| 2024-04-20 15:00 | D45 | Portsmouth |  | 1-2 |  | Wigan Athletic | Kusini Yengi 85'; Luke Chambers 22', Josh Magennis 83' | |
| 2024-04-16 19:45 | D40 | Portsmouth | | 3-2 |  | Barnsley | Kusini Yengi 9', Colby Bishop 83' (pen.), Conor Shaughnessy 89'; Devante Cole 6', John McAtee 59' | |
| 2024-04-06 15:00 | D43 | Portsmouth | | 3-1 |  | Shrewsbury Town | Colby Bishop 42' (pen.) 77'; Chey Dunkley 3' (o.g.), Jordan Shipley 29' | |
| 2024-04-02 20:00 | D42 | Portsmouth | | 2-2 |  | Derby County | Abu Kamara 27', Owen Moxon 77'; Joe Ward 23' 35' | |
| 2024-03-12 19:45 | D38 | Portsmouth | | 2-1 |  | Burton Albion | Kusini Yengi 45' (pen.) 63'; John Brayford 80' | |
| 2024-03-02 15:00 | D36 | Portsmouth | | 2-1 |  | Oxford United | Callum Lang 2', Christian Saydee 67'; Cameron Brannagan 6' (pen.) | |
| 2024-02-17 15:00 | D34 | Portsmouth | | 4-1 |  | Reading | Paddy Lane 36', Marlon Pack 49', Callum Lang 59', Colby Bishop 84'; Charlie Savage 89' | |
| 2024-02-13 19:45 | D33 | Portsmouth | | 3-1 |  | Cambridge United | Kusini Yengi 44' (pen.), Myles Peart-Harris 59', Abu Kamara 71'; Danny Andrew 38' | |
| 2024-02-03 15:00 | D31 | Portsmouth | | 4-1 |  | Northampton Town | Connor Ogilvie 7', Paddy Lane 16' 58', Callum Lang 70'; Marc Leonard 89' | |
| 2024-01-13 15:00 | D28 | Portsmouth | | 0-3 |  | Leyton Orient | Shaq Forde 30', Jordan Brown 35', Dan Agyei 45' | |
| 2024-01-01 15:00 | D26 | Portsmouth | | 2-1 |  | Stevenage | Paddy Lane 12', Colby Bishop 33'; Louis Thompson 26' | |
| 2023-12-23 15:00 | D23 | Portsmouth | | 1-1 |  | Fleetwood Town | Colby Bishop 45' (pen.); Josh Earl 63' | |
| 2023-12-19 19:45 | 2R | Portsmouth | | 2-5 |  | AFC Wimbledon | Kusini Yengi 43', Gavin Whyte 58'; Aron Sasu 11', Josh Davison 22', Alex Pearce 28', Harry Pell 48', Ali Al-Hamadi 89' | |
| 2023-12-11 20:00 | D21 | Portsmouth | | 2-0 |  | Bolton Wanderers | Conor Shaughnessy 45', Kusini Yengi 88' | |
| 2023-11-25 15:00 | D19 | Portsmouth | | 0-4 |  | Blackpool | Owen Dale 9', Jake Beesley 56', CJ Hamilton 74', Albie Morgan 87' | |
| 2023-11-11 15:00 | D17 | Portsmouth | | 2-2 |  | Charlton Athletic | Abu Kamara 31', Colby Bishop 75' (pen.); Alfie May 71', Conor McGrandles 90' | |
| 2023-10-21 15:00 | D14 | Portsmouth | | 1-0 |  | Carlisle United | Conor Shaughnessy 90' | |
| 2023-10-10 19:45 | Grp.E | Portsmouth | | 5-1 |  | Gillingham | Tino Anjorin 11', Ben Stevenson 50', Kusini Yengi 54', Abu Kamara 72', Ryley Towler 80'; Jonny Williams 45' | |
| 2023-10-07 15:00 | D12 | Portsmouth | | 2-0 |  | Port Vale | Colby Bishop 53' 58' (pen.) | |
| 2023-10-03 19:45 | D11 | Portsmouth | | 2-1 |  | Wycombe Wanderers | Colby Bishop 58', Conor Shaughnessy 90'; Josh Scowen 22' | |
| 2023-09-23 15:00 | D9 | Portsmouth | | 2-1 |  | Lincoln City | Paddy Lane 8', Regan Poole 45'; Hakeeb Adelakun 5' | |
| 2023-09-02 15:00 | D6 | Portsmouth | | 3-1 |  | Peterborough United | Colby Bishop 38', Abu Kamara 43', Regan Poole 59'; Ricky Jade-Jones 20' | |
| 2023-08-29 19:45 | 2R | Portsmouth | | 1-1(4-5 pens) | | Peterborough United | Christian Saydee 51'; David Ajiboye 29' | |
| 2023-08-22 19:45 | Grp.E | Portsmouth | | 3-3(5-4 pens) |  | Fulham U21 | Sean Raggett 17' 51', Terry Devlin 28'; Chris Donnell 1', Martial Godo 39', Delano McCoy-Splatt 73' | |
| 2023-08-19 15:00 | D4 | Portsmouth | | 0-0 |  | Cheltenham Town | | |
| 2023-08-15 20:00 | D3 | Portsmouth | | 1-0 |  | Exeter City | Colby Bishop 70' | |
| 2023-08-05 15:00 | D1 | Portsmouth | | 1-1 |  | Bristol Rovers | Kusini Yengi 90'; Luke Thomas 24' | |
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