Pompey will travel to League Two side Stevenage as part of their pre-season preparations.
Kenny Jackett’s side visit Broadhall Way for a friendly encounter on Saturday, July 14 (3pm kick-off).
Boro triumphed 3-0 when the teams last met there in March 2017, although the Blues went on to secure the fourth tier title.
A Pompey XI will also face three local non-league outfits, travelling to Moneyfields on Tuesday, July 10 (7.45pm kick-off), Gosport on Tuesday, July 17 (7.30pm kick-off) and Bognor on Tuesday, July 24 (7.45pm kick-off).
Friendly matches have already been confirmed against Cork and Havant & Waterlooville.
| Date | Opposition | KO |
| Mon, July 2 | Cork City (A) | 7pm |
| Sat, July 7 | Hawks (A) | 3pm |
| Tue, July 10 | Moneyfields (A)* | 7.45pm |
| Sat, July 14 | Stevenage (A) | 3pm |
| Tue, July 17 | Gosport (A)* | 7.30pm |
| Tue, July 24 | Bognor (A)* | 7.45pm |
*Pompey XI fixture, with the side likely containing a mixture of first team and younger players.