• Anachronisms

    When Agent Charles Winstead leans over to hear Dillinger's last words, the contact lens on his right eye is visible. Contact lenses weren't widely available until the 1950s.

  • Crew or equipment visible

    Towards the end of the movie, when the camera is zooming out of the city scene (where Dillinger's body lies) a boom lift can be seen.

  • Factual errors

    In the film, Baby Face Nelson was killed in a shootout with agents in Wisconsin after the robbery of the Security National Bank at Sioux Falls, South Dakota. In fact, he was killed due to injuries suffered in a shootout with FBI agents in "The Battle Of Barrington" in a northwest suburb of Chicago on November 27, 1934, four months after Dillenger was killed.

  • Factual errors

    Pretty Boy Floyd, killed in the beginning of the movie by Melvin Purvis, was actually killed on October 22, 1934, exactly 3 months after John Dillinger died.

  • Factual errors

    Outside the Biograph Theatre, the real John Dillinger pulled a gun and tried to get away after he had recognized Special Agent Melvin Purvis standing aside. Three agents opened fire, five shots were fired, out of which three hit the gangster. Bystanders were injured by bullets and debris. In the movie, Dillinger strolls away from the theater with the two women and is being shot in the head from behind.

  • Factual errors

    In the film, Melvin Purvis kills Pretty Boy Floyd after chasing him for a while through woods and an orchard. In real life, Floyd was killed outside of a farmhouse after exiting a car, and not by Purvis.

  • Factual errors

    In the opening sequence, Walter Dietrich is shown being killed in the Michigan City breakout on September 26, 1933. Dietrich was actually captured on January 6, 1934, and returned to the Indiana State Prison at Michigan City. Massive bloodshed is shown in the Michigan City sequence, when in fact only one man, a clerk, was wounded. Furthermore, John Dillinger was killed before Dietrich's death.

  • Factual errors

    Agent Melvin Purvis and his men hunt down Baby Face Nelson, Van Meter, and a third man in a car chase. This ends with all three gangsters being shot dead. However, Van Meter & Nelson are actually killed after John Dillinger on separate occasions. Baby Face Nelson even took over as public enemy #1 upon Dillinger's death.

  • Factual errors

    During the chasing down and shooting of Pretty Boy Floyd, near the film's beginning, the actions depicted in the movie mirror the FBI's account of the incident - that he was shot at long distance by a rifleman and eventually died there in the grove. Much controversy surrounds the shooting however, with majority of the accounts backing up the testimony of the local police force on hand (though the FBI claims the only local was the retired police officer, and former WWI sharpshooter who was enlisted specifically for this assignment.) In their accounting, Floyd was felled by the sharpshooter, but upon approaching the still alive gunman, Purvis shot him several times, point blank, with his pistol. Further, John Dillinger was long-dead before Floyd was killed.

  • Incorrectly regarded as goofs

    In the climax Ana is wearing a white top and orange skirt. Although remembered in legend as having worn a red dress, in actuality Anna Sage did wear orange on the night of John Dillinger's death. The lights from the theater made her attire appear red, which gave her the nickname "lady in red".

  • Revealing mistakes

    In close up shots of Channing Tatum (Pretty Boy Floyd) lying in the orchard, the lace front of his wig and what appears to be the glue used to secure it are clearly visible. Floyd was not a blond either.