| 2018-07-21 15:30:26July 21, 2018 |   Holland FC vs Clapton CFC | 5 - 0 | | Eastcliff Recreation Ground | Recap |
| 2018-07-29 13:00:34July 29, 2018 |  West Essex FC vs Clapton CFC | 3 - 0 | | London Marathon Community Track | Recap |
| 2018-08-04 13:00:02August 4, 2018 |  Sporting Hackney FC vs Clapton CFC | 2 - 4 | | Mabley Green | Recap |
| 2018-08-07 19:30:53August 7, 2018 |  Enfield Town vs Clapton CFC | 4 - 0 | Brian Lomax Supporters Direct Cup | Queen Elizabeth II Stadium | Recap |
| 2018-08-11 15:00:24August 11, 2018 |  NW London FC vs Clapton CFC | 1 - 3 | | New River Sport and Fitness | Recap |
| 2018-08-18 14:30:42August 18, 2018 |  Epping Town FC vs Clapton CFC | 4 - 4 | | St John’s School | Recap |
| 2018-08-25 15:00:50August 25, 2018 |  Clapton CFC vs Wanderers FC | 5 - 2 | | The Stray Dog | Recap |
| 2018-09-01 12:00:26September 1, 2018 |  Clapton CFC vs London Samurai Rovers FC | 1 - 0 | | Wadham Lodge 3G | Recap |
| 2018-09-15 15:00:52September 15, 2018 |  Ealing Town FC vs Clapton CFC | 1 - 2 | Middlesex Counties League Division 1 Central & East | Park Club | Recap |
| 2018-09-22 14:00:19September 22, 2018 |  Clapton CFC vs Hutton FC | 4 - 5 | BBC Essex Premier Cup | The Stray Dog | Recap |
| 2018-09-29 14:30:25September 29, 2018 |  South Kilburn Reserves vs Clapton CFC | 2 - 4 | Jim Rogers President's Division One Cup | Northwick Park | Recap |
| 2018-10-06 14:30:49October 6, 2018 |  Clapton CFC vs FC Roast | 4 - 4 | Middlesex Counties League Division 1 Central & East | The Stray Dog | Recap |
| 2018-10-12 19:45:04October 12, 2018 |  Walthamstow FC vs Clapton CFC | 1 - 0 | | Wadham Lodge Stadium | Recap |
| 2018-10-20 14:30:19October 20, 2018 | Clapton CFC vs Epping Town FC | 3 - 1 | Anagram Records Trophy | The Stray Dog | Recap |
| 2018-11-03 14:00:16November 3, 2018 |  Clapton CFC vs Hereford Palace | 11 - 1 | Middlesex Counties League Division 1 Central & East | The Stray Dog | Recap |
| 2018-11-10 15:00:24November 10, 2018 |  Letchworth Garden City Eagles vs Clapton CFC | 0 - 2 | Anagram Records Trophy | Pixmore Playing Fields | Recap |
| 2018-11-17 12:15:25November 17, 2018 |  FC Deportivo Galicia Reserves vs Clapton CFC | 1 - 4 | Jim Rogers President's Division One Cup | Bedfont Sports | Recap |
| 2018-11-24 14:00:50November 24, 2018 | London Samurai vs Clapton CFC | 5 - 1 | Middlesex Counties League Division 1 Central & East | Spikes Bridge Park | Recap |
| 2018-12-01 14:00:45December 1, 2018 |  Clapton CFC vs Eastfield FC | 1 - 1 | Middlesex Counties League Division 1 Central & East | The Stray Dog | Recap |
| 2018-12-08 14:00:01December 8, 2018 |  The Curve vs Clapton CFC | 1 - 2 | Middlesex Counties League Division 1 Central & East | North Acton Playing Fields | Recap |
| 2018-12-15 14:00:07December 15, 2018 | Clapton CFC vs Ealing Town | 1 - 4 | Middlesex Counties League Division 1 Central & East | The Stray Dog | Recap |
| 2019-01-05 14:00:33January 5, 2019 |  Clapton CFC vs FC Star London | 1 - 3 | Middlesex Counties League Division 1 Central & East | The Stray Dog | Recap |
| 2019-01-12 14:00:08January 12, 2019 |  Stonewall FC vs Clapton CFC | 4 - 0 | Middlesex Counties League Division 1 Central & East | Barn Elms | Recap |
