Daddy Warbucks writes a check to "Mr. and Mrs. Ralph Mudge" in block letters. When the check is shown in Mrs. Mudge's hand, it's written in cursive.
Grace's shoes are different before "We Got Annie".
During the final musical number, two unicycles circle Daddy Warbucks and Annie. When the shot cuts to another angle, a unicycle should be visible, but isn't.
Molly plays with Annie's locket, and Annie puts her arms around her so that Molly's hand is underneath. In the next shot Molly's arm is over Annie's.
Watching the fireworks at the end, from behind, Sandy is between Warbucks and Annie. From the front, Sandy is well in front of them.
A gyrocopter cannot hover or even slow down below 25 miles per hour. Like a normal airplane, it must maintain forward motion to keep the rotor spinning and stay in the air. It would be impossible for it to slow down it enough for someone to grab a rope ladder.
Oliver Warbucks mansion is said to be located on Fifth Avenue in Manhattan. It is clear, however, that the size of the house plus its country like grounds that surround it would not have been anything that would have existed in Manhattan even in 1933. The house used for the film was the old Woolworth Mansion, now Woodrow Wilson Hall of Monmouth University, located in New Jersey.
Miss Hannigan drinks alcohol during during "Little Girls". The movie is set in 1933, when alcohol was still banned in the US. However, it was very common for people to make their own alcohol, often in a bathtub. Later during "Sign", Warbucks refers to "bathtub gin" and Hannigan ends the song after being backed into a full bathtub. She splashes Warbucks in the face with the liquid from the tub. Warbucks wipes his hand down his cheek, licks his fingers, and makes a face, indicating that the bathtub is full of homemade alcohol.
Annie wears Keds shoes, which have been around since 1916.
In the run-up to "It's a Hard Knock Life" the orphans bother Miss Hannigan by singing in their beds. Miss Hannigan comes into the dormitory, says if they're singing they must not be sleepy, and puts them to work in the middle of the night. Within minutes, the sun shines through the window. It's creative editing; the girls have been working all night and the film jumps several hours ahead.
Annie is not rescued in a gyro-copter at the end of the film. Throughout the film, Oliver Warbucks clearly referred to it as an auto-copter, and called it a vehicle of his own design. The movie is set around 1933, and modern helicopters were first flown until 1936. Warbucks, a fictional character, invented a fictional device.
When Annie is in trouble on the bridge, Daddy Warbucks and Punjab communicate with car and auto-copter phones. The first commercial radio wave car phone was available in 1946, in Chicago. This, however, is a fictional film in which artistic license has been taken.
In distant shots of the bridge chase, Annie is obviously an adult stunt double.
When Daddy Warbucks removes Annie's head gear after they arrive in the gyrocopter to meet FDR, Annie is wearing a very obvious wig.
When Grace and Daddy Warbucks are driving to save Annie, Grace tells Warbucks to turn the car right, and it starts turning before he turns the wheel.
The helicopter flies past the 1982 New York City skyline.
When Mr. Warbucks dates the check written out to Mr. and Mrs. Ralph Mudge, it is dated July 1933. Earlier in the film, he saw Camille (1936), released in 1936, with Annie and Grace.
The film features Camille (1936), with a 1957 MGM logo. Shirley Temple, an unknown until 1934, is mentioned in the same scene.
The beginning shows the Manhattan skyline. The Empire State Building has floodlights illuminating the top of the building. The floodlights were added in 1964.
A model of a Martin B-10 is in Oliver Warbucks' office. This aircraft first went to testing in 1932 and was adopted by the military for service in 1934.
When Punjab moves a vase of flowers Annie say 'Wow!' but her lips don't move.
During the last musical number, a tap dance on the stairs, the tap sounds do not sync with the shoes.
When Miss Hannigan dances toward Rooster, his voice says one thing, but his mouth says something completely different.
During "We Got Annie," the maid's overly large, very generalized movements show that she is clearly pretending to play the piano.
When the orphans are locked in the closet and Pepper tries to get out through the ceiling, the girls are still on the floor talking to each other. When they're visible, none of them are talking.
During "Let's Go to the Movies" after Annie tap dances behind the curtain, Grace comes out and they continue dancing. As the camera circles around, a crew member is reflected in the vanity mirror behind them.
During "Little Girls", as Miss Hannigan shoos the orphans out of the room and the camera zooms in on her, the shadow of the boom mic coming closer is visible. In widescreen, a crew member's arm is visible, for a split second, on the right side of the screen.
When Annie approaches the balcony during "I Think I'm Gonna Like It Here", she is reflected in the safety glass across the balcony, and its edge is visible on the left. The glass vanishes in the following shot, when she receives the flowers.
During "little girls" when miss Hannigan has kicked the girls out and picks up the glass and alcohol, you can see the shadow of the camera in the mirror to the left as it moves in.
When Punjab levitates the model airplane, cables are visible attached to the wingtips.
During the pursuit of the kidnapped Annie, Punjab is able to discover Rooster, Lily and Miss Hannigan's car driving on Canal Street located on in Lower Manhattan. In revealing this to Mr. Warbucks through the car phone Grace Farrell tells Warbucks that they're on the bridge and that he should make his way towards it. In the next shot Warbucksis see driving his car over the George Washington Bridge to New Jersey. However, if Punjab saw the kidnappers down on Canal Street the route they would've taken to New Jersey would not have been the George Washington bridge but rather the Holland Tunnel as they would've been closer to it then the GWB. Both Hudson River crossings were in service in 1933.
During "I Think I'm Gonna Like It Here," two maids set the table, presumably for Mr. Warbucks. One maid knocks over the carefully placed glasses.
The "Questionaire for Annie's parents" misspells word 'questionnaire.'
Franklin Delano Roosevelt says Theodore Roosevelt is his uncle. FDR's wife, Eleanor, was Teddy Roosevelt's niece. Eleanor's father, Elliot, was Teddy's younger brother. FDR was Teddy's fifth cousin.