| 2020-08-01 16:00:02Aug 1, 2020 | Walthamstow  | 2 - 1 |  Harpenden Town | Friendly | N/A | Report |
| 2020-08-08 13:30:51Aug 8, 2020 | Bearsted  | 2 - 0 | Walthamstow | Friendly | N/A | Report |
| 2020-08-11 19:30:16Aug 11, 2020 | Wingate & Finchley  | 3 - 2 | Walthamstow | Friendly | N/A | Report |
| 2020-08-15 15:00:31Aug 15, 2020 | Halstead Town  | 1 - 2 | Walthamstow | Friendly | N/A | Report |
| 2020-08-18 19:45:59Aug 18, 2020 | Walthamstow | 0 - 1 |  Barking | Friendly | N/A | Report |
| 2020-08-22 15:00:42Aug 22, 2020 | Walthamstow | 1 - 4 |  Welwyn Garden City | Friendly | N/A | Report |
| 2020-08-25 19:45:01Aug 25, 2020 | Tring Athletic  | 19:45:01Postponed | Walthamstow | Friendly | N/A | Report |
| 2020-08-29 15:00:15Aug 29, 2020 | Walthamstow | 1 - 1 |  Enfield Town | Friendly | N/A | Report |
| 2020-09-01 19:45:47Sep 1, 2020 | Walthamstow | 3 - 2 |  London Lions | FA Cup | N/A | Report |
| 2020-09-05 15:00:01Sep 5, 2020 | Sporting Bengal United  | 1 - 3 | Walthamstow | Essex Senior League | N/A | Report |
| 2020-09-08 19:45:32Sep 8, 2020 | Walthamstow | 1 - 2 |  Stansted | Essex Senior League | N/A | Report |
| 2020-09-12 15:00:03Sep 12, 2020 | Walthamstow | 1 - 1 |  Cockfosters | FA Cup | N/A | Report |
| 2020-09-15 19:45:02Sep 15, 2020 | Walthamstow | 2 - 3 |  Southend Manor | Essex Senior League | N/A | Report |
| 2020-09-19 15:00:32Sep 19, 2020 | Harwich & Parkstone  | 1 - 1 | Walthamstow | FA Vase | N/A | Report |
| 2020-09-22 19:45:10Sep 22, 2020 | Walthamstow | 19:45:107:45 pm |  St Margaretsbury | FA Cup | N/A | Preview |
| 2020-09-25 19:45:01Sep 25, 2020 | West Essex  | 19:45:017:45 pm | Walthamstow | Essex Senior League | N/A | Preview |
| 2020-09-29 19:45:14Sep 29, 2020 | Walthamstow | 19:45:147:45 pm |  Hashtag United | Essex Senior League | N/A | Preview |
| 2020-10-03 15:00:47Oct 3, 2020 | Takeley  | 15:00:473:00 pm | Walthamstow | Essex Senior League | N/A | Preview |
| 2020-10-06 19:45:33Oct 6, 2020 | Walthamstow | 19:45:337:45 pm |  Woodford Town | Essex Senior League | N/A | Preview |
| 2020-10-10 15:00:39Oct 10, 2020 | Walthamstow | 15:00:393:00 pm | London Lions | FA Vase | N/A | Preview |
| 2020-10-13 19:45:37Oct 13, 2020 | Hoddesdon Town  | 19:45:377:45 pm | Walthamstow | Essex Senior League | N/A | Preview |
| 2020-10-17 15:00:44Oct 17, 2020 | Walthamstow | 15:00:443:00 pm |  Sawbridgeworth Town | Essex Senior League | N/A | Preview |
| 2020-10-20 19:45:22Oct 20, 2020 | St Margaretsbury | 19:45:227:45 pm | Walthamstow | Essex Senior League | N/A | Preview |
| 2020-10-24 15:00:56Oct 24, 2020 | Saffron Walden  | 15:00:563:00 pm | Walthamstow | Essex Senior League | N/A | Preview |
