1. Porto (2003-04 season)
2003-04 will always be remembered in footballing folklore as the season that saw the birth of managerial great Jose Mourinho, who guided his unheralded Porto side to victory in the Champions League.
The Portuguese side finished second in Group F behind Real Madrid, and thus were handed a tough tie against Manchester United in the Round of 16. However, Mourinho’s men were not to be denied, as a 2-1 home win followed by an incredible last-minute equaliser from Francisco Costinha at Old Trafford helped Porto claim a memorable two-legged victory.
A tight two-legged tie against Deportivo La Coruna in the semifinals ended 1-0 in favour of the Portuguese outfit, and a 3-0 win in the final at the Veltins-Arena against Monaco helped Porto to their second European Cup, with the success springboarding Mourinho’s managerial career as well.
Check out a video of their amazing run: