| 1 | 13-Oct-1894 | FA Cup Q1 | 2,000 | H | West Herts (Watford) | W | 3 | 2 | Hunter, Goodall (2) |
| 2 | 03-Nov-1894 | FA Cup Q2 | 3,000 | H | Wolverton | W | 5 | 3 | Hunter (2), Goodall, Payne (2) |
| 3 | 24-Nov-1894 | FA Cup Q3 | 5,000 | A | Clapton | W | 4 | 0 | Eccles (2), Hunter, Goodall |
| 4 | 15-Dec-1894 | FA Cup Q4 | 3,000 | H | Luton Town | D | 2 | 2 | Cubberley, Eccles |
| 5 | 19-Dec-1894 | FA Cup Q4 Replay | 4,000 | A | Luton Town | L | 0 | 4 | |
| 6 | 12-Oct-1895 | FA Cup Q1 | 2,000 | A | Luton Town | W | 2 | 1 | Owen, Hunter |
| 7 | 02-Nov-1895 | FA Cup Q2 | 1,500 | A | Vampires | An | 2 | 4 | Pryor, Clements (Match replayed after a complaint) |
| 8 | 16-Nov-1895 | FA Cup Q2 Replay | 1,300 | H | Vampires | W | 2 | 1 | Hunter, Pryor |
| 9 | 23-Nov-1895 | FA Cup Q3 | 2,000 | A | Ilford | W | 5 | 1 | Payne (2), Almond, Pryor (2) |
| 10 | 14-Dec-1895 | FA Cup Q4 | 2,500 | H | Old St Stephen's | W | 2 | 1 | Clements, O'Sullivan og |
| 11 | 1-Feb-1896 | FA Cup 1 | 6,000 | A | Stoke | L | 0 | 5 | |
| 12 | 12-Dec-1896 | FA Cup Q3 | 2,000 | H | Old St Stephen's | W | 4 | 0 | Clements (3), Payne |
| 13 | 6-Jan-1897 | FA Cup Q4 | 2,000 | H | Maidenhead | W | 6 | 0 | McElhaney, Newbigging (2), Payne, Crump (2) |
| 14 | 16-Jan-1897 | FA Cup Q5 | 5,000 | A | Luton Town | L | 0 | 3 | |
| 15 | 30-Oct-1897 | FA Cup Q3 | 4,000 | H | 2nd Coldstream Guards | W | 7 | 0 | Black, Crump, Meade (2), Joyce (2), Tannahill |
| 16 | 20-Nov-1897 | FA Cup Q4 | 12,000 | H | Luton Town | L | 3 | 4 | Black, Joyce (2) |
| 17 | 29-Oct-1898 | FA Cup Q3 | 3,000 | H | Wolverton | W | 4 | 0 | Bradshaw, McKay, Cameron, Joyce |
| 18 | 19-Nov-1898 | FA Cup Q4 | 7,000 | A | Clapton | D | 1 | 1 | Bradshaw |
| 19 | 23-Nov-1898 | FA Cup Q4 Replay | 2,000 | H | Clapton | W | 2 | 1 | Cameron (2) |
| 20 | 10-Dec-1898 | FA Cup Q5 | 12,000 | H | Luton Town | D | 1 | 1 | Joyce |
| 21 | 14-Dec-1898 | FA Cup Q5 Replay | 4,000 | A | Luton Town | D | 1 | 1 | Joyce |
| 22 | 19-Dec-1898 | FA Cup Q5 2nd Rep | 8,000 | TP | Luton Town | W | 2 | 0 | Bradshaw, Cameron |
| 23 | 28-Jan-1899 | FA Cup 1 | 13,721 | H | Newton Heath | D | 1 | 1 | Joyce |
| 24 | 1-Feb-1899 | FA Cup 1 Replay | 6,000 | A | Newton Heath | W | 5 | 3 | McKay, Joyce (2), McNaught, Smith |
| 25 | 11-Feb-1899 | FA Cup 2 | 12,371 | H | Sunderland | W | 2 | 1 | Bradshaw, Cameron |
| 26 | 25-Feb-1899 | FA Cup 3 | 25,000 | A | Stoke | L | 1 | 4 | Bradshaw |
| 27 | 27-Jan-1900 | FA Cup 1 | 7,000 | A | Preston North End | L | 0 | 1 | |
