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.