How many movies have Dean Martin and Jack Benny acted in together?

They have worked on 5 movies together! Their first movie together was Who Was That Lady? (1960) while their highest rated movie together was The Dean Martin Christmas Show (1968). They have not worked together since The Best of the Dean Martin Celebrity Roasts (1998). They are most known for their comedy films together.

Role
Self - Roastee (archive footage)
Role
Self - Roastee (archive footage)
Role
Eli Whitney
Role
Man Who Finds Silver Dollar
Role
Michael Haney
Role
Mr. Cosgrove
Role
Mr. Cosgrove (uncredited)