Maccabi Kabilio Jaffa Chilaka started his professional career with
Maccabi Kabilio Jaffa of
Liga Alef, Israel's third division. He made 20 appearances with their first team, as well as 27 appearances for their under-19 team.
Maccabi Tel Aviv In June 2018, Chilaka was sold by
Maccabi Kabilio Jaffa to
Maccabi Tel Aviv. He was subsequently signed to a three-year contract with a two-year club option. Chilaka did not make an appearance for Maccabi's first team but made thirty appearances for their under-19 team.
Beitar Tel Aviv Bat Yam From 2019 through summer 2022,
Maccabi Tel Aviv sent Chilaka on loan to
Beitar Tel Aviv Bat Yam of
Liga Leumit. Chilaka, along with many other Maccabi Tel Aviv players, was recalled to the parent team after Beitar Tel Aviv Bat Yam was relegated after their 2021–22 season. Chilaka was not sent on loan for the summer 2022 transfer window, as he had sustained a serious injury while on vacation in Greece.
Hapoel Umm al-Fahm Chilaka was sent on loan by
Maccabi Tel Aviv to
Hapoel Umm al-Fahm for the second half of their 2022–23 season.
Forward Madison Chilaka signed with
Forward Madison of
USL League One on January 10, 2024, in advance of their 2024 season. == International career ==