| 1 | ![Home on the Range by Bing Crosby]() | Home on the Range | Bing Crosby | E♭ Major | 5B | 129 |
| 1 | ![Let's Do It (Let's Fall in Love) (with The Dorsey Brothers) by Bing Crosby, The Dorsey Brothers]() | Let's Do It (Let's Fall in Love) (with The Dorsey Brothers) | Bing Crosby, The Dorsey Brothers | A Major | 11B | 80 |
| 2 | ![Snuggled on Your Shoulder by Bing Crosby]() | Snuggled on Your Shoulder | Bing Crosby | F Minor | 4A | 94 |
| 2 | ![Thanks (with Jimmie Grier & His Orchestra) by Bing Crosby, Jimmie Grier & His Orchestra]() | Thanks (with Jimmie Grier & His Orchestra) | Bing Crosby, Jimmie Grier & His Orchestra | B♭ Major | 6B | 67 |
| 3 | ![Makin' Whoopee (feat. Bing Crosby) by Paul Whiteman & His Orchestra, Bing Crosby]() | Makin' Whoopee (feat. Bing Crosby) | Paul Whiteman & His Orchestra, Bing Crosby | C Major | 8B | 91 |
| 3 | ![Temptation (with Lenny Hayton & His Orchestra) by Bing Crosby, Lenny Hayton & His Orchestra]() | Temptation (with Lenny Hayton & His Orchestra) | Bing Crosby, Lenny Hayton & His Orchestra | A♭ Major | 4B | 83 |
| 4 | ![My Honey's Loving Arms by Bing Crosby]() | My Honey's Loving Arms | Bing Crosby | A Minor | 8A | 97 |
| 4 | ![Someone Stole Gabriel's Horn (with The Dorsey Brothers Orchestra) - 78rpm Version by Bing Crosby, The Dorsey Brothers' Orchestra]() | Someone Stole Gabriel's Horn (with The Dorsey Brothers Orchestra) - 78rpm Version | Bing Crosby, The Dorsey Brothers' Orchestra | D♭ Major | 3B | 81 |
| 5 | ![Beautiful Girl (with Lenny Hayton & His Orchestra) by Bing Crosby, Lenny Hayton & His Orchestra]() | Beautiful Girl (with Lenny Hayton & His Orchestra) | Bing Crosby, Lenny Hayton & His Orchestra | D Major | 10B | 168 |
| 5 | ![Changes (feat. Bing Crosby) by Paul Whiteman & His Orchestra, Bing Crosby]() | Changes (feat. Bing Crosby) | Paul Whiteman & His Orchestra, Bing Crosby | A♭ Major | 4B | 207 |
| 6 | ![Young and Healthy by Bing Crosby]() | Young and Healthy | Bing Crosby | B♭ Major | 6B | 188 |
| 6 | ![I'm Coming Virginia (feat. Bing Crosby) by Paul Whiteman & His Orchestra, Bing Crosby]() | I'm Coming Virginia (feat. Bing Crosby) | Paul Whiteman & His Orchestra, Bing Crosby | F Major | 7B | 185 |
| 7 | ![Ol' Man River (feat. Bing Crosby) by Paul Whiteman & His Orchestra, Bing Crosby]() | Ol' Man River (feat. Bing Crosby) | Paul Whiteman & His Orchestra, Bing Crosby | F Minor | 4A | 90 |
| 7 | ![Did You Ever See a Dream Walking? by Bing Crosby]() | Did You Ever See a Dream Walking? | Bing Crosby | A♭ Major | 4B | 158 |
| 8 | ![Love in Bloom (with Irving Aaronson & His Commanders) by Bing Crosby, Irving Aaronson and His Commanders]() | Love in Bloom (with Irving Aaronson & His Commanders) | Bing Crosby, Irving Aaronson and His Commanders | E Major | 12B | 78 |
| 8 | ![You Took Advantage of Me (with Bing Crosby & Bix Beiderbecke) by Paul Whiteman & His Orchestra, Bing Crosby, Bix Beiderbecke]() | You Took Advantage of Me (with Bing Crosby & Bix Beiderbecke) | Paul Whiteman & His Orchestra, Bing Crosby, Bix Beiderbecke | A♭ Major | 4B | 101 |
