* Jamie Lee Curtis as Tess Coleman
* Lindsay Lohan as Anna Coleman
* Mark Harmon as Ryan
* Harold Gould as Grandpa
* Chad Michael Murray as Jake
* Stephen Tobolowsky as Mr. Bates
* Christina Vidal as Maddie
* Ryan Malgarini as Harry Coleman
* Haley Hudson as Peg
* Rosalind Chao as Pei-Pei
* Lucille Soong as Pei-Pei's Mother
* Willie Garson as Evan
* Dina Waters as Dottie Robertson
* Julie Gonzalo as Stacey Hinkhouse
* Cayden Boyd as Harry's Friend
* Dina Lohan as Woman Dancing at Wedding (uncredited)
The film's producer Andrew Gunn said he initially hoped Jodie Foster (who played the daughter Annabel in the original 1976 Freaky Friday film) would be interested to play the mother in the remake. Foster declined in order to spend more time with her family and because of concerns that the casting stunt would overshadow the movie's overall merit. Annette Bening was then cast in the role, but dropped out because of family obligations. Jamie Lee Curtis was given the role only four days before filming began.
Lindsay Lohan's character was originally written as a Goth, but she did not think anyone would relate to that, and decided to dress in a preppy style for her audition, and the character ended up being re-written.
Marc McClure, who played Boris Harris, Annabel's love interest in the original film, has a brief cameo as Boris the delivery man. Director Mark Waters also makes a cameo holding a baby at the wedding. Also, in the end scene when Anna is dancing with Jake, there is a woman in the background dancing with an older gentleman, and she looks directly at the camera. This woman is Lindsay Lohan's mother, Dina Lohan.
Ryan Shuck coached Jamie Lee Curtis to play the guitar solo for the concert scene. Lindsay Lohan trained for one year to learn to play the guitar before production.
The snapshots in the opening credits are photos of Jamie Lee Curtis and her daughter, Annie... [continues]
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