With both teams vying for a place in the Round-of-32 of the UEFA Cup, one of the most memorable Fratton Park nights in the club’s history unfolded.
But it was to be late heartbreak for the Fratton faithful as goals from superstars Ronaldinho and Filippo Inzaghi late-on secured progress for the visitors.
However, the fixture will live long in the memories of those who were there including the former Barcelona forward who described the PO4 atmosphere as ‘the best in the world’
After the latest anniversary of the clash, we’ve looked into what those who wore royal blue against the the Rossoneri are up to now?
Click through the list to see what happened to the Pompey players from that evening.
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5. LB: Nadir Belhadj
Belhadj signed permanently for Pompey after a successful loan spell from Lens in 2008. The left-back played over 50 times for Algeria and left for Al-Sadd in 2010 before brief spells for Al-Sailiya and Sedan - where he rejoined the latter in 2021 before his release earlier this month. Picture:Steve Reid Photo: Steve Reid
6. RM: Glen Little
Little failed to make a real impact at Fratton Park following impressive spells at Reading and Burnley. After his AC Milan appearance he was released at the end of the campaign and Little occasionally co-commentates on Blues fixtures for BBC Radio Solent. Picture: Dave Haines Photo: Dave Haines
7. CM: Papa Bouba Diop
Bouba Diop flourished at the 2002 World Cup and joined the Blues from Premier League counterparts Fulham before departing following relegation to the Championship in 2010. The midfielder had spells at AEK Athens, West Ham United, and Birmingham before retiring. He sadly died in November 2020. PICTURE: ALLAN HUTCHINGS (084817-954) Photo: ALLAN HUTCHINGS
8. CM: Richard Hughes
Hughes enjoyed a nine year tenure on the south coast and was regularly dependable. The midfielder hung up his boots in 2014 after a two year stint at AFC Bournemouth. before becoming technical director at the Cherries and maintained the role throughout the Premier League years at Dean Court. He also works as an occasional pundit for BT Sport and runs a restaurant in London with his brother. Picture: Allan Hutchings (101391-076) Photo: Allan Hutchings