Jeremy Piven
— Harold McMurphy
Sherilyn Fenn
— Amanda Clark
JoBeth Williams
— Sidney Stone
Wallace Shawn
— Arthur Blake
Alex Rocco
— Harold's Father
Jeffrey D. Sams
— Sammy
Costas Mandylor
— Rich Adams
Yeardley Smith
— Lulu
Holland Taylor
— Emma Jeffreys
Anita Barone
— Carrie
Bellina Logan
— Tory
Stephanie Miller
— Mr. Blake's Assistant
Nancy McKeon
— Bride
Ed McMahon
— Luncheon Chairman
Anthony Galea
— Young Harold
Callista Gallerani
— Girl with Hula-Hoop
Gian-Mical Gallerani
— Boy with Yo-Yo
Todd Susman
— Priest
Joycee Katz
— Bride's Mother
Lindsey Brooke
— Tourist #1
Kristin Dattilo
— Tourist #2
Cay Mohr
— Couple at Mandalay
Fred Olen Ray
— Couple at Mandalay
Susan Segal
— Writer at Bar
Douglas Segal
— Writer at Bar
Dorian Gregory
— Valet at Mansion Party
Lara Bierner
— Whisperer at Party
Joseph Arsenault
— Joey Ace
Robert Nelson
— Fire-eater at Carnival
John Fleck
— Ex-CCI Agent / Bum