Chicago 90offers two game modes which in the first mode, the player play as a gangster and the second one as the police. Each two modes had opposing goals and different strategies. In the first mode, the player simply have to escapethe city while avoiding being trapped by the police. In the second mode, the player can control six police cars by directly driving any of the six and issuing commands to the other five in an attempt to prevent the gangster from escaping the city. The game has three levels for the each two modes.