Although winning his only world title with Ferrari in 2007, the 33-year-old Finn appeared to leave the Maranello-based marque under a cloud at the end of 2009.
Despite having another year remaining on his contract, Ferrari opted to pay off Raikkonen and instead signed Fernando Alonso from 2010.
This season Raikkonen has so far refused to sign a new contract with Lotus as he is seeking financial and technical assurances, resulting in him being linked with Red Bull and Ferrari.
Although overlooked by Red Bull as they have signed Daniel Ricciardo from Toro Rosso for 2014, Ferrari have yet to announce who will line up alongside Fernando Alonso next year, with Felipe Massa's role again on the line.
Asked whether Raikkonen would be returning, Di Montezemolo said: "We will take a decision in the next (few) days, and we haven't taken any kind of a decision yet.
"We haven't signed any contract with anybody. We will talk with Massa and then we have our opinion and then we will decide."
Quizzed as to whether he would be comfortable working with Raikkonen again, Di Montezemolo added: "What happened in the past with Kimi? We won a world championship.
"First of all, Kimi is a good driver. For us it was a big satisfaction to win with him the first championship with a new team, without Michael (Schumacher), without Ross (Brawn).
"But there are also the possibilities of some other drivers, there is also the possibility as last year we decide to continue with Felipe.
"We haven't taken any kind of decision yet at all.
"In every decision you have to be very careful because you have pluses and minuses.
"But now is the time to take a decision, before (at any previous time this season) it was too early."