Home History
| Club Friendly List | 2019/07/23 18:30 | Northallerton Town v Darlington 1883 | W | 0-4 |
| Club Friendly List | 2019/07/20 14:00 | Darlington 1883 v Halifax | L | 1-2 |
| Club Friendly List | 2019/07/15 18:00 | Bishop Auckland v Darlington 1883 | W | 1-4 |
| Club Friendly List | 2019/07/12 18:30 | Harrogate Town v Darlington 1883 | L | 2-1 |
| Club Friendly List | 2019/07/06 13:00 | Darlington 1883 v Motherwell | L | 0-3 |
| England National League North | 2019/04/27 14:00 | Darlington 1883 v Leamington | D | 1-1 |
| England National League North | 2019/04/22 14:00 | Guiseley v Darlington 1883 | L | 1-0 |
| England National League North | 2019/04/19 14:00 | Darlington 1883 v Bradford P A | W | 1-0 |
Away History
| England Premier League 2 | 2019/04/28 12:00 | Middlesbrough U23 v Newcastle U23 | L | 0-1 |
| England Premier League 2 | 2019/04/19 18:00 | Middlesbrough U23 v Stoke U23 | D | 2-2 |
| England Premier League 2 | 2019/04/12 18:00 | Norwich U23 v Middlesbrough U23 | W | 2-3 |
| England Premier League 2 | 2019/04/07 12:00 | Middlesbrough U23 v Sunderland U23 | D | 0-0 |
| England Premier League 2 | 2019/03/09 13:00 | Reading U23 v Middlesbrough U23 | D | 2-2 |
| England Premier League 2 | 2019/03/01 19:00 | Middlesbrough U23 v Wolverhampton U23 | D | 0-0 |
| England Premier League 2 | 2019/02/18 19:00 | Aston Villa U23 v Middlesbrough U23 | D | 1-1 |
| England Premier League 2 | 2019/01/13 13:00 | Middlesbrough U23 v Southampton U23 | L | 1-2 |