Deconstructing Harry Cast
The cast of Deconstructing Harry.
Caroline Aaron
as Doris

Caroline Aaron plays Doris, Harry's ex-wife who is frustrated with his self-destructive behavior.

Woody Allen
as Harry Block

Woody Allen portrays the main character, Harry Block, a successful but troubled writer who struggles with his personal relationships.

Kirstie Alley
as Joan

Kirstie Alley stars as Joan, Harry's former lover who has a complicated relationship with him.

Bob Balaban
as Richard

Bob Balaban takes on the role of Richard, a friend of Harry who tries to help him navigate his personal issues.

Richard Benjamin
as Ken

Richard Benjamin plays Ken, another friend of Harry who has his own struggles to deal with.

Eric Bogosian
as Burt

Eric Bogosian appears as Burt, a fictional character in Harry's stories who comes to life in unexpected ways.

Billy Crystal
as Larry / The Devil

Billy Crystal portrays Larry / The Devil, a darkly humorous character who challenges Harry on his choices and actions.

Judy Davis
as Lucy

Judy Davis stars as Lucy, Harry's girlfriend who is fed up with his erratic behavior.

Hazelle Goodman
as Cookie

Hazelle Goodman plays Cookie, a no-nonsense woman who crosses paths with Harry in a peculiar encounter.

Mariel Hemingway
as Beth Kramer

Mariel Hemingway portrays Beth Kramer, a character in Harry's stories who reflects his inner conflicts.

Amy Irving
as Jane

Amy Irving appears as Jane, Harry's former partner who is still entangled in his messy life.

Julie Kavner
as Grace

Julie Kavner plays Grace, Harry's sister whose relationship with him is strained due to his behavior.

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
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
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