In March 2001, a U.S. District Court jury in Birmingham, Michigan, ruled that 20th Century Fox stole the script idea, "Jingle All the Way", from Detroit High School biology teacher, Brian Webster. The studio was ordered to pay $19 million, later reduced to $1.5 million. Webster submitted the script, then named "Could This Be Christmas?", to the studio in 1994 and never received payment or credit despite the film making $183 million. Fox appealed and the verdict was reversed, since Webster's script was submitted after the studio had already purchased a treatment (summary/outline) of what would become the film's script.
When Howard is in Jamie's room apologizing, in the background on Jamie's wall is a picture of the Incredible Hulk. In 1973, Arnold Schwarzenegger's friend and fellow body builder Lou Ferrigno starred in The Incredible Hulk. They also starred together in Pumping Iron (1977) and have both played Hercules in separate movies.
After Howard is caught breaking into the neighbor's house, Ted says, "You can't bench press your way out of this one." This is a reference to Schwarzenegger's earlier years in which he was a professional bodybuilder.
This film features two actors who have played a Batman villain: Arnold Schwarzenegger (who played Dr. Victor Fries/Mr. Freeze in Batman and Robin (1997)) and Richard Moll (who played Harvey Dent/Two-Face in Batman: The Animated Series (1992)).
In order for Howard (Arnold Schwarzenegger) and the mall Santa (James Belushi) to enter the warehouse, the mall Santa has to use the password, "Jingle bells, Batman smells". Schwarzenegger appeared as himself in a photograph in Max Schrek's office in Batman Returns four years prior, and he would go on to play Mr. Freeze in Batman & Robin a year after Jingle All the Way.
When Howard (Arnold Schwarzenegger) and Myron (Sinbad) burst into the radio station, the D.J. (Martin Mull) is taking a call for the Eight Reindeer name contest. The incorrect names the contestant gives are: "Randy, Tito, and Jermaine". These are the names of three of Michael Jackson's brothers.
Both Arnold Schwarzenegger and Jake Lloyd have played slaves and robots. Schwarzenegger played Conan in "Conan the Barbarian," in which he is enslaved as a boy. Schwarzenegger played the Terminator, a cyborg from the future, in "The Terminator" films. Jake Lloyd played Anakin Skywalker in "Star Wars: Episode I - The Phantom Menace", in which Anakin is an enslaved boy who later becomes a Jedi, and Lloyd also played the evil robotic Sith Lord Darth Vader.
When the mall Santa is asked the password at the warehouse, he answers "Jingle bells, Batman smells!" Arnold Schwarzenegger would go on to star as Mr. Freeze in Batman and Robin (1997) the following year.
The trivia items below may give away important plot points.
When Howard, dressed up as Turbo Man, gives Jamie the limited edition Turbo Man doll at the parade, Jamie asks him how he knows his name and Howard replies by saying "You see, Jamie, I'm your father!" This is a nod to Star Wars: Episode V - The Empire Strikes Back (1980), in which Darth Vader reveals to Luke Skywalker that he is Anakin by saying, "No! I am your father!" Jake Lloyd, who played Jamie, later went on to play young Anakin Skywalker in Star Wars: Episode I - The Phantom Menace (1999).
The extra scene after the end credits was written to set the stage for a possible sequel. In 2014, a direct-to-DVD sequel, Jingle All The Way 2 (2014), was released. The sequel starred Larry the Cable Guy as laid-back dad Larry who sets to find a Harrison Bear for a Christmas gift for his daughter Noel (Kennedi Clements). Noel's stepfather Victor (Brian Stepanek) is bent on preventing Larry from getting it for her.