There are two games between the sides, and one trip to Wembley.
Tottenham Hotspur will travel to Stamford Bridge for the Carabao Cup’s first semi-final.
Thomas Tuchel, less than a year into his job, is already looking forward to leading his side to the third final of his reign.
Tottenham Hotspur, last year’s beaten finalists, are meanwhile on the hunt for their first piece of silverware since their victory in this competition in 2008.
Last time out, Spurs saw off the challenge of West Ham, who had previously knocked out both Manchester clubs in this year’s competition, while a youthful looking Chelsea side beat Brentford 2-0.
How to watch Chelsea vs Tottenham Hotspur live on UK TV
Live broadcasts of Chelsea versus Tottenham Hotspur are available on Sky Sports Main Event or Sky Sports Football.
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The game will be covered at 7pm, with kick-off at 7.45pm.
Sky will also broadcast the second semi-final between Arsenal & Liverpool on Thursday, January 6th.
What was the first Chelsea vs Tottenham Hotspur team news story?
The ongoing Chelsea situation surrounding Romelu Lukaku is causing intrigue. Following comments he made in the press, the Belgian striker was dropped from the Blues’ draw with Liverpool at the weekend.
Eduoard Mendy, goalkeeper, has left #2 Kepa Arizabalaga as the replacement. Other expected to be absent are Timo Werner, Andreas Christensen, Timo Werner, Reece James and Ben Chilwell.
Jorginho and Saul Niguez are expected to join the team as loan signings. Ruben Loftus-Cheek will likely be a late addition to the team after a recent bout with COVID.
Stephen Bergwijn and Christian Romero are not available for Spurs and Antonio Conte.