| 2000 U.S. Open champ Marat | 26 |
| 2000 U.S. Open champ Safin | 26 |
| 2000 U.S. Open champion Marat | 29 |
| 2000 U.S. Open winner Marat | 27 |
| 2000 US Open champ Marat __ | 27 |
| 2000 US Open winner Marat | 25 |
| 2000 Viacom acquisition | 23 |
| 2000 Woody Allen movie | 22 |
| 2000 World Series locale | 24 |
| 2000 World Series losers | 24 |
| 2000 World Series M.V.P. | 24 |
| 2000 World Series manager | 25 |
| 2000 World Series MVP Derek | 27 |
| 2000 World Series participant | 29 |
| 2000 World Series site | 22 |
| 2000 World Series stadium | 25 |
| 2000 World Series team | 22 |
| 2000 World Series venue | 23 |
| 2000 Zellweger/Freeman flick | 28 |
| 2000–02 WNBA franchise | 29 |
| 2000s Giants manager Felipe | 27 |
| 2000s HBO drama set in Utah | 27 |
| 2000s high school drama | 23 |
| 2000s leadership nickname | 25 |
| 2000s sitcom set in Houston | 27 |
| 2000s sitcom set in Texas | 25 |
| 2000s sitcom single mom | 23 |
| 2000s White House family | 24 |
| 2000s White House nickname | 26 |
| 2000s wireless company | 22 |
| 2001 A.L. MVP __ Suzuki | 23 |
| 2001 album that debuted at #1 | 29 |
| 2001 and 2010, for ex. | 22 |
| 2001 Audrey Tautou film | 23 |
| 2001 bankruptcy company | 23 |
| 2001 Ben Affleck movie | 22 |
| 2001 biographical film | 22 |
| 2001 British Open champion | 26 |
| 2001 Chevron merger partner | 27 |
| 2001 Chris Kattan film | 22 |
| 2001 Christopher Nolan flick | 28 |
| 2001 David Spade comedy | 23 |
| 2001 David Spade movie | 22 |
| 2001 Dench/Winslet film | 23 |
| 2001 Depeche Mode album | 23 |
| 2001 film about a boxer | 23 |
| 2001 film set in Mogadishu | 26 |
| 2001 film starring Guy Pearce | 29 |
| 2001 French romantic comedy | 27 |
| 2001 French title heroine | 25 |
| 2001 hit for Jennifer Lopez | 27 |
| 2001 hit movie musical | 22 |
| 2001 honor for J. K. Rowling | 28 |
| 2001 honor for J.K. Rowling | 27 |
| 2001 Israel Prize recipient | 27 |
| 2001 Janet Evanovich book | 25 |
| 2001 Jennifer Lopez film | 24 |
| 2001 Johnny Depp movie | 22 |
| 2001 Josh Hartnett film | 23 |
| 2001 Ken Burns subject | 22 |
| 2001 Kevin Kline drama | 22 |
| 2001 Kevin Spacey film | 22 |
| 2001 Kevin Spacey sci-fi film | 29 |
| 2001 Michael Mann biopic | 24 |
| 2001 Michael Mann film | 22 |
| 2001 Michelle Pfeiffer film | 27 |
| 2001 N.L. saves leader Robb | 27 |
| 2001 NCAA basketball champion | 29 |
| 2001 Nickelodeon sitcom | 23 |
| 2001 Nicole Kidman film | 23 |
| 2001 Oscar winner Broadbent | 27 |
| 2001 Penn-Fanning film | 22 |
| 2001 Robert Altman film | 23 |
| 2001 Robert De Niro film | 24 |
| 2001 Robert Rodriguez film | 26 |
| 2001 role for Will Smith | 24 |
| 2001 self-titled pop album | 26 |
| 2001 space tourist Dennis | 25 |
| 2001 Spielberg sci-fi film | 26 |
| 2001 Super Bowl halftime act | 28 |
| 2001 title role for Sean Penn | 29 |
| 2001 U.S. Open champ Hewitt | 27 |
| 2001 Will Smith biopic | 22 |
| 2001 Will Smith title role | 26 |
| 2001 Winter X-Games host | 24 |
| 2001 World series co-MVP | 24 |
| 2001 World Series winner | 24 |
| 2001 Worst Actor winner | 23 |
| 2001-02 Nickelodeon sitcom | 26 |
| 2001-2004 solicitor general | 27 |
| 2001-2009 cabinet member Chao | 29 |
| 2002 #3 hit for Cam'ron | 27 |
| 2002 Adam Sandler role | 22 |
| 2002 Adam Sandler title role | 28 |
| 2002 All-Star Game result | 25 |
| 2002 Anthony Hopkins film | 25 |
| 2002 Best Actor winner Brody | 28 |
| 2002 Best Song Oscar nominee | 28 |
| 2002 British Open champ | 23 |
| 2002 British Open champ Ernie | 29 |