| 28 | 2/9/1901 | FA Cup 1 | 15,223 | H | Preston North End | D | 1 | 1 | Brown (First ever game at White Hart Lane) |
| 29 | 2/13/1901 | FA Cup 1 Replay | 6,000 | A | Preston North End | W | 4 | 2 | Cameron, Brown (3) |
| 30 | 2/23/1901 | FA Cup 2 | 20,250 | H | Bury | W | 2 | 1 | Brown (2) |
| 31 | 3/23/1901 | FA Cup 3 | 14,417 | A | Reading | D | 1 | 1 | Kirwan |
| 32 | 3/28/1901 | FA Cup 3 Replay | 11,600 | H | Reading | W | 3 | 0 | Brown (2), Copeland |
| 33 | 4/8/1901 | FA Cup SF | 46,000 | VP | West Bromwich Albion | W | 4 | 0 | Brown (4) |
| 34 | 4/20/1901 | FA Cup FINAL | 110,820 | CP | Sheffield United | D | 2 | 2 | Brown (2) |
| 35 | 4/27/1901 | FA Cup FINAL REP | 20,470 | BP | Sheffield United | W | 3 | 1 | Cameron, Smith, Brown |
| 36 | 25-Jan-1902 | FA Cup 1 | 25,000 | H | Southampton | D | 1 | 1 | Copeland |
| 37 | 29-Jan-1902 | FA Cup 1 Replay | 10,000 | A | Southampton | D | 2 | 2 | (a.e.t) - Hughes (2) |
| 38 | 03-Feb-1902 | FA Cup 1 2nd Rep | 10,000 | EP | Southampton | L | 1 | 2 | Kirwan |
| 39 | 07-Feb-1903 | FA Cup 1 | 25,641 | H | West Bromwich Albion | D | 0 | 0 | |
| 40 | 11-Feb-1903 | FA Cup 1 Replay | 35,000 | A | West Bromwich Albion | W | 2 | 0 | Dryburgh,Woodward |
| 41 | 21-Feb-1903 | FA Cup 2 | 18,750 | H | Bristol City | W | 1 | 0 | Woodward |
| 42 | 07-Mar-1903 | FA Cup 3 | 24,500 | H | Aston Villa | L | 2 | 3 | Woodward, Copeland |
| 43 | 06-Feb-1904 | FA Cup 1 | 25,000 | A | Everton | W | 2 | 1 | Woodward, Balmer og |
| 44 | 20-Feb-1904 | FA Cup 2 | 32,000 | H | Aston Villa | Ab | 0 | 1 | (Abandoned due to crowd trouble after 38 mins) |
| 45 | 25-Feb-1904 | FA Cup 2 Replay | 30,000 | A | Aston Villa | W | 1 | 0 | Jones J. |
| 46 | 05-Mar-1904 | FA Cup 3 | 15,500 | H | Sheffield Wednesday | D | 1 | 1 | Jones J. |
| 47 | 10-Mar-1904 | FA Cup 3 Replay | 31,000 | A | Sheffield Wednesday | L | 0 | 2 | |
| 48 | 04-Feb-1905 | FA Cup 1 | 25,000 | A | Middlesbrough | D | 1 | 1 | Glen |
| 49 | 09-Feb-1905 | FA Cup 1 Replay | 18,000 | H | Middlesbrough | W | 1 | 0 | O'Hagen |
| 50 | 18-Feb-1905 | FA Cup 2 | 19,013 | H | Newcastle United | D | 1 | 1 | Walton |
| 51 | 28-Feb-1905 | FA Cup 2 Replay | 26,755 | A | Newcastle United | L | 0 | 4 | |
| 52 | 13-Jan-1906 | FA Cup 1 | 20,000 | H | Burnley | W | 2 | 0 | Woodward, Kyle |
| 53 | 03-Feb-1906 | FA Cup 2 | 26,000 | H | Reading | W | 3 | 2 | Bull, Walton, Kyle |
| 54 | 24-Feb-1906 | FA Cup 3 | 28,000 | H | Birmingham City | D | 1 | 1 | Kyle |
