| 2024-02-25 13:00 | Grp.A | Larissa |  | 0-0 |  | Levadiakos FC | ||
| 2024-02-04 14:00 | Grp.A | Larissa | | 2-0 |  | Kozani | Theocharis Iliadis 6', Kostas Papageorgiou 20' | |
| 2024-01-28 14:00 | Grp.A | Larissa | | 1-0 |  | Anagennisi Karditsa | Luca Andrada 6' | |
| 2024-01-13 14:00 | Grp.A | Larissa | | 2-0 |  | Aiolikos | Dimitrios Mavrias 20', Theocharis Iliadis 22' | |
| 2024-01-04 15:00 | Grp.A | Larissa | | 1-1 |  | AEK B | Marios Ogboe 68'; Apostolos Christopoulos 51' | |
| 2023-12-11 14:00 | Grp.A | Larissa | | 3-0 |  | Apollon Pontou | Fabricio Pedrozo 23' 37', Leandro Otormín 48' | |
| 2023-12-06 14:30 | 1/8 | Larissa | | 1-1 |  | Atromitos | ||
| 2023-12-03 14:00 | Grp.A | Larissa | | 1-0 |  | Niki Volos | Kostas Papageorgiou 81' | |
| 2023-11-11 14:00 | Grp.A | Larissa | | 2-0 |  | PAOK B | Kostas Plegas 15', Kostas Papageorgiou 73' | |
| 2023-10-22 15:00 | Grp.A | Larissa | | 1-1 |  | Makedonikos FC | Theocharis Iliadis 49'; Kostas Tsamouris 68' | |
| 2023-10-11 15:00 | Grp.A | Larissa | | 1-0 |  | Iraklis 1908 | Ahmed Ouattara 87' | |
| 2023-09-27 15:00 | 4R | Larissa | | 3-0 |  | Tilykratis Lefkadas | ||
| 2023-09-24 15:00 | Grp.A | Larissa | | 2-1 |  | Kampaniakos | Marios Ogboe 22', Kostas Papageorgiou 40'; Stelios Pozoglou 36' |
