Pompey saw off Harrogate, Altrincham, Fleetwood and Barnsley to earn an Emirates FA Cup glamour tie with Arsenal last season.
And Craig MacGillivray hopes they will get another chance to test themselves against one of English football’s giants in the 2020/21 competition.
However, they first have to deal with an Ipswich outfit who are sitting second in the League One standings.
The two sides will be battling for points when they clash at Portman Road in December, so MacGillivray wants the Blues to lay a marker down on Saturday.
He said: “The FA Cup is a historic competition and one that we certainly hold in high regard, so we want to go as far as we can.
“We played Arsenal last season and it would be great if we could get to the stage where we might face another Premier League team.
“They’re big days out and occasions that you definitely want to be a part of, but we’ve got to pass this test first.
"The FA Cup is a historic competition and one that we certainly hold in high regard, so we want to go as far as we can."
“We’re a massive club at this level, but Ipswich are another big side and it should be a really competitive game.
“It’s a break from the league and both teams will want to win as much as the other – it’s up to us to produce a performance on Saturday.
“We’ve obviously still go to play them twice more and so we want to be able to put down a benchmark by giving a good account of ourselves.
“It would be nice if we could put one over on Ipswich before we go there for the league game next month.”
Pompey head to Suffolk having won six of their past eight league fixtures and sit just outside of the top six in League One.
MacGillivray said: “Everyone’s really together and fighting for the same goal, which is to win promotion – as it is every season.
“It’s still early days, but we’ve been firing on all cylinders lately and we’re looking like a really strong side.”