Having already secured N'Golo Kante and Michy Batshuayi for an approximate total of £65 million this summer, it would seem Antonio Conte is keen to make a third acquisition.
The former Juventus manager has a plethora of midfield and attacking options at his disposal in west London but defence remains a problem area.
Indeed, with Kurt Zouma out for at least another three months and Gary Cahill, John Terry and Matt Miazga their last remaining options, Chelsea are pretty bare at centre-back.
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It's not without trying that Conte hasn't yet signed a new defender, though, having been linked with the likes of Kalidou Koulibaly and John Stones, who signed for Manchester City earlier this month.
He remains desperate to add reinforcements and in a bid to do so, he's preparing a last-ditch bid for a former player his.
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According to The Sun, Chelsea are set to make one final £25 million move for Giorgio Chiellini.
The 32-year-old has been a mainstay at Juventus having joined the Italians in 2005 and developed into one of European football's finest centre-backs.
And whilst he's only three years younger than Terry (35), the Italy international would add greater pace and agility in Chelsea's defence - something they currently lack.
However, an issue Conte might encounter is convincing his former employers to sell Chiellini, who remains their best and most reliable centre-back.
After selling Paul Pogba to Manchester United for £89 million, the Old Lady won't want to lose another influential leader, even if they do possess incredible strength in depth.
Should he fail to sign Chiellini, Conte's transfer frustrations will only increase.
Following his side's 2-1 victory over Watford on Saturday, the Italian claimed the current market is "crazy".
"Yes, 'crazy' for the prices [being quoted]," he said, per the Guardian. "At this moment it's very difficult to buy because, also, if you ask a player of the medium level, a club might ask for £55m.
"For this reason, it’s a crazy market. It’s very difficult to enter the market with these prices and in this condition.
"I'm not comfortable [paying over the odds]. I don't like to pay a lot of money. If a player warrants us paying [lots of] money, then it's right.
"But for a medium player, it's right only to pay the right price, not £20-30m over. That's not right. The money is not mine, but I don't like it the same. I don't find it right."