Pompey have been drawn away to Championship side Cardiff in the first round of the Carabao Cup.
The contest will take place at Cardiff City Stadium in the week beginning August 8, with confirmed details and ticket information to be announced in due course.
The tie means there will be an instant return to south Wales for new Pompey signing Marlon Pack.
The sides met at the same venue in this stage of the competition in 2017, with the hosts needing extra-time to progress.
Pompey exited the Carabao Cup to Championship opposition in the first round last season, narrowly losing 2-1 at Millwall.
Cardiff saw off Sutton to make it round two, where they were knocked out by top-flight Brighton.
Carabao Cup first round draw
|Norwich City v Birmingham City|
|Coventry City v Bristol City|
|Northampton Town v Wycombe Wanderers|
|Cardiff City v POMPEY|
|Charlton Athletic v Queens Park Rangers|
|Crawley Town v Bristol Rovers|
|Walsall v Swindon Town|
|Ipswich Town v Colchester United|
|Luton Town v Newport County|
|Reading v Stevenage|
|Plymouth Argyle v Peterborough United|
|AFC Wimbledon v Gillingham|
|Cheltenham Town v Exeter City|
|Milton Keynes Dons v Sutton United|
|Forest Green Rovers v Leyton Orient|
|Cambridge United v Millwall|
|Oxford United v Swansea City|
|Blackburn Rovers v Hartlepool United|
|Harrogate Town v Stockport County|
|Bolton Wanderers v Salford City|
|Morecambe v Stoke City|
|Blackpool v Barrow|
|West Bromwich Albion v Sheffield United|
|Sheffield Wednesday v Sunderland|
|Grimsby Town v Crewe Alexandra|
|Mansfield Town v Derby County|
|Accrington Stanley v Tranmere Rovers|
|Middlesbrough v Barnsley|
|Bradford City v Hull City|
|Rochdale v Burton Albion|
|Doncaster Rovers v Lincoln City|
|Huddersfield Town v Preston North End|
|Shrewsbury Town v Carlisle United|
|Port Vale v Rotherham United|
|Fleetwood Town v Wigan Athletic|