Women Who John Cusack Has Dated

It's nearly impossible to avoid falling in love with John Cusack after seeing him in his iconic role as the lovesick Lloyd Dobler in Say Anything, as the bitter, yet romantic Rob Gordon in High Fidelity, or as any of the charming men he's played on the big screen. But what is his love life like in real life? Who has John Cusack dated? Now's your chance to learn about the famous women who've been lucky enough to have dated John Cusack. Fans will also enjoy these photos of young John Cusack and a votable list of John Cusack's best romantic roles

If you're wondering who John Cusack's wife is, stop now - John Cusack has never married and does not have children! John Cusack's dating history is quite extensive, but since his 2011 relationship with Brooke Burns, his personal life has been kept private.  

This list features John Cusack's ex-girlfriends along with additional information about them, such as when they were born and what they do professionally. These women may differ in personality and appearance, but what they all have in common is the fact that they've either dated or canoodled with John Cusack. It's easy to be jealous of the women John Cusack has gone out with, so you'll have to try to contain your envy.

The list you're viewing is made up of John Cusack's exes like Jennifer Love Hewitt and Uma Thurman. This list answers the questions, "What are the names of John Cusack's ex-girlfriends?," "Who has John Cusack been intimate with?" and "Who was John Cusack engaged to?"

Check out our list of women who dated John Cusack below.

  • John Cusack and Brooke Burns first crossed paths in 2010, and the sparks ignited a brief but noteworthy romance. They were spotted at several high-profile events, sparking a flurry of romantic speculation in Hollywood's gossip mills. Despite the intense media scrutiny, Cusack and Burns managed to maintain their relationship out of the limelight. However, their romance was short-lived, and the couple called it quits in 2011. Despite the low-key nature of their relationship, they managed to leave an indelible mark on each other's lives.

    • Age: 45
    • Birthplace: Dallas, Texas, USA
  • Cusack's shared screen space with Rebecca Romijn in 2004's The Punisher, and instant sparks flew between them. However, their relationship garnered widespread media attention only when they were publicly spotted together later that year. The handsome duo's chemistry was undeniable, making them one of Hollywood's exciting power couples. Unfortunately, their passionate romance came to an abrupt end in 2005. Their break-up was as quiet as their relationship, with both parties preferring to keep the details of their split private.

    • Age: 50
    • Birthplace: Berkeley, California, USA
  • In 2003, John Cusack and Jennifer Love Hewitt began dating after they met while filming the movie Runaway Jury. Their on-screen chemistry was palpable, and it wasn't long before rumor mills started hinting at a budding romance. Cusack and Hewitt dated for a year, with their relationship generating a major buzz in Hollywood. However, the couple parted ways in 2004 for unspecified reasons. The duo maintained a dignified silence and kept the reasons for their split to themselves.

  • John Cusack started his relationship with actress Jodi Lyn O'Keefe in 2003. They met on the set of the thriller Identity where they played supporting roles. Despite the low-key nature of their relationship, they dated for almost six years until 2009. Their decision to part ways was mutual and amicable, making one of the longest relationships Cusack had been in.

    • Age: 44
    • Birthplace: Cliffwood Beach, New Jersey, USA
  • Meg Ryan
    Photo: David Shankbone / Wikimedia Commons / CC-BY 3.0

    Renowned for his long list of Hollywood relationships, John Cusack's pairing with Meg Ryan in 2002 was noteworthy. The fire was ignited when they met during the filming of the romantic film Serendipity. The couple's bond grew, and they dated for around a year. Though they made an adorable couple, the relationship didn't stand the test of time and ended in 2003. Nonetheless, their relationship made headlines and left fans speculating about what could have been.

    • Age: 61
    • Birthplace: USA, Fairfield, Connecticut
  • Gabriela Spanic
    Photo: Telemundo / Wikimedia Commons / CC BY-SA 4.0

    John Cusack was rumored to be dating Venezuelan actress Gabriela Spanic in 2003. The news of their budding romance captured the attention of both the Hollywood and Latin American media. However, their relationship was fleeting, and it fizzled out within a few months. Despite the brief duration of their affair, Spanic and Cusack remained close and maintained an amicable relationship after their split.

    • Age: 49
    • Birthplace: Venezuela, Ortiz, Guárico