| 8/31/2019 | Holy Cross | 7 | at | Navy (11-2) | 45 | at AAC | ||
| 9/7/2019 | New Hampshire (6-5) | 10 | at | Holy Cross | 13 | CAAF | ||
| 9/21/2019 | Holy Cross | 10 | at | Yale (9-1) | 23 | at Ivy | ||
| 9/28/2019 | Holy Cross | 3 | at | Syracuse (5-7) | 41 | at ACC | ||
| 10/5/2019 | Holy Cross | 21 | at | Bucknell (3-8,3-3) | 14 | |||
| 10/12/2019 | Holy Cross | 47 | at | Brown (2-8) | 31 | at Ivy | ||
| 10/19/2019 | Harvard (4-6) | 31 | at | Holy Cross | 21 | Ivy | ||
| 10/26/2019 | Colgate (4-8,3-3) | 10 | at | Holy Cross | 31 | |||
| 11/2/2019 | Holy Cross | 24 | at | Lehigh (4-7,3-3) | 17 | |||
| 11/9/2019 | Lafayette (4-8,4-2) | 23 | at | Holy Cross | 20 | |||
| 11/16/2019 | Holy Cross | 49 | at | Fordham (4-8,2-4) | 27 | |||
| 11/23/2019 | Georgetown (5-6,1-5) | 0 | at | Holy Cross | 24 | |||
| 11/30/2019 | Holy Cross | 27 | at | Monmouth NJ (11-3) | 44 | 1AA Playoffs Round 1 | at BigS |
| vs Holy Cross | vs Other Opponents | Holy Cross compared to OOs | |
| Record: | 6-7 | 66-70 | |
| Points Scored: | 24.31 | 25.95 | 1.64 |
| Points Allowed: | 22.85 | 26.92 | -4.07 |
| Margin: | 1.46 | -0.97 | -2.43 |
| Total Points: | 47.16 | 52.87 | -5.71 |