| 9 | ![From Monday On (with Bing Crosby & Bix Beiderbecke) by Paul Whiteman & His Orchestra, Bing Crosby, Bix Beiderbecke]() | From Monday On (with Bing Crosby & Bix Beiderbecke) | Paul Whiteman & His Orchestra, Bing Crosby, Bix Beiderbecke | F Major | 7B | 110 |
| 9 | ![Love Thy Neighbor (with Nat W. Finston and His Paramount Orchestra) by Bing Crosby, Nat W. Finston and his Paramount Orchestra]() | Love Thy Neighbor (with Nat W. Finston and His Paramount Orchestra) | Bing Crosby, Nat W. Finston and his Paramount Orchestra | D♭ Major | 3B | 127 |
| 10 | ![Let's Put out the Lights and Go to Sleep by Bing Crosby]() | Let's Put out the Lights and Go to Sleep | Bing Crosby | G Major | 9B | 116 |
| 10 | !['Tain't So, Honey, 'Tain't So (feat. Bing Crosby) by Paul Whiteman & His Orchestra, Bing Crosby]() | 'Tain't So, Honey, 'Tain't So (feat. Bing Crosby) | Paul Whiteman & His Orchestra, Bing Crosby | F Minor | 4A | 112 |
| 11 | ![Here Lies Love by Bing Crosby]() | Here Lies Love | Bing Crosby | G Major | 9B | 83 |
| 11 | ![I'll Get By (As Long As I Have You) by Bing Crosby]() | I'll Get By (As Long As I Have You) | Bing Crosby | E♭ Major | 5B | 179 |
| 12 | ![Louise by Bing Crosby]() | Louise | Bing Crosby | B♭ Major | 6B | 175 |
| 12 | ![Moonstruck (with Jimmie Grier & His Orchestra) by Bing Crosby, Jimmie Grier & His Orchestra]() | Moonstruck (with Jimmie Grier & His Orchestra) | Bing Crosby, Jimmie Grier & His Orchestra | F♯ Major | 2B | 80 |
| 13 | ![After You've Gone (feat. Bing Crosby) by Paul Whiteman & His Orchestra, Bing Crosby]() | After You've Gone (feat. Bing Crosby) | Paul Whiteman & His Orchestra, Bing Crosby | B♭ Major | 6B | 160 |
| 13 | ![How Deep Is the Ocean? by Bing Crosby]() | How Deep Is the Ocean? | Bing Crosby | D Major | 10B | 85 |
| 14 | ![The Day You Came Along (with Jimmie Grier & His Orchestra) by Bing Crosby, Jimmie Grier & His Orchestra]() | The Day You Came Along (with Jimmie Grier & His Orchestra) | Bing Crosby, Jimmie Grier & His Orchestra | F♯ Major | 2B | 69 |
| 14 | ![Livin' in the Sunlight, Lovin' in the Moonlight by Bing Crosby]() | Livin' in the Sunlight, Lovin' in the Moonlight | Bing Crosby | G Minor | 6A | 94 |
| 15 | ![I Guess It Had to Be That Way (with Jimmie Grier & His Orchestra) by Bing Crosby, Jimmie Grier & His Orchestra]() | I Guess It Had to Be That Way (with Jimmie Grier & His Orchestra) | Bing Crosby, Jimmie Grier & His Orchestra | A Minor | 8A | 111 |
| 15 | ![Dinah by Bing Crosby, The Mills Brothers]() | Dinah | Bing Crosby, The Mills Brothers | F Major | 7B | 126 |
| 16 | ![Black Moonlight (with Jimmie Grier & His Orchestra) by Bing Crosby, Jimmie Grier & His Orchestra]() | Black Moonlight (with Jimmie Grier & His Orchestra) | Bing Crosby, Jimmie Grier & His Orchestra | A Major | 11B | 102 |
| 16 | ![St. Louis Blues (with Duke Ellington & His Famous Orchestra) by Bing Crosby, Duke Ellington]() | St. Louis Blues (with Duke Ellington & His Famous Orchestra) | Bing Crosby, Duke Ellington | B♭ Major | 6B | 101 |
| 17 | ![After Sundown (with Lenny Hayton & His Orchestra) by Bing Crosby, Lenny Hayton & His Orchestra]() | After Sundown (with Lenny Hayton & His Orchestra) | Bing Crosby, Lenny Hayton & His Orchestra | F♯ Minor | 11A | 82 |
