9 Games
| G | Date | Day | School | Opponent | Conf | Pts | Opp | W | L | T | Streak | Notes | ||
|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|
| 1 | Oct 4, 1899 | Wed | Trinity (CT) | @ | Yale | Ind | L | 0 | 46 | 0 | 1 | 0 | L 1 | |
| 2 | Oct 7, 1899 | Sat | Trinity (CT) | @ | Holy Cross | Ind | L | 0 | 39 | 0 | 2 | 0 | L 2 | |
| 3 | Oct 11, 1899 | Wed | Trinity (CT) | @ | Williams | Ind | L | 0 | 12 | 0 | 3 | 0 | L 3 | |
| 4 | Oct 18, 1899 | Wed | Trinity (CT) | @ | Amherst | Ind | T | 0 | 0 | 0 | 3 | 1 | T 1 | |
| 5 | Oct 21, 1899 | Sat | Trinity (CT) | Massachusetts | Ind | W | 16 | 5 | 1 | 3 | 1 | W 1 | ||
| 6 | Oct 28, 1899 | Sat | Trinity (CT) | New York University | Non-Major | W | 28 | 0 | 2 | 3 | 1 | W 2 | ||
| 7 | Nov 4, 1899 | Sat | Trinity (CT) | Haverford | Non-Major | W | 11 | 6 | 3 | 3 | 1 | W 3 | ||
| 8 | Nov 11, 1899 | Sat | Trinity (CT) | @ | Navy | Ind | L | 0 | 35 | 3 | 4 | 1 | L 1 | |
| 9 | Nov 18, 1899 | Sat | Trinity (CT) | @ | Hamilton | Non-Major | L | 6 | 18 | 3 | 5 | 1 | L 2 |
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