Portsmouth - .
Spurs -  .
Crowd : - 26,049

Teams : 
Spurs -  Mimms; Statham, Fairclough, Mabbutt, Fenwick; Moncur (D. Howells),  P. Allen, Hodge (Moran), Samways; Walsh, Claesen
Portsmouth - Knight; Swain, Blake, Gilbert, Sandford; Dillon, Horne, Whitehead, Hilaire; Mariner, Quinn
Crowd : - 18,616

Portsmouth - .
Spurs -  .
Crowd : -  15,302

Portsmouth - .
Spurs -  .
Crowd : -  26,306 

Portsmouth - .
Spurs -  .
Crowd : -  28,100  

Spurs -  .
Portsmouth - .
Crowd : -  28,619 

After a three-match epic to overcome Hull City in the previous round, Pompey might have been drained and Tottenham took full advantage.  Pompey mascot (in full naval dress) Barry Harris got the 15,000 South Coast fans singing, but they were quietened by goals from Alan Gilzean (2) and Jimmy Greaves.  Ron Tindall netted a consolation goal for Portsmouth.

Spurs -  , , , , , , , , ,Gilzean, Greaves.
Portsmouth -  , , , , , , ,Tindall.
Crowd : -  57,910

After 50 years with the club, Anderson resigned on health grounds and the point gained from this match was earned by a Alfie Stokes goal, which he netted from a Jeff Ireland cross after six minutes.  However, Ron Saunders equalised just three minutes later following a corner and the remaining 81 minutes saw Spurs under pressure.

Only a linesman's flag deprived Pompey of a win, when it signalled offside to wipe out the 86th minute "goal" the home side scored, much to the dislike of the majority of the 26,402 crowd.

Teams : 
Portsmouth -  Cutler, Saunders,
Spurs - Hollowbread, Baker, Hopkins, Hills, Ryden, Iley, Ireland, Stokes, B. Smith, Clayton, Robb
Crowd : - 

They were soon 3-0 up with goals from Peter Harris (12), Johnny Gordon (13) and Jackie Henderson (15).  Amazingly, Spurs were level by the break as they hit back with goals from Micky Dulin, Johnny Brooks and a Tommy Harmer penalty.

Former Spurs striker Sid McClellan put Pompey ahead again just after the break and Henderson won it with a fifth Portsmouth goal that left Tottenham bottom of the table after four matches.

Teams : 
Spurs -  , , , , , , Harmer, Brooks, Dulin, Bobby Smith, 
Portsmouth - Harris, Gordon, McClellan, Henderson
Crowd : -  35,813
Ref. : - 

Ray Crawford, new to the South Coast side, opened the scoring in the 26th minute, following up within a minute with his second.  Peter Harris then netted a brace in the 33rd and 37th minute as Spurs crumbled.  Harris completed his treble in the 56th minute with a penalty, before Sours finally got a consolation goal from Bobby Smith on the hour.

Teams : 
Portsmouth - Harris, , Crawford, 
Spurs -  , , , , , , , , , Bobby Smith, 
Crowd : -  33,479
Ref. : - 

In the 42nd minute, Medwin linked up with Blanchflower to lay the ball into Bobby Smith's path and he hit a powerful right foot shot low into the net to make it 2-0.

Teams :  Mansell, 
Spurs -  , , , Blanchflower, , , Medwin, Harmer, B. Smith, , 
Portsmouth - 
Crowd : -   36,110

On 11 minutes, Jimmy Gordon got in between Harry Clarke and Ted Ditchburn to put Portsmouth ahead, but Spurs scored through Johnny Brooks in the 23rd minute to make it 1-1 at the break.

Marchi tried a back-pass on 56 minutes, but slipped it past his own goalie, while a deflected shot from Terry Medwin went in off Alec Wilson to get Spurs back level eleven minutes later.  It was left to Bobby Smith to wrap up a 3-2 win with a goal from a Medwin free-kick in the 69th minute.

Teams : 
Portsmouth -  Wilson, Penk, Gordon
Spurs -  Ditchburn, , , , Clarke, Marchi, Brooks, , B. Smith, , Medwin
Crowd : -   31,903

Len Duquemin started the move for the first goal after 64 minutes.  He got in the way of a pass out of the home defence, then put Eddie Baily in on the right wing.  He crossed to Johnny Gavin, who's header flashed into the net.  Gavin also scored Tottenham's second, again from Baily's pass, this time with a shot in the 69th minute.  

Alf Ramsey needed to produce a well-timed tackle to prevent Jackie Henderson getting in on goal and Reynolds denied Peter Harris with a timely save.

Len Duquemin scored from a Gavin corner with five minutes remaining to secure the points for Tottenham.

Teams : 
Portsmouth -  Harris, Henderson
Spurs -  Reynolds, Ramsey, , , Baily, , , Duquemin, , Gavin
Crowd : -   27,539

Teams : 
Portsmouth -  , Stephens, Dickinson, Frogatt, Harris, Reid
Spurs -  Ditchburn, Ramsey, , Burgess, , , , , Baily, Uphill, 
Crowd : -   49,716

Teams : 
Spurs -  Ditchburn, Ramsey, Willis, Nicholson, Clarke, Brittan, Walters, Bennett, Duquemin, Baily, Medley
Portsmouth -  , 
Crowd : -   66,402

Portsmouth -  .
Spurs -  .
Crowd : -   15,000 

Spurs -  G. Hunt, Bolan, Howe.
Portsmouth -  Weddle.
Crowd : -   33,461