AC Milan reached at the Champions League semi-finals interestingly since winning the competition in 2007 as they saw off Serie A opponents Napoli in an incident pressed game.
Milan could face Inter Milan in the last four, with their city rivals going into Wednesday's second leg with Benfica holding a 2-0 lead.
Serie A champions choose Napoli ruled from the get-go - yet Milan won a penalty with one of their most first attack, in spite of the fact that Olivier Giroud's spot-kick was saved by Alex Meret.
The veteran Frenchman got the opening goal, however, when he tapped in following a shocking 70-yard run by Rafael Leao to set him up. That made it 2-0 on total.
Napoli were gifted a way back into the game when Fikayo Tomori dealt with in the crate, yet Mike Maignan saved Khvicha Kvaratskhelia's penalty.
They did ultimately score, through a Victor Osimhen header with seconds staying in injury time, yet there was not sufficient time to make one more chance.
Napoli, 22 points clear of Milan at the highest point of the league table, have lost form at a crucial time and failed to take a large group of risks, with 39 endeavors across the two legs.