| 17 | ![Love, You Funny Thing by Bing Crosby]() | Love, You Funny Thing | Bing Crosby | G Major | 9B | 87 |
| 18 | ![Love Me Tonight (feat. Frank Trumbauer with Lennie Hayton and His Orchestra) by Bing Crosby, Frank Trumbauer, Lennie Hayton & His Orchestra]() | Love Me Tonight (feat. Frank Trumbauer with Lennie Hayton and His Orchestra) | Bing Crosby, Frank Trumbauer, Lennie Hayton & His Orchestra | B Minor | 10A | 94 |
| 18 | ![We'll Make Hay While the Sun Shines (with Lenny Hayton & His Orchestra) by Bing Crosby, Lenny Hayton & His Orchestra]() | We'll Make Hay While the Sun Shines (with Lenny Hayton & His Orchestra) | Bing Crosby, Lenny Hayton & His Orchestra | F♯ Major | 2B | 110 |
| 19 | ![Our Big Love Scene (with Lenny Hayton & His Orchestra) by Bing Crosby, Lenny Hayton & His Orchestra]() | Our Big Love Scene (with Lenny Hayton & His Orchestra) | Bing Crosby, Lenny Hayton & His Orchestra | F♯ Major | 2B | 69 |
| 19 | ![Some of These Days by Bing Crosby]() | Some of These Days | Bing Crosby | D Minor | 7A | 103 |
| 20 | ![Please (with Anson Weeks & His Orchestra) by Bing Crosby, Anson Weeks, His Orchestra]() | Please (with Anson Weeks & His Orchestra) | Bing Crosby, Anson Weeks, His Orchestra | F Minor | 4A | 61 |
| 20 | ![Once in a Blue Moon (with Nat W. Finston and His Paramount Orchestra) by Bing Crosby, Nat W. Finston and his Paramount Orchestra]() | Once in a Blue Moon (with Nat W. Finston and His Paramount Orchestra) | Bing Crosby, Nat W. Finston and his Paramount Orchestra | B♭ Major | 6B | 127 |
| 21 | ![Happy-Go-Lucky-You and Broken-Hearted Me by Bing Crosby]() | Happy-Go-Lucky-You and Broken-Hearted Me | Bing Crosby | B♭ Major | 6B | 71 |
| 21 | ![Sweet Georgia Brown (with Isham Jones & His Orchestra) by Bing Crosby, Isham Jones And His Orchestra]() | Sweet Georgia Brown (with Isham Jones & His Orchestra) | Bing Crosby, Isham Jones And His Orchestra | A Major | 11B | 205 |
| 22 | ![May I? by Bing Crosby]() | May I? | Bing Crosby | E Major | 12B | 60 |
| 22 | ![Brother, Can You Spare a Dime? (with Lenny Hayton & His Orchestra) by Bing Crosby, Lenny Hayton & His Orchestra]() | Brother, Can You Spare a Dime? (with Lenny Hayton & His Orchestra) | Bing Crosby, Lenny Hayton & His Orchestra | F Minor | 4A | 95 |
| 23 | ![(She Walks Like You - She Talks Like You) She Reminds Me of You (with Jimmie Grier & His Orchestra) by Bing Crosby, Jimmie Grier & His Orchestra]() | (She Walks Like You - She Talks Like You) She Reminds Me of You (with Jimmie Grier & His Orchestra) | Bing Crosby, Jimmie Grier & His Orchestra | D♭ Major | 3B | 178 |
| 23 | ![I've Got the World on a String by Bing Crosby]() | I've Got the World on a String | Bing Crosby | D Major | 10B | 108 |
| 24 | ![Blue Prelude by Bing Crosby]() | Blue Prelude | Bing Crosby | D♭ Major | 3B | 111 |
| 24 | ![Shadows of Love by Bing Crosby]() | Shadows of Love | Bing Crosby | C Major | 8B | 114 |
| 25 | ![The Last Round Up by Bing Crosby]() | The Last Round Up | Bing Crosby | C Major | 8B | 63 |
| 25 | ![Paradise by Bing Crosby]() | Paradise | Bing Crosby | A♭ Major | 4B | 180 |