The next five games will define the Blues' manager's time in charge, but the Italian insists he will not prioritise competitions and that his own future is 'not relevant'
The Blues face Tottenham in their FA Cup semi-final before facing Barcelona twice in the Champions League, with important league matches against Newcastle and Arsenal sandwiched in between.
The Chelsea boss, however, says he will not prioritise between the three competitions.
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Di Matteo told the BBC: "I'm not going to pick one, we are still involved in all of them. We want to try an win every game that we can. We are still in the running, so why not be able to think we can [win both cups and finish fourth].
"It's going to be difficult, but not impossibile. It's definitely a difficult challenge but it is possible with this group of players.
"We will try to win the next game and then after that will go for the next one."
The 41-year-old understands the value of each competition to the club and believes his squad has what it takes to achieve their goals in all of them.
"I think it [a top four finish] is crucial for the club to guarantee Champions League football for next season. It is a vital spot for the future of the club," Di Matteo claimed.
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Di Matteo refused to speculate about his own future even if Chelsea do go on to achieve all the goals that he has set out.
He added: "I have faith in the club and people that work for the club and they will make the best decision for the future of the club."