| 2019-08-03 15:00:0003/08/19 | Carlisle City v Chester-le-Street | 0 - 3 | Division 2 | 2019-20 | Gillford Park Stadium | | 103 |
| Andrew Clarkson 2 (51, 64), Anthonly Lee (76) |
| 2019-08-06 19:30:0006/08/19 | Chester-le-Street v Washington | 3 - 1 | Division 2 | 2019-20 | Moor Park | | 201 |
| Kevin Dixon (10) Craig Marron (35 pen) Andrew Clarkson (53) |
| Kieran Bloomfield (71 pen) |
| 2019-08-10 15:00:0010/08/19 | Chester-le-Street v Ryton & Crawcrook Albion | 0 - 6 | Division 2 | 2019-20 | Moor Park | | 150 |
| Philip Hodges (4), Jamie Dunn (15), Jack Cooper (38, 53), Scott Jasper (69), Callum Turnbull (75) |
| 2019-08-14 19:30:0014/08/19 | Heaton Stannington v Chester-le-Street | 3 - 1 | Division 2 | 2019-20 | Grounsell Park | | 148 |
| Daniel Sayer (16), Jonathan Wright 2 (66, 90) |
| Andrew Clarkson (9) |
| 2019-08-17 15:00:0017/08/19 | Easington Colliery v Chester-le-Street | 1 - 2 | Division 2 | 2019-20 | Welfare Park | | 111 |
| Jack Pounder (10) |
| Kevin Dixon (71) Luke Collins (82) |
| 2019-08-20 19:30:0020/08/19 | Chester-le-Street v Sunderland West End | 3 - 4 | Division 2 | 2019-20 | Moor Park | | 174 |
| Jack Brown (12) Michael Hepplewhite 2 (40, 81) |
| Cameron Old 2 (28, 51) Luke Richardson (36) Daniel Martin (64) |
| 2019-08-24 15:00:0024/08/19 | Chester-le-Street v Redcar Athletic | 0 - 3 | Division 2 | 2019-20 | Moor Park | | 104 |
| Paul Young (12) Michael Woodhouse (13) Gary Redman (46) |
| 2019-08-31 15:00:0031/08/19 | Chester-le-Street v Garforth Town | 1 - 2 | | 2019-20 | Moor Park | FA VaseFirst Qualifying Round | 105 |
| Jack Brown (67) |
| Sean Hunter (57) Dan Williams (87) |
| 2019-09-07 15:00:0007/09/19 | Durham City v Chester-le-Street | 0 - 5 | Division 2 | 2019-20 | Hall Lane | | 85 |
| Jak Mitchell (26) Luke Collins (52) Kevin Dixon (66) Andrew Clarkson (68) Harry Whisker (80) |
| 2019-09-10 19:30:0010/09/19 | Chester-Le-Street v Birtley Town | 2 - 1 | League Cup - Group H | 2019-20 | Moor Park | | 108 |
| Luke Collins (8) Thomas Souter (77 og) |
| Oliver Leedham (73) |
| 2019-09-14 15:00:0014/09/19 | Newcastle University v Chester-le-Street | 3 - 1 | Division 2 | 2019-20 | Kimberley Park | | 60 |
| Niza Chilufya 2 (25, 45 pen) Joseph Robertson (53) |
| Daniel Hepplewhite (24) |
| 2019-09-21 15:00:0021/09/19 | Chester-le-Street v Billingham Synthonia | 0 - 1 | Division 2 | 2019-20 | Moor Park | | 129 |
| Kevin Dixon sent off (93) |
| Ben Pollock (10) |
| 2019-09-24 19:30:0024/09/19 | Whitley Bay v Chester-Le-Street | 2 - 0 | League Cup - Group H | 2019-20 | Hillheads Park | | 126 |
| Tom Bramley (6) Brad Hird (57) |
| 2019-09-28 15:00:0028/09/19 | Chester-le-Street v Jarrow | 2 - 1 | Division 2 | 2019-20 | Moor Park | | 137 |
| Michael Hepplewhite 2 (45, 75) |
| Daniel Smith (55) |
| 2019-10-01 19:30:0001/10/19 | Chester-Le-Street v Durham City | 3 - 2 | League Cup - Group H | 2019-20 | Moor Park | | 112 |
| Michael Hepplewhite (20) Alexander Walker (30) Ricky Fenwick (84) |
| Callum Banki 2 (12, 57) |
| 2019-10-05 15:00:0005/10/19 | Chester-le-Street v Willington | 3 - 2 | Division 2 | 2019-20 | Moor Park | | 158 |
| Michael Hepplewhite 2 (31, 89), Luke Collins (39) |
| Ashley Davies (56), Jordan Lee (76) |
| 2019-10-08 19:30:0008/10/19 | Hebburn Town v Chester-Le-Street | 3 - 0 | League Cup - Group H | 2019-20 | The Energy Check Sports Ground | | 139 |
| Michael Richardson (31), Oliver Martin (63), Jack Robson (81) |
| 2019-10-15 19:45:0015/10/19 | Spennymoor Town v Chester-le-Street | 6 - 0 | | 2019-20 | The Brewery Field | Durham Challenge CupFirst Round | 305 |
| Gavid Cogden 2 (29, 39) Ryan Hall (46) Adam Boyd 2 (61, 90) Mark Anderson (87) |
| 2019-10-26 15:00:0026/10/19 | Chester-le-Street v Esh Winning | 1 - 2 | Division 2 | 2019-20 | Moor Park | | 158 |
