Charlie & Oona at a train stop in Chicago on their way to New York City, January, 1950.  Chaplin was traveling to NY to audition leading ladies for his upcoming film, Limelight.

Lillian Ross of the New Yorker, who was also a friend of the Chaplins, spent some time with Charlie during this visit & wrote an interesting little article about it here.  Her observations of Chaplin are always fascinating.