| 55 | 28-Feb-1906 | FA Cup 3 Replay | 34,000 | A | Birmingham City | L | 0 | 2 | (a.e.t) |
| 56 | 12-Jan-1907 | FA Cup 1 | 27,033 | H | Hull City | D | 0 | 0 | |
| 57 | 17-Jan-07 | FA Cup 1 Replay | 18,000 | A | Hull City | D | 0 | 0 | (Abandoned after 10 mins of extra time, result stood) |
| 58 | 21-Jan-1907 | FA Cup 1 2nd Rep | 20,000 | H | Hull City | W | 1 | 0 | Chapman |
| 59 | 02-Feb-1907 | FA Cup 2 | 24,963 | A | Blackburn Rovers | D | 1 | 1 | Watson |
| 60 | 07-Feb-1907 | FA Cup 2 Replay | 29,900 | A | Blackburn Rovers | D | 1 | 1 | (a.e.t) Reid |
| 61 | 11-Feb-1907 | FA Cup 2 2nd Rep | 18,000 | VP | Blackburn Rovers | W | 2 | 1 | Walton, Reid |
| 62 | 23-Feb-1907 | FA Cup 3 | 25,000 | A | Notts County | L | 0 | 4 | |
| 63 | 11-Jan-1908 | FA Cup 1 | 21,000 | A | Everton | L | 0 | 1 | |
| 64 | 16-Jan-1909 | FA Cup 1 | 20,000 | A | Manchester City | W | 4 | 3 | Morris (pen), Minter (2), Steel R |
| 65 | 06-Feb-1909 | FA Cup 2 | 33,008 | H | Fulham | W | 1 | 0 | Steel R |
| 66 | 20-Feb-1909 | FA Cup 3 | 21,838 | H | Burnley | D | 0 | 0 | |
| 67 | 24-Feb-1909 | FA Cup 3 Replay | 30,000 | A | Burnley | L | 1 | 3 | Coquet (pen) |
| 68 | 15-Jan-1910 | FA Cup 1 | 10,200 | A | Plymouth Argyle | D | 1 | 1 | Humphreys |
| 69 | 19-Jan-1910 | FA Cup 1 Replay | 17,000 | H | Plymouth Argyle | W | 7 | 1 | Minter, Humphreys (3), Steel R, Middlemiss (2) |
| 70 | 05-Feb-1910 | FA Cup 2 | 31,766 | A | Chelsea | W | 1 | 0 | Humphreys |
| 71 | 19-Feb-1910 | FA Cup 3 | 11,818 | A | Swindon Town | L | 2 | 3 | Minter, Steel R |
| 72 | 14-Jan-1911 | FA Cup 1 | 21,464 | H | Millwall | W | 2 | 1 | Minter, Carmichael og |
| 73 | 04-Feb-1911 | FA Cup 2 | 25,000 | A | Blackburn Rovers | D | 0 | 0 | |
| 74 | 09-Feb-1911 | FA Cup 2 Replay | 26,946 | H | Blackburn Rovers | L | 0 | 2 | |
| 75 | 13-Jan-1912 | FA Cup 1 | 22,000 | A | West Bromwich Albion | L | 0 | 3 | |
| 76 | 11-Jan-1913 | FA Cup 1 | 18,677 | H | Blackpool | D | 1 | 1 | Rance |
| 77 | 16-Jan-1913 | FA Cup 1 Replay | 16,926 | H | Blackpool | W | 6 | 1 | Tattersall (2), Cantrell (2), Steel R, Middlemiss |
| 78 | 01-Feb-1913 | FA Cup 2 | 17,794 | A | Reading | L | 0 | 1 | |
| 79 | 10-Jan-1914 | FA Cup 1 | 9,454 | A | Leicester Fosse | D | 5 | 5 | Walden, Minter, Cantrell, Bliss (2) |
| 80 | 15-Jan-1914 | FA Cup 1 Replay | 20,252 | H | Leicester Fosse | W | 2 | 0 | Walden, Bliss |
| 81 | 31-Jan-1914 | FA Cup 2 | 36,256 | A | Manchester City | L | 1 | 2 | Bliss |
