Casting de Vanilla Sky
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Tom CruiseDavid Aames
Penélope CruzSofia Serrano
Cameron DiazJulie Gianni
Kurt RussellCurtis McCabe
Jason LeeBrian Shelby
Noah TaylorEdmund Ventura
Timothy SpallThomas Tipp
Tilda SwintonRebecca Dearborn
Michael ShannonAaron
Delaina MitchellDavid's Assistant
Shalom HarlowColleen
Oona HartLynette
Ivana MiličevićEmma
Johnny GaleckiPeter Brown- Jhaemi WillensJamie Berliner
Armand SchultzDr. Pomeranz
Cameron WatsonOther Doctor
Robertson DeanThird Doctor
W. Earl BrownBarman
Ray ProsciaDoctor from Berlin
Tim HopperMan in Blue Coat
Alicia WittLibby
Ken LeungArt Editor- Carolyn ByrneBeatrice
Mark PinterCarlton Kaller- Jeff WeissRaymond Tooley
Conan O'BrienConan O'Brien
James MurtaughBenny's Owner
Mark KozelekDude, Fix Your Face Guy
John FedevichSilent Ed Vallencourt- Bobby WalshYoung David
Stacey SherRayna- Fred SchruersCryo Man
- Jessica SiemensSofia's Friend
- Julia Carothers HughesSofia's Friend
- Holly RayeDancer
- Marty CollinsMartini Waiter
Mark BramhallSneezy- Jack HallBashful
- David LewisonSleepy
Jennifer GriffinHappy- Adam LeGrantDoc
- John KepleyDopey
- Robin Van SharnerGrumpy
Laurel WileyDr. Jennifer Ash- Nicole Taylor HartParty Videographer
Julia DeckerModel- Erin McElmurryModel
Alice Marie CroweLucid Dreamer- Mel ThompsonLife Extension Man
Jonathan SangerFrozen Pediatric Cardiologist
Tommy LeeFrozen Vintage Car Man
Ana Maria QuintanaFrozen Theologist- Paul HaggarFrozen Risktaker
- Randy WoodsideFrozen Dad
- Robert F. HarrisonLaughing Guy
- Jane PrattJane Pratt
- Patrick McMullenPatrick McMullen
- Steven ColvinSteven Colvin
- Cindy CroweCindy Crowe
- John SypoltJohn Sypolt
Michael G. KehoeChef- Danielle WolffCoat Check Girl
Scotch Ellis LoringL.E. Building Guard
Brent SextonSecurity Guard- Curt SkaggsSecurity Guard
Jennifer GimenezLola- Lori LezamaSkyscraper Girl
- Todd HarrisonSkyscraper Guy
Laura FraserThe Future
Steven SpielbergGuest at David Aames' Party (uncredited)
Jennifer AspenNina (uncredited)- Celina BelizanLuli (uncredited)
- Craig CallowClubgoer (uncredited)
- Jean CarolWoman Nearby (uncredited)
- Tony CollucciGuy at Party (uncredited)
- Janine FosterDancer (uncredited)
Zach HudsonLife Extension Security Guard (uncredited)- Ryan KeatingSWAT Team Officer (uncredited)
Roger LimSWAT Team Officer (uncredited)
Tara LipinskiGirl at Party (uncredited)
William MapotherClubgoer (uncredited)
Christy MeyersGirl in Office (uncredited)
Jan MunroeOlder Editor (uncredited)
Marie PaquimExtra (uncredited)- Ronald RandInvestigator (uncredited)
- Tasha TaeDancer (uncredited)
- Bryan ToddDancer (uncredited)
Christie Will WolfWaiting Room Model (uncredited)