Woody Allen as Harry Block

Kirstie Alley as Joan

Bob Balaban as Richard

Richard Benjamin as Ken

Eric Bogosian as Burt

Billy Crystal as Larry / The Devil

Judy Davis as Lucy

Hazelle Goodman as Cookie

Mariel Hemingway as Beth Kramer

Amy Irving as Jane

Julie Kavner as Grace

Eric Lloyd as Hilly

Julia Louis-Dreyfus as Leslie

Tobey Maguire as Harvey Stern

Demi Moore as Helen

Elisabeth Shue as Fay Sexton

Stanley Tucci as Paul Epstein

Robin Williams as Mel

Caroline Aaron as Doris

Hy Anzell as Max

Scotty Bloch as Ms. Paley

Philip Bosco as Professor Clark

Robert Harper as Harry's Doctor

Shifra Lerer as Dolly

Gene Saks as Harry's Father

Stephanie Roth Haberle as Janet

Dan Frazer as Janet's Dad

Joel Leffert as Norman

Lynn Cohen as Janet's Mom

Joe Buck as Yankee Announcer

Jane Hoffman as Grandma

Annette Arnold as Rosalee

Frederick Rolf as Harvey's Doctor

Elisabeth Kieselstein-Cord as Rosalee's Sister

Lortensia Hayes as Jennifer

Alicia Meer as Woman in Shoe Store

Victoria Hale as Woman in Shoe Store

Irving Metzman as Shoe Salesman

Sunny Chae as Lily Chang

Ralph Pope as Death

Tony Darrow as Camera Operator

Jonathan LaPaglia as First Assistant Cameraperson

Jeff Mazzola as Second Assistant Cameraperson

Timothy Jerome as Director

Peter Castellotti as Crew Member

Judy Bauerlein as Actress

Joseph P. Reidy as First Assistant Director

Phyllis Burdoe as Script Supervisor

Barbara Hollander as Mel's Daughter

Adam Rose as Mel's Son

David S. Howard as Mel's Doctor

Amanda Barudin as Beth Kramer's Daughter

Juliet Gelfman-Randazzo as Baby Hilly

Floyd Resnick as Israeli Patient

Brian McConnachie as Dr. Reese

Peter Jacobson as Goldberg

Tracey Lynne Miller as Goldberg's Girlfriend

Jennifer Garner as Woman in Elevator

Irwin Charone as Bar Mitzvah Host

John Doumanian as Bar Mitzvah Guest

Alexa Aronson as Bar Mitzvah Guest

Kenneth Edelson as Bar Mitzvah Guest

Viola Harris as Elsie

Si Picker as Wolf Fishbein

Howard Spiegel as Mr. Farber

Eugene Troobnick as Professor Wiggins

Ray Aranha as Professor Aranha

Paul Giamatti as Professor Abbott

Marvin Chatinover as Professor Cole

Daniel Wolf as Professor Wolf

Waltrudis Buck as Dean of Adair University

Arden Myrin as Student Mary

Daisy Prince as Elevator Voice

Peter McRobbie as Damned Man

Dan Moran as Devil

Ray Garvey as Policeman on Campus

Linda Perri as Policewoman on Campus

Tony Sirico as Policeman at Jail