| 1. Frank Sinatra, Arthur Johnston/Johnny Burke - Pennies From Heaven | not rated | 3:30 |
| 2. Frank Sinatra/Sammy Davis, Jr., Al Jolson/Billy Rose/Dave Dreyer - Me and My Shadow | not rated | 3:08 |
| 3. Frank Sinatra, Oscar Hammerstein II/Richard Rodgers - I Have Dreamed | not rated | 2:59 |
| 4. Frank Sinatra, Katherine Lee Bates/Samuel A. Ward - America the Beautiful [#] | not rated | 2:23 |
| 5. Frank Sinatra, James Van Heusen/Sammy Cahn - California [#] | not rated | 3:38 |
| 6. Frank Sinatra, Oscar Hammerstein II/Richard Rodgers - Soliloquy | not rated | 8:07 |
| 7. Frank Sinatra, Frank Loesser - Luck Be A Lady | not rated | 5:15 |
| 8. Frank Sinatra, Jack Segal/Robert Wells - Here's To The Losers | not rated | 3:06 |
| 9. Frank Sinatra, Dorothy Fields/Jerome Kern - The Way You Look Tonight | not rated | 3:23 |
| 10. Frank Sinatra, James Van Heusen/Sammy Cahn - My Kind Of Town | not rated | 3:10 |
| 11. Frank Sinatra, Carolyn Leigh/Cy Coleman - The Best Is Yet to Come | not rated | 2:55 |
| 12. Frank Sinatra, Bart Howard - Fly Me To The Moon | not rated | 2:31 |
| 13. Frank Sinatra, Kurt Weill/Maxwell Anderson - September Song | not rated | 3:32 |
| 14. Frank Sinatra, Ervin Drake - It Was A Very Good Year | not rated | 4:29 |
| 15. Frank Sinatra, Gordon Jenkins - This Is All I Ask | not rated | 3:05 |
| 16. Frank Sinatra, James Van Heusen/Sammy Cahn - I'll Only Miss Her When I Think Of Her | not rated | 2:53 |
| 17. Frank Sinatra, James Van Heusen/Sammy Cahn - Love And Marriage | not rated | 2:14 |
| 18. Frank Sinatra, Glenn Miller/Mitchell Parish - Moonlight Serenade | not rated | 3:29 |
| 19. Frank Sinatra, Dorothy Parker/Ralph Rainger - I Wished On The Moon | not rated | 2:55 |
| 20. Frank Sinatra, James Van Heusen/Johnny Burke - Oh, You Crazy Moon | not rated | 3:13 |
| 1:09:55 |
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