| CASH BOX Singles – Looking Ahead |
| Week ending MAY 31, 1969 |
| TW | TITLE Artist–Label | LW | WKS |
| 1 | IT DIDN’T EVEN BRING ME DOWN
Sir Douglas Quintet–Smash 2222 | 19 | 3 |
| 2 | IT’S GETTING BETTER
Mama Cass–Dunhill 4195 | — | 1 |
| 3 | INSTANT GROOVE
King Curtis & Kingpins–Atco 6680 | 1 | 2 |
| 4 | NEVER COMES THE DAY
Moody Blues–Deram 85044 | 11 | 3 |
| 5 | GALVESTON
Roger Williams–Kapp 2007 | — | 1 |
| 6 | OO WEE BABY I LOVE YOU
Roscoe Robinson–Atlantic 2637 | — | 1 |
| 7 | SON OF A TRAVELIN’ MAN
Ed Ames–RCA Victor 74-0156 | 9 | 3 |
| 8 | IVORY
Bob Seger System–Capitol 2480 | 6 | 5 |
| 9 | GO AWAY LITTLE GIRL/YOUNG GIRL
Tokens–Warner Bros.–Seven Arts 7280 | 10 | 4 |
| 10 | JUST A MELODY
Young-Holt Unlimited–Brunswick 755410 | 15 | 2 |
| 11 | LOLLIPOP (I Like You)
Intruders–Gamble 231 | 20 | 2 |
| 12 | TO THINK YOU’VE CHOSEN ME
Don Cherry–Monument 1130 | 13 | 3 |
| 13 | I CAN’T LET GO
Mojo–GRT 5 | — | 1 |
| 14 | I WANT TO TAKE YOU HIGHER
Sly & Family Stone–Epic 10450 | 40 | 2 |
| 15 | BIT BY BIT
Merging Traffic–Decca 732489 | 24 | 2 |
| 16 | FOLLOW THE LEADER
Major Lance–Dakar 608 | 22 | 2 |
| 17 | I WANT TO LOVE YOU BABY
Peggy Scott & Jo Jo Benson–SSS Int’l 769 | — | 1 |
| 18 | GREEN DOOR
Jerms–Honor Brigade 1 | 30 | 3 |
| 19 | PARADISE (Is Half As Nice)
Dave Clark Five–Epic 10474 | 25 | 2 |
| 20 | OB-LA-DI, OB-LA-DA
Paul Desmond–A&M 1050 | — | 1 |
| 21 | SOME KIND-A WONDERFUL
Thee Prophets–Kapp 997 | 39 | 2 |
| 22 | BRING ME SUNSHINE
Brenda Lee–Decca 732491 | 7 | 3 |
| 23 | MANHATTAN SPIRITUAL
Sandy Nelson–Imperial 66375 | — | 1 |
| 24 | MAMA LION
Shango–A&M 1060 | 18 | 3 |
| 25 | HUNKY FUNKY
American Breed–Acta 833 | 37 | 4 |
| 26 | DO UNTO OTHERS
Sandy Salisbury–Together 101 | — | 1 |
| 27 | EVERYDAY LIVIN’ DAYS
Merrilee Rush–AGP 112 | 35 | 3 |
| 28 | I’LL NEVER FALL IN LOVE AGAIN
Johnny Mathis–Columbia 44837 | — | 1 |
| 29 | TEARS ON MY PILLOW
Johnny Tillotson–Amos 117 | — | 1 |
| 30 | FOR HIS NAMESAKE
Amboy Dukes–Mainstream 704 | 8 | 2 |
| 31 | STOMP
NRBQ–Columbia 44865 | — | 1 |
| 32 | DEVIL OR ANGEL
Tony Scotti–Liberty 56101 | 16 | 7 |
| 33 | BIG BLACK BIRD (Spirit Of Our Love)
Jack Blanchard & Misty Morgan–Wayside 1028 | 27 | 5 |
| 34 | LEANIN’ ON YOU
Joe South–Capitol 2491 | 21 | 4 |
| 35 | HERE WE GO AGAIN
Nancy Sinatra–Reprise 0821 | 48 | 4 |
| 36 | FEELING ALRIGHT
Joe Cocker–A&M 1063 | 31 | 3 |
| 37 | DIDN’T WE
Richard Harris–Dunhill 4194 | — | 1 |
| 38 | SCOTCH AND SODA
Kingston Trio–Tetragrammaton 1526 | 14 | 6 |
| 39 | BABY DRIVER
Simon & Garfunkel–Columbia 44785 | 32 | 6 |
| 40 | RED CLAY COUNTY LINE
Peggy Lipton–Ode 118 | 34 | 5 |
| 41 | O-WOW
Panic Buttons–Gamble 230 | 23 | 5 |
| 42 | GOODNIGHT BABY
King Tones–Atco 6673 | 42 | 4 |
| 43 | JUST A LITTLE BIT
Little Milton–Checker 1217 | 47 | 8 |
| 44 | ME & MR. HOHNER
Bobby Darin–Direction 351 | 28 | 6 |
| 45 | PLASTIC FANTASTIC LOVER
Jefferson Airplane–RCA Victor 74-0150 | 12 | 4 |
| 46 | SUGAR, SUGAR
Archies–Calendar 1008 | — | 1 |
| 47 | STAY AND LOVE ME ALL SUMMER
Brian Hyland–Dot 17258 | — | 1 |
| 48 | IT’S NOT FAIR
Dee Dee Warwick–Mercury 72927 | — | 1 |
| 49 | TOUCH ’EM WITH LOVE
Bobbie Gentry–Capitol 2501 | — | 1 |
| 50 | YOUNG PEOPLE
Willie Mitchell–Hi 2158 | 50 | 6 |