At the 39 minute mark the prosecutor says Torello sold his shield. The Chicago police wear a star, not a shield like other big cities. Chicago police refer to a shield for the item worn on their hat which displays their unique star number, except for detectives. Their hat shield reads only detective.
When the crew of the MCU is at the Orbit Lounge, Nate Grossman is making selections from a Seeburg USC2 model jukebox, which wasn't produced until 1971.
Manny Weisbord is yelling at the other members of the organization. Between 21:43 and 22:17 minute mark, you can see the reflection of a crew member holding up "Cue Cards" on the windows behind him.