Stadium: Frank Bailey Field Round: 1
| NCAA Division I, FCS, Playoffs | 2018/09/15 18:00 | Springfield Pride v Union Dutchmen | W | 10-45 |
| NCAA Division I, FCS, Playoffs | 2019/09/14 17:00 | Anna Maria Amcats v Union Dutchmen | W | 7-54 |
| NCAA Division I, FCS, Playoffs | 2019/09/07 17:00 | Union Dutchmen v Westfield State Owls | W | 42-7 |
| NCAA Division I, FCS, Playoffs | 2018/11/10 17:00 | Rpi Engineers v Union Dutchmen | W | 10-34 |
| NCAA Division I, FCS, Playoffs | 2018/11/03 17:00 | Union Dutchmen v Rochester Yellowjackets | W | 35-14 |
| NCAA Division I, FCS, Playoffs | 2018/10/20 17:00 | Saint Lawrence v Union Dutchmen | W | 7-29 |
| NCAA Division I, FCS, Playoffs | 2018/10/13 17:30 | Union Dutchmen v Ithaca Bombers | L | 0-24 |
| NCAA Division I, FCS, Playoffs | 2018/10/06 16:00 | Hobart Statesmen v Union Dutchmen | L | 29-28 |
| NCAA Division I, FCS, Playoffs | 2018/09/22 17:00 | Union Dutchmen v Curry Colonels | W | 49-6 |
| NCAA Division I, FCS, Playoffs | 2019/09/14 16:00 | Springfield Pride v Kean Cougars | W | 21-14 |
| NCAA Division I, FCS, Playoffs | 2019/09/07 17:00 | Western New England Golden Bears v Springfield Pride | L | 33-17 |
| NCAA Division I, FCS, Playoffs | 2018/11/10 17:00 | Mit Engineers v Springfield Pride | L | 22-7 |
| NCAA Division I, FCS, Playoffs | 2018/11/03 16:00 | Springfield Pride v Maine Maritime Mariners | W | 44-7 |
| NCAA Division I, FCS, Playoffs | 2018/10/20 17:00 | Catholic Cardinals v Springfield Pride | W | 11-23 |
| NCAA Division I, FCS, Playoffs | 2018/10/13 18:00 | Springfield Pride v Merchant Marine Mariners | L | 14-17 |
| NCAA Division I, FCS, Playoffs | 2018/10/06 16:00 | Springfield Pride v Coast Guard Bears | W | 26-12 |
| NCAA Division I, FCS, Playoffs | 2018/09/29 17:00 | Norwich Cadets v Springfield Pride | W | 16-33 |