- Factual errors: By 1899 Joseph Pulitzer was blind and ran his newspapers by telegram from a yacht.
- Factual errors: The real 1899 New York newsboys' strike was a partial failure. Prices were not lowered, although before the strike, unsold papers were not refunded, whereas afterwards they were,
- Audio/visual unsynchronized: In the beginning song "Carrying the Banner" when Crutchy sings there are unsychronized voice/mouth movements.
- Continuity: Spot appears in two different places when Brooklyn comes in yelling, "Brooklyn!"
- Continuity: The man holding a sign standing behind Jack and David when they're on their way to David's home from Irving Hall disappears between shots.
- Incorrectly regarded as goofs: When the Newsies line up at the gate during "Carrying the Banner", most are singing the first verse; it's not obvious, but Kid Blink is singing the one that is sung in counterpoint.
- Continuity: Everyone's New York accents disappear during "Seize the Day Chorale".
- Audio/visual unsynchronized: During "Seize the Day" the kid with the tin can drums is off beat compared to the soundtrack.
- Audio/visual unsynchronized: After talking to Jack-as-scabber, Davey doesn't move his lips when he says, "I'm not like you!"
- Audio/visual unsynchronized: When Jack, Davey, and Les are being chased by Snyder, Les' lips don't move when he says, "All this for one sip of beer?"
- Revealing mistakes: When Boots and Les sing their solos in "King of New York", you can see the hands on the backs of their chairs that push them up.
- Anachronisms: In the rally scene, there is a brightly lit EXIT sign in the background.
- Continuity: When Jack is showing Les the pamphlet for Santa Fe, Les' candy is alternately in his mouth/hand between shots.
- Continuity: When Jack is negotiating with David, Dutchy and Swifty are standing in the background of the group behind David. In the next shot, they are coming down the stairs to join the group.
- Continuity: Right before Jack insults the Delancey brothers, the Newsie next to Boots takes his hat off and holds it in his hand. Immediately in the next shot, it's on again, pulled down tightly as if he never took it off.
- Continuity: Dutchy enters the stall twice during the beginning of "Carryin' the Banner".
- Continuity: During "Carryin' the Banner", Specs is behind Skittery as he jumps off the shelf. In the next shot, Specs comes out of the first bathroom stall.
- Continuity: During the rally scene, right before Jack runs out of Irving Hall with Kid Blink, Kid clearly isn't wearing his hat. Moments later, Jack and Blink are outside and Blink has his hat on perfect and tight.
- Errors in geography: When Jack, Davey and little brother are running into the theater. As they round the corner there is a palm tree. Probably not something seen in NY in the 1890s