| 100% | TELSTAR | 7 | Satellite and a 60s pop classic by The Tornadoes |
| 47% | TELSTAR | 7 | Instrumental by the Tornados named for a communications satellite |
| 43% | ITSRAININGMEN | 13 | Camp classic by the Weather Girls ... or a homophonic hint to 3-, 8-, 26- and 31-Down |
| 37% | BLUEJEANS | 9 | Song by Lana Del Rey and a classic of the closet |
| 36% | PLEA | 4 | ___ bargain (deal struck by the prosecution and a defendant) |
| 35% | CHARLOTTESWEB | 13 | Children's classic by 50-Across with the line, "It is not often that someone comes along who is a true friend and a good writer" (2 wds.) |
| 35% | CHARLIE | 7 | Classic book by Dahl, __ and the Chocolate Factory |
| 35% | JOSIE | 5 | "___ and the Pussycats" (cartoon featuring a pop band) |
| 34% | BASSALE | 7 | The "tan" in a classic black and tan beer cocktail |
| 34% | UNPERSON | 8 | Someone who's been erased by the Party, in a classic dystopian novel |
| 34% | LOLLIPOP | 8 | The name of a song by Lil Wayne and The Chordettes |
| 33% | ELEMENTSOFSTYLE | 15 | Principles for good prose in a classic writing guide by Strunk & White … or a hint to the wardrobe assembled at 17-, 25-, 47- and 57-Across |
| 33% | OUTER | 5 | ___ Space, place for satellites and the ISS that is also a shade of black |
| 33% | ISHALLGRANTYOUONEWISH | 21 | When he pops the cork, a genie appears and says, "..." |
| 33% | CLOSER | 6 | A 2016 song by The Chainsmokers and Halsey |
| 33% | GOODBYE | 7 | 1998 song by the girl group Spice Girls, and maybe the end of a conversation |
| 32% | RIOT | 4 | "There's a ___ Goin' On" (Sly and the Family Stone classic) |
| 32% | BREATHE | 7 | 1996 song by The Prodigy that has a scary music video featuring aural and psychological phenomena |
| 32% | HOWDEEPISYOUR | 13 | "___ Love," a pop ballad by the Bee Gees that has featured in movies including "Donnie Brasco" and "Sex and the City": 4 wds. |
| 32% | THEBEATLES | 10 | Pop group who starred in the films A Hard Day's Night and Help! |
| 32% | BOBNEWHARTSHOW | 14 | Classic TV sitcom staged mostly in the office and apartment of a Chicago psychologist |
| 32% | SPIDER | 6 | "The ___ and the Fly," poem by Mary Howitt about a manipulative web-spinner |
| 32% | SAW | 3 | *Tool used by a magician in the classic "cut in half" illusion |
| 32% | HIP | 3 | "___ to be square," a hit song by Huey Lewis and the News |
| 32% | TVMARATHON | 10 | Exercise done by lounging on the couch and bingeing a new show? |
| 32% | WOODSTOCK | 9 | Aquarian event at Yasgur's farm, and a hint to what's formed by the circled letters |
| 32% | FLIPFLOPPING | 12 | Switching positions, and a phrase spelled by the first letters of 12 words that have switched positions |
| 32% | REPUBLIC | 8 | The —, Socratic dialogue written by Plato examining the nature and structure of a just society |
| 32% | FRENCHTWIST | 11 | Classic hairstyle ... or a hint to the puns in 17-, 25-, 39- and 51-Across |
| 31% | OTTO | 4 | Preminger who directed the classic crime movies “Laura” and “Anatomy of a Murder” |