40 Dates and 40 Nights

40 Dates and 40 Nights (2026)



7.4 2026 101 min —

Director: Andy Delaney

Cast: Bailee Madison, Joel Courtney, Annie Potts, Jai Rodriguez, Jack Schumacher

Comedy Romance
A down-on-her-luck romantic takes on her aunt’s daring challenge—40 dates in 40 nights in pursuit of real love. Lose, and her aunt wipes out her rent and student loans. But what starts as a simple bet quickly turns into an emotional rollercoaster far tougher than she ever imagined.

More About This Film

40 Dates and 40 Nights is a romantic comedy about Leah, who is exhausted by unsuccessful dating and ready to give up. When her eccentric grandmother offers her a challenge involving forty dates in forty nights in exchange for a year's rent, Leah agrees to the unusual experiment.

Bailee Madison stars as Leah, with Joel Courtney, Annie Potts, Jai Rodriguez, and Jack Schumacher among the supporting cast. Directed by Andy Delaney, the film turns the dating challenge into a story about self-discovery, expectations, and the possibility that romance can arrive in unexpected forms.

  • Directed by Andy Delaney.
  • Bailee Madison plays Leah Jones.
  • Written by Sarah Howie Howard.
  • Produced by Randy Wayne and Bailee Madison.
  • The film was released theatrically in June 2026 and became available digitally shortly afterward.

Where to Watch

40 Dates and 40 Nights is available digitally through Fandango and other major video-on-demand services.