| 2019-08-03 15:00:003rd August 2019 | Sunderland West End FC  | 0 - 2 |  Crook Town AFC | 15:00:003:00 pm | Ebac Northern League Division 2 | N/A |
| 2019-08-07 19:30:007th August 2019 | Crook Town AFC | 1 - 0 |  Brandon United | 19:30:007:30 pm | Ebac Northern League Division 2 | N/A |
| 2019-08-14 19:45:0014th August 2019 | Washington  | 0 - 4 | Crook Town AFC | 19:45:007:45 pm | Ebac Northern League Division 2 | N/A |
| 2019-08-17 15:00:0017th August 2019 | Ryton & Crawcrook Albion  | 3 - 2 | Crook Town AFC | 15:00:003:00 pm | Ebac Northern League Division 2 | N/A |
| 2019-08-21 19:30:0021st August 2019 | Crook Town AFC | 0 - 4 |  Heaton Stannington | 19:30:007:30 pm | Ebac Northern League Division 2 | N/A |
| 2019-08-24 15:00:0024th August 2019 | Crook Town AFC | 2 - 2 |  Easington Colliery | 15:00:003:00 pm | Ebac Northern League Division 2 | N/A |
| 2019-08-31 15:00:3331st August 2019 | Crook Town AFC | 2 - 1 | Brandon United | 15:00:333:00 pm | FA Vase | N/A |
| 2019-09-04 19:45:194th September 2019 | Washington | 0 - 2 | Crook Town AFC | 19:45:197:45 pm | E Armstrong Memorial Trophy | N/A |
| 2019-09-07 15:00:007th September 2019 | Redcar Athletic  | 2 - 0 | Crook Town AFC | 15:00:003:00 pm | Ebac Northern League Division 2 | N/A |
| 2019-09-10 19:30:1110th September 2019 | Billingham Town  | 3 - 2 | Crook Town AFC | 19:30:117:30 pm | League Cup | N/A |
| 2019-09-14 15:00:3114th September 2019 | Cleator Moor Celtic  | 0 - 2 | Crook Town AFC | 15:00:313:00 pm | FA Vase | N/A |
| 2019-09-18 19:30:5718th September 2019 | Boldon CA FC  | 4 - 3 | Crook Town AFC | 19:30:577:30 pm | Durham Challenge Cup | N/A |
| 2019-09-21 15:00:0021st September 2019 | Crook Town AFC | 4 - 0 |  West Allotment Celtic | 15:00:003:00 pm | Ebac Northern League Division 2 | N/A |
| 2019-09-25 19:30:1025th September 2019 | Crook Town AFC | 3 - 0 | Washington | 19:30:107:30 pm | League Cup | N/A |
| 2019-09-28 15:00:0028th September 2019 | Billingham Synthonia  | 2 - 1 | Crook Town AFC | 15:00:003:00 pm | Ebac Northern League Division 2 | N/A |
| 2019-10-02 19:30:442nd October 2019 | Crook Town AFC | 2 - 5 |  Sunderland RCA | 19:30:447:30 pm | League Cup | N/A |
| 2019-10-05 15:00:005th October 2019 | Crook Town AFC | 0 - 2 |  Newcastle University AFC | 15:00:003:00 pm | Ebac Northern League Division 2 | N/A |
| 2019-10-12 15:00:3812th October 2019 | Longridge Town FC  | 4 - 2 | Crook Town AFC | 15:00:383:00 pm | FA Vase | N/A |
| 2019-10-15 19:30:2915th October 2019 | Sunderland Ryhope CW  | 1 - 0 | Crook Town AFC | 19:30:297:30 pm | League Cup | N/A |
| 2019-10-18 19:30:0018th October 2019 | Crook Town AFC | 3 - 0 |  Willington | 19:30:007:30 pm | Ebac Northern League Division 2 | N/A |
| 2019-10-29 19:30:0029th October 2019 | Chester-le-Street Town  | 1 - 4 | Crook Town AFC | 19:30:007:30 pm | Ebac Northern League Division 2 | N/A |
| 2019-11-01 19:30:001st November 2019 | Esh Winning  | 2 - 3 | Crook Town AFC | 19:30:007:30 pm | Ebac Northern League Division 2 | N/A |
| 2019-11-12 19:30:0012th November 2019 | Durham City  | 1 - 4 | Crook Town AFC | 19:30:007:30 pm | Ebac Northern League Division 2 | N/A |
| 2019-12-04 19:30:004th December 2019 | Crook Town AFC | 3 - 1 |  Jarrow | 19:30:007:30 pm | Ebac Northern League Division 2 | N/A |
