| 2000 Italian film starring Monica Bellucci | 42 |
| 2000 in-flight movie? | 21 |
| 2000 Hugh Jackman movie | 23 |
| 2000 Hugh Jackman film | 22 |
| 2000 Home Run Derby winner | 26 |
| 2000 hit for Creed | 18 |
| 2000 hit album by Britney Spears | 32 |
| 2000 Heisman Trophy winner ___ Dayne | 36 |
| 2000 Hanks movie | 16 |
| 2000 gynecologist title role for Richard Gere | 45 |
| 2000 Green Party candidate | 26 |
| 2000 Gere title role | 20 |
| 2000 Flushes alternative | 24 |
| 2000 flash-in-the-pan band from Nassau | 38 |
| 2000 film with an unseen Mel Gibson | 35 |
| 2000 film told largely in reverse chronological order | 53 |
| 2000 film set in a confectionery | 32 |
| 2000 film featuring the voice of Mel Gibson | 43 |
| 2000 film about a mission to Mars | 33 |
| 2000 film "Billy ___" | 31 |
| 2000 Eugene Levy film with the tagline "Some pets deserve a little more respect than others" | 102 |
| 2000 essay collection by David Sedaris | 38 |
| 2000 erupter | 12 |
| 2000 Eminem single | 18 |
| 2000 Eminem hit | 15 |
| 2000 Elton John/Tim Rice musical | 32 |
| 2000 election's point of contention | 39 |
| 2000 election scrap | 19 |
| 2000 election debacle? | 22 |
| 2000 election concern | 21 |
| 2000 Disney movie starring Bruce Willis | 39 |
| 2000 Democratic campaign slogan? | 32 |
| 2000 De Niro/Stiller comedy | 27 |
| 2000 custody-fight kid | 22 |
| 2000 comedy "Me, Myself & ___" | 44 |
| 2000 CBS premiere | 17 |
| 2000 candidate | 14 |
| 2000 Camp David visitor | 23 |
| 2000 Camp David summit attendee | 31 |
| 2000 Cameron Crowe movie | 24 |
| 2000 Cadbury Schweppes acquisition | 34 |
| 2000 Bruce Willis film | 22 |
| 2000 Broadway show featuring music by Elton John | 48 |
| 2000 Broadway hit | 17 |
| 2000 Britney Spears hit | 23 |
| 2000 biopic about James Joyce's love | 40 |
| 2000 Best Supporting Actress for "Pollock" | 52 |
| 2000 Best Song Oscar winner | 27 |
| 2000 best seller on social epidemics | 36 |
| 2000 Best Picture nominee | 25 |
| 2000 Best Original Screenplay nominee | 37 |
| 2000 Best New Artist Grammy winner ___ Lynne | 44 |
| 2000 Best New Artist Grammy winner | 34 |
| 2000 Best Foreign Language Film nominee | 39 |
| 2000 Best Costume Design nominee | 32 |
| 2000 Ben Stiller comedy | 23 |
| 2000 Ben Kingsley film shown on FOX, appropriately? | 51 |
| 2000 Ben Kingsley film | 22 |
| 2000 Ben Kingsley crime drama | 29 |
| 2000 Ben Affleck thriller | 25 |
| 2000 Beatles album or its peak chart position | 45 |
| 2000 B.C. and A.D., e.g. | 24 |
| 2000 “mockumentary” about dogs | 38 |
| 2000 animated hit | 17 |
| 2000 and 2004 swimming gold medalist Ian | 40 |
| 2000 and 2004 50m freestyle Olympic gold medalist ___ de Bruijn | 63 |
| 2000 American League MVP | 24 |
| 2000 also-ran | 13 |
| 2000 All-Star Game and World Series MVP | 39 |
| 2000 A.L. MVP | 13 |
| 2000 "subway series" losers | 37 |
| 2000 #1 hit for Santana | 23 |
| 2000 #1 hit by Destiny's Child | 34 |
| 200-mph swooper | 15 |
| 200-milligram units | 19 |
| 200-milligram unit | 18 |
| 200-milligram measure | 21 |
| 200-meter, e.g. | 15 |
| 200-lap race, briefly | 21 |
| 200 precious milligrams | 23 |
| 200 or 1050 | 11 |
| 200 milligrams, to a jeweler | 28 |
| 200 milligrams, to a gemologist | 31 |
| 200 milligrams of opals | 23 |
| 200 milligrams | 14 |
| 200 milligram | 13 |
| 200 in the Indianapolis 500 | 27 |
| 200 expensive milligrams | 24 |
| 20/20, e.g. | 11 |
| 20/20 | 5 |
| 20-year sleeper | 15 |
| 20-volume ref. work | 19 |
| 20-volume ref. set | 18 |
| 20-volume ref. | 14 |
| 20-vol. work | 12 |
| 20-vol. reference work | 22 |
| 20-vol. reference | 17 |
| 20-vol. lexicon | 15 |
| 20-time Rose Bowl winner: Abbr. | 31 |
| 20-screen cinemas | 17 |