It has been three years since both teams entered this stage of the League Cup, having failed to qualify for Europe last season.
The London rivals, along with nine other Premier League teams, learn their fate tonight, while the nine top-flight teams with European commitments do not get involved until the third round.
So, could we see a blockbuster London derby in the second round?
Can Chelsea and Tottenham face each other in Carabao Cup second round?
Yes! Neither Chelsea or Tottenham will like it, but it is possible we will get a League Cup second-round derby.
Unlike the third round, which is…
To provide well-rounded coverage and a breadth of insight across various events, we rely on contributions from several staff writers, each bringing their own area of expertise to our publication.
