On 23 August 2004, União de Leiria reached the UEFA Intertoto Cup final with Lille. After getting a 0–0 in France in the first leg, the whole city thought it would be possible for the club to win a European competition. However, in the second leg, after another 0–0 draw at their home stadium, the team would lose the game in extra time by 0–2, mostly due to the excessive fatigue. For the history, it was the first Portuguese team to reach the final of this competition.
The 2011–12 season was lived amongst serious financial difficulties, with the squad not being paid their wages for several months,[1][2] as three coaching moves also happened during the campaign[3][4] and president João Bartolomeu resigned amongst accusations of ingratitude towards the players.[5] On 29 April 2012, after most of the squad rescinded their contracts, only eight players took the pitch for the league match at home against C.D. Feirense in an eventual 0–4 home loss.[6][7] The side played the last two matches, against S.L. Benfica and C.D. Nacional, with a complete team, but three players came from the juniors.[8][9]
After failing to meet the deadline to register the team in Division Two, Leiria were automatically relegated to the third level.[10] Overwhelmed with the task of rebuilding a squad from scratch, the organization hired several players in an attempt to return to the professionals,[11][12][13] as a second senior team also begun competing in the Leiria regional leagues, coached by former club player Luís Bilro.[14]
On 28 June 2013, the UD Leiria SAD was declared bankrupt in a meeting of creditors, which demanded the payment of a debt amounting to €13.5 million, with the Portuguese state abstaining for demanding a debt of over €3.6 million.[15] The second senior team that competed in the regional league took the place of the SAD by buying their sports rights for €1,000, with the club returning to the Estádio Dr. Magalhães Pessoa after playing their home matches at other grounds for two seasons.[16][17]
In February 2015, at an extraordinary general assembly, UD Leiria would vote for the creation of another SAD, opening doors to the arrival of Alexander Tolstikov, who after João Bartolomeu would become the new "Lord" of Leiria. The club would have already had a SAD between 1999 and 2013, having been extinguished in the face of its high debt value. The SAD's initial share capital is 40% owned by UD Leiria and 60% owned by DS Investment LLP, of which Alexander Tolstikov is one of those responsible. Thus, DS Investment started to control the main Football team and also the junior team.
Currently, the club is competing in the Liga 3 (National Third Division).
I - 1.ª Liga; II - 2.ª Liga; III - Campeonato Nacional de Séniores/Liga 3; IV - AF Leiria - Divisão de Honra/Campeonato Nacional de Séniores; V - AF Leiria 1ª Divisão/AF Leiria - Divisão de Honra;
Due to an excessive rent, Leiria relocated to the Estádio Municipal in the nearby town of Marinha Grande, for 2011–12. For the following season, the club moved to Campo da Portela in Santa Catarina da Serra, home of U.D. Serra.[20]