- Stephen J. Anderson
- Diesel 10
- Zackary Arthur
- Young Burnett
- Alexander Bello
- Lily and Patch's son
- Arun Blair-Mangat
- Musical Guest
- Kimberly J. Brown
- Stacy Jones
- Nick Cartell
- Script Narrator
- Chelsea Davis
- Mutt the Dog
- Lucas Davis
- The Previous Mr. Conductor
- Bradley Dean
- Musical Guest
- Alice Fearn
- Storyteller (Adult Lily)
- Jake Ryan Flynn
- Patch
- Irene Gallin
- Young Tasha / Clarabel
- Michael I. Haber
- Newspaper Delivery Boy
- Jessa Halterman
- Lily's Mother
- Logan Hart
- Bertie
- Alex Haynes
- Thomas
- Theresa Jett
- Passenger
- Richard Kind
- P.T. Boomer
- Victoria Kingswood
- Lily
- Miriam-Teak Lee
- Lady / Musical Guest
- Killian Thomas Lefevre
- Toby
- Noel MacNeal
- Edward
- Dayna Manning
- Musical Guest
- Amy Matthews
- Lady Hatt
- John McGowan
- C. Junior
- John McGowan
- Mr. C. Junior
- Blake Merriman
- George
- Harper Miles
- Annie
- Colin Mochrie
- Burnett Stone
- Michael Moore
- Splatter
- Katie Nail
- Station Master
- Angelisse Perez
- Dodge
- Jonah Platt
- Mr. Conductor
- Rob Rackstraw
- James
- Kyle Roberts
- Percy
- Eric Scherer
- Station Announcer / Adult Patch
- John Scott-Richardson
- Billy Twofeathers
- Carolyn Smith
- Lily and Patch's daughter
- Connor Warren Smith
- Musical Guest
- Keith Wickham
- Gordon / Sir Topham Hatt
- Joey Zimmerman
- Henry
