Top 40 Hits of Late May 1959
 | 1 | Elvis Presley | A Fool Such As I / I Need Your Love Tonight |
| 2 | Buddy Holly | It Doesn't Matter Anymore |
 | 3 | Ricky Nelson | It's Late |
 | 4 | Russ Conway | Side Saddle |
| 5 | Anthony Newley | I've Waited So Long |
| 6 | Marty Wilde | Donna |
| 7 | Chris Barber's Jazz Band | Petite Fleur |
| 8 | The Fleetwoods | Come Softly To Me |
| 9 | Russ Conway | Roulette |
| 10 | Frankie Vaughan & The Kaye Sisters | Come Softly To Me |
| 11 | Neil Sedaka | I Go Ape |
| 12 | Cliff Richard & The Drifters | Mean Streak |
| 13 | The Coasters | Charlie Brown |
| 14 | Bert Weedon | Guitar Boogie Shuffle |
| 15 | Lonnie Donegan | Fort Worth Jail |
| 16 | The McGuire Sisters | May You Always |
| 17 | Lloyd Price | Where Were You (On Our Wedding Day)? |
| 18 | Frankie Avalon | Venus |
| 19 | Fats Domino | Margie |
| 20 | The Platters | Smoke Gets In Your Eyes |
| 21 | Joan Regan | May You Always |
| 22 | Anthony Newley | Idle On Parade (EP) |
| 23 | Malcolm Vaughan | Wait For Me / Willingly |
| 24 | Eddie Cochran | C'mon Everybody |
| 25 | Ruby Wright | Three Stars |
| 26 | Pat Boone | For A Penny |
 | 27 | Nat 'King' Cole | You Made Me Love You |
| 28 | Cliff Richard & The Drifters | Never Mind |
| 29 | Dickie Valentine | Venus |
| 30 | Jane Morgan | If Only I Could Live My Life Again |
| 31 | Bobby Darin | Dream Lover |
| 32 | The Everly Brothers | Take A Message To Mary |
| 33 | The Everly Brothers | Poor Jenny |
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