Corrected entry: If Annie was dropped off at the orphanage as a baby and they aren't supposed to have any fun and really don't have any toys or anything, where does she learn how to swim? This is during the depression era. I'm pretty sure these were no community pools. She jumps into Mr. Warbucks' pool the day after she arrives and starts doing a backstroke.
Corrected entry: Annie's birth certificate that Mr. Warbucks reads says Annie was born in October 1922. For her to be ten it would have to have been sometime after October 1932 but before October 1933 or else she'd be 11. Franklin D. Roosevelt is president in the movie, but it's too early. The story takes place at Christmas time [so must be 1932, otherwise she'd be 11], but Roosevelt wasn't inaugurated until 1933.
Corrected entry: In the scene where the girls get a dead rat and stick it down Miss Hannagan's shirt, when she is yelling at them one of the girls (the one with long dirty blonde hair) is mouthing the lines.
Corrected entry: When Miss Hanigan, Rooster, and Lily are singing easy street, if you watch, Lily has a hole in her dress and you can see her bra, and in the next shot the hole is gone.
Corrected entry: When Miss Hannagan comes in the room at night because the girls were singing she yells at them to get up and start to clean and Annie said "but it's in the middle of the night" and then in the next scene when they're cleaning and singing, if you look out the window there is a bright daylight.
Corrected entry: In the scene where Annie and Grace get dressed for the movie, they sing and dance. Grace is wearing a silky undergarment and has her hair down. There is a cut to Annie tap dancing and then they leave the room. Grace is now fully dressed and has her hair up in a rather elaborate style. She couldn't have done all that in such a short period of time.
Corrected entry: When Annie is in the truck with Rooster, Lily and Miss Hannigan, Lily said that she wanted a gold la met number, and Rooster said 'if they sell them in Atlantic City, we ain't stopping 'till we hit Atlantic City'. Although it is not specifically mentioned, since they had a $50,000 certified check, it is assumed that they are planning to go to Atlantic City to gamble. The only problem was that this movie took place in 1933. The only thing they would have enjoyed in Atlantic City at the time may have been a few novelty stores and the Boardwalk. The first casino didn't come to Atlantic City until 1977, 44 years later.
Corrected entry: The movie's climax takes place at a railroad draw bridge. However, there is no such bridge near the location where the story takes place. Warbucks' mansion is at 987 5th Ave according to the orphanage girls who are running there from One 5th Ave, going north. The kidnap pickup truck passes the girls going south at the NYC Public Library, which is 5th Ave and 40th St. Punjab in the autocopter finds the truck on Canal Street going east, which means they are headed for one of three bridges: the Manhattan, the Williamsburg or the Brooklyn. Seconds later they arrive at a draw bridge. All three of those bridges are suspension bridges, not draw bridges.
Corrected entry: In the very beginning, when Annie is singing "maybe" by the window, you can see that she's only got a dirty knit dress on, but later when she's comforting another orphan, you can clearly see that shes got knee-length shorts on. Maybe the producers thought she was showing a bit too much "leg" for the 1930's.
Corrected entry: When Rooster and his partner turn up outside the orphanage posing as Annie's long lost parents, Miss Hannigan claims to be taken in by them and wouldn't have known it was her own brother. However, when searching for Annie's broken locket, she reveals that she knew Annie's parents had been killed in a fire many years previously. I know she was a drunk, but surely even she'd remember Annie's parents were already dead?