| 1 | Sat 3 Aug 2019 | 1-0 v Notts CountyEastleigh 1-0 Notts County | Vanarama National League |
| 2 | Sat 10 Aug 2019 | 0-2 v BarrowBarrow 2-0 Eastleigh | Vanarama National League |
| 3 | Tue 13 Aug 2019 | 1-1 v Sutton UnitedEastleigh 1-1 Sutton United | Vanarama National League |
| 4 | Sat 17 Aug 2019 | 0-2 v Stockport CountyStockport County 2-0 Eastleigh | Vanarama National League |
| 5 | Tue 29 Oct 2019 | 1-3 v Dover AthleticDover Athletic 3-1 Eastleigh | Vanarama National League |
| 6 | Sat 9 Nov 2019 | 2-2 v StourbridgeStourbridge 2-2 Eastleigh | Emirates FA Cup First Round |
| 7 | Tue 19 Nov 2019 | 3-0 v StourbridgeEastleigh 3-0 Stourbridge | Emirates FA Cup First Round Replay |
| 8 | Sat 23 Nov 2019 | 1-1 v FC Halifax TownFC Halifax Town 1-1 Eastleigh | Vanarama National League |
| 9 | Tue 26 Nov 2019 | 3-2 v Torquay UnitedEastleigh 3-2 Torquay United | Vanarama National League |
| 10 | Sat 30 Nov 2019 | 1-1 v Crewe AlexandraEastleigh 1-1 Crewe Alexandra | Emirates FA Cup Second Round |
| 11 | Tue 3 Dec 2019 | 0-2 v WrexhamEastleigh 0-2 Wrexham | Vanarama National League |
| 12 | Sat 7 Dec 2019 | 1-1 v Ebbsfleet UnitedEastleigh 1-1 Ebbsfleet United | Vanarama National League |
| 13 | Tue 10 Dec 2019 | 1-3 v Crewe AlexandraCrewe Alexandra 3-1 Eastleigh | Emirates FA Cup Second Round |
| 14 | Sat 21 Dec 2019 | 3-2 v BromleyBromley 2-3 Eastleigh | Vanarama National League |
| 15 | Sat 28 Dec 2019 | 2-2 v Boreham WoodBoreham Wood 2-2 Eastleigh | Vanarama National League |
| 16 | Wed 1 Jan 2020 | 1-3 v Aldershot TownAldershot Town 3-1 Eastleigh | Vanarama National League |
| 17 | Tue 7 Jan 2020 | 1-2 v Hartlepool UnitedHartlepool United 2-1 Eastleigh | Vanarama National League |
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