While most of the money shown taken in the bank robberies were of the correct design for the time period (the first act was set in 1997), there is a scene in Avery's garage that shows a stack of stolen $20s. The bill on top is a redesigned $20 with the large head portrait, which was not introduced until 1998.
When Cross leaves the police station after putting the cash back in the evidence box, he sees the chief standing by the cruiser talking to Deluca. A modern 2011 Hyundai Sonata in Limited trim with Turbo drives in the background. This would not have been available in the time the scene takes place (circa 1990, with the last arc of the film taking place in present day).
The beginning of the film takes place in the 1990s. The General Electric sign is shown with red and blue lights. During this time, however, white lights were the usual color of the General Electric sign. Since September 11, 2001, the lights have been red and blue for the majority of the year.
Jason steals "oxys" - Oxycontin or Oxycodone - from the pharmacy shelf. Both these drugs are "CII" (Schedule II) controlled substances, the most restrictive classification for legal drugs. Federal law mandates that they be kept under lock and key to prevent easy access by thieves. They would not be kept on the shelf.
As IA is questioning Avery in his shooting of Luke, they try to trap him into admitting he shot first. Police officers do not have to be fired upon to shoot a suspect. They are legally justified in firing on a suspect if themselves or others are in immediate danger, IE having a gun pointed at them.
On the last car chase, the chasing officer (Avery) describes Luke's direction as heading west on Stanford. Luke then makes a left turn which would mean he would be heading south, but Avery says he is now heading north on Plymouth.