The Blues were looking to sign the Croatian during the summer, but found Spurs’ £40m valuation to be too steep.
Van der Vaart arrived at White Hart Lane last summer for a bargain fee of £8m and was impressive in his debut season with the club.
There is speculation surrounding Stamford Bridge regarding the future of Frank Lampard at the club as the 33 year-old finds himself seeing more and more time on the bench in recent weeks.
It’s uncertain at this time how much Spurs would be looking for their Dutch international as the transfer fee he arrived at Tottenham for was widely regarded as oddly low and given his form in the Premier League, Spurs’ chairman, Daniel Levy, may look for something higher.
Tottenham will surely fight to keep a hold of the midfielder as much as they can, however with a more lucrative offer and the chance of higher quality football, the former Real Madrid maestro may approve of the move across London.