| 100% | SWEATIERVEST | 12 | A waistcoat worn in summer, compared to one worn in winter? |
| 45% | SONNET | 6 | One begins "Shall I compare thee to a summer's day?" |
| 45% | SLEEVE | 6 | Place to wear one's heart, in a phrase |
| 44% | ATREE | 5 | Answer to the old riddle "What wears more clothing in summer than in winter?" |
| 43% | SONNET | 6 | One of Shakespeare's begins "Shall I compare thee to a summer's day?" |
| 42% | PALACE | 6 | There's a Winter one in St. Petersburg and a Summer one in Beijing |
| 40% | WIRE | 4 | One might be worn in a sting |
| 39% | WIRE | 4 | One might be worn in a sting operation |
| 39% | ACT | 3 | One way to enjoy being in a cast |
| 39% | RINSE | 5 | Advice to one in a lather? |
| 39% | OGRE | 4 | Creature compared to an onion in a 2001 animated-film classic |
| 39% | NATIVE | 6 | One born in a country, a __ to that area |
| 39% | VASSAL | 6 | One engaged in a mutual obligation to a lord |
| 39% | EMOJI | 5 | One way to express feeling in a text message |
| 39% | RARER | 5 | Perfect game, compared to a one-hitter |
| 38% | DAYLIGHT | 8 | We get less of this in autumn, compared to summer |
| 38% | BITTIERPILL | 11 | A one-milligram tablet, compared to a five-milligram tablet? |
| 38% | SURFER | 6 | One participating in a new Summer Olympics sport in 2021 |
| 38% | NINJA | 5 | One wearing a black suit (but not to a wedding) |
| 38% | DEADEND | 7 | A wrong turn in a maze may lead to one |
| 38% | SWIMMER | 7 | One who may take laps in a pool wearing trunks |
| 38% | ESSAY | 5 | One in a stack for an English teacher to grade |
| 38% | SNORE | 5 | One way to keep a mate awake in the bedroom |
| 38% | SUBJUGATED | 10 | Brought to one's knees, in a way |
| 38% | ERNURSE | 7 | One rushing to a Code Blue, in brief |
| 38% | SNOWSKIER | 9 | Winter athlete, not a summer one |
| 38% | IRONED | 6 | Ready to wear, in a way |
| 38% | KLEPTO | 6 | One to watch in a pinch? |
| 38% | CABLE | 5 | Unit of distance in navigation equal to one tenth of a sea mile |
| 38% | HIBERNATE | 9 | To sleep for months at a time, like bears in winter |