| "Word Up" R&Bsters | 32 |
| "Word ___" (2004 Scrabble documentary) | 48 |
| "Word" | 16 |
| "Word" spelled aloud by naive third graders | 53 |
| "Wordplay" celebrity solver Stewart | 45 |
| "Wordplay" crossword constructor Reagle | 49 |
| "Wordplay" director Patrick Creadon's documentary about debt | 74 |
| "Wordplay" producer (born 3/31/1972) | 46 |
| "Wordplay" puzzle god Reagle | 38 |
| "Wordplay" star Reagle | 32 |
| "Wordplay" vocalist, 2005 | 35 |
| "Words are the physicians of __ diseased": Aeschylus | 62 |
| "Words are __ daughters": Samuel Johnson | 50 |
| "Words cannot express my consternation!" | 50 |
| "Words have ___ life than deeds" | 42 |
| "Words ___ me!" | 25 |
| "Work on, my medicine, work!" speaker | 47 |
| "Work ___" (Beyoncé song) | 38 |
| "Workin' for ___" (Lynyrd Skynyrd song) | 53 |
| "Working for the Weekend" band | 40 |
| "Working Girl" character Trask | 40 |
| "Working Girl" girl | 29 |
| "Working Girl" Griffith | 33 |
| "Working Without ---" (Waylon Jennings tune) | 54 |
| "Working ___ Dream" (2009 Bruce Springsteen album) | 60 |
| "Working" author | 26 |
| "Working" author Studs | 32 |
| "Working" writer | 26 |
| "Works and Days" poet | 31 |
| "Works for me!" | 25 |
| "Works for me" | 24 |
| "Works ___ time" | 26 |
| "World Cafe" broadcaster | 34 |
| "World Factbook" compiler | 35 |
| "World Factbook" compiler: Abbr. | 42 |
| "World Factbook" producer | 35 |
| "World Factbook" publisher | 36 |
| "World News Now" airer | 32 |
| "World of Magic" Emmy nominee | 39 |
| "World of Warcraft" warrior | 37 |
| "World Painted Blood" band | 36 |
| "World Series of Poker" channel | 41 |
| "World Series" game | 29 |
| "World War Z" actress Mireille | 40 |
| "World War Z" star | 28 |
| "World Without End" novelist Ken | 42 |
| "World ___" (Killswitch Engage) | 41 |
| "World's busiest airport" | 39 |
| "World's fastest water sled," per its maker | 57 |
| "World's greatest saloon singer" Sylvia | 53 |
| "World's most admired company," per Fortune | 57 |
| "Worlds Apart" rockers | 32 |
| "Worldwide Exchange" network | 38 |
| "Worm of the Nile" | 28 |
| "Worms of the Nile" | 29 |
| "Worn Earth" poet | 27 |
| "Worship at Red Rocks" musician John | 46 |
| "Worship of Venus" painter | 36 |
| "Worst car of the millennium," per "Car Talk" | 65 |
| "Worth Fighting For" author | 37 |
| "Would --- to you?" | 29 |
| "Would I --- you?" | 28 |
| "Would I do that?" | 28 |
| "Would I lie ---?" | 28 |
| "Would I lie ___?" | 28 |
| "Would I lie?!" | 25 |
| "Would I ___ To You?" (Eurythmics tune) | 49 |
| "Would I ___ you?" | 28 |
| "Would I ___!" | 24 |
| "Would I ___?" | 24 |
| "Would that it were so!" | 34 |
| "Would that it were!" | 31 |
| "Would they let me?" | 30 |
| "Would ya like to?" | 29 |
| "Would ya look at that!" | 34 |
| "Would you be ___ and ...?" | 37 |
| "Would you be ___ and..." (request for help) | 54 |
| "Would you believe ..." | 33 |
| "Would you care for anything ___?" | 44 |
| "Would you eat them in a box? Would you eat them with a fox?" asker | 77 |
| "Would you like a hand?" | 34 |
| "Would you like anything __?" | 39 |
| "Would you like coffee ___?" | 38 |
| "Would you like me to?" | 33 |
| "Would you like seconds?" | 35 |
| "Would you like some more imported coffee?" "___" | 69 |
| "Would you like something spicy, Karl?" | 49 |
| "Would you like them with a mouse?" asker | 51 |
| "Would You Like to Buy ___?" ("Sesame Street" song) | 71 |
| "Would You Like to Buy ___?" (Sesame Street song) | 59 |
| "Would you like to see ---?" | 38 |
| "Would you like to see ___?" | 38 |
| "Would you like to see ___?" (waiter's question) | 62 |
| "Would you like to swing on ___..." | 45 |
| "Would you look at that!" | 35 |
| "Would you look at that?!" | 36 |
| "Would you mind ...?" | 31 |
| "Would you mind if we took this inside?" | 50 |
| "Would you not ___ breathed?": Shak. | 46 |
| "Would you repeat that?" | 34 |