The precociously talented South American has had a dreadful experience in Italy after sustaining a serious knee injury just a few days after joining the Rossoneri in the summer of 2000.
As his contract is due to expire this June, it is unlikely Milan will offer a renewal, and Bolton Wanderers were also linked with a move for the 34-year-old during the January transfer window.
Redondo, formerly with Real Madrid, has been dubbed one of the most gifted players of his generation, and is also a man of some stature. Such was his dismay at missing two seasons of football in Milan that he agreed to greatly reduce his salary.
He is now fit again but has been unable to hold down a regular place in the Serie A leaders' line-up and is poised to quit Italian football.
Reports in Italy claim Spurs are interested in Redondo and, although there have not been any concrete negotiations, it is predicted that official contact could be made in the near future.
"England? Why not?" he was quoted as saying last month when asked about his future destination.
The playmaker is perhaps best remembered by English supporters for an impudent piece of brilliance that left Henning Berg grounded as he teed up a goal for Raul when Real Madrid knocked Manchester United out of the Champions League in 2000.
Indeed, he was voted Uefa's 'Most Valuable Player' for the 1999/2000 campaign.
