On her deathbed, a mother makes her son promise never to get married, which scars him with psychological blocks to a commitment with his girlfriend. They finally decide to tie the knot in Vegas, but a wealthy gambler arranges for the man to lose $65K in a poker game and offers to clear the debt for a weekend with his fiancée.
| Actor | Role |
|---|---|
 James CaanTommy Korman | Tommy Korman |
 Nicolas CageJack Singer | Jack Singer |
 Sarah Jessica ParkerBetsy / Donna | Betsy / Donna |
 Pat MoritaMahi Mahi | Mahi Mahi |
 Johnny WilliamsJohnny Sandwich | Johnny Sandwich |
 John CapodiceSally Molars | Sally Molars |
 Robert CostanzoSidney Tomashefsky | Sidney Tomashefsky |
 Anne BancroftBea Singer | Bea Singer |
 Peter BoyleChief Orman | Chief Orman |
 Burton GilliamRoy | Roy |
 Brent HinkleyVern | Vern |
 Dean HalloLyle | Lyle |
 Seymour CasselTony Cataracts | Tony Cataracts |
 Jerry TarkanianSid Feder | Sid Feder |
 Keone YoungEddie Wong | Eddie Wong |
 Danny KamekonaNiko | Niko |
| JJohn McMahonChris | Chris |
| LLisa Ann PoggiLaura | Laura |
 Ben SteinWalter | Walter |
 Teddy BergmanDavid | David |
| TTiiu LeekAnchorwoman | Anchorwoman |
 Angela PietropintoSchool Parent | School Parent |
 Joanna LipariJFK Agent | JFK Agent |
| CCaptain HaggertyBusinessman | Businessman |
 Tony ShalhoubBuddy Walker | Buddy Walker |
 Bruno MarsLittle Elvis (as Bruno Hernandez) | Little Elvis (as Bruno Hernandez) |
| SSly SmithHotel Guard | Hotel Guard |
| JJohnny LawsonElvis Impersonator | Elvis Impersonator |