I haere tonu ia i tana ahunga whakamua i te 2001-02, ka noho ia hei kaitiaki mo Chelsea mo te wa tuatahi, i roto i te whakataetae League ki a Charlton Athletic. I tae atu a Chelsea ki te FA Cup Final, whai muri i nga wikitoria ki nga hoa whawhai o Ranana West Ham United me Tottenham Hotspur i te rauna tuawha me te ono, me Fulham i te haurua whakamutunga i eke a Terry ki te whaainga kotahi i te wikitoria 1-0. I whakakahoretia e te huaketo a Terry i te waahi tuatahi mo te whakamutunga, ahakoa i uru ia hei tuarua-waenga i te wa i ngaro ia 2-0 ki a Arsenal. I te tau 2003-04, i arahina ia e tana mahi hei kaitiaki tuarua ki a Terry Desailly i te wa i pai ai tana mahi tahi me te kaiwhakahaere o te kapa French, ko te ahua o te hononga.
kaiwhakahaere Claudio Ranieri