| Australian Open Title (20) |
Career - Win the Australian Open |
| Beat Borg at the French Open (20) |
Career - Defeat Bjorn Borg at the French Open |
| Beat Evert at US Open (20) |
Career - Defeat Chris Evert in the US Open |
| Beat Federer at Australian Open (20) |
Career - Defeat Roger Federer at the Australian Open |
| Beat Henin at the French Open (20) |
Career - Defeat Justine Henin at the French Open |
| Beat McEnroe at US Open (20) |
Career - Defeat John McEnroe in the US Open |
| Beat Navratilova at Wimbledon (20) |
Career - Defeat Martina Navratilova at Wimbledon |
| Beat Sampras at Wimbledon (20) |
Career - Defeat Pete Sampras at Wimbledon |
| Beat Serena at Australian Open (20) |
Career - Defeat Serena Williams at the Australian Open |
| Best of 1980's (20) |
ESPN Grand Slam® Classics - Beat all 80's Matches |
| Best of 1990's (20) |
ESPN Grand Slam® Classics - Beat all 90's Matches |
| Best of 2000 (20) |
ESPN Grand Slam® Classics - Beat all 2000's Matches |
| Best of All Time (20) |
ESPN Grand Slam® Classics - Beat all All-Time Matches |
| Boom Boom (20) |
Any Game Mode - Hit four aces in a row |
| Break Back (20) |
Any Game Mode - Break service immediately after being broken |
| Broke (20) |
Any Game Mode - Win a match without being broken |
| Calendar Year Grand Slam® (50) |
Career - Win all four Grand Slam® tournaments consecutively in the same calendar year |
| Career Grand Slam® (35) |
Career - Win all four Grand Slam® tournaments |
| Clean Break (20) |
Any Game Mode - Break Service |
| Collector (50) |
Career - Earn all racquets and shoes in Tennis Store |
| Flushing Meadows Big Show (20) |
Career - Play Arthur Ashe Stadium at US Open |
| French Open Title (20) |
Career - Win the French Open |
| Friendly Competition (20) |
Xbox LIVE - Win a ranked doubles Xbox LIVE match against a Friend |
| History Buff (30) |
ESPN Grand Slam® Classics - Beat all Fantasy matches |
| Melbourne Park Big Show (20) |
Career - Play Rod Laver Arena at Australian Open |
| Never Broken (20) |
Career - Win a tournament without being broken |
| No Set Lost (20) |
Career - Win a tournament without losing a set |
| Non-Calendar Year Grand Slam® (35) |
Career - Win all four Grand Slam® tournaments consecutively, but not in the same calendar year |
| Pair of Aces (20) |
Any Game Mode - Hit 2 aces in a row |
| Popular (20) |
Share A Pro - Download a Tennis Player |
| Rocket (20) |
Any Game Mode - Hit a 209 KMH (130 MPH) serve |
| Roland Garros Big Show (20) |
Career - Play Court Philippe Chatrier at French Open |
| School Master (35) |
Training - Complete all Tennis School Lessons |
| Sharer (20) |
Share A Pro - Upload a Tennis Player |
| Silver Set (20) |
Any Game Mode - Win a set without losing a game |
| Small Grand Slam® (35) |
Career - Win three of the four Grand Slam® tournaments in the same year |
| Streak (20) |
Xbox LIVE - Win 10 matches in a row |
| The Legend (50) |
Career - Finish ranked #1 |
| Tie Break Win (20) |
Any Game Mode - Win a tiebreak |
| US Open Title (20) |
Career - Win the US Open |
| Wimbledon Big Show (20) |
Career - Play Centre Court at Wimbledon |
| Wimbledon Title (20) |
Career - Win Wimbledon |
