| Rank | Score | Team | Week | Owner(s) |
| 1. | 316 | Big Heads | Week 6, 1999 | Jake Greenberg |
| 2. | 283 | Big Heads | Week 9, 1999 | Jake Greenberg |
| 3. | 277 | Big Heads | Week 8, 1999 | Jake Greenberg |
| 4. | 275 | Big Heads | Week 7, 1999 | Jake Greenberg |
| 5. | 263 | Big Heads | Week 11, 1999 | Jake Greenberg |
| 6. | 259 | Big Heads | Week 1, 1999 | Jake Greenberg |
| 7. | 252 | Big Heads | Week 18, 1999 | Jake Greenberg |
| 8. | 251 | Big Heads | Week 4, 1999 | Jake Greenberg |
| 9. | 246 | Big Heads | Week 12, 1999 | Jake Greenberg |
| 10. | 245 | Big Heads | Week 10, 1999 | Jake Greenberg |
| 11. | 241 | Big Heads | Week 13, 1999 | Jake Greenberg |
| 12. | 240 | Big Heads | Week 5, 1999 | Jake Greenberg |
| 13. | 235 | Big Heads | Week 14, 1999 | Jake Greenberg |
| 13. | 235 | Big Heads | Week 3, 1999 | Jake Greenberg |
| 15. | 230 | Big Heads | Week 16, 1999 | Jake Greenberg |
| 16. | 227 | Big Heads | Week 2, 1999 | Jake Greenberg |
| 17. | 192 | Big Heads | Week 17, 1999 | Jake Greenberg |
| 18. | 186 | Big Heads | Week 19, 1999 | Jake Greenberg |