| 100% | MAMAS | 5 | Cass and Michelle, in '60s pop |
| 71% | MAMAS | 5 | Cass and Michelle, in 1960s music |
| 69% | MAMAS | 5 | Michelle and Cass, in a pop group |
| 61% | MAMAS | 5 | Michelle and Cass, in the 1960s |
| 52% | MAMAS | 5 | Pop music's Cass Elliot and Michelle Phillips |
| 49% | MAMAS | 5 | Michelle and Cass |
| 48% | ANKA | 4 | Pop star with top 40 hits in the 1950s, '60s, '70s and '80s |
| 47% | DADS | 4 | Pops in Boston and elsewhere |
| 46% | LAW | 3 | What both Barack and Michelle Obama have degrees in |
| 45% | MAMA | 4 | Michelle Phillips, e.g., in 60's pop |
| 45% | ENVELOPE | 8 | Pop a card in this and send it |
| 45% | CHER | 4 | Pop diva who starred in "Moonstruck" and "Burlesque" |
| 44% | PFEIFFER | 8 | Michelle, Al Pacino's match in Frankie and Johnny |
| 42% | HARRYCONNICKJR | 14 | Pop and jazz singer born in New Orleans: 3 wds., abbr. |
| 41% | HEPSTARS | 8 | Benny was in this 60s Swedish pop group, pre-ABBA |
| 41% | DUTCHELM | 8 | Disease of trees, most obvious in the 60s and 70s |
| 40% | THUNDERCLOUDS | 13 | 2018 pop song in which Sia collaborated with Labrinth and Diplo |
| 40% | MAMAS | 5 | 111-Down and Phillips, in a 1960s pop group |
| 39% | THEBEATLES | 10 | Pop group who starred in the films A Hard Day's Night and Help! |
| 39% | DADDY | 5 | Sugar ___, hard caramel bar that comes in junior and large pop sizes |
| 39% | RICE | 4 | ___ Krispies, breakfast cereal that may "snap, crackle and pop" in your bowl |
| 38% | RONETTES | 8 | 1960s pop trio in the Rock and Roll Hall of Fame, with "the" |
| 38% | PER | 3 | A pop, and what's hiding in this puzzle's four longest answers |
| 38% | BUBBLE | 6 | *Inflated sphere that floats in the air and pops with the lightest touch |
| 38% | TELSTAR | 7 | Satellite and a 60s pop classic by The Tornadoes |
| 38% | BOOTYLICIOUS | 12 | 2001 #1 song performed by Beyoncé, Kelly Rowland, and Michelle Williams at halftime in Super Bowl XLVII (2013) |
| 38% | VIETS | 5 | Ky and Thieu, in '60s headlines |
| 38% | ABBA | 4 | Swedish pop quartet inducted into the Rock and Roll Hall of Fame in 2010 |
| 38% | ABBA | 4 | Swedish pop group inducted into the Rock and Roll Hall of Fame in 2010 |
| 38% | ALJARREAU | 9 | Singer who won Grammy Awards in three different categories (jazz, pop, and R. & B.) |