| 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 winner | 21 |
| 2000 U.S. Open champion Marat | 29 |
| 2000 U.S. Open champ Safin | 26 |
| 2000 U.S. Open champ Marat | 26 |
| 2000 U.S. Open champ | 20 |
| 2000 Tony role for Heather Headley | 34 |
| 2000 Tom Hanks movie | 20 |
| 2000 Tom Green comedy | 21 |
| 2000 title role for Richard Gere | 32 |
| 2000 title role for Renée | 28 |
| 2000 title role for Julia | 25 |
| 2000 title role for Gere | 24 |
| 2000 terrorist target | 21 |
| 2000 Sutherland movie | 21 |
| 2000 Supreme Court case hinging on the 14th Amendment | 53 |
| 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 Sting duet with Cheb Mami | 30 |
| 2000 Stanley Cup champions | 26 |
| 2000 site | 9 |
| 2000 Series losers | 18 |
| 2000 Sean Penn film, with "The" | 41 |
| 2000 sci-fi film | 16 |
| 2000 Santana hit | 16 |
| 2000 runner-up | 14 |
| 2000 runner | 11 |
| 2000 role for Julia | 19 |
| 2000 Ricky Martin hit | 21 |
| 2000 Richard Gere/Winona Ryder movie | 36 |
| 2000 Richard Gere title role | 28 |
| 2000 Richard Gere role opposite Farrah Fawcett | 46 |
| 2000 Richard Gere role | 22 |
| 2000 Richard Gere "late show"? | 40 |
| 2000 Renée Zellweger title role | 34 |
| 2000 recount figure | 19 |
| 2000 Radiohead album | 20 |
| 2000 presidential hopeful | 25 |
| 2000 presidential candidate Keyes | 33 |
| 2000 presidential candidate Alan | 32 |
| 2000 presidential candidate | 27 |
| 2000 presidential also-ran | 26 |
| 2000 pounds | 11 |
| 2000 polling place litter | 25 |
| 2000 Peter Gabriel album | 24 |
| 2000 Peace Prize recipient Kim __-jung | 38 |
| 2000 Peace Nobelist Kim ___ Jung | 32 |
| 2000 Oscar nominee Lee | 22 |
| 2000 or 2004 | 12 |
| 2000 Olympics site | 18 |
| 2000 Olympics platypus mascot | 29 |
| 2000 Olympics locale | 20 |
| 2000 Olympics host | 18 |
| 2000 Olympics greeting | 22 |
| 2000 Olympics city | 18 |
| 2000 Olympics baseball gold medal winner | 40 |
| 2000 Olympic hurdles gold medalist ___ Shishigina | 49 |
| 2000 Olympic gymnast ___ Ray | 28 |
| 2000 Nobel Peace Prize winner Kim ___-jung | 42 |
| 2000 Nicolas Cage movie, with "The" | 45 |
| 2000 newsmaker Gonzalez | 23 |
| 2000 NBA MVP | 12 |
| 2000 NBA Finals MVP | 19 |
| 2000 NBA Championship runner-up | 31 |
| 2000 National League MVP Jeff | 29 |
| 2000 Natalie Portman/Ashley Judd film | 37 |
| 2000 N.L. MVP Kent | 18 |
| 2000 N.L. home run champ | 24 |
| 2000 N.L M.V.P. who played for the Giants | 41 |
| 2000 N.B.A. scoring leader for the Lakers | 41 |
| 2000 N.B.A. M.V.P. | 18 |
| 2000 N.B.A. championship star | 29 |
| 2000 musical with the song "Fortune Favors the Brave" | 63 |
| 2000 musical with the song "Every Story Is a Love Story" | 66 |
| 2000 musical that won four Tonys | 32 |
| 2000 movie from Aardman Animation featuring product placement | 61 |
| 2000 movie based on Marvel Comics characters | 44 |
| 2000 memoir by Stephen King | 27 |
| 2000 Mel Gibson movie | 21 |
| 2000 Mel Gibson flick | 21 |
| 2000 Mel Gibson film | 20 |
| 2000 Martin Lawrence/Nia Long comedy | 36 |
| 2000 Martin Lawrence movie | 26 |
| 2000 Liev Schreiber film | 24 |
| 2000 Leading Actor nominee Penn | 31 |
| 2000 Kyocera acquisition | 24 |
| 2000 JT LeRoy novel | 19 |
| 2000 Jim Carrey movie "Me, Myself & ___" | 54 |
| 2000 Jennifer Lopez thriller | 28 |
| 2000 Jason Biggs comedy-romance | 31 |
| 2000 Jackie Chan movie | 22 |