The hosts opened the scoring through Didier Drogba, Ivory Coast search the web with your head in the first half and doubled their lead on the night after only half-time as John Terry nodded a corner .
Napoli put the head back immediately after synthesis, as Gokhan Inler crashed an effort from the edge of the box, but Frank Lampard restored the two-goal lead of the host at night, when he scored the penalty goal.
Blues forced to wait to take their passage to the next round, Branislav Ivanovic wants to send more information over time.
Chelsea have made four changes from the team to beat Stoke at the weekend as David Luiz replace Gary Cahill in central defense, Michael Essien, began backing of John Obi Mikel, Juan Mata and Raul Meireles from Daniel Sturridge Salomon Kalou had in the attack.
Napoli has made two changes after winning 6-3 at Cagliari at the weekend incredible. Andrea Dossena has been replaced by Christian Maggio and dangerous man Edinson Cavani back to the starting line-rather than Goran Pandev.
First chance of the game to Sturridge, young players at an angle volley goalwards in the penalty area, but Morgan De Sanctis tapped in a corner.
It was not long for Napoli showed his offensive capabilities, however. Ezequiel Lavezzi played in Inler on the edge of the area and, after turning, is allowed only for Petr Cech made the save extract, if a little embarrassing.
The visitors continued to look very arrogant in the attack. This time, Cavani, who come, down to the end of the Maggio is all new, but many Uruguayans relief Chelsea fans could only find the side netting, and Roberto Di Matteo s finally made him pay.
Anonymous after 27 minutes, Drogba for the home team the lead. Ramires had left the property to provide a large ball with the stick before wisely settling on De Sanctis.
Chelsea continued to control much of the action and came to extend their lead just before halftime. After a corner found Luiz Ramires in space on the right side of the region, but low in Brazil, Paolo Cannavaro drilled brilliant cut, just ahead of Drogba Sanctis, of the opportunity to collect and keep track with the 1-0 at the break.
Despite the hard tip of Italy and for the first time, it was not long for the home team to level the aggregate score after the break. Napoli carelessly giving away a corner, Terry got up and went over the ball out of reach of De Sanctis and Chelsea the lead in the night.
Two main goals of Chelsea did not last long, however. With 54 minutes left, Dossena replaced Terry headed across the edges of the area, but only about Inler, chest the ball under control and crashed a half-volley in the large lower right corner of Cech.
The aim of Napoli just open a sense of urgency in the actions of Chelsea, but Roberto Di Matteo has seen fit to bring Fernando Torres, who has 25 appearances for his club without a section of pepper.
A moment later, Drogba back to test old Sevilla goalkeeper. Ivanovic goal kick found its way to the Ivory Coast, who turned and volleyed with his left, but De Sanctis had embarked on his right side and tip the ball round a corner all brilliant.
With 20 minutes remaining, the visitors are close to leveling the score at night. Camilo Zuniga links on good terms with Lavezzi and Ashley Cole slid from Colombia to allow operation in the area but his shot was saved by Cech's right hand, which did well to palm away from Cavani hidden.
But five minutes later, Chelsea won a penalty and led 3-1 in the evening. From a corner, Ivanovic headed the ball in the right hand of Dossena, with the referee on the spot just right, where Frank Lampard buried their efforts.
Opportunities obviously few and far between after Lampard penalty and both teams forced to play another half hour of football with a combined score tied 4-4 when the final whistle.
After Ivanovic and opportunities for Torres in the first half of extra time, Chelsea aim to send through just before half time as a defender of Serbia, crashed a shot into the roof of the net after great work Drogba the right.
The second half of extra time has been frustrating for the home team, but after Drogba missed a golden opportunity in the dying moments, Chelsea held despite intense pressure from the visitors to play marks the advancement to the next round.