Lisa Ann Walter, who played Chessy in the 1998 film, recently revealed on The Howard Stern Wrap Up Show that she first heard about the reported sequel while attending the Freakier Friday premiere. Walter said producers asked whether her team had been contacted about reprising her role as Chessy, which was the first she’d heard another Parent Trap movie was reportedly in the works. She added that she would love to return if the project moves forward.
Disney has not officially announced a Parent Trap sequel, confirmed any casting, or revealed a release date. For now, the project remains unconfirmed by the studio.
The timing has caught fans’ attention because Lindsay Lohan recently reunited with Disney for Freakier Friday and is currently filming Hulu’s Count My Lies, another Disney-owned production. While neither project confirms a Parent Trap sequel, they do show Lohan is actively working with Disney again.
Many fans also don’t realize Disney continued the franchise once before. In 1986, the studio released The Parent Trap II, bringing the twins back as adults. The film follows Nikki, the daughter of Sharon, one of the original twins, who is now a divorced single mother. Nikki tries to set her mom up with her best friend Mary’s widowed father in hopes of stopping their move to New York. The Disney Channel movie was successful enough to spawn two more made-for-TV sequels in 1989.
The first follow-up, The Parent Trap III, follows a widowed father whose teenage triplet daughters recruit Sharon and Susan to help stop him from marrying his fiancée because they believe Susan is a better match. Later that year, Parent Trap: Hawaiian Honeymoon reunited the family after Susan and her husband inherited a Hawaiian resort. Their vacation quickly turned into another adventure as the twins uncovered a scheme by a rival businessman trying to take the property.
If Disney follows a similar blueprint today, Hallie and Annie could return as adults while a new generation takes over the “parent trapping.” Seeing Lindsay Lohan return as the parent getting parent-trapped would be a fun full-circle moment for fans who grew up with the 1998 remake, though any story details remain speculative until Disney makes an official announcement.
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