Home History
| Europe Friendlies | 2018/01/28 15:30 | Keila JK v JK Nomme United | L | 0-4 |
| Europe Friendlies | 2018/01/21 15:30 | Keila JK v K-Jarve JK Jarve | L | 1-5 |
| Estonia Esiliiga B | 2017/11/05 14:00 | JK Tallinna Kalev II v Keila JK | L | 4-0 |
| Estonia Esiliiga B | 2017/10/29 13:57 | Keila JK v JK Tammeka Tartu II | L | 1-3 |
| Estonia Esiliiga B | 2017/09/27 16:00 | Keila JK v Viimsi JK | L | 2-3 |
| Estonia Esiliiga B | 2017/09/17 10:00 | Raasiku FC Joker v Keila JK | D | 1-1 |
| Estonia Esiliiga B | 2017/09/14 14:45 | Vandra JK Vaprus v Keila JK | W | 2-4 |
| Estonia Esiliiga B | 2017/09/10 13:00 | JK Sillamae Kalev II v Keila JK | W | 0-4 |
Away History
| Europe Friendlies | 2018/02/03 17:15 | Tallinna JK Legion v K-Jarve JK Jarve | W | 2-1 |
| Europe Friendlies | 2018/01/27 10:15 | Vandra JK Vaprus v Tallinna JK Legion | W | 2-3 |
| Europe Friendlies | 2018/01/20 08:30 | JK Nomme United v Tallinna JK Legion | W | 1-5 |
| Estonia II Liiga | 2017/10/06 16:45 | JK Piraaja Tallinn v Tallinna JK Legion | W | 2-3 |
| Estonia II Liiga | 2017/09/10 11:00 | Ajax Lasnamae v Tallinna JK Legion | W | 0-2 |
| Estonia II Liiga | 2017/08/20 09:00 | Maardu United v Tallinna JK Legion | W | 1-3 |
| Estonia II Liiga | 2017/07/30 15:00 | Tallinna JK Legion v FC Merkuur Tartu | W | 5-1 |
| Estonia Cup | 2017/07/25 16:00 | Levadia Tallinn III v Tallinna JK Legion | L | 3-0 |