| 2019-12-07 15:00:007th December 2019 | Crook Town AFC | 3 - 0 | Washington | 15:00:003:00 pm | Ebac Northern League Division 2 | N/A |
| 2019-12-11 19:30:2611th December 2019 | Crook Town AFC | 0 - 1 | Newcastle University AFC | 19:30:267:30 pm | E Armstrong Memorial Trophy | N/A |
| 2019-12-14 15:00:0014th December 2019 | Heaton Stannington | 0 - 1 | Crook Town AFC | 15:00:003:00 pm | Ebac Northern League Division 2 | N/A |
| 2019-12-28 15:00:0028th December 2019 | Crook Town AFC | 2 - 2 |  Carlisle City FC | 15:00:003:00 pm | Ebac Northern League Division 2 | N/A |
| 2020-01-04 15:00:004th January 2020 | Crook Town AFC | 3 - 1 | Sunderland West End FC | 15:00:003:00 pm | Ebac Northern League Division 2 | N/A |
| 2020-01-08 19:30:008th January 2020 | Crook Town AFC | 1 - 2 |  Tow Law Town | 19:30:007:30 pm | Ebac Northern League Division 2 | N/A |
| 2020-01-18 15:00:0018th January 2020 | Crook Town AFC | 5 - 2 | Ryton & Crawcrook Albion | 15:00:003:00 pm | Ebac Northern League Division 2 | N/A |
| 2020-01-25 15:00:0025th January 2020 | Easington Colliery | 2 - 2 | Crook Town AFC | 15:00:003:00 pm | Ebac Northern League Division 2 | N/A |
| 2020-02-01 15:00:001st February 2020 | Crook Town AFC | 2 - 1 | Redcar Athletic | 15:00:003:00 pm | Ebac Northern League Division 2 | N/A |
| 2020-02-05 19:30:005th February 2020 | Crook Town AFC | 5 - 0 |  Bedlington Terriers | 19:30:007:30 pm | Ebac Northern League Division 2 | N/A |
| 2020-02-08 15:00:438th February 2020 | Crook Town AFC | 4 - 0 | Durham City | 15:00:433:00 pm | Ebac Northern League Division 2 | N/A |
| 2020-02-15 15:00:0015th February 2020 | West Allotment Celtic | 2 - 4 | Crook Town AFC | 15:00:003:00 pm | Ebac Northern League Division 2 | N/A |
| 2020-02-29 15:00:0029th February 2020 | Newcastle University AFC | 1 - 5 | Crook Town AFC | 15:00:003:00 pm | Ebac Northern League Division 2 | N/A |
| 2020-03-03 19:45:003rd March 2020 | Birtley Town  | 0 - 3 | Crook Town AFC | 19:45:007:45 pm | Ebac Northern League Division 2 | N/A |
| 2020-03-07 15:00:007th March 2020 | Crook Town AFC | 0 - 1 | Chester-le-Street Town | 15:00:003:00 pm | Ebac Northern League Division 2 | N/A |
| 2020-03-13 19:45:0013th March 2020 | Willington | - | Crook Town AFC | 19:45:00Cancelled | Ebac Northern League Division 2 | N/A |
| 2020-03-18 19:45:0018th March 2020 | Brandon United | - | Crook Town AFC | 19:45:00Cancelled | Ebac Northern League Division 2 | N/A |
| 2020-03-21 15:00:0021st March 2020 | Bedlington Terriers | - | Crook Town AFC | 15:00:00Cancelled | Ebac Northern League Division 2 | N/A |
| 2020-03-27 19:30:0027th March 2020 | Crook Town AFC | - | Esh Winning | 19:30:00Cancelled | Ebac Northern League Division 2 | N/A |
| 2020-03-31 19:45:0031st March 2020 | Carlisle City FC | - | Crook Town AFC | 19:45:00Cancelled | Ebac Northern League Division 2 | N/A |
| 2020-04-04 15:00:004th April 2020 | Jarrow | - | Crook Town AFC | 15:00:00Cancelled | Ebac Northern League Division 2 | N/A |
| 2020-04-08 19:30:008th April 2020 | Crook Town AFC | - | Birtley Town | 19:30:00Cancelled | Ebac Northern League Division 2 | N/A |
| 2020-04-18 15:00:0018th April 2020 | Tow Law Town | - | Crook Town AFC | 15:00:00Cancelled | Ebac Northern League Division 2 | N/A |
| 2020-04-25 15:00:0025th April 2020 | Crook Town AFC | - | Billingham Synthonia | 15:00:00Cancelled | Ebac Northern League Division 2 | N/A |
