| 100% | DRIEST | 6 | Having the least rainfall |
| 69% | DRIEST | 6 | Having the least vermouth |
| 69% | LEANEST | 7 | Having the least fat |
| 69% | DRIEST | 6 | Having the least moisture |
| 69% | TAUTEST | 7 | Having the least give |
| 69% | WEAKEST | 7 | Having the least strength |
| 69% | NARROWEST | 9 | Having the least latitude |
| 67% | DARKEST | 7 | Having the least amount of light |
| 65% | SOUTHWESTERNERS | 15 | Americans who endure the least rainfall |
| 62% | FEBRUARY | 8 | Which month may have the least amount of talking? |
| 61% | DRY | 3 | Having little rainfall |
| 61% | ARID | 4 | Having little rainfall |
| 58% | DRY | 3 | Having less vermouth than the norm |
| 57% | NEWEST | 6 | Having collected the least dust |
| 57% | URSULA | 6 | In The Little Mermaid, she has two pet eels |
| 56% | PALER | 5 | Having spent less time in the sun, say |
| 55% | NONE | 4 | What the fourth little piggy had |
| 55% | NONE | 4 | What one of the little pigs had in "This Little Pig" |
| 54% | NERDIER | 7 | Less likely to have lunch with the cool kids |
| 54% | ITEMS | 5 | Having 20 or less saves time at the grocery store |
| 51% | NONE | 4 | What the fourth little piggy had, in a nursery rhyme |
| 50% | MACJR | 5 | Fast-food order that had "all the flavor, one less layer" |
| 49% | THERE | 5 | "You had to be ___" ("I guess retelling the joke is less funny") |
| 48% | ARID | 4 | Marked by little rainfall |
| 48% | PRIMETIMEEMMY | 13 | What each of the programs in this puzzle has won at least once |
| 48% | EMS | 3 | The express lane at a supermarket is for people who have ten it___ or less |
| 48% | ITOOK | 5 | "___ the one less traveled by, / And that has made all the difference": Robert Frost |
| 48% | HANSOLO | 7 | He claimed to have "made the Kessel Run in less than 12 parsecs" |
| 47% | TEDDYROOSEVELT | 14 | Mascot in jersey #26 who has the least overall wins (138 as of 2020) of the four main 16-Across competitors: 2 wds. |
| 47% | WHIT | 4 | The least bit |