13 Games
| G | Date | Day | School | Opponent | Conf | Pts | Opp | W | L | T | Streak | Notes | ||
|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|
| 1 | Sep 23, 1899 | Sat | Williams | Troy Laureates | Non-Major | W | 10 | 0 | 1 | 0 | 0 | W 1 | ||
| 2 | Sep 27, 1899 | Wed | Williams | @ | Andover | Non-Major | W | 10 | 0 | 2 | 0 | 0 | W 2 | |
| 3 | Sep 30, 1899 | Sat | Williams | @ | Harvard | Ind | L | 0 | 29 | 2 | 1 | 0 | L 1 | |
| 4 | Oct 4, 1899 | Wed | Williams | @ | Amherst | Ind | W | 38 | 0 | 3 | 1 | 0 | W 1 | |
| 5 | Oct 7, 1899 | Sat | Williams | @ | Cornell | Ind | L | 0 | 12 | 3 | 2 | 0 | L 1 | |
| 6 | Oct 11, 1899 | Wed | Williams | Trinity (CT) | Ind | W | 12 | 0 | 4 | 2 | 0 | W 1 | ||
| 7 | Oct 14, 1899 | Sat | Williams | @ | Union (NY) | Non-Major | W | 12 | 5 | 5 | 2 | 0 | W 2 | |
| 8 | Oct 18, 1899 | Wed | Williams | Holy Cross | Ind | W | 23 | 5 | 6 | 2 | 0 | W 3 | ||
| 9 | Oct 21, 1899 | Sat | Williams | @ | Dartmouth | Ind | W | 12 | 10 | 7 | 2 | 0 | W 4 | |
| 10 | Oct 28, 1899 | Sat | Williams | @ | Syracuse | Ind | W | 6 | 0 | 8 | 2 | 0 | W 5 | |
| 11 | Nov 4, 1899 | Sat | Williams | @ | Troy Laureates | Non-Major | L | 6 | 11 | 8 | 3 | 0 | L 1 | |
| 12 | Nov 18, 1899 | Sat | Williams | Rensselaer | Non-Major | W | 26 | 10 | 9 | 3 | 0 | W 1 | ||
| 13 | Nov 25, 1899 | Sat | Williams | Wesleyan (CT) | Ind | L | 5 | 11 | 9 | 4 | 0 | L 1 |
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