Chaplin was born in Windsor, Berkshire, England, the son of Cynthia, a teacher, and Peter Greenwood CBE, a civil engineer. He has one sister, Rachel, and one brother, Justin. Chaplin became interested in acting as a teenager, after acting in a theatrical production in his school years at the Princess Margaret Royal Free School. At the age of seventeen, he enrolled at the Guildhall School of Music and Drama in London. He pursued his early acting career between odd jobs as an office worker, and for a while was employed as a statistician with the London Transport Authority. Chaplin made his professional acting debut in the 1990 television film Bye Bye Baby. He went on to appear in a number of other television films and miniseries, including The Bill (1990), The Final Cut (1995), and The Lost World (1999). Chaplin's breakthrough film role came in 1996, when he starred opposite Uma Thurman and Janeane Garofalo in the romantic comedy The Truth About Cats & Dogs. The film was a critical and commercial success, and it helped to establish Chaplin as a rising star. Chaplin has since gone on to star in a number of other successful films, including Washington Square, The Thin Red Line, Birthday Girl, Murder by Numbers, Stage Beauty, The New World, The Water Horse: Legend of the Deep, Dorian Gray, Cinderella, Snowden, The Legend of Tarzan, and The Dig. Chaplin has also had a successful career on television. He starred in the BBC sitcom Game On (1995–1998), and he has also appeared in the television series Mad Dogs (2011–2013) and The Nevers (2021–present). In addition to his acting career, Chaplin is also a musician. He plays the guitar and the piano, and he has written songs for a number of films. Chaplin is married to the actress Amanda Abbington. They have two children together.
The Remains of the Day
(Charlie, Head Footman)
Birthday Girl
(John)
Lost Souls
(Peter Kelson)
Dorian Gray
(Basil Hallward)
Murder by Numbers
(Sam Kennedy)
The Thin Red Line
(Pvt. Jack Bell)
The Touch
(Eric)
The Truth About Cats & Dogs
(Brian)
Me and Orson Welles
(George Coulouris)
Stage Beauty
(George Villiars, Duke of Buckingham)
Washington Square
(Morris Townsend)
Chromophobia
(Trent)
Two Weeks
(Keith Bergman)
London Boulevard
(Billy Norton)
Ways to Live Forever
(Daniel MacQueen)
The Water Horse
(Lewis Mowbray)
Twixt
(Edgar Allan Poe)
The New World
(Robinson)
Rosy-Fingered Dawn: A Film on Terrence Malick
(Self)
The Wipers Times
(Roberts)
After the Dance
(Cyril Carter)
Heavy Rain
Little Boy
(Ben Eagle)
A Fatal Inversion
(Matthew)
Feast of July
(Con Wainwright)
September 5
War Book
(Gary)
Family
A Few Short Journeys of the Heart
(Fierce Man/Tim Bone)
The Legend of Tarzan
(Captain Moulle)
Snowden
(Robert Tibbo)
The Children Act
(Kevin Henry)
Roads
(Paul)
National Theatre Live: Consent
(Edward)
When Cary Grant Introduced Timothy Leary to LSD
(Cary Grant)
Mood Music
(Bernard)
The Dig
(Stuart Piggott)
Bye Bye Baby
(Leo Wiseman)
Cinderella
(Cinderella's Father)
Between the Lines
Game On
(Matthew Norman Malone)
The Return of the Borrowers
(Ditchley)
V Graham Norton
(Self)
Resort to Murder
Mad Dogs
(Alvo)
Mrs. Davis
(Arthur Schrödinger)
Performance
(Cyril Carter)
Mad Dogs
(Joel)
The Book of Negroes
(John Clarkson)
Doll & Em
(Ben)
Apple Tree Yard
(Mark Costley)
Minder
(Conway)
Casualty
(Gareth Orell)
Urban Myths
(Cary Grant)
Dates
(Stephen)
Moonfleet
World Without End
(Sir Thomas Langley)
Press
(Duncan Allen)
Kiss Me First
(Beam)
The Nevers
(Frank Mundi)
Soldier Soldier
(Fusilier Jago)