1955-56 FA Cup
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|1955-56||Sat||7||Jan||1956||3rd Round||Hartlepool United||Away||Won||1-0|
|1955-56||Wed||1||Feb||1956||4th Round Replay||Burnley||Home||Drew||1-1|
|1955-56||Mon||6||Feb||1956||4th Round 2nd Replay||Burnley||Neutral*||Drew||2-2||*St Andrew's (Birmingham City)|
|1955-56||Mon||13||Feb||1956||4th Round 3rd Replay||Burnley||Neutral*||Drew||0-0||*Highbury (Arsenal)|
|1955-56||Wed||15||Feb||1956||4th Round 4th Replay||Burnley||Neutral*||Won||2-0**||*White Hart Lane (Tottenham Hotspur FC)|
- **The 1955-56 FA Cup 4th round tie against Burnley proved to be Chelsea's longest running cup tie. After drawn games at Turf Moor and Stamford Bridge further draws followed in the second replay, played at St Andrew's (Birmingham City FC), and in the third replay, played at Highbury (Arsenal), before the tie was decided at the fourth replay played at White Hart Lane (Tottenham Hotspur FC) with Chelsea 2-0 victors.