| Winona of 'Heathers' | 28 |
| Winona of "Beetlejuice" | 33 |
| Winona of "Black Swan" | 32 |
| Winona of "Edward Scissorhands" | 41 |
| Winona of "Girl, Interrupted" | 39 |
| Winona of "Mermaids" | 30 |
| Winona of films | 15 |
| Winona of Hollywood | 19 |
| Winona the actress | 18 |
| Winona who was the V.P. on Nader's presidential ticket | 58 |
| Winona's "Beetlejuice" role | 41 |
| Winona's role in "Great Balls of Fire!" | 53 |
| Winooski River city | 19 |
| Winos | 5 |
| Winos, etc. | 11 |
| Wins | 4 |
| Wins $199,000 on "Jeopardy!," say | 43 |
| Wins a board game | 17 |
| Wins a bridge hand? | 19 |
| Wins a card game | 16 |
| Wins a certain card game | 24 |
| Wins a chess match | 18 |
| Wins a dispute | 14 |
| Wins a fight | 12 |
| Wins a hollering contest | 24 |
| Wins a race easily | 18 |
| Wins acceptance | 15 |
| Wins affection | 14 |
| Wins an advantage | 17 |
| Wins approval | 13 |
| Wins at a certain card game | 27 |
| Wins at cards, perhaps | 22 |
| Wins at chess | 13 |
| Wins at the board | 17 |
| Wins back | 9 |
| Wins big | 8 |
| Wins big in Vegas | 17 |
| Wins big on poker night | 23 |
| Wins big, with "up" | 29 |
| Wins bread | 10 |
| Wins but good, like the underdog | 32 |
| Wins by a close score | 21 |
| Wins by a nose | 14 |
| Wins by ___ | 11 |
| Wins easily | 11 |
| Wins every game in a series | 27 |
| Wins every game of | 18 |
| Wins everything | 15 |
| Wins four out of four | 21 |
| Wins going away | 15 |
| Wins in a card game | 19 |
| Wins in a walkover | 18 |
| Wins one, loses one | 19 |
| Wins over | 9 |
| Wins recognition | 16 |
| Wins support from | 17 |
| Wins the battle of the bulge, ironically | 40 |
| Wins the draw, probably | 23 |
| Wins the favor of | 17 |
| Wins the strongman contest | 26 |
| Wins, as a contract | 19 |
| Wins, at an auction | 19 |
| Wins, barely | 12 |
| Wins, in a way | 14 |
| Winslet and Capshaw | 19 |
| Winslet and Smith | 17 |
| Winslet of ''Titanic'' | 38 |
| Winslet of 'Divergent' | 30 |
| Winslet of 'Titanic' | 28 |
| Winslet of "Little Children" | 38 |
| Winslet of "Revolutionary Road" | 41 |
| Winslet of "The Reader" | 33 |
| Winslet of "Titanic" | 30 |
| Winslet or Capshaw | 18 |
| Winslet or Hudson | 17 |
| Winslow | 7 |
| Winslow Homer painting | 22 |
| Winslow Homer specialty | 23 |
| Winslow Homer subject | 21 |
| Winslow Homer's "Rum ___" | 39 |
| Winslow Homer's "The Reaper," e.g. | 48 |
| Winslow Homer's "___ Cay" | 39 |
| Winslow Homer's home | 24 |
| Winslow Homer's painting style | 34 |
| Winslow Homer, e.g. | 19 |
| Winslow ___, U.S. artist | 24 |
| Winslow, the artist | 19 |
| Winsome | 7 |
| Winsor heroine | 14 |
| Winsor McCay character | 22 |
| Winsor McCay comic strip | 24 |
| Winsor McCay's ''Little'' one | 49 |
| Winsor McCay's "Little" one | 41 |
| Winsor's "Forever ___" | 36 |
| Winsor's "Forever ____" | 37 |
| Winsor's best seller, "Forever ___": 1945 | 55 |
| Winston alternative? | 20 |
| Winston Churchill flashed it | 28 |
| Winston Churchill spoke with one | 32 |
| Winston Churchill's "so few" | 42 |