Ray Bradstone (Triple H) is the best wheel man in the business, but he is determined to go straight and be the best parent he can be to his daughter, Sally (Winter), and make amends with his ex-wife, Lynne (Gish). As Ray struggles to find honest work, his old bank-robbing crew, led by Phillip Larue (Corrigan), offers him one last job. He agrees at first, but changes his mind at the last second leaving the crew without a driver. Ray decides instead to serve as a chaperone for Sally's school field trip. When the robbery goes awry, Larue blames Ray and chases the school bus all the way to New Orleans. Ray must deal with Larue, while supervising Sally's class on what becomes one of the craziest school trips ever.
The Chaperone met with negative reviews from critics. Review aggregation website Rotten Tomatoes gives the film a score of 30% based on reviews from 17 critics. Metacritic gives a score of 33/100 based on reviews from 11 critics.
Eric Kohn of Indiewire graded the film a C-, saying that it had flat direction and a mediocre script and said "As a vehicle for WWE champ Paul "Triple H" Levesque, it's haplessly stuck on cruise control." Nick Schager of Slant Magazine gave it half-a-star out of four, criticizing the script, direction and characters saying that "this hulk-with-a-heart-of-gold fable embraces banalities with a vigor matched only by its lack of imagination."