| 1 | Sat 19 Sep | 124-1 v Larkhall AthleticPortland United 4-1 Larkhall Athletic | Southern League - South Division |
| 2 | Tue 29 Sep | 171-2 v Falmouth TownPortland United 1-2 Falmouth Town | Southern League - South Division |
| 3 | Sat 3 Oct | 172-1 v BidefordBideford 1-2 Portland United | Southern League - South Division |
| 4 | Sat 10 Oct | 120-4 v Sporting Club InkberrowPortland United 0-4 Sporting Club Inkberrow | Southern League - South Division |
| 5 | Tue 13 Oct | 123-2 v Exmouth TownPortland United 3-2 Exmouth Town | Southern League - South Division |
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