Casting de Pour le pire et pour le meilleur
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Jack NicholsonMelvin Udall
Helen HuntCarol Connelly
Greg KinnearSimon Bishop
Cuba Gooding Jr.Frank Sachs
Shirley KnightBeverly Connelly
Jesse JamesSpencer Connelly
Yeardley SmithJackie Simpson
Lupe OntiverosNora Manning
Skeet UlrichVincent Lopiano
Harold RamisDr. Bettes
Bibi OsterwaldNeighbor Woman
Ross BlecknerCarl
Bernadette BalagtasCaterer- Jaffe CohenPartygoer
- Laurie KilpatrickPartygoer
Alice VaughnPartygoer
Brian Doyle-MurrayHandyman
Kristi ZeaMother at Table
Annie Maginnis TippeDaughter at Table
Patricia ChildressCafe 24 Waitress
Rebekah JohnsonCafe 24 Waitress
Missi PyleCafe 24 Waitress
Leslie StefansonCafe 24 Waitress
Tara SubkoffCafe 24 Waitress
Shane BlackCafe 24 Manager
Peter JacobsonMan at Table
Lisa EdelsteinWoman at Table- Stan BlyCafe 24 Customer
Randall BatinkoffCarol's Date
Jamie KennedyStreet Hustler- Justin HerwickStreet Hustler
Maya RudolphPolicewoman- John F. O'DonohueDetective Ray
- David A. KipperHospital Doctor
- Mary Elizabeth StillNurse Receptionist
- Chloe BrooksChild at Cafe 24
- Cooper BrooksChild at Cafe 24
- Sharon L. AlexanderFemale Passerby
- Holly DenysFemale Passerby
Lawrence KasdanDr. Green- Alison RosePsychiatric Patient
Kathryn MorrisPsychiatric Patient
Wood HarrisCafe 24 Busboy
Linda GehringerPublisher
Julie BenzReceptionist
Antonia JonesNurse
Kaitlin HopkinsWoman in Lobby
Jimmy WorkmanSean from the Bakery
Todd SolondzMan on Bus
Tom McGowanMaitre D'
Danielle BriseboisSinger
Matt MalloyMen's Store Salesman
Paul GreenbergBar Waiter- Kirk RingbergFood Waiter
- Dave HawthorneBartender
- Alex BallarFlower Store Customer (uncredited)
- Dunya DjordjevicArt Dealer (uncredited)
- Frank SlatenMiffed Party Goer (uncredited)
- Laura Mayes ByrnesRestaurant Patron (uncredited)
- Oriana Nicole TavoularisRestaurant Patron (uncredited)
- Roger FerreiraRestaurant Patron (uncredited)
- Jason Thomas CampbellValet (uncredited)
Amy AnzelBallet Dancer (uncredited)- Eliza HarrisBallet Dancer (uncredited)
- Eddie L. FauriaNYC Transit Cop (uncredited)
- Bronwyn CorneliusBartender (uncredited)
Maurice LaMarcheFred Bishop - Simon's Dad on Phone (voice) (uncredited)