Tottenham’s first ever game in the League Cup was against West Ham at Upton Park in September, 1966. The competition had been up and running since 1960 but with European commitments Spurs like a number of other clubs opted out of the competition. West Ham won with the only goal of a game which saw Alan Gilzean sent off.
Tottenham fared better on the next occasion the two teams were drawn together. It was in the 4th Round in November, 1975. Spurs were drawn at home but Terry Neill’s team were held to a scoreless draw by West Ham necessitating a replay at Upton Park. This time Spurs won through although the game had to stop in the first half for almost half an hour due to floodlight failure.
The game had to go into extra time before the first goal was scored. Eleven minutes into the first period John Duncan scored for Spurs and central defender Willie Young added a second seven minutes later. Spurs reached the semi-finals but lost over two legs to Newcastle United.
In December 1980 the 5th Round tie was at Upton Park and West Ham who were in the 2nd Division recorded another win by the only goal of the game 9 minutes from time.
1986-87 Littlewoods Cup
The draw determined that Spurs would travel across London for the 5th Round game. It ended all-square at 1 – 1 after Clive Allen had put Spurs ahead 7 minutes before the interval. West Ham drew level 3 minutes after the break.
In the replay at White Hart Lane Nico Claesen put Spurs ahead and Glenn Hoddle added a second in the 71st minute. Clive Allen who had a tremendous goalscoring season added three more, assisted but cousin Paul who had played for West Ham, completing his hat-trick in 9 minutes with a penalty.
2003-04 Carling CupSpurs were at home in the 3rd Round match which went to extra time and Bobby Zamora scored the only goal of the game after only 2 minutes of the additional half an hour. It was the only goal he scored for Spurs. The following January, having spent just six months at Tottenham, Zamora moved to Upon Park as part of the deal which brought Jermain Defoe to White Hart Lane.