Deliberate mistake: When David brings Jack home to meet the family and at the beginning of Santa Fe number.It starts raining buckets during dinner and the cake scene, but less than a minute passes and it is dry enough to sit down on the stairs at the beginning of the Santa Fe number. Then during the song "Santa Fe" and later in the dance sequence, the ground is dry as Jack is kicking up dust.

Newsies (1992)
1 deliberate mistake - chronological order
Directed by: Kenny Ortega
Starring: Robert Duvall, Bill Pullman, Christian Bale, Max Casella, Luke Edwards, David Moscow
Factual error: During the big Newsies rally when Medda is singing "High Times", as she is swinging, lighted exit signs can be seen. I don't believe that those were around in 1899.
Racetrack: I say, that what Spot Conlon says, is what I say.
Question: During the song "The World Will Know," Jack climbs up onto the balcony of the World building to write the word "Strike" on the headline chalkboards. As he's climbing, between lines of the song, you can hear him yelling. All I can hear of the first line is "Pulitzer." I'm pretty sure the second line is "You think you own the world." Anybody know what he's saying there?
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Answer: This website has the lyrics to that song: http://www.stlyrics.com/lyrics/newsies/theworldwillknow.htm.