| 82 | 09-Jan-1915 | FA Cup 1 | 17,000 | H | Sunderland | W | 2 | 1 | Walden, Bliss |
| 83 | 30-Jan-1915 | FA Cup 2 | 9,758 | A | Norwich City | L | 2 | 3 | Cantrell, Lansdale og |
| 84 | 10-Jan-1920 | FA Cup 1 | 17,000 | A | Bristol Rovers | W | 4 | 1 | Cantrell (3), Bliss |
| 85 | 31-Jan-1920 | FA Cup 2 | 35,527 | H | West Stanley | W | 4 | 0 | Banks, Wilson (2), Bliss |
| 86 | 21-Feb-1920 | FA Cup 3 | 47,642 | H | West Ham United | W | 3 | 0 | Grimsdell, Wilson (2) |
| 87 | 06-Mar-1920 | FA Cup 4 | 52,179 | H | Aston Villa | L | 0 | 1 | |
| 88 | 08-Jan-1921 | FA Cup 1 | 35,175 | H | Bristol Rovers | W | 6 | 2 | Clay (pen), Smith, Walden, Seed, Cantrell, Bliss |
| 89 | 29-Jan-1921 | FA Cup 2 | 39,048 | H | Bradford City | W | 4 | 0 | Banks, Seed (3) |
| 90 | 19-Feb-1921 | FA Cup 3 | 11,600 | A | Southend United | W | 4 | 1 | Banks, Seed, Cantrell, Bliss |
| 91 | 05-Mar-1921 | FA Cup 4 | 51,991 | H | Aston Villa | W | 1 | 0 | Banks |
| 92 | 19-Mar-1921 | FA Cup SF | 44,668 | Hil | Preston North End | W | 2 | 1 | Bliss (2) |
| 93 | 23-Apr-1921 | FA Cup FINAL | 72,805 | SB | Wolverhampton Wanderers | W | 1 | 0 | Dimmock |
| 94 | 07-Jan-1922 | FA Cup 1 | 12,964 | A | Brentford | W | 2 | 0 | Seed, Cantrell |
| 95 | 28-Jan-1922 | FA Cup 2 | 47,660 | H | Watford | W | 1 | 0 | Bliss |
| 96 | 18-Feb-1922 | FA Cup 3 | 53,810 | H | Manchester City | W | 2 | 1 | Wilson, Bliss |
| 97 | 04-Mar-1922 | FA Cup 4 | 55,000 | A | Cardiff City | D | 1 | 1 | Seed |
| 98 | 09-Mar-1922 | FA Cup 4 Replay | 53,626 | H | Cardiff City | W | 2 | 1 | Wilson, Dimmock |
| 99 | 25-Mar-1922 | FA Cup SF | 50,095 | Hil | Preston North End | L | 1 | 2 | Seed |
| 100 | 13-Jan-1923 | FA Cup 1 | 23,928 | H | Worksop Town | D | 0 | 0 | |
| 101 | 15-Jan-1923 | FA Cup 1 Replay | 23,122 | H | Worksop Town | W | 9 | 0 | Seed, Lindsay (4), Handley (3), Dimmock |
| 102 | 03-Feb-1923 | FA Cup 2 | 38,333 | H | Manchester United | W | 4 | 0 | Lindsay, Handley (3) |
| 103 | 24-Feb-1923 | FA Cup 3 | 54,000 | A | Cardiff City | W | 3 | 2 | Seed, Lindsay, Handley |
| 104 | 10-Mar-1923 | FA Cup 4 | 50,349 | H | Derby County | L | 0 | 1 | |
| 105 | 12-Jan-1924 | FA Cup 1 | 17,000 | A | Crystal Palace | L | 0 | 2 | |
| 106 | 10-Jan-1925 | FA Cup 1 | 32,718 | H | Northampton Town | W | 3 | 0 | Seed, Lindsay, Elkes |
| 107 | 31-Jan-1925 | FA Cup 2 | 52,635 | H | Bolton Wanderers | D | 1 | 1 | Seed |
| 108 | 04-Feb-1925 | FA Cup 2 Replay | 51,774 | A | Bolton Wanderers | W | 1 | 0 | Seed |
