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| Directed by | |
|---|---|
 | Woody Allen |
| Starring | ||
|---|---|---|
 | Hank Azaria | David |
 | Kenneth Branagh | Lee Simon |
| Judy Davis | Robin Simon |
 | Leonardo DiCaprio | Brandon Darrow |
 | Melanie Griffith | Nicole Oliver |
| Famke Janssen | Bonnie |
| Michael Lerner | Dr. Lupus |
| Joe Mantegna | Tony Gardella |
| Bebe Neuwirth | Nina - the Hooker |
 | Winona Ryder | Nola |
 | Charlize Theron | Supermodel |
 | Greg Mottola | Director |
| Jeff Mazzola | Assistant Director |
| Dick Mingalone | Camera Operator |
| Vladimir Bibic | Director of Photography |
| Francisco Quijada | Erno Delucca |
| Aleksa Palladino | Production Assistant |
| Dan Moran | Jackhammer Operator |
| Peter Castellotti | Sound Recordist |
| A. Lee Morris | Second Assistant Cameraperson |
| Douglas McGrath | Bill Gaines |
| Maurice Sonnenberg | Dalton Freed |
| Craig Ulmschneider | Daniel - Production Assistant |
| Mina Bern | Elderly Homeowner |
| Janet Marlow | Singing Nun |
| Tommie Baxter | Second Nun |
| Kathleen Doyle | Father Gladden's Fan |
| Arthur Berwick | Father Gladden's Fan |
| Jodi Long | Father Gladden's Fan |
| John Carter | Father Gladden |
| Monique Fowler | Jan - Robin's Friend |
| Marylouise Burke | Father Gladden's Fan on Porch |
| Peter Boyden | Father Gladden's Fan on Porch |
| Peter McRobbie | Father Gladden's Fan on Porch |
| Maureen McNamara | Father Gladden's Fan on Porch |
| Mary Catherine Wright | Pious Diner |
 | J.K. Simmons | Souvenir Hawker |
| Dylan Baker | Priest at Catholic Retreat |
| Melinda Eng | Fashion Designer |
| Isaac Mizrahi | Bruce Bishop |
| Alma Cuervo | Bruce Bishop's Admirer |
| Eve Salvail | Bruce Bishop's Admirer |
| Polly Adams | Exercise Tape Fan |
| Brian McConnachie | Exercise Tape Fan |
| Irina Pantaeva | Friend of Supermodel |
| Mark Vanderloo | Friend of Supermodel |
| Frederique Van Der Wal | Friend of Supermodel |
| Michael Moon Band | El Flamingo Band |
| Anthony Mason | Anthony Mason |
| Daisy Prince | Waiting Room Nurse |
| Tina Sloan | Waiting Room Patient |
| Dayle Haddon | Waiting Room Patient |
| Bill Gerber | Waiting Room Patient |
| Julie Halston | Patient with Jowls |
| Renée Lippin | Second Examining Room Patient |
| Kate Burton | Robin's Friend Cheryl |
| Reuben Jackson | Cameraman at Lupus Office |
| Debra Messing | TV Reporter at Lupus Office |
| Carmen DellOrefice | Pinky Virdon |
| Andre Gregory | John Papadakis |
| Skip Rose | Couple on Beach |
| Alicia Meer | Couple on Beach |
| Becky Ann Baker | Doris - Glenwood High Alumna |
| Michael Kell | Nat - Glenwood High Alumnus |
| Steve Mellor | Eddie - Glenwood High Alumnus |
| Gerry Becker | Jay Tepper - Glenwood High Alumnus |
| Ileen Getz | Reunion Announcer - Glenwood High Alumna |
| Robert Cuccioli | Monroe Gordon - Glenwood High Alumnus |
| Larry Pine | Philip Datloff |
| Surinder Khosla | V.J. Rajnipal |
| Marian Seldes | Datloff Party Guest |
| Frederick Rolf | Book Reviewer |
| David Margulies | Counselor Adelman |
| Ramsey Faragallah | TV Program Director |
| William Addy | Klansman |
| Patrick Thomas McCarthy | Klansman |
| Bernard Addison | Minister Polynice |
| Mary Samuels | TV Production Assistant |
| Sarah Buff | TV Production Assistant |
| Heather Marni | Teenage Obese Acrobat |
| Bruno Gunn | Skinhead |
| Sean Daloise | Skinhead |
| Matthew Sweeney | Skinhead |
| Kyle Kulish | Overweight Achiever |
| Tony Sirico | Lou DeMarco |
| Kenneth Edelson | Rabbi Kaufman |
| Sam Gray | Tony's Father |
| Marilyn Raphael | Tony's Mother |
| Antonette Schwartzberg | Tony's Grandma |
| Patti DArbanville | Iris |
| Frank Pellegrino | Frankie |
| Gabriel Millman | Ricky |
| Adam Sietz | Vince |
| Gretchen Mol | Vicky |
| Michael Crecco | Hotel Clerk |
| Neal Arluck | Hotel Clerk |
| Timothy Jerome | Hotel Clerk |
| Joseph Tudisco | Hotel Clerk |
| Jim Moody | Security Guard |
| Robert Torres | Security Guard |
| Steven Randazzo | Cop at Hotel |
| John Costelloe | Cop at Hotel |
| Mary Jo Buttafuoco | Self |
| Joey Buttafuoco | Self |
| Adrian Grenier | Darrow Entourage |
 | Sam Rockwell | Darrow Entourage |
| John Doumanian | Darrow Entourage |
