| MBEKI | Thabo ___, president of South Africa from 1999 to 2008 (5) |
| THABO | President of South Africa from 1999 to 2008 (5,5) |
| HELEN | Prime Minister of New Zealand from 1999 to 2008 (5,5) |
| CLARK | Prime Minister of New Zealand from 1999 to 2008 (5,5) |
| BOTHA | PW _, president of South Africa from 1984-89 (5) |
| WAUGH | Steve _, captain of the Australian Test cricket team from 1999 to 2004 (5) |
| BARAK | Deborah's assistant - PM of Israel from 1999 to 2001 (5) |
| ALERO | GM car made from 1999 to 2004 |
| GREED | Trivia game show hosted by Chuck Woolery from 1999 to 2000 |
| MACAO | Last European colony in Asia, ceded by Portugal in 1999 to become a special administrative region of China (5) |
| BOMBE | Thabo Mbeki takes Alaskan dessert (5) |
| NUWAN | First man, in 1999, to take a hat-trick off his first three balls in a Test, for Sri Lanka against Zimbabwe in Harare (5) |
| ZOYSA | First man, in 1999, to take a hat-trick off his first three balls in a Test, for Sri Lanka against Zimbabwe in Harare (5) |
| GLASS | Jimmy ..... , 1998-2000 Swindon goalkeeper who scored a last-minute goal for Carlisle against Plymouth in May, 1999 to keep them in Division Three (5) |
| MANDELA | Nelson ___, president of South Africa from 1994-1999 (7) |
| OBASANJO | Olusegun ___, military ruler of Nigeria from 1976 to 1979 and president from 1999 to 2007 (8) |
| STEVEWAUGH | Australian cricket captain from 1999 to 2004 (5,5) |
| EHUDBARAK | Prime minister of Israel from 1999 to 2001 (4,5) |
| DEKLERK | FW _ _, President of South Africa who shared the 1993 Nobel Peace Prize with Nelson Mandela (2,5) |
| RHEE | Syngman ___, president of South Korea from 1948-60 (4) |
