From John Lennon: The Life:
A small party of journalists, British and American, rode on the Beatles' plane (while on a leg of their 1964 North American tour), filing reports from the campaign trail. he included thirty-five-year-old Art Schreiber, a senior correspondent for the Westinghouse Broadcasting System, whose usual beat was politics and national affairs. Schreiber initially wondered how to get a handle on this very different subject matter; then in a conversation with John, he happened to mention that he enjoyed playing Monopoly. At this, John's sardonic cool melted into schoolboyish enthusiam. "I've got a board!" he said.
So while the rest of the Beatles' party whiled away in-flight hours with their usual poker game, John and Art Scheiber would play Monopoly, sometimes joined by George Harrison. "George would hardly say a word for the whole game," Scheiber remembers. "But John always got really involved and excited. He always stood up to throw the dice. And if he got Park Place and Boardwalk, he'd be triumphant. He didn't care if he ost the game so long as he had those two properties. We played so late sometimes that I'd doze off to sleep. Then I'd feel a dig in my ribs and hear John's voice: 'Come on, Art...it's your move.'" (Philip Norman, p. 371)