Top 40 Hits of May 1958
| 1 | Connie Francis | Who's Sorry Now |
| 2 | Marvin Rainwater | Whole Lotta Woman |
| 3 | Pat Boone | A Wonderful Time Up There |
| 4 | Elias & His Zig-Zag Jive Flutes | Tom Hark |
| 5 | The Mudlarks | Lollipop |
| 6 | Elvis Presley | Wear My Ring Around Your Neck |
| 7 | Ted Heath & His Music | Swingin' Shepherd Blues |
| 8 | Lonnie Donegan | The Grand Coolie Dam |
| 9 | The Chordettes | Lollipop |
| 10 | Perry Como | Magic Moments |
| 11 | The Champs | Tequila |
| 12 | Pat Boone | It's Too Soon To Know |
| 13 | Robert Earl | I May Never Pass This Way Again |
| 14 | Max Bygraves | Tulips From Amsterdam / You Need Hands |
| 15 | Malcolm Vaughan With The Michael Sammes Singers | To Be Loved |
| 16 | Perry Como | Kewpie Doll |
| 17 | Vic Damone | On The Street Where You Live |
| 18 | Jerry Lee Lewis | Breathless |
| 19 | Frankie Vaughan | Kewpie Doll |
| 20 | Chuck Berry | Sweet Little Sixteen |
| 21 | The Crickets | Maybe Baby |
| 22 | Tommy Steele | Happy Guitar |
| 23 | Michael Holliday | Stairway Of Love |
| 24 | Terry Dene | Stairway Of Love |
| 25 | Tommy Steele | Nairobi |
| 26 | David Seville | Witch Doctor |
| 27 | Elvis Presley | Don't |
| 28 | Ted Heath & His Music | Tequila |
| 29 | Jackie Wilson | To Be Loved |
| 30 | Ella Fitzgerald | Swingin' Shepherd Blues |
| 31 | Don Lang & His Frantic Five | Witch Doctor |
| 32 | David Whitfield | On The Street Where You Live |
| 33 | The Platters | Twilight Time |
| 34 | Jackie Dennis | La Dee Dah |
| 35 | The Everly Brothers | All I Have To Do Is Dream / Claudette |
| 36 | Eddie Calvert | Mandy (La Panse) |
| 37 | Pat Boone | April Love |
| 38 | Tony Brent | The Clouds Will Soon Roll By |
| 39 | Perry Como | Catch A Falling Star |
| 40 | Johnny Mathis | Teacher Teacher |
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