McKechnie, Alyson Reed | |
| Robert Alda, Marlon Brando | |
| Michael Crawford, Gerard Butler | |
| Len Cariou, Johnny Depp | |
| Florence Henderson, Leslie Caron | |
| Julie Andrews, Vanessa Redgrave | |
| Louise Pitre, Meryl Streep | |
| Tammy Grimes, Debbie Reynolds | |
| Jill Haworth, Liza Minnelli | |
| Ethel Merman, Betty Hutton | |
| Angela Lansbury, Lucille Ball | |
| | Broadway and Hollywood Actor | Character Both Played | Musical |
| Albert Sharpe, Fred Estaire | |
| Clive Revill, Ron Moody | |
| Barbara Cook, Shirley Jones, Kristen Chenoweth | |
| Jennifer Holliday, Jennifer Hudson | |
| Carol Lawrence, Natalie Wood | |
| Alfred Drake, Gordon MacRae | |
| Ben Vereen, Carl Anderson | |
| David Brooks, Gene Kelly | |
| Ethel Merman, Rosalind Ruseell | |
| Cady Huffman, Uma Thurman | |
| Norma Terris, Irene Dunne, Kathryn Grayson | |
| Mary Martin, Mitzi Gaynor | |
| Chita Rivera, Rosie DeLeon | |
| Abigale Haness, Susan Sarandon | |
| Chita Rivera, Catherine Zeta-Jones | |
| Janis Paige, Doris Day | |
| Brian Davies, Michael Crawford | |
| John Battles, Gene Kelly | |
| Barry Bostwick, John Travolta | |
| Mary Martin, Julie Andrews | |
| Matthew Morrison, Zac Efron | |
| Raul Julia, Daniel Day-Lewis | |
| Gertrude Lawrence, Deborah Kerr | |
| Julie Andrews, Audrey Hepburn | |
|