The Parent Trap cast and character guide: Who played whom in the classic rom-com?

The classic rom-com of the 90s, The Parent Trap has a stellar cast. Marking the debut of Lindsay Lohan as a young actor, the film also stars Natasha Richardson, Dennis Quaid, Elaine Hendrix, and Lisa Ann Walter.

Helmed by Nancy Meyers, this marks the first film of the filmmaker. It is a heartwarming tale of twin sisters, Annie and Hallie, who have grown up in separate homes after their parents' divorce. They cross paths with each other and strive to reunify their parents. As a result, the duo hatch a plan to exchange their places in their respective homes, pretending to be like one another.

This film is a sequel to a 1961 film carrying the homonym, which starred Hayley Mills, Brian Keith, Maureen O'Hara, and many others. The film was inspired by the children's novel 'Lisa and Lottie' (1949), which is Das doppelte Lottchen in German. It was penned by Erich Kästner.

Let us find out more about the cast and the characters they embody in the 1998 film The Parent Trap.

Who are all the cast and characters of The Parent Trap?

1) Lisa Ann Walter as Chessy

Actor Lisa Ann Walter plays the role of Chessy in the film. She serves as the housekeeper at Hallie and her father Nick's residence and takes care of Hallie. When Annie enters the residence and impersonates Hallie, Chessy suspects her, looking at her changed behavior and mannerisms, and therefore, finds out the truth.

Apart from her role in The Parent Trap, Lisa Ann Walter has worked in films and series, including Emeril (2001), Breaking News (2002), Bruce Almighty (2003), War of the Worlds (2005), Abbott Elementary (2021-present), to name a few.

2) Elaine Hendrix as Meredith Blake

Elaine Hendrix essays the role of Meredith Blake, a press agent who is eyeing Nick solely for his wealth. Therefore, she harbors an interest in marrying him. Knowing this, the twins prevent her from achieving her goal and a lot of chaos unfolds.

Along with starring in this film, Hendrix has worked in Days of Our Lives (1994), Romy and Michele's High School Reunion (1997), Molly (1999), Superstar (1999), Friends (2002), Dynasty (2017-2022), Lez Bomb (2018), and many more.

3) Natasha Richardson as Elizabeth James

A still from 'The Parent Trap' | Image via @Youtube/RottenTomatoesClassicTrailers

The mother of the twins, Elizabeth James, with whom Annie lives in London. Elizabeth is a well-known expert in bridal attire.

Apart from her role in this film, the late actor Natasha Richardson is well known for her work in Gothic (1986), Patty Hearst (1988), The Handmaid's Tale (1990), The Favour, the Watch and the Very Big Fish (1991), The White Countess (2005), etc.

4) Dennis Quaid as Nick Parker

Veteran actor Dennis Quaid portrays the role of the twins' father, Nick. As a result of the divorce between the couple, Hallie lives with Nick in California.

Quaid is well distinguished for his work in films and series, including The Right Stuff (1983), Jaws 3-D (1983), Innerspace (1987), Dragonheart (1996), Traffic (2000), The Day After Tomorrow (2004), Flight of the Phoenix (2004), Vantage Point (2008), The Special Relationship (2010), Truth (2015), Reagan (2024), The Substance (2024), and many more.

5) Lindsay Lohan as Hallie Parker and Annie James

And finally! Lindsay Lohan's first film role of her career. And that too, she embodies double roles in it, by impeccably portraying the twin sisters Hallie and Annie, who are out on a mission to reunify their parents.

Also, a singer and a businesswoman, some of Lohan's most well-known acting works include Freaky Friday (2003), Mean Girls (2004), Confessions of a Teenage Drama Queen (2004), Bobby (2006), Labor Pains (2009), Machete (2010), Irish Wish (2024), etc.