John Cusack as a character Jonathan Trager | John Cusack also starred in the next movies:- "The Thin Red Line" in a role of Captain John Gaff;
- "Identity" in a role of Ed;
- "The Grifters" in a role of Roy Dillon;
- "Con Air" in a role of U.S. Marshal Vince Larkin;
- "The Ice Harvest" in a role of Charlie Arglist;
- "1408" in a role of Mike Enslin;
- "Midnight in the Garden of Good and Evil" in a role of John Kelso;
- "Sixteen Candles" in a role of Bryce;
- "Martian Child" in a role of David;
- "The Road to Wellville" in a role of Charles Ossining;
- "Grace Is Gone" in a role of Stanley Philipps;
- "The Contract" in a role of Ray;
- "Must Love Dogs" in a role of Jake;
- "War, Inc." in a role of Brand Hauser;
- "Igor" in a role of Igor;
- "True Colors" in a role of Peter Burton;
- "The Sure Thing" in a role of Walter (Gib) Gibson;
- "Being John Malkovich" in a role of Craig Schwartz;
- "Say Anything..." in a role of Lloyd Dobler;
- "2012" in a role of Jackson Curtis;
- "America's Sweethearts" in a role of Eddie Thomas;
- "Money for Nothing" in a role of Joey Coyle;
- "Hot Tub Time Machine" in a role of Adam;
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Kate Beckinsale as a character Sara Thomas | Kate Beckinsale also starred in the next movies:- "Van Helsing" in a role of Anna Valerious;
- "Underworld" in a role of Selene;
- "Pearl Harbor" in a role of Nurse Lt. Evelyn Johnson;
- "The Aviator" in a role of Ava Gardner;
- "Underworld: Evolution" in a role of Selene;
- "Click" in a role of Donna Newman;
- "Vacancy" in a role of Amy Fox;
- "The Last Days of Disco" in a role of Charlotte;
- "Whiteout" in a role of Carrie Stetko;
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Lilli Lavine as a character Bloomingdale's Stock Girl | Lilli Lavine starred only in the movie "Serendipity" |
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Michael Guarino Jr. as a character Customer at Bloomingdale's | Michael Guarino Jr. starred only in the movie "Serendipity" |
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Abdul Alshawish as a character Customer at Bloomingdale's | Abdul Alshawish starred only in the movie "Serendipity" |
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Ann Talman as a character Bloomingdale's Saleswoman #1 | Ann Talman starred only in the movie "Serendipity" |
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Crystal Bock as a character Bloomingdale's Saleswoman #2 | Crystal Bock starred only in the movie "Serendipity" |
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Stephen Bruce as a character Host at Serendipity | Stephen Bruce starred only in the movie "Serendipity" |
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David Sparrow as a character Josh's Dad | David Sparrow starred only in the movie "Serendipity" |
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Gary Gerbrandt as a character Josh | Gary Gerbrandt starred only in the movie "Serendipity" |
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Jeremy Piven as a character Dean Kansky | Jeremy Piven also starred in the next movies:- "Scary Movie 3" in a role of Ross Giggins;
- "The Family Man";
- "Old School";
- "Kiss the Girls" in a role of Henry Castillo, LAPD;
- "Red Letters" in a role of Thurston Clarque;
- "Two for the Money" in a role of Jerry;
- "Smokin' Aces" in a role of Buddy 'Aces' Israel;
- "The Kingdom" in a role of Damon Schmidt;
- "Keeping Up with the Steins" in a role of Adam Fiedler;
- "Lucas" in a role of Spike;
- "Very Bad Things" in a role of Michael Berkow;
- "Judgment Night" in a role of Ray Cochran;
- "PCU" in a role of James 'Droz' Andrews;
- "Chasing Liberty" in a role of Alan Weiss;
- "Say Anything..." in a role of Mark;
- "Phoenix" in a role of Fred Shuster;
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Bridget Moynahan as a character Halley Buchanan | Bridget Moynahan also starred in the next movies:- "Coyote Ugly" in a role of Rachel;
- "I, Robot" in a role of Susan Calvin;
- "The Recruit" in a role of Layla Moore;
- "Lord of War" in a role of Ava Fontaine;
- "Unknown" in a role of Eliza Coles;
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Kate Blumberg as a character Courtney Kansky | Kate Blumberg also starred in the next movies:- "Choke" in a role of Edwin's Wife;
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Ron Payne as a character Louis Trager | Ron Payne starred only in the movie "Serendipity" |
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Marcia Bennett as a character Mrs. Louis Trager | Marcia Bennett also starred in the next movies:- "Noel" in a role of Nurse Stein;
- "Mr. Magorium's Wonder Emporium" in a role of Lora, Who Wants a Fire Engine;
- "Red" in a role of Emma Siddons;
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