1999 San Diego Chargers season Schedule Schedule

| Week | Date_ | Opponent | Result_ | Attendance |
|---|---|---|---|---|
| 1 | Bye | Bye | Bye | Bye |
| 2 | September 19, 1999 | at Cincinnati Bengals | W 34-7 | 47660 |
| 3 | September 26, 1999 | Indianapolis Colts | L 27-19 | 56942 |
| 4 | October 3, 1999 | Kansas City Chiefs | W 21–14 | 58099 |
| 5 | October 10, 1999 | at Detroit Lions | W 20–10 | 61481 |
| 6 | October 17, 1999 | Seattle Seahawks | W 13-10 | 59432 |
| 7 | October 24, 1999 | Green Bay Packers | L 31-3 | 68274 |
| 8 | October 31, 1999 | at Kansas City Chiefs | L 34-0 | 78473 |
| 9 | November 7, 1999 | Denver Broncos | L 33-17 | 61204 |
| 10 | November 14, 1999 | at Oakland Raiders | L 28–9 | 43353 |