| 1 | Sat 10 Aug 2019 | 0-2 v BarrowBarrow 2-0 Eastleigh | Vanarama National League |
| 2 | Tue 13 Aug 2019 | 1-1 v Sutton UnitedEastleigh 1-1 Sutton United | Vanarama National League |
| 3 | Sat 17 Aug 2019 | 0-2 v Stockport CountyStockport County 2-0 Eastleigh | Vanarama National League |
| 4 | Sat 24 Aug 2019 | 1-1 v Dagenham & RedbridgeEastleigh 1-1 Dagenham & Redbridge | Vanarama National League |
| 5 | Mon 26 Aug 2019 | 2-1 v Solihull MoorsSolihull Moors 1-2 Eastleigh | Vanarama National League |
| 6 | Sat 31 Aug 2019 | 1-2 v BarnetEastleigh 1-2 Barnet | Vanarama National League |
| 7 | Sat 14 Sep 2019 | 1-1 v BromleyEastleigh 1-1 Bromley | Vanarama National League |
| 8 | Sat 21 Sep 2019 | 1-3 v AFC FyldeAFC Fylde 3-1 Eastleigh | Vanarama National League |
| 9 | Tue 24 Sep 2019 | 3-2 v Torquay UnitedTorquay United 2-3 Eastleigh | Vanarama National League |
| 10 | Sat 28 Sep 2019 | 1-1 v Hartlepool UnitedEastleigh 1-1 Hartlepool United | Vanarama National League |
| 11 | Sat 5 Oct 2019 | 2-1 v ChesterfieldChesterfield 1-2 Eastleigh | Vanarama National League |
| 12 | Tue 8 Oct 2019 | 2-1 v Maidenhead UnitedEastleigh 2-1 Maidenhead United | Vanarama National League |
| 13 | Sat 12 Oct 2019 | 0-0 v ChorleyEastleigh 0-0 Chorley | Vanarama National League |
| 14 | Tue 29 Oct 2019 | 1-3 v Dover AthleticDover Athletic 3-1 Eastleigh | Vanarama National League |
| 15 | Sat 9 Nov 2019 | 2-2 v StourbridgeStourbridge 2-2 Eastleigh | Emirates FA Cup First Round |
| 16 | Tue 19 Nov 2019 | 3-0 v StourbridgeEastleigh 3-0 Stourbridge | Emirates FA Cup First Round Replay |
| 17 | Sat 23 Nov 2019 | 1-1 v FC Halifax TownFC Halifax Town 1-1 Eastleigh | Vanarama National League |
| 18 | Tue 26 Nov 2019 | 3-2 v Torquay UnitedEastleigh 3-2 Torquay United | Vanarama National League |
| 19 | Sat 30 Nov 2019 | 1-1 v Crewe AlexandraEastleigh 1-1 Crewe Alexandra | Emirates FA Cup Second Round |
| 20 | Tue 3 Dec 2019 | 0-2 v WrexhamEastleigh 0-2 Wrexham | Vanarama National League |
| 21 | Sat 7 Dec 2019 | 1-1 v Ebbsfleet UnitedEastleigh 1-1 Ebbsfleet United | Vanarama National League |
| 22 | Tue 10 Dec 2019 | 1-3 v Crewe AlexandraCrewe Alexandra 3-1 Eastleigh | Emirates FA Cup Second Round |
| 23 | Sat 21 Dec 2019 | 3-2 v BromleyBromley 2-3 Eastleigh | Vanarama National League |
| 24 | Sat 28 Dec 2019 | 2-2 v Boreham WoodBoreham Wood 2-2 Eastleigh | Vanarama National League |
| 25 | Wed 1 Jan 2020 | 1-3 v Aldershot TownAldershot Town 3-1 Eastleigh | Vanarama National League |
| 26 | Tue 7 Jan 2020 | 1-2 v Hartlepool UnitedHartlepool United 2-1 Eastleigh | Vanarama National League |
| 27 | Sat 1 Feb 2020 | 2-0 v WokingEastleigh 2-0 Woking | Vanarama National League |
| 28 | Tue 11 Feb 2020 | 2-2 v AFC FyldeEastleigh 2-2 AFC Fylde | Vanarama National League |
| 29 | Sat 22 Feb 2020 | 0-3 v Harrogate TownHarrogate Town 3-0 Eastleigh | Vanarama National League |
| 30 | Sat 7 Mar 2020 | 0-0 v WrexhamWrexham 0-0 Eastleigh | Vanarama National League |
| 31 | Sat 14 Mar 2020 | 0-4 v Notts CountyNotts County 4-0 Eastleigh | Vanarama National League |
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