| 2019-01-19 13:30:18January 19, 2019 | Clapton CFC vs London Samurai (5-3 on pens) | 1 - 1 | Jim Rogers President's Division One Cup | The Stray Dog | Recap |
| 2019-01-26 12:15:09January 26, 2019 | Clapton CFC vs Eastfield FC | 2 - 1 | | Wadham Lodge 3G | Recap |
| 2019-02-02 14:00:37February 2, 2019 |  Clapton CFC vs Wilberforce Wanderers | 6 - 1 | Middlesex Counties League Division 1 Central & East | The Stray Dog | Recap |
| 2019-02-09 12:15:33February 9, 2019 | NW London FC vs Clapton CFC | 2 - 1 | Middlesex Counties League Division 1 Central & East | New River Sport and Fitness | Recap |
| 2019-02-16 14:00:19February 16, 2019 | Clapton CFC vs Stonewall FC | 5 - 1 | Middlesex Counties League Division 1 Central & East | The Stray Dog | Recap |
| 2019-02-23 14:15:36February 23, 2019 |  Clapton CFC vs Chipperfield Corinthians | 3 - 0 | Anagram Records Trophy | The Stray Dog | Recap |
| 2019-03-02 14:00:59March 2, 2019 | Wilberforce Wanderers vs Clapton CFC | 1 - 4 | Jim Rogers President's Division One Cup | New River Sport and Fitness | Recap |
| 2019-03-09 14:00:33March 9, 2019 | Wilberforce Wanderers vs Clapton CFC | 0 - 2 | Middlesex Counties League Division 1 Central & East | New River Sport and Fitness | Recap |
| 2019-03-16 14:00:25March 16, 2019 | FC Star London vs Clapton CFC | 1 - 3 | Middlesex Counties League Division 1 Central & East | Peter May Centre | Recap |
| 2019-03-23 15:00:07March 23, 2019 |  Ware Sports vs Clapton CFC | 1 - 3 | Anagram Records Trophy | Wodson Park | Recap |
| 2019-03-25 19:45:06March 25, 2019 |  Barkingside FC vs Clapton CFC | 0 - 0 | | Cricklefield Stadium | Recap |
| 2019-03-30 14:00:35March 30, 2019 | Eastfield vs Clapton CFC | 4 - 6 | Middlesex Counties League Division 1 Central & East | Ive Farm Sports Ground | Recap |
| 2019-04-03 19:45:20April 3, 2019 | Clapton CFC vs NW London FC | 4 - 4 | Middlesex Counties League Division 1 Central & East | Wadham Lodge Stadium | Recap |
| 2019-04-06 15:00:33April 6, 2019 | Hereford Palace FC vs Clapton CFC | 1 - 4 | Middlesex Counties League Division 1 Central & East | Wormwood Scrubs | Recap |
| 2019-04-07 11:00:40April 7, 2019 |  Clapton CFC vs U.E. Sant Miquel | 2 - 6 | | The Stray Dog | Recap |
| 2019-04-08 19:30:41April 8, 2019 |  CE Jupiter vs Clapton CFC | 5 - 0 | | Camp Municipal de la Verneda | Recap |
| 2019-04-13 19:45:25April 13, 2019 |  Hilltop FC vs Clapton CFC (3-5 on pens) | 2 - 2 | Jim Rogers President's Division One Cup | Honeycroft | Recap |
| 2019-04-20 15:00:08April 20, 2019 | Clapton CFC vs The Curve FC | 6 - 5 | Middlesex Counties League Division 1 Central & East | The Stray Dog | Recap |
| 2019-04-27 15:00:12April 27, 2019 | Clapton CFC vs London Samurai | 15:00:123:00 pm | Middlesex Counties League Division 1 Central & East | The Stray Dog | Preview |
| 2019-05-04 13:00:18May 4, 2019 |  Catholic United vs Clapton CFC | 13:00:181:00 pm | Anagram Records Trophy | Oakside Stadium | Preview |
| 2019-05-11 15:00:27May 11, 2019 | Clapton CFC vs FC Roast | 15:00:273:00 pm | Middlesex Counties League Division 1 Central & East | The Stray Dog | Preview |
| 2019-05-18 13:00:09May 18, 2019 |  Clapton CFC vs Clapton Legends XI | 13:00:091:00 pm | | The Stray Dog | Preview |
