As well as becoming the first team to win the competition the year after lifting the Champions League trophy, victory in the continent's second tournament would make them only the fourth club to have united both cups with the now-defunct Cup Winners' Cup.
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Chelsea definitely go into the match at the Amsterdam ArenA without influential attacking midfielder Eden Hazard, while interim manager Rafael Benitez says a decision on captain John Terry's fitness will be made on the day of the match.
Their opponents, Portuguese giants Benfica, have history of their own, having famously won the European Cup back-to-back in 1960-61 and 1961-62, but have not tasted continental glory since.
The two clubs last locked horns in the quarter-finals of last season's Champions League, when Chelsea progressed after winning both legs on their way to triumph in Munich.