| Annie: | Clare Cichy |
| Oliver Warbucks: | Connor Degnan |
| Miss Hannigan: | Sofia Kaplan |
| Grace Farrell: | Tallulah Morreale |
| Rooster/Officer Ward: | Carter Kaplan |
| Lily St.Regis: | Evie Reynolds |
| F.D.R./Bert Healy/Police: | Jacon Bzdyk |
| Drake/Bundles/Louise Howe: | Mason Solomon |
| Star-to-Be/Sound Effects Person: | Mary Jane Michaels |
| Apple Seller/Dog Catcher: | Carter Kaplan |
| Molly: | Audrina Retzena |
| Kate: | Anya Retzena |
| Tessie: | Charlotte Carisson |
| Pepper: | Xena Urban |
| July: | Isis Urban |
| Duffy: | Natasha Opachko |
| Mrs.Pugh: | Callie Shatrowskas |
| Cecile: | McKenna Mathes |
| Mrs.Greer: | Reese Galla |
| Annette/Usherette: | Marie Kohl |
| | |
| Orphans: | Mary Jane Michaels |
| | Evie Reynolds |
| | Callie Shatrowskas |
| | McKenna Mathes |
| | Reese Galla |
| | Marie Kohl |
| | Averie Nallon |
| | Madalee Feigenblatt |
| | Natalie Kohl |
| | Annie Cichy |
| | Penelope |
| | Brynleigh Mullen |
| | Zoie Derhammer |
| | Olivia Holland |
| | Noelle Nallon |
| | |
| NYC Girls: | Evie Reynolds |
| | Callie Shatrowskas |
| | McKenna Mathes |
| | Reese Galla |
| | Averie Nallon |
| | Madalee Feigenblatt |
| | Natalie Kohl |
| | Annie Cichy |
| | Penelope |
| | Brynleigh Mullen |
| | Zoie Derhammer |
| | Olivia Holland |
| | Noelle Nallon |
| | |
| Servants: | Mary Jane Michaels |
| | Averie Nallon |
| | Madalee Feigenblatt |
| | Natalie Kohl |
| | Annie Cichy |
| | Penelope |
| | Brynleigh Mullen |
| | Zoie Derhammer |
| | Olivia Holland |
| | Noelle Nallon |
| | |
|
and introducing 
