Trailing 3-1 from the first leg, the Blues battled hard to secure a 5-4 aggregate win over their Serie A opponents at Stamford Bridge.
Didier Drogba headed the Blues into a first-half lead, before John Terry doubled their advantage on the night shortly after the break.
But Gokhan Inler’s ferocious half-volley in the 55th minute handed Walter Mazzarri’s visitors an aggregate lead as the tie swung back in their favour.
However, Frank Lampard emphatically buried his 75th-minute penalty to force the last-16 tie into extra-time after Liverpool defender Andrea Dossena handled in the box.
And Branislav Ivanovic proved the hero when he drilled home from close range in the 105th minute to fire the Londoners into the last eight.
“It was a fantastic game to watch, with two great teams on the pitch,” said a jubilant Di Matteo after the game. “We made history and knew that it would take a lot to win
“Some of the players couldn’t run at the end because they had cramp but they just kept fighting. We knew it would take a lot to win but everybody was incredible tonight.”
Meanwhile, Chelsea skipper John Terry was full of praise for the Blues’ committed display. “This is one of the very best nights for us and we showed what Chelsea are all about,” said Terry.
“We were solid and resilient and fought until the very end. We’ve proved we’re a team. Players came in and we stuck together when it really mattered.”
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