 Neil Patrick HarrisAdult Jake Doyle / Narrator | Adult Jake Doyle / Narrator |
 Winslow FegleyJake Doyle | Jake Doyle |
 Steve ZahnJohn Doyle | John Doyle |
 June Diane RaphaelKathy Doyle | Kathy Doyle |
 Bellaluna ResnickLizzy Doyle | Lizzy Doyle |
 Sophia Reid-GantzertAnnie Doyle | Annie Doyle |
 Che TafariMikey Trotter | Mikey Trotter |
 Santino BarnardEvan Olsen | Evan Olsen |
 Max MalasJeff Farmer | Jeff Farmer |
 Brielle RankinsTammy Hodges | Tammy Hodges |
 Braelyn RankinsTeddy Hodges | Teddy Hodges |
 Cyrus ArnoldJosh Jagorski | Josh Jagorski |
 Chandler DeanTimmy Keane | Timmy Keane |
 Jacob LavalConnor Stump | Connor Stump |
 Katia SmithTiffany Keane | Tiffany Keane |
| TTom RooneyDr. Timothy Keane Sr. | Dr. Timothy Keane Sr. |
 David CrossDealer | Dealer |
 Kathryn GreenwoodMrs. Hugo | Mrs. Hugo |
| LLouise NicolMiss Sherman | Miss Sherman |
| EErica LeveneMrs. Trotter | Mrs. Trotter |
 David MacInnisMr. Halberg | Mr. Halberg |
 Monica DottorMrs. Keane | Mrs. Keane |
| JJordan OladimejiBoy #1 (Toy Aisle) | Boy #1 (Toy Aisle) |
 William PoulinGrumpy Wreath Man | Grumpy Wreath Man |
 Sofie Michal MaiuriKatie Sorrentino | Katie Sorrentino |
 Alex SpencerOfficer Masejewski | Officer Masejewski |
 James McDougallSanta Claus | Santa Claus |
 Michael DysonOld Janitor | Old Janitor |
 Dan Darin ZancoSchool Bus Driver | School Bus Driver |
| GGordon FultonOld Man with Dentures | Old Man with Dentures |
