Continuity mistake: During the "Why Should I Worry" song, Dodger goes with his "scarf" of sausages through a basin full of wet cement. Logically the cement should be stuck on the sausages, though that does not appear to happen, even though the sausages went through the cement. There is cement on his paws, though, that he needs to wash off.
Continuity mistake: The dog called 'Tito' has a piece missing from one ear - the piece missing changes from one ear to the other.
Continuity mistake: In the "Why should I worry?" song scene, the red scarf on Dodger's neck appears and disappears between shots, for instance, it is not shown when he is on top of the woman's car nor after but when he scares the woman it is visible on his neck.
Continuity mistake: As the movie begins, on the sidewalk in front of a store there is a box filled with kittens and a sign reading "Kitties - need home." The words "need home" are in all capital letters. In the close-up, only the "N" is capitalized and the rest of the words are in small letters.
Continuity mistake: When Sykes is at his desk monitoring Fagin from a security camera feed, Dodger suddenly appears onscreen between shots, right beside Fagin. (00:51:00)
Continuity mistake: After being pet by Sykes, Oliver jumps out of his hands and over to Fagin and Dodger. But watch as a couple of dog treats instantly appear in Sykes' left hand, which he tosses over to Roscoe and DeSoto. (00:53:00)
Continuity mistake: During the song 'Perfect Isn't Easy', when Georgette is going to her big pillow by all the pictures, there is a pink little pillow near it with nothing on it. Next shot there is another picture that she picks up that is on the pillow. (00:34:15)
Plot hole: Close to the end of the movie when Sykes is chasing Fagin on the train tracks Jenny says Fagin's name. Fagin also seems to know Jenny's name as well because he says her name and tells her to jump. How did they know each other's names?
Continuity mistake: During Jenny and Oliver's day in the park, they enjoy a horse-drawn carriage ride. In one instance the carriage has wheels of similar height, but then one shot later the front wheels are half as large all of a sudden. (00:40:40)
Plot hole: When Sykes chases the gang down the subway, Fagin has to lurch to the left to end up on the subway tracks. However, Sykes couldn't do this because his car is to big to fit. Instead, his car jumps onto the subway tracks as if he were on a platform that separated the tracks, which subway tracks most certainly do not have.
Continuity mistake: When Jenny and Winston arrive at the house with Oliver, Winston hangs his hat from a hook. Between shots, the hat jumps to a different hook. (00:32:40)
Continuity mistake: When Oliver is cornered by the other dogs on Fagin's houseboat, the floorboards beneath his feet change direction. (00:16:30)
Continuity mistake: Near the end of "Why Should I Worry", Dodger struts across an intersection dragging a string of hot dogs at his side. Once the angle changes, the string is seen dragging beneath him instead. (00:12:10)
Continuity mistake: As Jenny and Winston first enter the front door of their 5th Avenue flat, notice how the right-hand window significantly changes its distance in relation to the door when seen from an exterior versus interior perspective. Initially the window is one space away, but this soon changes to two spaces when Winston removes his hat and coat in the following shot. (00:32:35)
Continuity mistake: When Fagin first meets Jenny, a pail gets jammed on his right foot. However a short time later when Sykes shows up, the pail has switched feet. And at one point in the scene where Jenny reveals the piggy bank, Fagin has no pail on his foot whatsoever. (00:54:20 - 00:56:30)
Continuity mistake: In the scene where Fagin returns Oliver to Jenny, a nearby 'Keep Off' sign lying on the pier changes to 'Keep Out'. (00:55:45)
Continuity mistake: After Winston answers the doorbell to see Francis lying on the staircase faking an injury, the shot changes, but now Francis is suddenly one step lower than before. (00:42:20)
Continuity mistake: The number of steps leading up to Jenny's front door changes. One day she gets picked up for school and there are seven steps, but later on that same day there are only six. (00:41:45 - 00:49:00)
Continuity mistake: During the "Streets of Gold" intro, the background behind Rita and Oliver completely changes between shots. (00:28:10)
Continuity mistake: When Winston is watching a televised wrestling match in the kitchen, one wrestler gets stuck in a headlock. A shot later, that wrestler is wearing different colored clothes. (00:42:05)