Continuity: When Miss Hannigan, Rooster and Lily are singing "Easy Street" outside in the street, Miss Hannigan beats her fur shawl on the ground, and a large piece of fur falls off it. In the next shot, this piece isn't lying on the ground anymore.
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Mistakes
When Miss Hannigan, Rooster and Lily are singing "Easy Street" outside in the street, Miss Hannigan beats her fur shawl on the ground, and a large piece of fur falls off it. In the next shot, this piece isn't lying on the ground anymore. See more...
Annie mistakes
Plot hole: We know that there are more girls at the orphanage than just the ones that sleep in the same room as Annie. At least 4 or 5 other girls are seen during the song "Little Girls". When Ms. Hannigan leaves Lily in charge of the orphanage she tells her she can not leave the children alone, and so when Lily goes to Mr. Warbucks' home she takes the children with her. But she only brings Annie's roommates so where are the rest? If she'd decided to leave them alone, or with a babysitter, why not just leave Annie's roommates there too?