Home History
| Estland - Small Cup | 2019/05/12 14:00 | FC Maksatransport v JK Retro | L | 1-5 |
| Estland - Small Cup | 2019/04/21 15:00 | FC Maksatransport v Harju JK Laagri | W | 3-2 |
| Estland - Cup | 2018/07/18 16:00 | Viimsi JK II v FC Maksatransport | L | 3-2 |
| Estland - Small Cup | 2018/04/19 17:00 | FC Maksatransport v Pakri SK Alexela | L | 1-6 |
Away History
| Estland - Cup | 2019/08/01 16:00 | JK Loo v Tallinna FC Eston Villa II | L | 0-1 |
| Estland - Small Cup | 2019/04/25 16:00 | Rummu Dunamo v JK Loo | W | 0-4 |
| Estland - Small Cup | 2019/03/30 16:00 | Maardu Aliens v JK Loo | W | 1-2 |
| Estland - Small Cup | 2018/05/16 16:30 | Paide Linnameeskond III v JK Loo | L | 7-3 |
| Estland - Cup | 2017/07/24 16:00 | Kuusalu Rada v JK Loo | L | 2-1 |
| Estland - Small Cup | 2017/03/29 16:00 | JK Loo v JK Piraaja Tallinn | L | 0-3 |
| Estland - Cup | 2016/08/07 16:00 | JK Viljandi Tulevik v JK Loo | L | 13-0 |
| Estland - Cup | 2015/07/19 13:00 | JK Tallinna Kalev III v JK Loo | L | 1-0 |