Sorrowful Jones is a cheap bookie in the 1930s. When a gambler leaves his daughter as a marker for a bet, he gets stuck with her. His life changes a great deal with her arrival and he finds sudden love for a woman also involved in gambling operations.
| Actor | Role |
|---|---|
 Walter MatthauSorrowful Jones | Sorrowful Jones |
 Julie AndrewsAmanda | Amanda |
 Tony CurtisBlackie | Blackie |
 Bob NewhartRegret | Regret |
 Lee GrantThe Judge | The Judge |
 Brian DennehyHerbie | Herbie |
 Kenneth McMillanBrannigan | Brannigan |
 Andrew RubinCarter | Carter |
 Tom PediVittorio | Vittorio |
 Jacquelyn HydeLola | Lola |
| JJessica RainsClerk | Clerk |
 Wynn IrwinMr. Adams | Mr. Adams |
 Sara StimsonThe Kid | The Kid |
 Joshua ShelleyBenny | Benny |
| RRandy HermanFleabag Hotel Clerk | Fleabag Hotel Clerk |
 Nedra VolzMrs. Clancy | Mrs. Clancy |
 Jack MullaneyCasino Pit Boss | Casino Pit Boss |
 Ralph ManzaCasino Worker | Casino Worker |
| JJack DeLeonBuilding Superintendent | Building Superintendent |
| DDon BexleySam | Sam |
 John FinneganCasino Clerk | Casino Clerk |
 Leonard BremenBig Max | Big Max |