| Regular Season: Week 2 |
 Chargers |
at |
 Bengals |
Sunday, September 19, 1999 |
3:00PM |
SD 34, CIN 7 |
| Regular Season: Week 3 |
 Colts |
at |
Chargers |
Sunday, September 26, 1999 |
3:00PM |
IND 27, SD 19 |
| Regular Season: Week 4 |
 Chiefs |
at |
Chargers |
Sunday, October 3, 1999 |
3:00PM |
KC 14, SD 21 |
| Regular Season: Week 5 |
Chargers |
at |
 Lions |
Sunday, October 10, 1999 |
3:00PM |
SD 20, DET 10 |
| Regular Season: Week 6 |
 Seahawks |
at |
Chargers |
Sunday, October 17, 1999 |
3:00PM |
SEA 10, SD 13 |
| Regular Season: Week 7 |
 Packers |
at |
Chargers |
Sunday, October 24, 1999 |
3:00PM |
GB 31, SD 3 |
| Regular Season: Week 8 |
Chargers |
at |
Chiefs |
Sunday, October 31, 1999 |
2:00PM |
SD 0, KC 34 |
| Regular Season: Week 9 |
 Broncos |
at |
Chargers |
Sunday, November 7, 1999 |
3:00PM |
DEN 33, SD 17 |
| Regular Season: Week 10 |
Chargers |
at |
 Raiders |
Sunday, November 14, 1999 |
3:00PM |
SD 9, OAK 28 |
| Regular Season: Week 11 |
 Bears |
at |
Chargers |
Sunday, November 21, 1999 |
3:00PM |
CHI 23, SD 20 |
| Regular Season: Week 12 |
Chargers |
at |
 Vikings |
Sunday, November 28, 1999 |
3:00PM |
SD 27, MIN 35 |
| Regular Season: Week 13 |
 Browns |
at |
Chargers |
Sunday, December 5, 1999 |
3:00PM |
CLE 10, SD 23 |
| Regular Season: Week 14 |
Chargers |
at |
Seahawks |
Sunday, December 12, 1999 |
3:00PM |
SD 19, SEA 16 |
| Regular Season: Week 15 |
Chargers |
at |
 Dolphins |
Sunday, December 19, 1999 |
3:00PM |
SD 9, MIA 12 |
| Regular Season: Week 16 |
Raiders |
at |
Chargers |
Sunday, December 26, 1999 |
3:00PM |
OAK 20, SD 23 |
| Regular Season: Week 17 |
Chargers |
at |
Broncos |
Sunday, January 2, 2000 |
3:00PM |
SD 12, DEN 6 |