| Arthur Ashe Award for Courage (1999) |
| Dave Sanders | Columbine High School coach and teacher |
| Play of Decade |
| Michael Jordan | His reverse hands layup against the Lakers (1991) |
| Hockey (Decade honor) |
| Mario Lemieux | Four scoring titles |
| Pro Football (Decade honor) |
| Jerry Rice | 100 or more receptions four times |
| Pro Basketball (Decade honor) |
| Michael Jordan | Led the Bulls to six NBA championships |
| Baseball (Decade honor) |
| Mark McGwire | 405 home runs in the decade |
| Tennis (Decade honor) |
| Pete Sampras | Won four U.S. Opens, six Wimbledons and two Australian Opens |
| Boxing (Decade honor) |
| Evander Holyfield | 12-3 in '90s but won heavyweight title three different times |
| Golf (Decade honor) |
| Tiger Woods | Won over $6.6 million in 1999 ... Won 72-hole record for Masters with his 1997 win |
| Auto Racing (Decade honor) |
| Dale Earnhardt | Four Winston Cup championships ... Won Daytona 500 in 1998 |
| American Male Olympian (Decade honor) |
| Michael Johnson | First man to win the 200 and 400 meters in the same Olympics |
| American Female Olympian (Decade honor) |
| Bonnie Blair | Four speed skating gold medals ('92, '94) |
| Pro Team (Decade honor) |
| Chicago Bulls | Six NBA championships |
| College Team (Decade honor) -- TIE |
| Tennessee Lady Vols | Four national championships, including three straight (1996-98) |
| Florida State football | Most wins in a decade, 1993 national champion |
| Coach/Manager (Decade honor) |
| Phil Jackson | Led Bulls to six NBA championships |
| Female Athlete (Decade honor) |
| Steffi Graf | Won 14 Grand Slam titles, including Wimbledon five times |
| Male Athlete (Decade honor) |
| Michael Jordan | Four-time NBA MVP |
| Auto Racing (1999) |
| Dale Jarrett | Won NASCAR Winston Cup points championship; had 24 top-five finishes |
| Baseball (1999) |
| Pedro Martinez | AL Cy Young winner, 23-4, 2.07 ERA, 313K |
| Men's College Basketball (1999) |
| Elton Brand | Wooden and Naismith award winner |
| Women's College Basketball (1999) |
| Chamique Holdsclaw | Sullivan Award winner, averaged 21.3 points per game |
| Soccer (1999) |
| Mia Hamm | All-time leading international goal-scorer |
| Men's Tennis (1999) |
| Andre Agassi | Won U.S. and French Open championships; finished year ranked No. 1 |
| Women's Tennis (1999) |
| Lindsay Davenport | Won Wimbledon and Chase Championships |
| Men's Pro Basketball (1999) |
| Tim Duncan | NBA Finals MVP, finished in top six in points per game and rebounds |
| Women's Pro Basketball (1999) |
| Cynthia Cooper | Led WNBA in scoring at 22.1 points per game |
| Boxing (1999) |
| Roy Jones Jr. | Won unified world light heavyweight title |
| Men's Golf (1999) |
| Tiger Woods | Won eight tournaments, set record for money earned ($6.6M) |
| Women's Golf (1999) |
| Juli Inkster | Won two majors (U.S. Open and McDonald's LPGA Championship) |
| Bowling (1999) |
| Parker Bohn III | Won over $300,000 in prize money |
| College Football (1999) |
| Michael Vick | Led Virginia Tech to Sugar Bowl |
| Team of the Year (1999) |
| U.S. Women's World Cup team | Beat China 1-0 to win championship |
| Pro Football (1999) |
| Kurt Warner | Led NFL in passing yards, accuracy, touchdowns |
| Hockey(1999) |
| Dominik Hasek | Won Vezina Trophy, posted a 1.87 GAA |
| Jockey (1999) |
| Chris Antley | Rode Charismatic to wins at Kentucky Derby and Preakness |
| Coach/Manager (1999) |
| Joe Torre | Led Yankees to their second straight World Series title |
| Female Athlete (1999) |
| Mia Hamm | All-time international goal-scoring leader |
| Male Athlete (1999) |
| Tiger Woods | Won four straight PGA events, most since Ben Hogan ('53) |
| Men's Track and Field (1999) |
| Michael Johnson | Broke 400-meter world record |
| Women's Track and Field (1999) |
| Marion Jones | Won 100 meters at World Championship |
| Memorable Performance (1999) |
| Justin Leonard | Putt on 17th hole wins Ryder Cup |
| Breakthrough Athlete (1999) |
| Kurt Warner | Led NFL in passing yards, accuracy, touchdowns |
| Comeback Athlete (1999) |
| Lance Armstrong | Won Tour de France |
| Alternative athlete (1999) |
| Tony Hawk | Performed 900-degree turn at ESPN's X Games |
| Play of Year (1999) |
| Payne Stewart | His putt on 18 wins the U.S. Open |
