
Tottenham Hotspur have had some of the darkest European nights in their history since their heartbreaking defeat to AC Milan in the Champions League final in 2002. From a humiliating defeat to Bayern Munich to a shock loss to Cologne, Spurs have had some tough times in Europe.
The first of these dark nights came in the 2007-08 UEFA Cup, when Spurs were knocked out in the Round of 32 by German side Cologne. Spurs had won the first leg 1-0 at White Hart Lane, but were stunned in the second leg, losing 4-2. It was a humiliating defeat for Spurs, who had been expected to progress to the next round.
The next dark night came in the 2010-11 Champions League, when Spurs were thrashed 7-1 by Bayern Munich in the group stage. Spurs had been in a strong position to qualify for the knockout stages, but were completely outclassed by the German giants. It was a humbling experience for Spurs, who had been hoping to make a deep run in the competition.
The third dark night came in the 2011-12 Europa League, when Spurs were knocked out in the Round of 16 by Basel. Spurs had won the first leg 1-0 at White Hart Lane, but were stunned in the second leg, losing 3-2. It was a heartbreaking defeat for Spurs, who had been expected to progress to the next round.
The fourth dark night came in the 2013-14 Europa League, when Spurs were knocked out in the Round of 16 by Benfica. Spurs had won the first leg 2-1 at White Hart Lane, but were stunned in the second leg, losing 4-1. It was a devastating defeat for Spurs, who had been expected to progress to the next round.
The fifth and final dark night came in the 2014-15 Europa League, when Spurs were knocked out in the Round of 16 by Fiorentina. Spurs had won the first leg 1-0 at White Hart Lane, but were stunned in the second leg, losing 3-0. It was a crushing defeat for Spurs, who had been expected to progress to the next round.
Tottenham Hotspur have had some of the darkest European nights in their history since their heartbreaking defeat to AC Milan in the Champions League final in 2002. From a humiliating defeat to Cologne to a shock loss to Fiorentina, Spurs have had some tough times in Europe. However, they have also had some memorable nights, such as their dramatic win over Inter Milan in the 2010-11 Champions League and their run to the quarter-finals of the 2011-12 Europa League. Despite their dark nights, Spurs have still managed to make some positive memories in Europe.