1 | Sat 3 Aug 2019 | 1-3 v Sutton UnitedHartlepool United 1-3 Sutton United | Vanarama National League |
2 | Tue 6 Aug 2019 | 0-2 v FC Halifax TownFC Halifax Town 2-0 Hartlepool United | Vanarama National League |
3 | Sat 10 Aug 2019 | 1-0 v Maidenhead UnitedMaidenhead United 0-1 Hartlepool United | Vanarama National League |
4 | Sat 21 Sep 2019 | 0-2 v Dover AthleticHartlepool United 0-2 Dover Athletic | Vanarama National League |
5 | Tue 24 Sep 2019 | 1-1 v ChesterfieldHartlepool United 1-1 Chesterfield | Vanarama National League |
6 | Sat 28 Sep 2019 | 1-1 v EastleighEastleigh 1-1 Hartlepool United | Vanarama National League |
7 | Sat 12 Oct 2019 | 3-0 v Aldershot TownAldershot Town 0-3 Hartlepool United | Vanarama National League |
8 | Sat 26 Oct 2019 | 2-0 v BarnetHartlepool United 2-0 Barnet | Vanarama National League |
9 | Sat 2 Nov 2019 | 2-2 v Notts CountyNotts County 2-2 Hartlepool United | Vanarama National League |
10 | Tue 5 Nov 2019 | 0-1 v Solihull MoorsHartlepool United 0-1 Solihull Moors | Vanarama National League |
11 | Tue 12 Nov 2019 | 4-1 v Yeovil TownYeovil Town 1-4 Hartlepool United | Emirates FA Cup First Round |
12 | Sat 16 Nov 2019 | 2-2 v Ebbsfleet UnitedEbbsfleet United 2-2 Hartlepool United | Vanarama National League |
13 | Sat 23 Nov 2019 | 2-2 v Boreham WoodHartlepool United 2-2 Boreham Wood | Vanarama National League |
14 | Sun 1 Dec 2019 | 2-2 v Exeter CityExeter City 2-2 Hartlepool United | Emirates FA Cup Second Round |
15 | Tue 10 Dec 2019 | 1-0 v Exeter CityHartlepool United 1-0 Exeter City | Emirates FA Cup Second Round Replay |
16 | Wed 22 Jan 2020 | 1-3 v CelticKilmarnock 1-3 Celtic | Ladbrokes Premiership |
17 | Sat 25 Jan 2020 | 1-2 v St JohnstoneSt Johnstone 2-1 Kilmarnock | Ladbrokes Premiership |
18 | Sat 1 Feb 2020 | 3-1 v Ross CountyKilmarnock 3-1 Ross County | Ladbrokes Premiership |
19 | Wed 5 Feb 2020 | 3-2 v Heart of MidlothianHeart of Midlothian 2-3 Kilmarnock | Ladbrokes Premiership |
20 | Sat 8 Feb 2020 | 0-0 v AberdeenAberdeen 0-0 Kilmarnock | William Hill Scottish Cup Fifth Round |
21 | Wed 12 Feb 2020 | 2-1 v RangersKilmarnock 2-1 Rangers | Ladbrokes Premiership |
22 | Sun 16 Feb 2020 | 1-2 v HibernianKilmarnock 1-2 Hibernian | Ladbrokes Premiership |
23 | Wed 19 Feb 2020 | 3-4 v AberdeenKilmarnock 3-4 Aberdeen | William Hill Scottish Cup Fifth Round Replay |
24 | Sun 23 Feb 2020 | 1-3 v CelticCeltic 3-1 Kilmarnock | Ladbrokes Premiership |
25 | Wed 4 Mar 2020 | 2-2 v AberdeenKilmarnock 2-2 Aberdeen | Ladbrokes Premiership |
26 | Sat 7 Mar 2020 | 0-1 v Hamilton AcademicalHamilton Academical 1-0 Kilmarnock | Ladbrokes Premiership |