This might have been a good signing about 5 or 6 years ago, but not now. Costa Rican legend Paolo Wanchope is "99.9%" sure to happen, according to MLS Underground.
Wanchope's knees are pretty much destroyed at this point. Signing him at this point means that you understand that the guy is too banged up most of the time to even practice. You just have to hope that he can summon up the performances on the field to match the money you have to pay for his name. Obviously he won't be a DP in Chicago, but he would more than likely command a nice check for himself.
He's most recently been with FC Tokyo in the J-League, scoring 3 goals in 11 games. He featured for Rosario Central during the Argentine Apertura in the fall of '06. He scored 5 goals in 14 games there. He's one of the best finishers in CONCACAF history, but how much does he really have left?
If he can stay healthy, the Wanchope/Cuau combo could shake things up in the second half of the season. The Magic 8 Ball says "Not likely" though.