During the filming of the dinner sequence, Reese Witherspoon was hit in the face with a ceramic plate and required five stitches, which delayed the shoot for three days.
According to reports, Reese Witherspoon and Vince Vaughn hated each other during filming, though nobody knows why. During production, a number of stories leaked to the press about the tension on set. The Daily News quoted "spies" who gossiped about how the stars' personalities clashed: "Vince rolls onto set in the morning looking like he just came in from a night out, while Reese will arrive early looking camera-ready," said their San Francisco source. "Then Reese tries to force Vince into blocking out each scene and running through their lines as Vince tries to convince her that he's an ad-libber and wants to play around and see where the scene goes." It got so bad that Witherspoon refused to film a steamy sex scene with Vaughn.
Many of the film's key scenes were improvised.
Star and producer Vince Vaughn, actor and executive producer Peter Billingsley, and actor Jon Favreau are all good friends in real life, and have collaborated on several other projects together, in different capacities.
Peter Billingsley, who played the main character Ralphie Parker in A Christmas Story (1983), plays the ticket agent at the airport.
Vernon Vaughn: Vince Vaughn's father in real life, as a churchgoer during the Christmas play. He is sitting right behind Reese Witherspoon. He had cameo roles in several of Vince's films, including Swingers (1996), Made (2001), and The Break-Up (2006).