Fixtures are subject to change due to postponements and cup matches.
| Date | Team | Location | Type | Result | Scorers |
|---|---|---|---|---|---|
| 24.08.2019 | York City | Home (St Johns) | Pre-Season | ||
| 31.08.2019 | Sunderland | Pstpnd | Pre-Season | ||
| 07.09.2019 | Tournament | Leeds | Tournament | ||
| 14.09.2019 | Barnsley | Home | League | L 1-5 | Swift |
| 21.09.2019 | Spen Valley | Home | Yorks Cup Rd 1 | W 5-2 | Sidebottom 4, Dawes (Pen) |
| 28.09.2019 | Leeds | Away | League | L 3-0 | |
| 05.10.2019 | |||||
| 12.10.2019 | Hambleton & Richmond | Home | ESFA Rd 1 | L 2-2 (pens) | Gelder 2, (Pens Sidebottom, Cain) |
| 19.10.2019 | Calderdale | Away | League | L 4-3 | Gelder, Dawes, Sidebottom |
| 26.10.2019 | |||||
| 02.11.2019 | Sheffield | Away | Friendly | Cancelled | |
| 09.11.2019 | Doncaster Rovers Academy | Home | Friendly | Pstpnd | |
| 16.11.2019 | Pro Elite Coaching Academy | Home | Friendly | W 5-2 | Sidebottom 2, Dawes 2, Gayles |
| 23.11.2019 | Calderdale | Away | Yorks Cup Rd 2 | W 1-2 | Sidebottom, Swift |
| 30.11.2019 | Rotherham | Home | League | Pstpnd | |
| 07.12.2019 | Harrogate | Away | League | L 4-0 | |
| 14.12.2019 | |||||
| 21.12.2019 | |||||
| 28.12.2019 | |||||
| 04.01.2020 | East Riding | Home | League | L 0-3 | |
| 11.01.2020 | Wakefield | Home | League | L 2-3 | Sidebottom 2 |
| 18.01.2020 | |||||
| 25.01.2020 | Doncaster | Away | League | L 2-0 | |
| 01.02.2020 | East Riding | Away | Yorks Cup SF | L 4-4 (AET) Pens | Sidebottom 2, Swift, Hotson, Brown (Pen) |
| 08.02.2020 | Wakefield | Away | Friendly | ||
| 15.02.2020 | |||||
| 22.02.2020 | |||||
| 29.02.2020 | |||||
| 07.03.2020 | Sheffield | Home | League | L 0-5 | |
| 14.03.2020 | |||||
| 21.03.2020 | Spen Valley | Away | League | Pstpnd | |
| 28.03.2020 | |||||
| 04.04.2020 | Rotherham | Home | League | ||
| 11.04.2020 | |||||
| 18.04.2020 | |||||
| 25.04.2020 | North Yorkshire County trials | Thirsk School | |||
| 02.05.2020 | |||||
| 09.05.2020 | |||||
| 16.05.2020 | |||||
| 23.05.2020 | |||||
| 30.05.2020 | |||||
| 06.06.2020 |