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