When his 3 friends are kidnapped by a crime lord, Orson Jonas aligns with one of his men, as they are given 19 Hours to Alaska, and they are followed by a hitchhiker.
- Orson Jonas (Ben Stiller) - he is given 19 Hours with one of Jorgon's men to Alaska, before his friends, Niko, Judd and Dave are killed, in the end, he saves them, and stops Jorgon.
- Imp Jones (Chris Rock) - one of Jorgon's men, who is given 19 Hours with Orson to Alaska, before Niko, Judd and Dave are killed, in the end, stops Jorgon and frees the people.
- Nicholas Bryce (Owen Wilson) - a hitchhiker who follows Orson and Imp on their 19 Hours, in the end, is revealed to be a plant from FBI.
- Lindsey Jonas (Ashley Judd) - Orson's wife, who tells him to be careful on his trip, in the end, knocks Jorgon out cold.
- Judd Travolta (Vince Vaughn) - one of Orson's 3 friends, who is held captive by Jorgon, in the end, punches Manx, Jorgon's minion.
- Dave Kikland (Mark Ruffalo) - one of Orson's 3 friends, who is held captive by Jorgon, in the end, breaks the door down and runs to the police.
- Niko Wilson (Steve Valentine) - one of Orson's 3 friends, who is held captive by Jorgon, in the end, hugs Imp for saving him.
- Jorgon Van Rasputin (Liam Neeson) - the main antagonist and a crime lord, he has the same tone as Marshall from The Hangover Part 3, he gives his henchman, Imp and Orson 19 Hours to Alaska, so he can deliver the oil for wasting his time on illegal deals, in the end, was knocked out by Lindsey and arrested by Bryce.
- Manx Colin (Will Ferrell) - the secondary antagonist and loyal to his boss, Jorgon, and has a rivalry with Imp, in the end, was knocked out by Judd and also was arrested.