Over several decades throughout the late 19th-century and early 20th-century, Mr Arthur Chipping rises from a shy, nervous teacher to the beloved, revered headmaster of Brookfield School, with his life and career shaped by his love for his wife and his unwavering dedication to his students.
| Actor | Role |
|---|---|
 Martin ClunesMr. Chipping | Mr. Chipping |
 Victoria HamiltonKathie | Kathie |
 Conleth HillMax Staefel | Max Staefel |
 John WoodWetherby | Wetherby |
 Patrick MalahideRalston | Ralston |
 David HorovitchBurnley | Burnley |
 Christopher FulfordMetcalf | Metcalf |
 Harry LloydYoung Rivers | Young Rivers |
| JJames CaseyYoung Colley | Young Colley |
| TTom RobertsHenshaw | Henshaw |
 Rory CopusAlderdyce | Alderdyce |
| JJames ByngHawthorne | Hawthorne |
 Joe SowerbuttsYoung Sexton | Young Sexton |
 Henry CavillSoldier Colley | Soldier Colley |
 William MoseleyForrester (uncredited) | Forrester (uncredited) |
| AAndrew T. CollinsCallender Sr. | Callender Sr. |
| EEddie CooperYoung Rushton | Young Rushton |