Home History
| USA USL Championship | 2016/05/09 23:00 | Penn FC v Charleston Battery | L | 2-3 |
| USA USL Championship | 2016/05/07 23:00 | Penn FC v FC Cincinnati | D | 1-1 |
| USA USL Championship | 2016/04/30 22:05 | RNY FC v Penn FC | L | 2-1 |
| USA USL Championship | 2016/04/25 23:00 | Penn FC v Orlando City II | W | 2-1 |
| USA USL Championship | 2016/04/22 23:00 | Penn FC v Louisville City FC | L | 2-3 |
| USA USL Championship | 2016/04/16 23:30 | Orlando City II v Penn FC | W | 0-1 |
| USA USL Championship | 2016/04/02 23:00 | Charlotte Independence v Penn FC | L | 2-1 |
| USA USL Championship | 2016/03/26 21:00 | Richmond Kickers v Penn FC | L | 3-1 |
Away History
| USA USL Championship | 2016/05/15 20:00 | Philadelphia Union II v FC Montreal | W | 2-1 |
| USA USL Championship | 2016/05/07 23:30 | Orlando City II v Philadelphia Union II | D | 2-2 |
| USA USL Championship | 2016/05/01 19:00 | Philadelphia Union II v Louisville City FC | D | 0-0 |
| USA USL Championship | 2016/04/24 19:00 | Philadelphia Union II v Charleston Battery | D | 0-0 |
| USA USL Championship | 2016/04/17 19:00 | Philadelphia Union II v Richmond Kickers | W | 2-1 |
| USA USL Championship | 2016/04/10 23:30 | New York Red Bulls II v Philadelphia Union II | L | 4-0 |
| USA USL Championship | 2016/04/03 19:00 | Philadelphia Union II v FC Cincinnati | L | 1-2 |
| USA USL Championship | 2016/03/25 23:00 | FC Montreal v Philadelphia Union II | W | 0-1 |