Fellow League Two side to visit FrattonPompey have been drawn at home to Wycombe in the first round of the Emirates FA Cup.
The tie will be played at Fratton Park on the weekend of November 5-6.
The sides have already clashed on the south coast this season, with the Blues triumphing 4-2 in September's League Two fixture.
Pompey have won three of their previous eight meetings, with Wanderers triumphing on just one occasion.
But this will be the first time that the sides have faced off in the FA Cup.
Paul Cook's side made it as far as the fourth round last season, seeing off Macclesfield, Accrington and Ipswich before being knocked out by Bournemouth.
Wycombe beat Halifax and Millwall, and then bowed out against Aston Villa in a third round replay.
Emirates FA Cup first round draw
Sheffield United v Leyton Orient
Millwall v Southend United
Dagenham & Redbridge v FC Halifax Town
Merstham v Oxford United
Taunton Town or Hemel Hempstead Town v Barrow
Southport v Fleetwood Town
Yeovil Town v Solihull Moors
Stockport County v Torquay United or Woking
Dartford v Sutton United
Walsall v Macclesfield Town
Port Vale v Stevenage
Northampton Town v Harrow Borough or Margate
Cambridge United v Dover Athletic
Westfields v York City or Curzon Ashton
Milton Keynes Dons v Spennymoor Town
Gillingham v Brackley Town
Alfreton Town or Gateshead v Newport County
POMPEY v Wycombe Wanderers
Maidstone United v Rochdale
Bury v AFC Wimbledon
St Albans City v Carlisle United
Boreham Wood v Notts County
Mansfield Town v Plymouth Argyle
Braintree Town v Eastbourne Borough
Hartlepool United v Wrexham or Stamford
Bolton Wanderers v Grimsby Town
Bradford City v Accrington Stanley
Oldham Athletic v Doncaster Rovers
Eastleigh v Swindon Town
Shrewsbury Town v Barnet
Morecambe v Coventry City
Crawley Town v Bristol Rovers
Whitehawk v Stourbridge
Colchester United v Chesterfield
Lincoln City or Guiseley v Altrincham
Exeter City v Luton Town
Charlton Athletic v Scunthorpe United
Cheltenham Town v Crewe Alexandra
Peterborough United v Chesham United
Blackpool v Kidderminster Harriers