and 3–1 loss in Vicente Calderón. Near-miss to UEFA Champions League semi-finals (1998–99) In the 1998–99 UEFA Champions League, one of the most talented ever Olympiacos sides came close to a semi-final appearance. Their campaign began in the second qualifying round, with Cypriot side Anorthosis not able to prevent them from participating in the group stage for a second time in a row. They were drawn in Group A along with Croatia Zagreb, Porto and Ajax, where they managed to win all three home games (Ajax 1–0, Porto 2–1 and Croatia Zagreb 2–0) and secure two away draws in Porto (2–2) and Zagreb (1–1), topping the group and getting the ticket for the quarter-finals. There, they were drawn to face Juventus, one of the favourites to win the trophy. In the first leg at the Stadio delle Alpi in Turin, Juventus took a 2–0 lead, but Olympiacos scored a crucial away goal in the 90th minute of the game with a penalty by Andreas Niniadis, a goal that caused the 10.000 Olympiacos fans who travelled to Italy to erupt into joyous ecstasy. The 2–1 scoreline meant that the Greek team only needed a 1–0 victory in Athens to proceed. In the second leg, Olympiacos had a vintage performance and totally dominated the match. They scored the goal that put them in the driving seat in the 12th minute of the game, when Siniša Gogić's powerful header found the back of the net after Grigoris Georgatos's superb cross. They also missed an outstanding chance to double the lead, when Giorgos Amanatidis' powerful header from short distance was saved by Michelangelo Rampulla. Olympiacos never allowed Juventus to create any dangerous situations throughout the game (they had zero chances to score) and kept the ticket to the semi-finals in his hands until the 85th minute, when the Italian side equalised the score after a crucial mistake by goalkeeper Dimitris Eleftheropoulos, who misjudged the flight of the ball in a seemingly harmless cross by Alessandro Birindelli. Eleftheropoulos had been the team's hero in all the previous games, but his mistake condemned Olympiacos, who pushed on in the last 5 minutes to find a goal, but to no avail. Three UEFA Champions League Last 16 qualifications in six years (2008–14) 2007–08 UEFA Champions League campaign In the 2007–08 UEFA Champions League, Olympiacos had an exceptional European campaign. Drawn in one of the toughest groups of