The EFL have confirmed details for Thursday's draws in the EFL Trophy and Carabao Cup.
EFL Trophy
League One and League Two clubs have been placed into pre-determined groups, with consideration given to ensure travel time is minimised.
Pompey are in Southern Group E, alongisde reigning League Two champions Leyton Orient and fourth tier side Gillingham.
The latter have Oli Hawkins and Shaun Williams in their ranks, while Kenny Jackett – who guided the Blues to Wembley glory in this competition in 2019 – is their director of football.
Pompey will face one of those clubs on home soil and one away, but there will also be another Fratton contest against an invited under-21 club.
That will be confirmed when the draw takes place live on Sky Sports News from 11.30am on Thursday.
Southern Groups
| Group A | Group B | Group C | Group D |
| Forest Green | Charlton | AFC Wimbledon | Cambridge |
| Shrewsbury | Crawley | Stevenage | Colchester |
| Walsall | Sutton | Wycombe | Peterborough |
| Group E | Group F | Group G | Group H |
| Gillingham | MK Dons | Exeter | Bristol Rovers |
| Leyton Orient | Northampton | Reading | Cheltenham |
| POMPEY | Oxford | Swindon | Newport |
Invited Clubs
| No. | Team |
| 1 | Arsenal U21 |
| 2 | Aston Villa U21 |
| 3 | Brighton U21 |
| 4 | Chelsea U21 |
| 5 | Crystal Palace U21 |
| 6 | Fulham U21 |
| 7 | Tottenham U21 |
| 8 | West Ham U21 |
Northern Groups
| Group A | Group B | Group C | Group D |
| Barrow | Crewe | Accrington | Fleetwood |
| Blackpool | Port Vale | Carlisle | Tranmere |
| Morecambe | Wrexham | Harrogate | Wigan |
| Group E | Group F | Group G | Group H |
| Bolton | Barnsley | Derby | Burton |
| Salford | Bradford | Lincoln | Doncaster |
| Stockport | Grimsby | Notts County | Mansfield |
Invited Clubs
| No. | Team |
| 1 | Everton U21 |
| 2 | Liverpool U21 |
| 3 | Leicester U21 |
| 4 | Manchester City U21 |
| 5 | Manchester United U21 |
| 6 | Newcastle U21 |
| 7 | Nottingham Forest U21 |
| 8 | Wolves U21 |
Carabao Cup
The Carabao Cup round one draw will take place live on Sky Sports News at 2.30pm on Thursday.
A total of 36 fixtures will be drawn, with all 72 EFL clubs, including newly promoted Notts County and Wrexham, included.
The 12 Premier League clubs not competing in Europe will join in round two, with the other eight top-flight sides entering in round three.
The round one draw will see teams drawn in northern and southern sections, with matches scheduled to take place in the week commencing August 7.
Southern Section
| No. | Team |
| 1 | AFC Wimbledon |
| 2 | Birmingham City |
| 3 | Bristol City |
| 4 | Bristol Rovers |
| 5 | Cambridge United |
| 6 | Cardiff City |
| 7 | Charlton Athletic |
| 8 | Cheltenham Town |
| 9 | Colchester United |
| 10 | Coventry City |
| 11 | Crawley Town |
| 12 | Exeter City |
| 13 | Forest Green Rovers |
| 14 | Gillingham |
| 15 | Ipswich Town |
| 16 | Leyton Orient |
| 17 | Millwall |
| 18 | Milton Keynes Dons |
| 19 | Newport County |
| 20 | Northampton Town |
| 21 | Norwich City |
| 22 | Oxford United |
| 23 | Peterborough United |
| 24 | Plymouth Argyle |
| 25 | POMPEY |
| 26 | Queens Park Rangers |
| 27 | Reading |
| 28 | Southampton |
| 29 | Stevenage |
| 30 | Sutton United |
| 31 | Swansea City |
| 32 | Swindon Town |
| 33 | Watford |
| 34 | Wycombe Wanderers |
Northern Section
| No. | Team |
| 1 | Accrington Stanley |
| 2 | Barnsley |
| 3 | Barrow |
| 4 | Blackburn Rovers |
| 5 | Blackpool |
| 6 | Bolton Wanderers |
| 7 | Bradford City |
| 8 | Burton Albion |
| 9 | Carlisle United |
| 10 | Crewe Alexandra |
| 11 | Derby County |
| 12 | Doncaster Rovers |
| 13 | Fleetwood Town |
| 14 | Grimsby Town |
| 15 | Harrogate Town |
| 16 | Huddersfield Town |
| 17 | Hull City |
| 18 | Leeds United |
| 19 | Leicester City |
| 20 | Lincoln City |
| 21 | Mansfiedl Town |
| 22 | Middlesbrough |
| 23 | Morecambe |
| 24 | Notts County |
| 25 | Port Vale |
| 26 | Preston North End |
| 27 | Rotherham United |
| 28 | Salford City |
| 29 | Sheffield Wednesday |
| 30 | Shrewsbury Town |
| 31 | Stockport County |
| 32 | Stoke City |
| 33 | Sunderland |
| 34 | Tranmere Rovers |
| 35 | Walsall |
| 36 | West Bromwich Albion |
| 37 | Wigan Athletic |
| 38 | Wrexham |