| Regular Season: Week 1 |
 Raiders |
at |
 Packers |
Sunday, September 12, 1999 |
3:00PM |
OAK 24, GB 28 |
| Regular Season: Week 2 |
Raiders |
at |
 Vikings |
Sunday, September 19, 1999 |
3:00PM |
OAK 22, MIN 17 |
| Regular Season: Week 3 |
 Bears |
at |
Raiders |
Sunday, September 26, 1999 |
3:00PM |
CHI 17, OAK 24 |
| Regular Season: Week 4 |
Raiders |
at |
 Seahawks |
Sunday, October 3, 1999 |
3:00PM |
OAK 21, SEA 22 |
| Regular Season: Week 5 |
 Broncos |
at |
Raiders |
Sunday, October 10, 1999 |
3:00PM |
DEN 16, OAK 13 |
| Regular Season: Week 6 |
Raiders |
at |
 Bills |
Sunday, October 17, 1999 |
3:00PM |
OAK 20, BUF 14 |
| Regular Season: Week 7 |
 Jets |
at |
Raiders |
Sunday, October 24, 1999 |
3:00PM |
NYJ 23, OAK 24 |
| Regular Season: Week 8 |
 Dolphins |
at |
Raiders |
Sunday, October 31, 1999 |
2:00PM |
MIA 16, OAK 9 |
| Regular Season: Week 10 |
 Chargers |
at |
Raiders |
Sunday, November 14, 1999 |
3:00PM |
SD 9, OAK 28 |
| Regular Season: Week 11 |
Raiders |
at |
Broncos |
Monday, November 22, 1999 |
3:00PM |
OAK 21, DEN 27 |
| Regular Season: Week 12 |
 Chiefs |
at |
Raiders |
Sunday, November 28, 1999 |
3:00PM |
KC 37, OAK 34 |
| Regular Season: Week 13 |
Seahawks |
at |
Raiders |
Sunday, December 5, 1999 |
3:00PM |
SEA 21, OAK 30 |
| Regular Season: Week 14 |
Raiders |
at |
 Titans |
Thursday, December 9, 1999 |
3:00PM |
OAK 14, TEN 21 |
| Regular Season: Week 15 |
 Buccaneers |
at |
Raiders |
Sunday, December 19, 1999 |
3:00PM |
TB 0, OAK 45 |
| Regular Season: Week 16 |
Raiders |
at |
Chargers |
Sunday, December 26, 1999 |
3:00PM |
OAK 20, SD 23 |
| Regular Season: Week 17 |
Raiders |
at |
Chiefs |
Sunday, January 2, 2000 |
3:00PM |
OAK 41, KC 38 |