Though partial to his own songs, Mack got wind of a new Luther Dixon-Shirley Owens composition in the summer of 1960. Owens was lead singer of the Shirelles, so it was only natural that they record the song 'Tonight's the Night'. Mack decided that the one way to get publicity would be to have the unknown Chiffons cover 'Tonight's the Night' and to fight it out on the charts with the more established Shirelles. The girls then chose the name 'Chiffons' out of a hat. Mack than signed the trio to Big Deal Records. They then recorded 'Tonight's the Night', and both versions hit the charts on September 12th. The Shirelles, having a stronger lead vocalist and fuller harmonies climbed to number 39 while the Chiffons' first release managed to reach number 76.
It would be two and a half years before the Chiffons would again make the national charts. During this time Mack talked them into taking on lead singer Sylvia Peterson (born September 30, 1946). She too was a student at James Monroe High and had sung with Little Jimmy and the Tops.
In the fall of 1962, Mack took some of his songs to a new production team in New York City. The company was Bright Tunes and the producers were Phil and Mitch Margo, Jay Siegel and Hank Medress, a.k.a. the Tokens. They liked one of the songs called 'He's So Fine' and asked if he had a group to sing it. Fearing a negative response would end their interest he said that he had a terrific group. The Tokens said, "Great. Bring them in tomorrow." Mack knew he had no such group, but he also knew that the Chiffons had heard and even sung the song around school.
The next single, 'Lucky Me' was as much a flop as 'He's So Fine' was a hit. In order not to lose momentum, the Tokens immediately produced a third single, 'One Fine Day'. It proved to have the same simple appeal as 'He's So Fine', and in June the Carole King-Gerry Goffin composition rocketed up the charts to number five pop and number six R&B.
The Tokens then decided to create a dual personality for the group, so at the same time that 'One Fine Day' was being released, they recorded the Chiffons on Laurie's Rust subsidiary as the Four Pennies. The Pennies' first single was 'My Block' and it reached the charts three weeks after 'One Fine Day'. It was a cha-cha rhythmed song with a sound reminiscent of Phil Spector's productions. However, it only went to number 67 in pop. In September the Chiffons had their third Top 40 hit in four tries with 'A Love So Fine'. Back as the Four Pennies, their September release of 'When the Boy's Happy' reached number 95 in pop in November.
Because of their age and sex, the Chiffons didn't tour much. They did the annual Brooklyn Paramount Theater weekend shows around Labour Day and Christmas. In 1963, they joined Dion's rock and roll show at the Pittsburgh Civic Center that also featured the Shirelles, Freddy Cannon, Little Peggy March, the Impressions and Dione Warwick. In November, they were with James Brown at the Apollo Theater in Harlem, New York.
After 'One Fine Day', their sales dropped dramatically. One reason might have been the eight singles they recorded in their first year with Laurie, not to mention the backing work they did with Andrea Carroll and their own two albums.
On February 11 1964, the Chiffons were among the opening acts on the Beatles' first US concert at Washington Memorial Coliseum. In June 1964 they opened for the Rolling Stones on their first US tour.
Several strong Chiffons recordings followed; 'Tonight I Met an Angel', 'Sailor Boy' and 'What Am I Gonna Do with You', but the charts were now moving to the British sound. However, a good song is a good song, and in the spring of 1966 the Chiffons had a Top Ten record with 'Sweet Talkin' Guy'.
In 1968, the Tokens moved the group from Laurie to its own label, BT Puppy for one single called 'My Secret Love' which remained a secret to the public as it received little air play. By 1970 the Chiffons were on the Buddah label singing the Tymes' hit, 'So Much In Love', while George Harrison was unintentionally plagiarizing 'He's So Fine' by writing his first solo hit, 'My Sweet Lord'. In 1971, he was sued by Ronnie Mack's estate and Bright Tunes. Harrison lost the case in 1976 and was ordered to pay $587,000 in composer's royalties. (In 1975, to capitalise on the publicity of the lawsuit, the Chiffons recorded their version of 'My Sweet Lord'.)
Laurie issued the last Chiffon single, 'Dream, Dream, Dream', in 1976.
By the 1970s Judy Craig had left the act, and Patricia Bennett and Barbara Lee had married. When Barbara Lee died in 1992, Judy Craig returned. Then Sylvia Peterson left to be replaced by Connie Harvey. In 1989, the Chiffons joined with the Belmonts, the Diamonds, the Flamingos and the Silhouettes for the Royalty of Doo Wop tour.