There is a total of 23342 clues beginning with wi
- Winnie-the-Pooh, for one
- Winnie-the-Pooh
- Winnie-the-__
- Winnie-the-___
- Winnie-the-___ House
- Winnie-__-Pooh
- Winnie-___-Pu
- Winnie
- Winning
- Winning "Hollywood Squares" line
- Winning "Hollywood Squares" line, at times
- Winning "Tic Tac Dough" line
- Winning 1-Across can make this grow
- Winning 3-2, eg
- Winning 4-3, say
- Winning a blue ribbon
- Winning a point, at tennis
- Winning a race
- Winning a tennis serve
- Winning a tennis service
- Winning advantage
- Winning again and again
- Winning all the games in a series
- Winning an Olympic gold medal, for some
- Winning an Oscar for "Norma Rae"?
- Winning an Oscar, Emmy and Tony, eg
- Winning an Oscar, Emmy and Tony, for an actor
- Winning and then some
- Winning at craps, say
- Winning big
- Winning big, real big
- Winning big, Vegas-style
- Winning bird colony?
- Winning bird's sound?
- Winning blackjack combo
- Winning blackjack hand
- Winning blackjack holding
- Winning blackjack pair
- Winning blow
- Winning blows
- Winning breed at the 2018 Westminster Kennel Club Dog Show
- Winning bridge cards
- Winning by a basket, say
- Winning by a mile
- Winning by a point
- Winning by a run, say
- Winning by a single point
- Winning by a small margin
- Winning candidate
- Winning candidates
- Winning card combo
- Winning card, in bridge
- Winning cards
- Winning cards
- Winning chess matches
- Winning coach at Super Bowl XII
- Winning coach at Super Bowls I and II
- Winning coach at the 2008 Final Four
- Winning coach in Super Bowl XX
- Winning coach of Super Bowl IV
- Winning coach of Super Bowl VIII
- Winning coach of Super Bowl XII
- Winning coach of Super Bowl XX
- Winning coach of the first two Super Bowls
- Winning coach: 1970 Super Bowl
- Winning combo
- Winning combo on "Hollywood Squares"
- Winning come-out rolls in craps
- Winning compact?
- Winning contestants
- Winning craps roll, in Rome
- Winning craps rolls in Monte Carlo
- Winning cry in a card game
- Winning decisively and frequently
- Winning difference—a small one starts 17-, 26- and 47-Across
- Winning edges, frequently
- Winning events on the diamond
- Winning exclamation aptly arranged and spelled by the standalone letters in the answers to starred clues
- Winning feat achieved twice by the Green Bay Packers (1929-31, 1965-67)
- Winning feeling
- Winning finish?
- Winning flex for Mr Universe?
- Winning football coach's surprise
- Winning French author?
- Winning full house, for short
- Winning gambler's cry
- Winning game after game
- Winning game cry
- Winning game line
- Winning game row
- Winning general at Actium
- Winning general in 1945
- Winning gesture
- Winning hand after hand, in poker
- Winning hand in blackjack
- Winning hit, in baseball
- Winning hit, in baseball argot
- Winning hit, in baseball lingo
- Winning hit, perhaps
- Winning hit: Slang