| Lorri Bagley | Gina - Chekhov-style Writer |
| Richard Mawe | Elaine's Book Party Guest |
| Ted Neustadt | Elaine's Book Party Guest |
| Bruce Jay Friedman | Elaine's Book Party Guest |
| Erica Jong | Elaine's Book Party Guest |
| Ned Eisenberg | Elaine's Book Party Guest |
| Clebert Ford | Elaine's Book Party Guest |
| Ralph Pope | Comic's Agent |
| Rick Mowat | Comic |
| Tony Darrow | Moving Man in Loft |
| Victor Colicchio | Moving Man in Loft |
| Robert Cividanes | Moving Man in Loft |
| Donegal Fitzgerald | Moving Man on Street |
| Leslie Shenkel | Manhattan Moods Assistant Director |
| Donna Hanover | Manhattan Moods Anchor Woman |
| Allison Janney | Evelyn Isaacs |
| Howard Erskine | Senator Paley |
| Celia Weston | Dee Bartholomew |
| Donald Trump | Donald Trump |
| Wood Harris | Al Swayze |
| Ray Cohen | Pianist at Wedding |
| Angel Caban | Limo Driver |
| Aida Turturro | Olga - Psychic |
| Ingrid Rogers | Off-Off Broadway Actress |
 | Jeffrey Wright | Greg - Off-Off Broadway Director |
| Karen Duffy | TV Reporter at Premiere |
| Brian McCormack | Phil |
| Gigi Williams | Fan of Robin Simon |
| Michael Moon | Vocals / Guitar - El Flamingo Band |
| Peter Dark | Guitar / Vocals - El Flamingo Band |
| Murphy Occhino | Drums / Vocals - El Flamingo Band |
| Randy Jordan | Bass / Vocals - El Flamingo Band |
| Richard Iacona | Piano - High School Reunion Band |
| Tom Kirchner | Bass - High School Reunion Band |
| Stan Persky | Sax - High School Reunion Band |
| Tony Tedesco | Drums - High School Reunion Band |
| Mike Ponella | Trumpet - High School Reunion Band |
| Ron Affif | Guitar - High School Reunion Band |
| Heidi Albertsen | Heidi Albertsen ( In a scene with Charlize Theron and Kenneth Branagh . |
| Adam Alexi-Malle | DS Worker |
| Casper Andreas | Nicole's Stylist |
| Ethan Aronoff | Boxing Fan |
| Dar Billingham | Wardrobe Lady |
| David Blaine | Spectator |
| Frank Bonsangue | Movie Patron |
| Lauren Burns | Elaine's Guest |
| New York Joe Catalfumo | Steven DiDio |
| Bill Chemerka | Class Reunion Guest |
| Jay Alan Christianson | Man with Cell Phone |
| Tracy Coogan | Model |
| Gary Cowling | Nicole's Handler |
| Michelle Crowe-Paz | NYC Businesswoman |
| Amy de Lucia | Director's Girlfriend |
| Teresa DePriest | Model |
| Sian DeVega | Fashion Model |
| Lela Edgar | Model |
| Robert Steinman Elden | Office Manager |
| Ken Elston | Friend at Opening |
| Alex Emanuel | Elaine's Book Party Guest |
| Anthony Gestone | Street Kid #2 |
| Irene Glezos | Soho Art Buyer |
| Lionel Guy-Bremond | Extra |
| Robert Harriell | Elaine's Book Party Guest |
| Kali Hawk | Popcorn Girl |
| Sonita Henry | Film Festival Guest |
| Markanthony Izzo | Fan |
| Wendy Johnson | Model |
| Vivian Kalinov | NYC Tourist |
| Ralph Kinnard | Model |
| Kristi Kirk | Model |
| Janine Laino | Upscale Hotel Guest |
| Carl Landi | Dolly Grip |
| Nicole Levy | Lenore Upshaw |
| Frank Licari | Camera Man |
| Autumn Lucas | Waitress |
| Trish McGettrick | Script Girl |
| Denis McKeown | Jean Georges Guest |
| Josh Mowery | Wardrobe man |
| Laura Nativo | Jailbait |
| Jina Oh | Buyer at Fashion Show |
| Angela Palmer-Haibach | Dancer in Club |
| Cory Poccia | Street Kid #1 |
| Myron Primes | Party Guest |
| Rio Puertollano | Tourist |
| Evan Reynolds | Fashion Designer |
| Joe Richards | Bradson Grey |
| Martin Rinab | Model |
| James Rosin | Casino Gambler |
| Yolonda Ross | |
| Michelle Rouhani | Groom Family Member |
| Chrystele Saint Louis Augustin | Nicole's Assistant |
| April Sandmeyer | Film Premiere Guest |
| Kevin Scullin | Stanhope Doorman |
| Ian Somerhalder | |
| Greg Sullivan | Filmgoer |
| Carlos Valencia | Model |
| Sanny van Heteren | Celebrity at The Zigfield Theatre |
| Valeria Von Leczycki Goncharova Barrett | Aristocratic Lady / Celebrity |
| Roshumba Williams | Bruce Bishop Admirer |
| Gael Zaks | The Young Actor |
| Diana C. Zollicoffer | Newscaster |
USA release date: 20th November 1998 Italy release date: 19th December 1998 France release date: 27th January 1999
Portugal release date: 19th February 1999
Singapore release date: 25th February 1999 United States
Brazil
South Korea
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