| Date | VT Rank | Opponent | Result | TV | Location |
|---|---|---|---|---|---|
| Fri., Oct 13, 1899 | St. Albans | W, 21-0 | Blacksburg, Va. | ||
| Fri., Oct 27, 1899 | at Tennessee | W, 5-0 | Knoxville, Tenn. | ||
| Sat., Nov 11, 1899 | at Virginia | L, 0-28 | Charlottesville, Va. | ||
| Sat., Nov 18, 1899 | vs. Roanoke College | W, 45-0 | Roanoke, Va. | ||
| Sat., Nov 25, 1899 | vs. Washington & Lee | W, 35-0 | Roanoke, Va. |
| Overall: 4-1 Conference: 0-0 Home: 1-0 Away: 1-1 Neutral: 2-0 |
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