Radcliffe-Princeton Class of 1999 Cup Results
| Year | First Place | Second Place | R-P | ||
| 200616 | Princeton | 7:22.2 | Radcliffe | 7:25.5 | 0-1 |
| 20073 | Princeton | 7:03.1 | Radcliffe | 7:14.0 | 0-2 |
| 200816 | Princeton | 7:13.8 | Radcliffe | 7:16.8 | 0-3 |
| 20093 | Radcliffe | 7:25.1 | Princeton | 7:29.4 | 1-3 |
| 201016 | Princeton | 7:14.6 | Radcliffe | 7:16.9 | 1-4 |
| 20113 | Princeton | 6:42.6 | Radcliffe | 6:49.7 | 1-5 |
| 201216 | Radcliffe | 7:00.3 | Princeton | 7:03.4 | 2-5 |
| Series: | Princeton | 5 | Radcliffe | 2 |
