Four years after losing the Champions League final, the Blues last season won the trophy owner Roman Abramovich and the players coveted most, the European Cup.
A year on, after suffering the ignominy of becoming the first holders to exit the Champions League before Christmas - a result which saw Roberto Di Matteo replaced by Rafael Benitez - Chelsea have a chance to redeem themselves by winning the second-tier continental competition.
"So far it's the highlight of my career because it was the Champions League final and with all the success I've had with the club, it was special having lost the final in 2008," the 30-year-old goalkeeper said.
"Sometimes you don't get a second chance. We got a second chance and we took it.
"It was a fantastic story and that's why it ended the way it ended. It was just meant to be like that.
"Winning back-to-back European trophies, it would be a great story too, with more or less the same circumstances, having to change the manager during the course of the season again. Hopefully it will be the same end."
A third-placed finish in Champions League Group E behind Juventus and Shakhtar Donetsk resulted in Chelsea's elimination but they seized their second chance after falling into the Europa League, with wins over one of Cech's former clubs, Sparta Prague, as well as Steaua Bucharest, Rubin Kazan and Basle.
"We were very disappointed with our campaign in the Champions League," Cech said.
"We said the best way to forget about it was to have a go and try to go as far as possible in the Europa League.
"This club had never won it, because it's the first time we've played in the competition (since it has been rebranded the Europa League). It would be great to add that trophy to the trophy room."
Playing for a club of Chelsea's status, Cech hopes tomorrow's match will be his last in the Europa League.
The Blues' 68th fixture of the campaign will almost certainly be the penultimate competitive game for Benitez, who was an unpopular appointment among fans due to his prior association with Liverpool.
The Spaniard is close to fulfilling his targets - Chelsea's Champions League return is all-but confirmed and silverware would be welcome, too.
Cech added: "It was not easy for him, with the reception he got.
"[But] he came here to help and to improve the situation for us and to do as best as possible. That is what we did, what he did, what the coaching staff did.
"This is maybe the reason why it's worked so far and we're in the Europa League final."
Chelsea have the chance to become the first side to hold the Champions League and Europa League titles at the same time - albeit for a period of 10 days, before Bayern Munich and Borussia Dortmund meet at Wembley to decide the Blues' successors.
Jose Mourinho's Porto won the Europa League in 2003 and Champions League in 2004, but European success was elusive in his three years in charge.
Cech insisted Benitez's successor would be welcome, particularly if it is the Portuguese, as strongly suggested.
"With Jose Mourinho we had great success in the past and people still have great memories and admiration for him," Cech said.
"If he comes back, the story will be interesting for everyone. He will be more than welcome."
Chelsea and Benfica's only previous meetings were in last season's Champions League quarter-finals.
Prior to the final, Cech told his wife the Blues would win in Munich, but he has stopped short of a prediction this time around.
Cech, who played a key role in the penalty shootout success, said: "We need to get over the last hurdle. I have a great feeling."