| Sunday 29th September 2019 | Cheltenham Youth League | Slimbridge U17 | 10-0 | Charlton Rovers U17 | ||
| Sunday 22nd September 2019 | Cheltenham Youth League | Slimbridge U17 | 6-0 | Frampton U17 | ||
| Sunday 15th September 2019 | Cheltenham Youth League | Slimbridge U17 | 11-0 | Swindon Village Bowmen U17 | ||
| Sunday 8th September 2019 | Cheltenham Youth League | Bishops Cleeve Colts U17 | 0-7 | Slimbridge U17 | ||
| Monday 7th October 2019 | Cheltenham Youth League Cup | Leckhampton Rovers U17 - Falcons | 0-5 | Slimbridge U17 | ||
| Sunday 20th October 2019 | Cheltenham Youth League Cup | Churchdown Panthers U17 | 2-2 | Slimbridge U17 | ||
| Sunday 27th October 2019 | Cheltenham Youth League | Slimbridge U17 | 4-0 | Dursley Town Boys U18 | ||
| Sunday 3rd November 2019 | Cheltenham Youth League | Longlevens U17 | 1-2 | Slimbridge U17 | ||
| Sunday 10th November 2019 | Cheltenham Youth League | Slimbridge U17 | 5-0 | Churchdown Panthers U17 | ||
| Sunday 17th November 2019 | GFA Under 18 County Cup | Gloucester City U18 | 3-4 | Slimbridge U17 | ||
| Sunday 24th November 2019 | Cheltenham Youth League | Slimbridge U17 | 3-1 | Leckhampton Rovers U17 - Falcons | ||
| Sunday 1st December 2019 | Cheltenham Youth League | Southside Star U17 | 0-11 | Slimbridge U17 | ||
| Sunday 8th December 2019 | Cheltenham Youth League | Leckhampton Rovers U17 - Lions | 3-1 | Slimbridge U17 | ||
| Sunday 15th December 2019 | GFA Under 18 County Cup | Cirencester U18 | 3-1 | Slimbridge U17 | ||
| Sunday 5th January 2020 | Cheltenham Youth League | Slimbridge U17 | 13-0 | GVR Chalford U17 | ||
| Sunday 19th January 2020 | Cheltenham Youth League | FC Barometrics U17 | 0-4 | Slimbridge U17 | ||
| Sunday 9th February 2020 | Cheltenham Youth League | Abbeymead Rovers U17 | 1-5 | Slimbridge U17 |