Alyson Stoner as Little Engine, a steam shunter engine who dreams of being a Dream Hauler and becomes close friends with Richard
Whoopi Goldberg as Tower, a control tower who is in charge of everyone in the train yard
Patrick Warburton as Caboose, a red caboose who is part of the birthday train
Jeff Bennett as Red Engine, the red #35 Dream Hauler
Bennett also voices Hudson, a green and white sock monkey with a British accent who serves as the vice leader of the toys and Little Engine's fireman
Mocean Melvin as Big Locomotive, a silver streamlined Dream Hauler with purple and orange stripes
Jim Cummings as Rusty, a senior Dream Hauler and friend to Little Engine
Cummings also voices the Evening Express, a white streamlined Dream Hauler who pulls a fast express
Rodney Saulsberry as Freight Train, a green and orange Dream Hauler who hauls heavy freight trains
Saulsberry also voices Bud, a toy giraffe. He is much less talkative compared to Lou and does not speak until near the end of the film.
Brenda Song as Shiny Passenger Train, a yellow Dream Hauler who is very full of herself. She is one of many who was sent to help dig out the tunnel.
Chelsea Erinne Evered as an unnamed pink and white diesel engine who gives Rusty a broom-plow in place of his cowcatcher and gives it back at the end of the film.
Ray Porter as Nightmare Train, a black experimental steam engine with power over nightmares
Dominic Scott Kay as Richard, a boy who is brought to Dream Land when Rusty accidentally falls asleep on the job, ripping a hole in the dream-reality continuum. Little Engine volunteers to take him home, and they become close friends.
Khamani Griffin as Marcus, Richard's best friend.
Michael Rodrigo and Luke Williams as Scott and Stretch, a pair of bullies who antagonize Richard in the real world.