| 2020-10-27 19:45:34Oct 27, 2020 | Clapton  | 19:45:347:45 pm | Walthamstow | Essex Senior League | N/A | Preview |
| 2020-10-31 15:00:53Oct 31, 2020 | Walthamstow | 15:00:533:00 pm | Cockfosters | Essex Senior League | N/A | Preview |
| 2020-11-07 15:00:15Nov 7, 2020 | Ilford  | 15:00:153:00 pm | Walthamstow | Essex Senior League | N/A | Preview |
| 2020-11-14 15:00:56Nov 14, 2020 | Walthamstow | 15:00:563:00 pm |  Enfield | Essex Senior League | N/A | Preview |
| 2020-11-21 15:00:12Nov 21, 2020 | Redbridge  | 15:00:123:00 pm | Walthamstow | Essex Senior League | N/A | Preview |
| 2020-11-28 15:00:19Nov 28, 2020 | Southend Manor | 15:00:193:00 pm | Walthamstow | Essex Senior League | N/A | Preview |
| 2020-12-05 15:00:46Dec 5, 2020 | Walthamstow | 15:00:463:00 pm | Sporting Bengal United | Essex Senior League | N/A | Preview |
| 2020-12-12 15:00:00Dec 12, 2020 | Walthamstow | 15:00:003:00 pm | West Essex | Essex Senior League | N/A | Preview |
| 2020-12-19 15:00:41Dec 19, 2020 | Hadley  | 15:00:413:00 pm | Walthamstow | Essex Senior League | N/A | Preview |
| 2021-01-02 15:00:19Jan 2, 2021 | Walthamstow | 15:00:193:00 pm | Takeley | Essex Senior League | N/A | Preview |
| 2021-01-09 15:00:36Jan 9, 2021 | Stansted | 15:00:363:00 pm | Walthamstow | Essex Senior League | N/A | Preview |
| 2021-01-16 15:00:47Jan 16, 2021 | Woodford Town | 15:00:473:00 pm | Walthamstow | Essex Senior League | N/A | Preview |
| 2021-01-23 15:00:38Jan 23, 2021 | Cockfosters | 15:00:383:00 pm | Walthamstow | Essex Senior League | N/A | Preview |
| 2021-01-30 15:00:55Jan 30, 2021 | Walthamstow | 15:00:553:00 pm | Saffron Walden | Essex Senior League | N/A | Preview |
| 2021-02-05 15:00:31Feb 5, 2021 | Walthamstow | 15:00:313:00 pm | Redbridge | Essex Senior League | N/A | Preview |
| 2021-02-13 15:00:57Feb 13, 2021 | Enfield | 15:00:573:00 pm | Walthamstow | Essex Senior League | N/A | Preview |
| 2021-02-20 15:00:23Feb 20, 2021 | Walthamstow | 15:00:233:00 pm | Ilford | Essex Senior League | N/A | Preview |
| 2021-03-06 15:00:19Mar 6, 2021 | Hashtag United | 15:00:193:00 pm | Walthamstow | Essex Senior League | N/A | Preview |
| 2021-03-13 15:00:23Mar 13, 2021 | Walthamstow | 15:00:233:00 pm | Clapton | Essex Senior League | N/A | Preview |
| 2021-03-20 15:00:47Mar 20, 2021 | Walthamstow | 15:00:473:00 pm | St Margaretsbury | Essex Senior League | N/A | Preview |
| 2021-03-27 15:00:20Mar 27, 2021 | Sawbridgeworth Town | 15:00:203:00 pm | Walthamstow | Essex Senior League | N/A | Preview |
| 2021-04-03 15:00:05Apr 3, 2021 | Walthamstow | 15:00:053:00 pm | Hoddesdon Town | Essex Senior League | N/A | Preview |
| 2021-04-17 15:00:29Apr 17, 2021 | Walthamstow | 15:00:293:00 pm | Hadley | Essex Senior League | N/A | Preview |
