| 100% | ADLAI | 5 | "We're Madly for ___" (old campaign song) |
| 50% | WERE | 4 | "___ madly for Adlai" (1952 campaign slogan) |
| 44% | LEMON | 5 | U2 song; US slang for something defective |
| 44% | AGE | 3 | 35 or older, for a US president |
| 44% | AGE | 3 | 30 or older, for a US senator |
| 44% | KATYPERRY | 9 | Singer of "Roar," a 2016 campaign song for Hillary Clinton: 2 wds. |
| 43% | SLOGAN | 6 | "Yes We Can," for Obama's 2008 campaign |
| 43% | TANEGA | 6 | Norma whose song "You're Dead" serves as the theme song for "What We Do in the Shadows" |
| 42% | PATSY | 5 | With 33-Across, singer of "Crazy," the 1992 campaign song for H. Ross Perot |
| 41% | ADLAI | 5 | "Madly for ___" (1952 campaign slogan) |
| 41% | MAN | 3 | "Crusty Old ___" song composed by Phoebe, known for its odd lyrics |
| 39% | ARE | 3 | "We ___ the World" (USA for Africa song) |
| 39% | LAINE | 5 | Frankie whose song "That Lucky Old Sun" topped the charts for eight weeks |
| 39% | PAULSIMON | 9 | One of the singers of "Bridge Over Troubled Water," the 1972 campaign song for George McGovern: 2 wds. |
| 38% | MIX | 3 | ___ tape, curated collection of love songs for your beloved that is considered old-school |
| 38% | SAKE | 4 | For old times' ___ |
| 38% | SAKE | 4 | For old times' __ |
| 38% | TWA | 3 | Old "You're going to like us" sloganeer |
| 37% | RUN | 3 | "They're coming for us!" |
| 37% | IRA | 3 | $$$ for old age |
| 37% | ITHINK | 6 | "___ We're Alone Now" (#1 hit for Tiffany): 2 wds. |
| 37% | VAPORWARE | 9 | Highly touted computer product we're still waiting for |
| 37% | WORLDINMOTION | 13 | Song by New Order made for the English football team's 1990 FIFA World Cup campaign: 3 wds. |
| 37% | OCANADA | 7 | Song words before "We stand on guard for thee!" |
| 37% | OCANADA | 7 | Song that ends "We stand on guard for thee" |
| 37% | OCANADA | 7 | Song words before "We stand on guard for thee" |
| 37% | DOESHELOVEYOU | 13 | Grammy-winning song re-recorded by Dolly Parton and 43-Across for 18-Across (4 wds.) |
| 37% | UHOH | 4 | "Now we're in for it!" |
| 36% | DONTSTOP | 8 | 1992 campaign song |
| 36% | YES | 3 | "___! We Have No Bananas" (novelty song of old) |