Director: Henry Hathaway
Five O. Henry stories, each separate. The primary one from the critics' acclaim was "The Cop and the Anthem". Soapy tells fellow bum Horace that he is going to get arrested so he can spend the winter in a nice jail cell. He fails. He can't even accost a woman; she turns out to be a streetwalker. The other stories are "The Clarion Call", "The Last Leaf", "The Ransom of Red Chief", and "The Gift of the Magi".
Charles Laughton
Soapy (segment "The Cop and the Anthem")
Marilyn Monroe
Streetwalker (segment "The Cop and the Anthem")
David Wayne
Horace (segment "The Cop and the Anthem")
Dale Robertson
Barney Woods (segment "The Clarion Call")
Richard Widmark
Johnny Kernan (segment "The Clarion Call")
Anne Baxter
Joanna Goodwin (segment "The Last Leaf")
Jean Peters
Susan Goodwin (segment "The Last Leaf")
Gregory Ratoff
Behrman (segment "The Last Leaf")
Fred Allen
Sam "Slick" Brown (segment "The Ransom of Red Chief")
Oscar Levant
William Smith (segment "The Ransom of Red Chief")
Jeanne Crain
Della (segment "The Gift of the Magi")
Farley Granger
Jim (segment "The Gift of the Magi")
Lee Aaker
J.B. Dorset (segment "The Ransom of Red Chief")
Richard Rober
Chief of Detectives (segment "The Clarion Call")
Fred Kelsey
Mr. Schultz (segment "The Gift of the Magi")
Richard Garrick
Doctor (segment "The Last Leaf")
John Steinbeck
Narrator
Kathleen Freeman
Mrs. Dorset (segment "The Ransom of Red Chief") (uncredited)
Irving Bacon
Ebeneezer Dorset (segment "The Ransom of Red Chief") (uncredited)
William Vedder
Judge (segment "The Cop and the Anthem") (uncredited)
Charles Laughton
Soapy (segment "The Cop and the Anthem")
Marilyn Monroe
Streetwalker (segment "The Cop and the Anthem")
David Wayne
Horace (segment "The Cop and the Anthem")
Dale Robertson
Barney Woods (segment "The Clarion Call")
Richard Widmark
Johnny Kernan (segment "The Clarion Call")
Anne Baxter
Joanna Goodwin (segment "The Last Leaf")
Jean Peters
Susan Goodwin (segment "The Last Leaf")
Gregory Ratoff
Behrman (segment "The Last Leaf")
Fred Allen
Sam "Slick" Brown (segment "The Ransom of Red Chief")
Oscar Levant
William Smith (segment "The Ransom of Red Chief")
Jeanne Crain
Della (segment "The Gift of the Magi")
Farley Granger
Jim (segment "The Gift of the Magi")
Lee Aaker
J.B. Dorset (segment "The Ransom of Red Chief")
Richard Rober
Chief of Detectives (segment "The Clarion Call")
Fred Kelsey
Mr. Schultz (segment "The Gift of the Magi")
Richard Garrick
Doctor (segment "The Last Leaf")
John Steinbeck
Narrator
Kathleen Freeman
Mrs. Dorset (segment "The Ransom of Red Chief") (uncredited)
Irving Bacon
Ebeneezer Dorset (segment "The Ransom of Red Chief") (uncredited)
William Vedder
Judge (segment "The Cop and the Anthem") (uncredited)
Charles Laughton
Soapy (segment "The Cop and the Anthem")
Marilyn Monroe
Streetwalker (segment "The Cop and the Anthem")
David Wayne
Horace (segment "The Cop and the Anthem")
Dale Robertson
Barney Woods (segment "The Clarion Call")
Richard Widmark
Johnny Kernan (segment "The Clarion Call")
Anne Baxter
Joanna Goodwin (segment "The Last Leaf")
Jean Peters
Susan Goodwin (segment "The Last Leaf")
Gregory Ratoff
Behrman (segment "The Last Leaf")
Fred Allen
Sam "Slick" Brown (segment "The Ransom of Red Chief")
Oscar Levant
William Smith (segment "The Ransom of Red Chief")
Jeanne Crain
Della (segment "The Gift of the Magi")
Farley Granger
Jim (segment "The Gift of the Magi")
Lee Aaker
J.B. Dorset (segment "The Ransom of Red Chief")
Richard Rober
Chief of Detectives (segment "The Clarion Call")
Fred Kelsey
Mr. Schultz (segment "The Gift of the Magi")
Richard Garrick
Doctor (segment "The Last Leaf")
John Steinbeck
Narrator
Kathleen Freeman
Mrs. Dorset (segment "The Ransom of Red Chief") (uncredited)
Irving Bacon
Ebeneezer Dorset (segment "The Ransom of Red Chief") (uncredited)
William Vedder
Judge (segment "The Cop and the Anthem") (uncredited)