| 2019-07-13 15:00:1813th July 2019 | Haringey Borough FC (A) | 3 - 3 | Pre-Season Friendly |
| 2019-07-16 19:30:1816th July 2019 | Hanworth Villa (A) | 2 - 2 | Pre-Season Friendly |
| 2019-07-20 15:00:0620th July 2019 | AFC Wimbledon XI (H) | 4 - 0 | Pre-Season Friendly |
| 2019-07-23 19:30:2223rd July 2019 | Spelthorne Sports (A) | 0 - 1 | Pre-Season Friendly |
| 2019-07-27 15:00:2127th July 2019 | Horsham YMCA (A) | 0 - 7 | Pre-Season Friendly |
| 2019-08-03 15:00:203rd August 2019 | Merstham (A) | 1 - 1 | Pre-Season Friendly |
| 2019-08-17 15:00:0717th August 2019 | Ware FC (A) | 3 - 3 | BetVictor Isthmian League Division One South Central |
| 2019-08-20 19:45:0020th August 2019 | Marlow FC (H) | 2 - 2 | BetVictor Isthmian League Division One South Central |
| 2019-08-24 15:00:5424th August 2019 | Phoenix Sports (A) | 0 - 6 | FA Cup |
| 2019-08-26 15:00:0026th August 2019 | Uxbridge FC (A) | 2 - 1 | BetVictor Isthmian League Division One South Central |
| 2019-08-31 15:00:0031st August 2019 | Harlow Town FC (H) | 1 - 2 | BetVictor Isthmian League Division One South Central |
| 2019-09-03 19:45:003rd September 2019 | Northwood (A) | 2 - 3 | Isthmian League Cup |
| 2019-09-07 15:00:537th September 2019 | Hanwell Town (A) | 2 - 3 | FA Cup |
| 2019-09-14 15:00:0014th September 2019 | South Park FC (A) | 3 - 0 | BetVictor Isthmian League Division One South Central |
| 2019-09-17 19:45:0017th September 2019 | Northwood FC (A) | 3 - 1 | BetVictor Isthmian League Division One South Central |
| 2019-09-21 15:00:3421st September 2019 | Haringey Borough (A) | 5 - 0 | FA Cup |
| 2019-09-24 19:45:0024th September 2019 | Uxbridge FC (H) | 0 - 0 | Isthmian League Cup |
| 2019-10-12 15:00:5012th October 2019 | Heybridge Swifts FC (H) | 0 - 2 | FA Trophy |
| 2019-10-15 19:45:5815th October 2019 | Hanworth Villa (A) | 2 - 3 | Middlesex Senior Cup |
| 2019-10-19 15:00:0019th October 2019 | Hertford Town FC (H) | 2 - 3 | BetVictor Isthmian League Division One South Central |
| 2019-10-27 15:00:0027th October 2019 | FC Romania (A) | 2 - 2 | BetVictor Isthmian League Division One South Central |
| 2019-10-29 19:45:0029th October 2019 | Hanwell Town FC (H) | 2 - 2 | BetVictor Isthmian League Division One South Central |
| 2019-11-02 15:00:002nd November 2019 | Bracknell Town FC (H) | 1 - 5 | BetVictor Isthmian League Division One South Central |
| 2019-11-05 19:45:255th November 2019 | Barnet FC (A) | 19:45:25Postponed | Middlesex Senior Cup |
| 2019-11-09 15:00:009th November 2019 | Barking FC (A) | 3 - 1 | BetVictor Isthmian League Division One South Central |
| 2019-11-12 19:45:0012th November 2019 | Ashford Town FC (H) | 2 - 0 | Isthmian League Cup |
| 2019-11-16 15:00:0016th November 2019 | Chalfont St Peter FC (H) | 15:00:003:00 pm | BetVictor Isthmian League Division One South Central |
| 2019-11-19 19:45:0019th November 2019 | Tooting & Mitcham Utd (A) | 19:45:007:45 pm | BetVictor Isthmian League Division One South Central |
| 2019-11-23 15:00:0023rd November 2019 | Westfield FC (A) | 15:00:003:00 pm | BetVictor Isthmian League Division One South Central |
| 2019-11-26 19:45:0026th November 2019 | Bedfont Sports FC (A) | 19:45:007:45 pm | Isthmian League Cup |
