| 2019-08-31 15:00:00August 31, 2019 | Oadby Wyggestonians Colts vs Oakham | 7 - 39 | Oadby Wyggestonian |
| 2019-09-07 15:00:00September 7, 2019 | South Leicester Festival vs Oadby Wyggestonians Colts | 14 - 4 | South |
| 2019-09-14 15:00:00September 14, 2019 | Syston (Lge) vs Oadby Wyggestonians Colts | 42 - 5 | Syston |
| 2019-09-21 14:45:25September 21, 2019 | Oadby Wyggestonian Colts vs Rugby St Andrews Colts | 19 - 22 | Oadby Wyggestonian |
| 2019-09-28 15:00:00September 28, 2019 | Oadby Wyggestonians Colts vs Hinckley (Lge) | 15:00:00Canceled | Oadby Wyggestonian |
| 2019-10-05 15:00:00October 5, 2019 | Market Harborough (Lge) vs Oadby Wyggestonians Colts | 57 - 12 | Harborough |
| 2019-10-12 14:45:50October 12, 2019 | Oadby Wyggestonian Colts vs Leamington | 7 - 28 | Oadby Wyggestonian |
| 2019-10-18 14:00:00October 18, 2019 | Holt vs Oadby Wyggestonian Colts (Tour) | 45 - 21 | |
| 2019-10-26 15:00:00October 26, 2019 | Oadby Wyggestonians Colts vs Ampthill | 15:00:00Canceled | Oadby Wyggestonian |
| 2019-10-31 19:30:00October 31, 2019 | Ashby vs Oadby Wyggestonian Colts | 27 - 6 | Ashby |
| 2019-11-09 14:15:00November 9, 2019 | Oadby Wyggestonians Colts vs Lutterworth (Lge) | 7 - 19 | Oadby Wyggestonian |
| 2019-11-16 14:15:35November 16, 2019 | Oadby Wyggestonian Colts vs Peterborough Colts | 14:15:35Canceled | Oadby Wyggestonian |
| 2019-11-23 14:15:00November 23, 2019 | Oadby Wyggestonians Colts vs South Leicester (Lge) | 10 - 24 | Oadby Wyggestonian |
| 2019-11-30 14:15:00November 30, 2019 | Oadby Wyggestonians Colts vs Nuneaton | 0 - 47 | Oadby Wyggestonian |
| 2019-12-07 14:15:00December 7, 2019 | Oadby Wyggestonians Colts vs Loughborough Colts | 14:15:00Canceled | Oadby Wyggestonian |
| 2019-12-14 14:15:00December 14, 2019 | Oadby Wyggestonians Colts vs Ashby | 14:15:00Canceled | Oadby Wyggestonian |
| 2019-12-21 14:15:00December 21, 2019 | Market Bosworth (Lge) vs Oadby Wyggestonians Colts | 14:15:00Postponed | Market Bosworth |
| 2020-01-04 13:00:00January 4, 2020 | Leicester Forest (Lge) vs Oadby Wyggestonians Colts | 46 - 5 | Leicester Forest |
| 2020-01-11 14:15:00January 11, 2020 | Pinley vs Oadby Wyggestonians Colts | 33 - 17 | Pinley |
| 2020-01-18 14:15:00January 18, 2020 | Oadby Wyggestonians Colts vs Loughborough (Lge) | 14:15:00Canceled | Oadby Wyggestonian |
| 2020-01-25 14:00:00January 25, 2020 | Oakham vs Oadby Wyggestonian Colts (County Cup) | 51 - 0 | Oakham |
| 2020-02-08 14:15:00February 8, 2020 | Oakham (Lge) vs Oadby Wyggestonians Colts | 17 - 10 | Oakham |
| 2020-02-22 14:15:00February 22, 2020 | Oadby Wyggestonians Colts vs Ashby (Lge) | 14:15:00Postponed | Oadby Wyggestonian |
| 2020-02-29 14:15:00February 29, 2020 | Oadby Wyggestonians Colts vs Pinley | 14:15:00Canceled | Oadby Wyggestonian |
| 2020-03-07 14:00:00March 7, 2020 | Oadby Wyggestonian Colts vs Ashby Colts | 6 - 5 | Oadby Wyggestonian |
| 2020-03-14 14:00:02March 14, 2020 | Oadby Wyggestonian Colts vs Rugby St Andrews Colts | 46 - 10 | Oadby Wyggestonian |
| 2020-03-21 15:00:00March 21, 2020 | Oadby Wyggestonian Colts vs Oakham Colts (League playoff) | 15:00:00Canceled | Oadby Wyggestonian |
| 2020-03-28 13:00:25March 28, 2020 | Oadby Wyggestonian Colts vs Newbold on Avon Colts | 13:00:25Canceled | Oadby Wyggestonian |
| 2020-04-04 15:00:00April 4, 2020 | Mkt Harborough Colts vs Oadby Wyggestonian Colts | 15:00:00Canceled | Oadby Wyggestonian |
| 2020-04-18 15:00:00April 18, 2020 | League Play Off Final vs League Play Off Final | 15:00:00Canceled | |
| 2020-04-25 11:00:12April 25, 2020 | Oadby Wyggestonian Colts vs Brentwood RFC U17s | 11:00:12Canceled | Oadby Wyggestonian |
