Home History
| Estonia Small Cup | 2020/07/10 16:00 | FC Arukula v JK Retro | W | 0-8 |
| Estonia Small Cup | 2019/08/28 15:30 | Paide Linnameeskond III v JK Retro | L | 4-0 |
| Estonia Small Cup | 2019/06/05 16:00 | JK Retro v Tartu JK Welco X | W | 3-0 |
| Estonia Small Cup | 2019/05/12 14:00 | FC Maksatransport v JK Retro | W | 1-5 |
| Estonia Small Cup | 2019/04/10 17:00 | JK Retro v Rasmus Varki Jalgpallikool | W | 3-1 |
| Estonia Small Cup | 2018/08/08 16:00 | JK Retro v JK Saue | L | 2-3 |
| Estonia Small Cup | 2018/06/05 15:30 | JK Retro v JK Piraaja Tallinn | W | 1-0 |
| Estonia Small Cup | 2017/09/07 16:00 | JK Retro v Paide Linnameeskond III | L | 1-5 |
Away History
| Estonia Small Cup | 2020/07/09 16:00 | FC Maksatransport v JK Loo | W | 6-7 |
| Estonia Cup | 2019/08/01 16:00 | JK Loo v Tallinna FC Eston Villa II | L | 0-1 |
| Estonia Small Cup | 2019/04/25 16:00 | Rummu Dunamo v JK Loo | W | 0-4 |
| Estonia Small Cup | 2019/03/30 16:00 | Maardu Aliens v JK Loo | W | 1-2 |
| Estonia Small Cup | 2018/05/16 16:30 | Paide Linnameeskond III v JK Loo | L | 7-3 |
| Estonia Cup | 2017/07/24 16:00 | Kuusalu Rada v JK Loo | L | 2-1 |
| Estonia Small Cup | 2017/03/29 16:00 | JK Loo v JK Piraaja Tallinn | L | 0-3 |
| Estonia Cup | 2016/08/07 16:00 | JK Viljandi Tulevik v JK Loo | L | 13-0 |