| 1 | High Society (Overture) | The MGM Studio Orchestra with Johnny Green | 3:32 |
| 2 | High Society Calypso | Louis Armstrong & His Band | 2:14 |
| 3 | Little One | Bing Crosby | 2:32 |
| 4 | Who Wants to Be a Millionaire | Frank Sinatra & Celeste Holm | 2:07 |
| 5 | True Love | Bing Crosby & Grace Kelly | 3:08 |
| 6 | You're Sensational | Frank Sinatra | 3:55 |
| 7 | I Love You Samantha | Bing Crosby | 4:29 |
| 8 | Now You Has Jazz | Bing Crosby & Louis Armstrong | 4:17 |
| 9 | Well Did You Evah | Bing Crosby & Frank Sinatra | 3:49 |
| 10 | Mind If I Make Love to You | Frank Sinatra | 2:21 |
| 11 | Let's Take An Old Fashioned Walk | Frank Sinatra & Doris Day | 2:59 |
| 12 | If You Knew Susie Like I Know Susie | Frank Sinatra, Gene Kelly | 1:59 |
| 13 | Senorita | Frank Sinatra, Kathryn Grayson | 2:14 |
| 14 | Cherry Pies Ought To Be You | Frank Sinatra, Rosemary Clooney | 2:21 |
| 15 | Tea For Two | Frank Sinatra, Dinah Shore | 3:19 |
| 16 | Yah - Ta - Ta Yah - Ta - Ta (Talk Talk Talk) | Judy Garland, Bing Crosby | 3:10 |
| 17 | Anything You Can Do | Bing Crosby, Dick Haymes and The Andrews Sisters | 3:07 |
| 18 | The Road To Morroco | Bing Crosby, Bob Hope | 2:36 |
| 19 | Zing A Little Song | Bing Crosby, Jane Wyman | 3:35 |
| 20 | Gone Fishin' | Bing Crosby, Louis Armstrong | 2:28 |