Paul Cook’s Pompey will take on League Two rivals Wycombe Wanderers in the FA Cup first-round proper.
The Blues will host the tie at Fratton Park after being picked out by two-time FA Cup winner Paul Ince in tonight’s draw.
Former Pompey keeper David James, who won the Cup with the Blues in 2008, then drew Wycombe out.
The Chairboys are currently 16th in League Two after a poor start to the season.
The ties will be played on the weekend of November 4 to 7 November.