Stadium: Fitton Field Round: 1
Home Manager: Bob Chesney Away Manager: Dan Hunt
| NCAAF | 2018/09/01 17:00 | Holy Cross v Colgate | W | 17-24 |
| NCAAF | 2017/10/21 16:05 | Holy Cross v Colgate | W | 7-45 |
| NCAAF | 2019/10/19 17:30 | Colgate v Cornell Big Red | W | 21-20 |
| NCAAF | 2019/10/12 17:00 | Bucknell v Colgate | L | 32-14 |
| NCAAF | 2019/10/05 17:00 | Lehigh v Colgate | L | 21-14 |
| NCAAF | 2019/09/28 22:00 | Colgate v Dartmouth | L | 3-38 |
| NCAAF | 2019/09/21 16:00 | Maine v Colgate | L | 35-21 |
| NCAAF | 2019/09/14 22:00 | Colgate v William & Mary | L | 10-38 |
| NCAAF | 2019/08/31 19:30 | Colgate v Air Force | L | 7-48 |
| NCAAF | 2019/08/24 16:00 | Villanova v Colgate | L | 34-14 |
| NCAAF | 2019/10/19 17:00 | Harvard v Holy Cross | L | 31-21 |
| NCAAF | 2019/10/12 16:30 | Holy Cross v Brown | W | 47-31 |
| NCAAF | 2019/10/05 18:00 | Holy Cross v Bucknell | W | 21-14 |
| NCAAF | 2019/09/28 16:00 | Holy Cross v Syracuse | L | 3-41 |
| NCAAF | 2019/09/21 17:00 | Holy Cross v Yale | L | 10-23 |
| NCAAF | 2019/09/07 17:00 | New Hampshire v Holy Cross | W | 10-13 |
| NCAAF | 2019/08/31 19:30 | Holy Cross v Navy | L | 7-45 |
| NCAAF FCS | 2018/11/17 17:30 | Holy Cross v Georgetown | W | 32-31 |