Stadium: Westside Athletic Complex Round: 1
| NCAA Division I, FCS, Playoffs | 2018/11/10 17:00 | Western Connecticut Colonials v Westfield State Owls | L | 13-27 |
| NCAA Division I, FCS, Playoffs | 2019/10/12 21:00 | Western Connecticut Colonials v Massachusetts Maritime Buccaneers | W | 38-21 |
| NCAA Division I, FCS, Playoffs | 2019/09/28 18:30 | Worcester State Lancers v Western Connecticut Colonials | W | 28-42 |
| NCAA Division I, FCS, Playoffs | 2019/09/21 20:30 | Bridgewater v Western Connecticut Colonials | W | 33-42 |
| NCAA Division I, FCS, Playoffs | 2019/09/14 22:00 | Western Connecticut Colonials v Dean Bulldogs | W | 41-16 |
| NCAA Division I, FCS, Playoffs | 2019/09/07 17:00 | William Paterson Pioneers v Western Connecticut Colonials | W | 9-12 |
| NCAA Division I, FCS, Playoffs | 2018/11/10 17:00 | Western Connecticut Colonials v Westfield State Owls | L | 13-27 |
| NCAA Division I, FCS, Playoffs | 2018/11/03 21:00 | Western Connecticut Colonials v Framingham | L | 26-48 |
| NCAA Division I, FCS, Playoffs | 2018/10/27 18:00 | Fitchburg v Western Connecticut Colonials | W | 12-33 |
| NCAA Division I, FCS, Playoffs | 2019/10/12 16:00 | Westfield State Owls v Plymouth State Panthers | L | 13-38 |
| NCAA Division I, FCS, Playoffs | 2019/10/05 16:00 | Bridgewater v Westfield State Owls | L | 41-17 |
| NCAA Division I, FCS, Playoffs | 2019/09/28 18:00 | Westfield State Owls v Massachusetts Maritime Buccaneers | L | 7-31 |
| NCAA Division I, FCS, Playoffs | 2019/09/21 16:00 | Framingham v Westfield State Owls | L | 48-21 |
| NCAA Division I, FCS, Playoffs | 2019/09/13 23:00 | Westfield State Owls v Western New England Golden Bears | L | 35-56 |
| NCAA Division I, FCS, Playoffs | 2019/09/07 17:00 | Union Dutchmen v Westfield State Owls | L | 42-7 |
| NCAA Division I, FCS, Playoffs | 2018/11/10 17:00 | Western Connecticut Colonials v Westfield State Owls | W | 13-27 |
| NCAA Division I, FCS, Playoffs | 2018/10/27 17:00 | Westfield State Owls v Plymouth State Panthers | L | 7-10 |