Championship opposition in round three
Pompey have been drawn away to Championship side Ipswich in the third round of the Emirates FA Cup.
The tie will be played at Portman Road on the weekend of January 8-11.
It is a repeat of the third round of the 2007/08 competition, when David Nugent set the Blues on the way to lifting the trophy at Wembley.
The only other meeting between the sides in the FA Cup took place at the same stage two years earlier.
That game also finished 1-0 in Pompey’s favour, with Dario Silva scoring the only goal of the tie.
The Blues have won 11 of their 41 clashes with the Suffolk outfit, while Ipswich have come out on top on 19 occasions.
Pompey were beaten 1-0 on their most recent visit to Portman Road for a Championship encounter in October 2011.
The Tractor Boys – who beat Arsenal to lift the trophy for the only time in 1978 – took Southampton to a replay before exiting in the third round last term.
Paul Cook’s side, meanwhile, have already seen off Macclesfield and Accrington at Fratton Park to reach this stage of the competition.
Emirates FA Cup third round draw
Watford v Newcastle United
West Bromwich Albion v Bristol City
West Ham United v Wolverhampton Wanderers
Exeter City v Liverpool
Salford City or Hartlepool United v Derby County
Colchester United v Charlton Athletic
Tottenham Hotspur v Leicester City
Northampton Town v Milton Keynes Dons
Peterborough United v Preston North End
Newport County v Blackburn Rovers
Arsenal v Sunderland
Birmingham City v AFC Bournemouth
Ipswich Town v POMPEY
Sheffield Wednesday v Fulham
Wycombe Wanderers v Aston Villa
Brentford v Chesterfield or Walsall
Oxford United v Swansea City
Manchester United v Sheffield United
Bury v Bradford City
Southampton v Crystal Palace
Everton v Dagenham & Redbridge or Whitehawk
Nottingham Forest v Queens Park Rangers
Eastleigh v Bolton Wanderers
Chelsea v Leyton Orient or Scunthorpe United
Carlisle United v Yeovil Town
Leeds United v Rotherham United
Doncaster Rovers v Stoke City
Huddersfield Town v Reading
Cardiff City v Grimsby Town or Shrewsbury Town
Norwich City v Manchester City
Middlesbrough v Burnley
Hull City v Brighton & Hove Albion
Emirates FA Cup third round draw
Watford v Newcastle United
West Bromwich Albion v Bristol City
West Ham United v Wolverhampton Wanderers
Exeter City v Liverpool
Salford City or Hartlepool United v Derby County
Colchester United v Charlton Athletic
Tottenham Hotspur v Leicester City
Northampton Town v Milton Keynes Dons
Peterborough United v Preston North End
Newport County v Blackburn Rovers
Arsenal v Sunderland
Birmingham City v AFC Bournemouth
Ipswich Town v POMPEY
Sheffield Wednesday v Fulham
Wycombe Wanderers v Aston Villa
Brentford v Chesterfield or Walsall
Oxford United v Swansea City
Manchester United v Sheffield United
Bury v Bradford City
Southampton v Crystal Palace
Everton v Dagenham & Redbridge or Whitehawk
Nottingham Forest v Queens Park Rangers
Eastleigh v Bolton Wanderers
Chelsea v Leyton Orient or Scunthorpe United
Carlisle United v Yeovil Town
Leeds United v Rotherham United
Doncaster Rovers v Stoke City
Huddersfield Town v Reading
Cardiff City v Grimsby Town or Shrewsbury Town
Norwich City v Manchester City
Middlesbrough v Burnley
Hull City v Brighton & Hove Albion