In an attempt to win back her ex-boyfriend Jack on Christmas Eve, Kate ends up ruining her blind date with Miles, a handsome guy she's been set up with. In a strange twist of fate, Kate is magically given the chance to re-live Christmas Eve twelve times!
| Actor | Role |
|---|---|
 Amy SmartKate Stanton | Kate Stanton |
 Mark-Paul GosselaarMiles Dufine | Miles Dufine |
 Benjamin AyresJack Evans | Jack Evans |
 Peter MacNeillMike Stanton | Mike Stanton |
| MMary LongSally Stanton | Sally Stanton |
 Jayne EastwoodMargine Frumkin | Margine Frumkin |
 Laura MiyataMiyoko | Miyoko |
 Cherisse WoonsamLeigh | Leigh |
 Joe MacLeodToby Brown | Toby Brown |
 Richard FitzpatrickJim | Jim |
 Paul BeerRich | Rich |
 Stephan JamesMichael | Michael |
 Alexander De JordyPeterson | Peterson |
 Jennifer KyddNancy | Nancy |
 Martin RoachDr. Kirschner | Dr. Kirschner |
| AAudrey DwyerMilk Maid Salesgirl | Milk Maid Salesgirl |
| SShant SrabianSecurity Guard | Security Guard |
 Riley GilchristHoarder Hazmat Guy | Hoarder Hazmat Guy |
| EEsther JaciukCaroler | Caroler |
| MMichelle PillerCaroler | Caroler |
| AAndrea LyonsCaroler | Caroler |
| TTara BaxendaleCaroler | Caroler |
| SSedina FiatiCaroler | Caroler |
 Vijay MehtaAd Man (uncredited) | Ad Man (uncredited) |