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Can Chelsea and Tottenham be drawn against each other in the Carabao Cup second round?
Sameer Bhatia | August 11, 2026 3:05 PM CST

Possible opponents will become clear for the London rivals as they discover their second-round fate.

Chelsea and Tottenham will find out tonight who they are set to play in the second round of the Carabao Cup.

It is the first time in three years that both clubs have entered the competition at this stage, after missing out on European qualification last season.

The two London sides are among 11 Premier League clubs who will learn their opponents tonight, while the nine top-flight teams involved in Europe will not enter the competition until the third round.

So, is a major London derby possible in the second round?

Yes. While neither Chelsea nor Tottenham would welcome it, the draw could produce a League Cup second-round meeting between the two clubs.

Unlike the third round, which is seeded, there is no regulation stopping the two biggest sides in the draw from being paired together.

The draw format will once again be divided into northern and southern sections to avoid long travel distances, and that smaller regional pool increases the likelihood of Chelsea facing Spurs.

In earlier seasons, the third round was seeded to avoid teams competing in Europe being drawn against one another. That arrangement was designed to help with scheduling rather than to benefit clubs with additional fixtures.

Chelsea and Tottenham will both be placed in the southern section of the draw, meaning their list of possible opponents has been reduced by half.

Championship: Birmingham City, Cardiff City, Charlton Athletic, Millwall, Norwich City, Southampton, Watford and West Ham

League One: AFC Wimbledon, Cambridge United, Leicester City, Leyton Orient, Luton Town, Peterborough United, Reading and Stevenage

League Two: Walsall


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