| Date | Time | Visitor | Home | Comments |
| Saturday, August 25, 2018 | 10:00 AM | Ellenville | Port Jervis | Scrimmage. Glennette Field. |
| Friday, August 31, 2018 | 7:00 PM | Port Jervis 6 | Chester 16 | Non-league. |
| Friday, September 7, 2018 | 7:00 PM | Spackenkill 42 | Port Jervis 19 | Non-league. Glennette Field. |
| Friday, September 14, 2018 | 7:00 PM | Port Jervis 0 | Middletown 24 | Non-league. Faller field. |
| Friday, September 21, 2018 | 7:00 PM | Port Jervis | Marlboro | League. Marlboro High School. |
| Friday, September 28, 2018 | 7:00 PM | O'Neill | Port Jervis | Crossover. Glennette Field. |
| Friday, October 5, 2018 | 7:00 PM | Minisink Valley | Port Jervis | Non-league. Glennette Field. |
| Saturday, October 13, 2018 | 1:30 PM | Port Jervis | Rondout Valley | League. Rondout High School. |
| Friday, October 19, 2018 | 7:00 PM | Highland | Port Jervis | League. Glennette Field. |
| End of regular season |
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