| 2001 biographical film | 22 |
| 2001 Ben Affleck movie | 22 |
| 2001 bankruptcy company | 23 |
| 2001 Audrey Tautou film | 23 |
| 2001 and 2010, for ex. | 22 |
| 2001 album that debuted at #1 | 29 |
| 2001 A.L. MVP __ Suzuki | 23 |
| 2000s wireless company | 22 |
| 2000s White House nickname | 26 |
| 2000s White House family | 24 |
| 2000s sitcom single mom | 23 |
| 2000s sitcom set in Texas | 25 |
| 2000s sitcom set in Houston | 27 |
| 2000s leadership nickname | 25 |
| 2000s high school drama | 23 |
| 2000s HBO drama set in Utah | 27 |
| 2000s Giants manager Felipe | 27 |
| 2000–02 WNBA franchise | 29 |
| 2000 Zellweger/Freeman flick | 28 |
| 2000 World Series venue | 23 |
| 2000 World Series team | 22 |
| 2000 World Series stadium | 25 |
| 2000 World Series site | 22 |
| 2000 World Series participant | 29 |
| 2000 World Series MVP Derek | 27 |
| 2000 World Series manager | 25 |
| 2000 World Series M.V.P. | 24 |
| 2000 World Series losers | 24 |
| 2000 World Series locale | 24 |
| 2000 Woody Allen movie | 22 |
| 2000 Viacom acquisition | 23 |
| 2000 US Open winner Marat | 25 |
| 2000 US Open champ Marat __ | 27 |
| 2000 U.S. Open winner Marat | 27 |
| 2000 U.S. Open champion Marat | 29 |
| 2000 U.S. Open champ Safin | 26 |
| 2000 U.S. Open champ Marat | 26 |
| 2000 title role for Renée | 28 |
| 2000 title role for Julia | 25 |
| 2000 title role for Gere | 24 |
| 2000 Supreme Court case | 23 |
| 2000 Super Bowl winner | 22 |
| 2000 Super Bowl player | 22 |
| 2000 Super Bowl champs | 22 |
| 2000 Summer Olympics mascot | 27 |
| 2000 Summer Olympics city | 25 |
| 2000 Subway Series stadium | 26 |
| 2000 Subway Series losers | 25 |
| 2000 Stanley Cup champions | 26 |
| 2000 Richard Gere title role | 28 |
| 2000 Richard Gere role | 22 |
| 2000 presidential hopeful | 25 |
| 2000 presidential candidate | 27 |
| 2000 presidential also-ran | 26 |
| 2000 polling place litter | 25 |
| 2000 Peter Gabriel album | 24 |
| 2000 Oscar nominee Lee | 22 |
| 2000 Olympics platypus mascot | 29 |
| 2000 Olympics greeting | 22 |
| 2000 Olympic gymnast ___ Ray | 28 |
| 2000 newsmaker Gonzalez | 23 |
| 2000 National League MVP Jeff | 29 |
| 2000 N.L. home run champ | 24 |
| 2000 N.B.A. championship star | 29 |
| 2000 memoir by Stephen King | 27 |
| 2000 Martin Lawrence movie | 26 |
| 2000 Liev Schreiber film | 24 |
| 2000 Kyocera acquisition | 24 |
| 2000 Jennifer Lopez thriller | 28 |
| 2000 Jackie Chan movie | 22 |
| 2000 Hugh Jackman movie | 23 |
| 2000 Hugh Jackman film | 22 |
| 2000 Home Run Derby winner | 26 |
| 2000 Green Party candidate | 26 |
| 2000 Flushes alternative | 24 |
| 2000 election debacle? | 22 |
| 2000 De Niro/Stiller comedy | 27 |
| 2000 custody-fight kid | 22 |
| 2000 Camp David visitor | 23 |
| 2000 Cameron Crowe movie | 24 |
| 2000 Bruce Willis film | 22 |
| 2000 Britney Spears hit | 23 |
| 2000 Best Song Oscar winner | 27 |
| 2000 Best Picture nominee | 25 |
| 2000 Ben Stiller comedy | 23 |
| 2000 Ben Kingsley film | 22 |
| 2000 Ben Kingsley crime drama | 29 |
| 2000 Ben Affleck thriller | 25 |
| 2000 B.C. and A.D., e.g. | 24 |
| 2000 American League MVP | 24 |
| 2000 #1 hit for Santana | 23 |
| 200 precious milligrams | 23 |
| 200 milligrams, to a jeweler | 28 |
| 200 milligrams of opals | 23 |
| 200 in the Indianapolis 500 | 27 |
| 200 expensive milligrams | 24 |
| 20-vol. reference work | 22 |
| 20-ounce Starbucks order | 24 |
| 20-hour-week worker, e.g. | 25 |
| 20-0 baseball score, say | 24 |