The Frenchman completed his move to the Spanish giants in January 2009, bringing an end to an 12-month stay at Fratton Park.
Other notable departures over the years have seen Glen Johnson join Liverpool for £17.5m as well as Jermaine Defore’s £15m exit to Spurs.
But how does the Blues’ record £20m sale compare to their rivals?
We’ve taken a look at the most expensive departure from each League One club to see where Diarra’s figures rank.
Here’s what we found.