He was loaned to Sampdoria for the 2007-08 season.

He was loaned to Milan for the 1993-94 season, which only saw him play a handful of matches throughout the season.

Once again he is loaned to Gaziantepspor for the season of 2007/2008.

He was loaned to the Timbers again for the 2010 season.

Finally, it was loaned to Colo-Colo for the 2010 season.

He was selected less frequently during 2012 and was loaned to Livingston for the 2012-13 season.

As a result, he was loaned to Monaco for the 2005-06 season.

In the summer of 2008, he was loaned to Treviso for the entire 2008-09 season.

Flynn was then loaned back to his first club, Falkirk, for the 2009-10 season.

However, he was subsequently loaned to Cesena for the 2010-11 season.