| Top 40 Hits of May 1969 |
| 1 |
Beatles With Billy Preston | Get Back |
| 2 |
Herman's Hermits | My Sentimental Friend |
| 3 |
Fleetwood Mac | Man Of The World |
| 4 |
Mary Hopkin | Goodbye |
| 5 |
Clodagh Rodgers | Come Back And Shake Me |
| 6 |
Frank Sinatra | My Way |
| 7 |
Isley Brothers | Behind A Painted Smile |
| 8 |
Tommy Roe | Dizzy |
| 9 |
Simon & Garfunkel | The Boxer |
| 10 |
Who | Pinball Wizard |
| 11 |
Desmond Dekker & The Aces | The Israelites |
| 12 |
Manfred Mann | Ragamuffin Man |
| 13 |
Junior Walker & The All-Stars | Road Runner |
| 14 |
Bob & Earl | Harlem Shuffle |
| 15 |
Johnny Nash | Cupid |
| 16 |
Diana Ross & The Supremes | I'm Living In Shame |
| 17 |
Fifth Dimension | Aquarius / Let The Sunshine In |
| 18 |
Tom Jones | Love Me Tonight |
| 19 |
Dean Martin | Gentle On My Mind |
| 20 |
Sarah Vaughan & Billy Eckstine | Passing Strangers |
| 21 |
Cream | Badge |
| 22 |
Glen Campbell | Galveston |
| 23 |
Lulu | Boom Bang-A-Bang |
| 24 |
Noel Harrison | Windmills Of Your Mind |
| 25 |
Booker T & The MGs | Time Is Tight |
| 26 |
Smokey Robinson & The Miracles | The Tracks Of My Tears |
| 27 |
Des O'Connor | Dick-A-Dum-Dum |
| 28 |
Stevie Wonder | I Don't Know Why |
| 29 |
Jefferson | Colour Of My Love |
| 30 |
Edwin Hawkins Singers | Oh Happy Day |
| 31 |
Jackie Wilson | (Your Love Keeps Lifting Me) Higher And Higher |
| 32 |
Dave, Dee, Dozy, Beaky, Mick & Tich | Snake In The Grass |
| 33 |
Chicken Shack | I'd Rather Go Blind |
| 34 |
Marvin Gaye | I Heard It Through The Grapevine |
| 35 |
Rolf Harris | Bluer Than Blue |
| 36 |
Microbe | Groovy Baby |
| 37 |
Joe South | Games People Play |
| 38 |
Roy Orbison | My Friend |
| 39 |
Troubadours Du Roi Baudouin | Sanctus |
| 40 |
Beach Boys | I Can Hear Music |
