| Winning the Powerball jackpot, for example | 42 |
| Winning word at the 1984 National Spelling Bee | 46 |
| Winningest club in the UEFA Champions League | 44 |
| Winningest knuckleballer of all-time | 36 |
| Winningest manager in Expos history | 35 |
| Winningest Montreal Expos manager | 33 |
| Winningest N.C.A.A. basketball coach | 36 |
| Winningest nat. in the Summer Olympics | 38 |
| Winningest NCAA basketball coach until 1997 | 43 |
| Winningest southpaw in major-league history | 43 |
| Winnipeg goalie moonlighting as a mercenary? | 44 |
| Winnipeg's ____ Garry Hotel | 32 |
| Winnipeg's ___ Franko Museum | 32 |
| Wino's blood type? (straight pun) | 37 |
| Winona of "Beetlejuice" | 33 |
| Winona of "Black Swan" | 32 |
| Winona of "Edward Scissorhands" | 41 |
| Winona of "Girl, Interrupted" | 39 |
| Winona's "Beetlejuice" role | 41 |
| Wins $199,000 on "Jeopardy!," say | 43 |
| Wins but good, like the underdog | 32 |
| Wins the battle of the bulge, ironically | 40 |
| Winslet of ''Titanic'' | 38 |
| Winslet of "Little Children" | 38 |
| Winslet of "Revolutionary Road" | 41 |
| Winslet of "The Reader" | 33 |
| Winslow Homer's "Rum ___" | 39 |
| Winslow Homer's "The Reaper," e.g. | 48 |
| Winslow Homer's "___ Cay" | 39 |
| Winslow Homer's painting style | 34 |
| Winsor McCay's ''Little'' one | 49 |
| Winsor McCay's "Little" one | 41 |
| Winsor's "Forever ___" | 36 |
| Winsor's "Forever ____" | 37 |
| Winston Churchill spoke with one | 32 |
| Winston Churchill's "so few" | 42 |
| Winston Churchill's "___ Country" | 47 |
| Winston Churchill's ancestral home | 38 |
| Winston Churchill's home in southern England | 48 |
| Winston Churchill's Rufus, for one | 38 |
| Winston's biggest fear in "1984" | 46 |
| Winston's home in "1984" | 38 |
| Winston, in "Time Bandits" | 36 |
| Winter "no school" times | 34 |
| Winter cause of sniffles and sneezes | 36 |
| Winter clock setting on Cape Cod | 32 |
| Winter destination for Canadians | 32 |
| Winter drink at the Orchestral Inn | 34 |
| Winter holiday cry on an island? | 32 |
| Winter holiday of southeast Asia | 32 |
| Winter holiday with the wife's in-laws? | 43 |
| Winter holidays since 1966: Var. | 32 |
| Winter hrs. in Halifax, Nova Scotia | 35 |
| Winter of 'Modern Family' | 33 |
| Winter Olympic race, introduced in 1964 | 39 |
| Winter Olympics city after St. Moritz | 37 |
| Winter Olympics event since 1964 | 32 |
| Winter Olympics event with gates | 32 |
| Winter Olympics gold medalist Kulik | 35 |
| Winter Olympics gold medalist Lipinski | 38 |
| Winter Olympics performance since 1976 | 38 |
| Winter Olympics powerhouse: Abbr. | 33 |
| Winter Olympics site after Lillehammer | 38 |
| Winter Olympics site after St. Moritz | 37 |
| Winter Olympics site and movie star | 35 |
| Winter Olympics site in Japan (1972) | 36 |
| Winter Olympics vehicle's course | 36 |
| Winter Olympics winner's wall hanging? | 42 |
| Winter Palace baby announcement? | 32 |
| Winter parade honoree, for short | 32 |
| Winter project in the Arctic, maybe | 35 |
| Winter schedule info for MN, MO, and MS | 39 |
| Winter sport for one's partner? | 35 |
| Winter sport that makes you shrug? | 34 |
| Winter supply usually stored outside | 36 |
| Winter vehicle that leaves huge tracks | 38 |
| Winter vehicles that resemble bicycles | 38 |
| Winter warmer made with hot water | 33 |
| Winter weather wear with adjustable straps | 42 |
| Winter, in a summer resort town? | 32 |
| Wintertime feature of Rockefeller Center | 40 |
| Wintertime Forest Service employee | 34 |
| Wintertime necessity, on the road | 33 |
| Wintertime requisite at O'Hare | 34 |
| Wintry play by Eugene O'Neill? | 34 |
| Winwood's "--- of a Diver" | 40 |
| Wipe off a see-through shoe stud? | 33 |
| Wipe out municipal coffers with a scam? | 39 |
| Wipe the floor with, so to speak | 32 |
| Wipeout for a pen-wielding crossword solver? | 44 |
| Wire svc. involved in many arrangements | 39 |
| Wire with an Odd News section: Abbr. | 36 |
| Wire-___ (like some terriers' coats) | 40 |
| Wireless adapters, to tech geeks | 32 |
| Wireless company named after a Finnish town | 43 |
| Wireless company owned by Verizon | 33 |
| Wires for sound, as a talk show guest | 37 |
| Wisconsin Badgers football coach Bielema | 40 |
| Wisconsin birthplace of Orson Welles | 36 |
| Wisconsin birthplace of this puzzle's party | 47 |