傑志在9月12日（星期一）於旺角大球場出戰高級組銀牌賽首圈，最終以5:0擊敗港會，成功晉身八強。
這是季內傑志首場本地賽，正選陣容上有首度為傑志披甲的佐敦布朗，而米基爾亦第一次在本地賽為傑志上陣，後者在開賽14分鐘曾攻破港會大門，惜入球過程中，助攻的艾力士已經越位，入球無效。傑志在上半場有多番攻勢，其中潘沛軒兩次傳中找到禁區內的艾力士，可惜都未能轉化為入球，半場與港會踢成0:0。
換邊後，傑志繼續耐心的尋找機會，終於在51分鐘由查理史葛遠射得手，打破僵局；1分鐘後，米基爾接應基爾頓開出的角球頂入，為傑志領先到2:0。隨後明加索夫後備入替，是他年初加盟以來，首度為傑志在本地賽上陣，這位土庫曼國腳在79分鐘禁區頂燙射建功，再於81分鐘接應賓紀文傳中窩利撞入，首度在本地賽上陣即梅開二度，加上羅拔圖在87分鐘接應鄭展龍開出的角球頂入，傑志最終以5:0擊敗港會，順利晉身八強，將會在下月22日與冠忠南區爭奪四強資格。
5 goals in the second half at Round 1 of the Senior Shield on 12th September at Mong Kok Stadium helped Kitchee secure a win and a ticket to the Quarter-final.
Jordon Brown made his debut for Kitchee, while Mikael Severo featured for the Club in domestic competitions for the first time. Mikael was close to getting on the scoresheet in 14th minute, but the goal was cancelled as Alex Akande was offside during the build-up.
Kitchee was searching for the opener as Poon Pui Hin’s cross attempts found Alex Akande twice, but the scoreline remained 0:0 as first half concluded.
Kitchee’s efforts was finally converted into a goal in 51st minute as Charlie Scott’s long shot found the net. 1 minute later, Cleiton’s corner found Mikael, who headed it home and doubled the lead. Ruslan Mingazov, who made his first domestic appearance for the Club, came off the bench and found the net in 79th minute with a placed effort. He then picked up a cross from Clément Benhaddouche in 81st minute and volleyed it home to earn himself a brace.
Roberto Júnior scored from Cheng Chin Lung’s corner in 87th minute to finish the match 5:0 as Kitchee advanced to the quarter-final, where the team will face KC Southern on 22nd October.