| 2019-11-30 15:00:0030th November 2019 | Bedfont Sports FC (H) | 15:00:003:00 pm | BetVictor Isthmian League Division One South Central |
| 2019-12-07 15:00:007th December 2019 | Waltham Abbey FC (A) | 15:00:003:00 pm | BetVictor Isthmian League Division One South Central |
| 2019-12-14 15:00:0014th December 2019 | Chertsey Town FC (H) | 15:00:003:00 pm | BetVictor Isthmian League Division One South Central |
| 2019-12-21 15:00:0021st December 2019 | Ashford Town FC (A) | 15:00:003:00 pm | BetVictor Isthmian League Division One South Central |
| 2020-01-01 15:00:001st January 2020 | Uxbridge FC (H) | 15:00:003:00 pm | BetVictor Isthmian League Division One South Central |
| 2020-01-04 15:00:004th January 2020 | Harlow Town FC (A) | 15:00:003:00 pm | BetVictor Isthmian League Division One South Central |
| 2020-01-11 15:00:0011th January 2020 | Chipstead FC (H) | 15:00:003:00 pm | BetVictor Isthmian League Division One South Central |
| 2020-01-18 15:00:0018th January 2020 | Hertford Town FC (A) | 15:00:003:00 pm | BetVictor Isthmian League Division One South Central |
| 2020-01-25 15:00:0025th January 2020 | Tooting & Mitcham Utd (H) | 15:00:003:00 pm | BetVictor Isthmian League Division One South Central |
| 2020-02-01 15:00:001st February 2020 | Hanwell Town FC (A) | 15:00:003:00 pm | BetVictor Isthmian League Division One South Central |
| 2020-02-04 19:45:004th February 2020 | Northwood FC (H) | 19:45:007:45 pm | BetVictor Isthmian League Division One South Central |
| 2020-02-08 15:00:008th February 2020 | Waltham Abbey FC (H) | 15:00:003:00 pm | BetVictor Isthmian League Division One South Central |
| 2020-02-15 15:00:0015th February 2020 | Chertsey Town FC (A) | 15:00:003:00 pm | BetVictor Isthmian League Division One South Central |
| 2020-02-22 15:00:0022nd February 2020 | Bracknell Town FC (A) | 15:00:003:00 pm | BetVictor Isthmian League Division One South Central |
| 2020-02-29 15:00:0029th February 2020 | FC Romania (H) | 15:00:003:00 pm | BetVictor Isthmian League Division One South Central |
| 2020-03-07 15:00:007th March 2020 | Chalfont St Peter FC (A) | 15:00:003:00 pm | BetVictor Isthmian League Division One South Central |
| 2020-03-14 15:00:0014th March 2020 | Barking FC (H) | 15:00:003:00 pm | BetVictor Isthmian League Division One South Central |
| 2020-03-21 15:00:0021st March 2020 | South Park FC (H) | 15:00:003:00 pm | BetVictor Isthmian League Division One South Central |
| 2020-03-28 15:00:0028th March 2020 | Chipstead FC (A) | 15:00:003:00 pm | BetVictor Isthmian League Division One South Central |
| 2020-04-04 15:00:004th April 2020 | Ware FC (H) | 15:00:003:00 pm | BetVictor Isthmian League Division One South Central |
| 2020-04-11 15:00:0011th April 2020 | Marlow FC (A) | 15:00:003:00 pm | BetVictor Isthmian League Division One South Central |
| 2020-04-13 15:00:0013th April 2020 | Ashford Town FC (H) | 15:00:003:00 pm | BetVictor Isthmian League Division One South Central |
| 2020-04-18 15:00:0018th April 2020 | Westfield FC (H) | 15:00:003:00 pm | BetVictor Isthmian League Division One South Central |
| 2020-04-25 15:00:0025th April 2020 | Bedfont Sports FC (A) | 15:00:003:00 pm | BetVictor Isthmian League Division One South Central |
