When Kevin arrives at the New York Airport and he asks the woman at the counter which city he's in. That woman is Ally Sheedy. This film was written, and produced by John Hughes, who also directed her in the 1985 film, "The Breakfast Club."

In the scene where Kevin is first entering the Plaza, he stops to ask a man where he might find the lobby. The man Kevin stops is Donald Trump, owner of the Plaza.

Right before the camera shows Kevin walk up to Mr. Duncan to pay for his things, it shows a man and his baby. The man is really Chris Columbus (the director of the movie) with his daughter (Eleanor Columbus) who later played Susan Bones in the first two Harry Potter movies.

When Kevin first arrives in New York and does all of his site seeing, there is a point where he is standing in front of Radio City Music Hall. He turns his back to it and takes a picture of whatever is across the street. He would really just be taking a picture of the side of a random building, there is nothing picture worthy across from Radio City.

The kid that plays Kevin's cousin Fuller is Macaulay Culkin's brother, Kieran.