| Conor Lyon (90) |
| Nicholas Marley (75) Channon North (78 pen) |
| 2019-10-29 19:30:0029/10/19 | Chester-le-Street v Crook Town | 1 - 4 | Division 2 | 2019-20 | Moor Park | | 112 |
| Kevin Dixon (30) |
| Callum Johnston (10) Tom Gavin (48) Dane Eltringham (75) Christian Holliday (87) |
| 2019-11-08 19:30:0008/11/19 | Chester-le-Street v Birtley Town [P] | 19:30:007:30 pm | Division 2 | 2019-20 | Moor Park | | |
| 2019-11-13 19:30:0013/11/19 | West Allotment Celtic v Chester-le-Street | 2 - 1 | Division 2 | 2019-20 | Druid Park | | 75 |
| Matthew Hayton (64) Jack Errington (84) |
| Nathan Wade (48) |
| 2019-11-16 15:00:0016/11/19 | Tow Law Town v Chester-le-Street | 15:00:003:00 pm | Division 2 | 2019-20 | Ironworks Road | | |
| 2019-11-19 19:45:0019/11/19 | Chester-le-Street v Carlisle City | 19:45:007:45 pm | | 2019-20 | Moor Park | Comtek Ernest Armstrong Memorial CupSecond Round | |
| 2019-11-23 15:00:0023/11/19 | Chester-le-Street v Brandon United | 15:00:003:00 pm | Division 2 | 2019-20 | Moor Park | | |
| 2019-11-27 19:45:0027/11/19 | Bedlington Terriers v Chester-le-Street | 19:45:007:45 pm | Division 2 | 2019-20 | Doctor Pit Park | | |
| 2019-11-30 15:00:0030/11/19 | Washington v Chester-le-Street | 15:00:003:00 pm | Division 2 | 2019-20 | New Ferens Park | | |
| 2019-12-07 15:00:0007/12/19 | Chester-le-Street v Heaton Stannington | 15:00:003:00 pm | Division 2 | 2019-20 | Moor Park | | |
| 2019-12-14 15:00:0014/12/19 | Sunderland West End v Chester-le-Street | 15:00:003:00 pm | Division 2 | 2019-20 | Nissan Sports Complex | | |
| 2019-12-28 15:00:0028/12/19 | Jarrow v Chester-le-Street | 15:00:003:00 pm | Division 2 | 2019-20 | Perth Green CA | | |
| 2020-01-04 15:00:0004/01/20 | Chester-le-Street v Carlisle City | 15:00:003:00 pm | Division 2 | 2019-20 | Moor Park | | |
| 2020-01-11 15:00:0011/01/20 | Ryton & Crawcrook Albion v Chester-le-Street | 15:00:003:00 pm | Division 2 | 2019-20 | Kingsley Park | | |
| 2020-01-18 15:00:0018/01/20 | Chester-le-Street v Easington Colliery | 15:00:003:00 pm | Division 2 | 2019-20 | Moor Park | | |
| 2020-01-25 15:00:0025/01/20 | Redcar Athletic v Chester-le-Street | 15:00:003:00 pm | Division 2 | 2019-20 | Green Lane | | |
| 2020-02-01 15:00:0001/02/20 | Chester-le-Street v Durham City | 15:00:003:00 pm | Division 2 | 2019-20 | Moor Park | | |
| 2020-02-08 15:00:0008/02/20 | Chester-le-Street v West Allotment Celtic | 15:00:003:00 pm | Division 2 | 2019-20 | Moor Park | | |
| 2020-02-15 15:00:0015/02/20 | Billingham Synthonia v Chester-le-Street | 15:00:003:00 pm | Division 2 | 2019-20 | Norton (Teesside) Sports Complex | | |
| 2020-02-22 15:00:0022/02/20 | Chester-le-Street v Newcastle University | 15:00:003:00 pm | Division 2 | 2019-20 | Moor Park | | |
| 2020-02-29 15:00:0029/02/20 | Willington v Chester-le-Street | 15:00:003:00 pm | Division 2 | 2019-20 | Hall Lane | | |
| 2020-03-07 15:00:0007/03/20 | Crook Town v Chester-le-Street | 15:00:003:00 pm | Division 2 | 2019-20 | The Sir Tom Cowie Millfield | | |
| 2020-03-14 15:00:0014/03/20 | Chester-le-Street v Bedlington Terriers | 15:00:003:00 pm | Division 2 | 2019-20 | Moor Park | | |
| 2020-03-21 15:00:0021/03/20 | Esh Winning v Chester-le-Street | 15:00:003:00 pm | Division 2 | 2019-20 | The WindowsPlusRoofs Arena | | |
| 2020-04-03 19:45:0003/04/20 | Birtley Town v Chester-le-Street | 19:45:007:45 pm | Division 2 | 2019-20 | The Robinson Heating & Plumbing Stadium | | |
| 2020-04-11 15:00:0011/04/20 | Chester-le-Street v Tow Law Town | 15:00:003:00 pm | Division 2 | 2019-20 | Moor Park | | |
| 2020-04-18 15:00:0018/04/20 | Brandon United v Chester-le-Street | 15:00:003:00 pm | Division 2 | 2019-20 | Welfare Ground | | |
