Serendipity Movie Cast

John Cusack

The Serendipity movie cast is lead by veteran actor John Cusack and Kate Beckinsale.

About Serendipity

This romantic film features the two main characters, Jonathan and Sara, who meet in New York while shopping in Bloomingdales. The two strangers end up bumping into each other a few times and believing it's fate, they decide to spend the evening out together. At the end of their date, Jonathan asks for Sara's number. Sara decides to leave the whole thing up to fate and writes her name and number on the inside of the book "Love in a Time of Cholera'' and he writes his on a five dollar bill. Sara believes that since fate brought them together this time, if they were meant to be together, fate would do it again. In the end, after a few trials and tribulations, the two end up finding each other again.

Aside from the 2001 film Serendipity actor and director Peter Chelsom also directed the following films:

  • The Mighty - 1991
  • Town and Country - 2001
  • Shall We Dance - 2001
  • Hannah Montana: The Movie - 2009

Even though Serendipity was well cast and had a traditional, if not predictable romance film story line of love and fate, the film was not a break out hit. With a budge of $28 million, it has only grossed about $80 million worldwide.

Serendipity Movie Cast

The Serendipity movie cast ensemble begins with lead actors John Cusack and Kate Beckinsale.

John Cusack

John Cusack is an amazing actor with many, many fantastic films under his belt such as:

  • The Grifters - 1990
  • Gross Pointe Blank - 1997
  • Being John Malkovich - 1999
  • High Fidelity - 2000

Of course, many people fell in love with Cusack in the 1980's classic film Say Anything... Cusack plays the lead role of Jonathan Trager in Serendipity.

Kate Beckinsale

Though Beckinsale completed 11 films before her leading role as Sara Thomas in Serendipity, Hollywood really began taking notice of this British actress in 2001's blockbuster film Pearl Harbor. Beckinsale later went on to star in the Underworld film series as the lead actor Selene. Other films to Beckinsale's credit include:

  • Much Ado About Nothing - 1990
  • Emma - 1996
  • Brokedown Palace - 1999
  • The Aviator - 2004

Jeremy Piven

Jeremy Piven is most widely recognized as caustic agent Ari Gold on the HBO series Entourage. In the Serendipity movie cast, Piven plays the role of Dean Kansky, best friend to John Cusack's character Jonathan Trager. Jeremy Piven has starred in a number of other films including:

  • Heat - 1995
  • Very Bad Things - 1998
  • Black Hawk Down - 2001
  • Smokin' Aces - 2006

John Corbett

In Serendipity, John Corbett plays the role of would-be groom to Sara, Lars Hammond. You may remember Corbett from the 1990's series Northern Exposure and more recently as Carrie Bradshaw's former fiancée Aidan. Corbett is part of the all-star cast of the film I Hate Valentine's Day and is playing the role of Bob Quimby in Ramona and Beezus, a film adaptation of the popular Ramona Quimby children's book series.

Bridget Moynahan

Actress and model Bridget Moynahan plays the role of Halley Buchanan, Jonathan Trager's (Cusack) fiancée. Though they both star in this film as the eventually dumped love interests, Serendipity isn't the first time Bridge Moynahan and John Corbett have worked together. Take a look:

  • Sex and the City - Moynahan was married to Mr. Big while Corbett was engaged to Carrie Bradshaw.
  • Ramona and Beezus - Bridget is set to star as Dorothy Quimby alongside Corbett's Bob Quimby.

Bridget Moynahan is also known for her co-starring roles in blockbuster films like I, Robot and The Sum of All Fears.

Molly Shannon

This Saturday Night Live alum plays the supporting role of Eve to Kate Beckinsale's character. Interestingly enough, Molly also guest starred in a few episodes of Sex and the City.

Eugene Levy

Veteran actor Eugene Levy plays the supporting role of the Bloomingdale salesman. Though many may know Levy best for his role in American Pie, this actor has been doing movies since 1971.


The cast of Serendipity may be small, but it features many great actors. For that fact, if you haven't seen it yet, it may be worth checking out.

Serendipity Movie Cast