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Movies Like 'Til There Was You

If you liked 'Til There Was You (1997), a comedy and romance movie directed by Scott Winant, here are 20 movies with a similar feel, based on TMDB's recommendations. Each one links to its cast, trailer and where it's streaming.

  1. 1Starting Over

    Starting Over (1979)

    ★ 6.4/10Also comedy and romance

    After divorcing his ambitious singer wife, a middle-aged man begins a new relationship with a teacher.

  2. 2Puppy Love

    Puppy Love (2023)

    ★ 7/10Also comedy and romance

    After a disastrous first date, wild-child Nicole and socially-anxious Max vow to lose each other’s numbers until they learn that their dogs found a love match, and now puppies are on the way! The hilariously mismatched…

  3. 3I Want You Back

    I Want You Back (2022)

    ★ 6.3/10Also comedy and romance

    Peter and Emma thought they were on the precipice of life’s biggest moments – marriage, kids, and houses in the suburbs – until their respective partners dumped them. Horrified to learn that the loves of their lives…

  4. 4Playing It Cool

    Playing It Cool (2014)

    ★ 5.9/10Also comedy and romance

    A young man meets and instantly falls in love with an engaged woman.

  5. 5Bye Bye Love

    Bye Bye Love (1995)

    ★ 6.1/10Also comedy and romance

    With varying degrees of success, recently divorced friends Dave, Vic and Donny are trying to move on with their lives. Vic feels vilified by his ex-wife's parents, while Donny has a shaky bond with his teen daughter…

  6. 6¿Quieres ser mi hijo?

    ¿Quieres ser mi hijo? (2023)

    ★ 8.4/10Also comedy and romance

    Lu, a conformist woman in her forties, learns that her 15-year partner has been having extramarital affairs. Starting from scratch, she gets involved in an unexpected relationship with a young womanizer.

  7. 7One Night Only

    One Night Only (2026)

    ★ 6.4/10Also romance and comedy

    Two love-starved strangers crash into each other on the one night of the year when single people are allowed to have sex.

  8. 8A Nice Girl Like You

    A Nice Girl Like You (2020)

    ★ 5.8/10Also comedy and romance

    Lucy Neal is thrown for a loop when she is accused of being too inhibited by her ex-boyfriend. In an effort to prove him wrong, Lucy creates a rather wild to-do list that sends her on a whirlwind and surprising journey…

  9. 9That Awkward Moment

    That Awkward Moment (2014)

    ★ 6.1/10Also comedy and romance

    Best pals Jason and Daniel indulge in casual flings and revel in their carefree, unattached lives. After learning that the marriage of their friend Mikey is over, they gladly welcome him back into their circle. The…

  10. 10Nobody's Fool

    Nobody's Fool (2018)

    ★ 6/10Also comedy and romance

    After serving five years in prison, wild child Tanya looks to her buttoned-up, by-the-book sister Danica to help her get back on her feet. The feisty ex-con becomes suspicious and concerned when Danica tells her that…

  11. 11How to Date Billy Walsh

    How to Date Billy Walsh (2024)

    ★ 6.4/10Also romance and comedy

    Archie has been in love with his best friend Amelia for as long as he can remember. Just when he builds up the courage to declare his feelings, she falls head over heels for Billy Walsh, a new American transfer student.

  12. 12Sex Appeal

    Sex Appeal (2022)

    ★ 6.6/10Also comedy and romance

    Avery, a teenager with a tendency towards perfectionism, enlists her friend Larson to help her prepare for her first time with her long-distance boyfriend.

  13. 13Romy and Michele's High School Reunion

    Romy and Michele's High School Reunion (1997)

    ★ 6.3/10Also comedy

    Two not-too-bright party girls reinvent themselves for their high school reunion. Armed with a borrowed Jaguar, new clothes and the story of their success as the inventors of Post-It notes, Romy and Michele descend on…

  14. 14Players

    Players (2024)

    ★ 6.1/10Also romance and comedy

    New York sportswriter Mack has spent years devising successful hook-up "plays" with her friends, but when she unexpectedly falls for one of her targets, she must learn what it takes to go from simply scoring to playing…

  15. 15Attraction

    Attraction (2001)

    ★ 6.9/10Also romance

    A writer/radio advice show host fails to heed his own advice as he stalks his ex-girlfriend and then becomes involved with an actress friend of hers.

  16. 16How to Be Single

    How to Be Single (2016)

    ★ 6.3/10Also comedy and romance

    New York City is full of lonely hearts seeking the right match, and what Alice, Robin, Lucy, Meg, Tom and David all have in common is the need to learn how to be single in a world filled with ever-evolving definitions…

  17. 17Valley Girl

    Valley Girl (1983)

    ★ 6/10Also comedy and romance

    Julie, a girl from the valley, meets Randy, a punk from the city. They are from different worlds and find love. Somehow they need to stay together in spite of her trendy, shallow friends.

  18. 18No Hard Feelings

    No Hard Feelings (2023)

    ★ 6.7/10Also comedy and romance

    On the brink of losing her childhood home, Maddie discovers an intriguing job listing: wealthy helicopter parents looking for someone to “date” their introverted 19-year-old son, Percy, before he leaves for college. To…

  19. 19About Last Night

    About Last Night (2014)

    ★ 6/10Also comedy and romance

    Bernie and Joan are two fiery flirters who are passionate about everything from hookups to breakups and each other. When he sets up his best friend, Danny, with her roommate, Debbie, the sparks soon fly as they try to…

  20. 20Long Weekend

    Long Weekend (2021)

    ★ 6.8/10Also romance and comedy

    Bart's chance encounter with the enigmatic Vienna leads to a whirlwind weekend together. The two fall fast and hard, but both carry secrets that could be their undoing or the chance for a fresh start.

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