FC Otepaa Estonian Small Cup HT FT 24/09/202000:00 Tallinna FC Zapoos00 FC Otepaa24T09/07/202023:00 Keila JK II01 FC Otepaa12T11/09/201923:00 FC Otepaa01 Paide Linnameeskond C14B27/08/201923:00 Zenit Tallinn01 FC Otepaa13T31/07/201923:10 Joker Raasiku13 FC Otepaa13H06/06/201900:00 FC Otepaa13 SC ReUnited00T23/09/201821:00 FC Otepaa03 FC Kuressaare II03H International Club Friendly HT FT 03/08/202023:00 FC Otepaa24 Flora Tallinn III00T Estonian Cup HT FT 10/10/201900:30 Eston Villa II03 FC Otepaa00B13/08/201923:00 Parnu Sadam01 FC Otepaa01T
FC Kuressaare II Esiliiga B HT FT 15/03/202520:00 FC Kuressaare II00 FC Maardu33B Esiliiga B HT FT 09/03/202522:00 Laanemaa Haapsalu11 FC Kuressaare II03T27/02/202523:00 FC Kuressaare II11 Trans Narva B04B Esiliiga B HT FT 10/11/202420:00 FC Kuressaare II33 Parnu JK01T03/11/202422:00 Viljandi Tulevik24 FC Kuressaare II23B27/10/202420:00 FC Kuressaare II11 Tartu JK Maag Tammeka B14B24/10/202422:00 FC Kuressaare II22 Johvi FC Lokomotiv02H21/10/202422:15 Nomme JK Kalju II12 FC Kuressaare II03T11/10/202421:00 FC Kuressaare II11 Trans Narva B00T05/10/202419:00 FC Kuressaare II01 Tallinna JK Legion02B
Estonian Winter Tournament10/03/202018:05Paide Linnameeskond CFC Kuressaare II Esiliiga B30/0321:00Tartu KalevFC Kuressaare II06/0419:00FC Kuressaare IITabasalu Charma13/0419:00FC Kuressaare IITallinna JK Legion19/0423:00Johvi FC LokomotivFC Kuressaare II