| 109 | 21-Feb-1925 | FA Cup 3 | 54,521 | H | Blackburn Rovers | D | 2 | 2 | Lane, Dimmock |
| 110 | 26-Feb-1925 | FA Cup 3 Replay | 48,000 | A | Blackburn Rovers | L | 1 | 3 | Dimmock |
| 111 | 09-Jan-1926 | FA Cup 3 | 49,800 | H | West Ham United | W | 5 | 0 | Osborne (2), Dimmock (3) |
| 112 | 30-Jan-1926 | FA Cup 4 | 43,653 | H | Manchester United | D | 2 | 2 | Thompson, Lindsay |
| 113 | 03-Feb-1926 | FA Cup 4 Replay | 46,929 | A | Manchester United | L | 0 | 2 | |
| 114 | 08-Jan-1927 | FA Cup 3 | 44,417 | A | West Ham United | L | 2 | 3 | Handley, Dimmock |
| 115 | 14-Jan-1928 | FA Cup 3 | 36,260 | A | Bristol City | W | 2 | 1 | O'Callaghan, Osborne |
| 116 | 28-Jan-1928 | FA Cup 4 | 36,828 | H | Oldham Athletic | W | 3 | 0 | Handley, O'Callaghan, Dimmock |
| 117 | 18-Feb-1928 | FA Cup 5 | 47,296 | A | Leicester City | W | 3 | 0 | O'Callaghan (2), Dimmock |
| 118 | 03-Mar-1928 | FA Cup 6 | 52,390 | A | Huddersfield Town | L | 1 | 6 | O'Callaghan |
| 119 | 12-Jan-1929 | FA Cup 3 | 26,137 | A | Reading | L | 0 | 2 | |
| 120 | 11-Jan-1930 | FA Cup 3 | 37,000 | H | Manchester City | D | 2 | 2 | Osborne, Cook |
| 121 | 14-Jan-1930 | FA Cup 3 Replay | 37,716 | A | Manchester City | L | 1 | 4 | Thompson |
| 122 | 10-Jan-1931 | FA Cup 3 | 36,549 | H | Preston North End | W | 3 | 1 | Harper, Cook, Dimmock |
| 123 | 24-Jan-1931 | FA Cup 4 | 40,850 | A | West Bromwich Albion | L | 0 | 1 | |
| 124 | 09-Jan-1932 | FA Cup 3 | 41,511 | H | Sheffield Wednesday | D | 2 | 2 | Hunt GS, Evans W |
| 125 | 13-Jan-1932 | FA Cup 3 Replay | 30,000 | A | Sheffield Wednesday | L | 1 | 3 | Hunt GS (pen) |
| 126 | 14-Jan-1933 | FA Cup 3 | 16,662 | A | Oldham Athletic | W | 6 | 0 | O'Callaghan, Hunt GS (3), Evans W, Brunskill og |
| 127 | 28-Jan-1933 | FA Cup 4 | 17,213 | A | Luton Town | L | 0 | 2 | |
| 128 | 13-Jan-1934 | FA Cup 3 | 45,637 | H | Everton | W | 3 | 0 | Howe, Hunt GS, Evans W |
| 129 | 27-Jan-1934 | FA Cup 4 | 51,747 | H | West Ham United | W | 4 | 1 | Hunt GS (2), Evans W (2) |
| 130 | 17-Feb-1934 | FA Cup 5 | 44,365 | H | Aston Villa | L | 0 | 1 | |
| 131 | 12-Jan-1935 | FA Cup 3 | 48,983 | H | Manchester City | W | 1 | 0 | Evans W |
| 132 | 26-Jan-1935 | FA Cup 4 | 61,195 | H | Newcastle United | W | 2 | 0 | Hunt GS (2) |
| 133 | 16-Feb-1935 | FA Cup 5 | 70,347 | H | Bolton Wanderers | D | 1 | 1 | Evans W |
| 134 | 20-Feb-1935 | FA Cup 5 Replay | 47,453 | A | Bolton Wanderers | D | 1 | 1 | Hunt GS |
| 135 | 25-Feb-1935 | FA Cup 5 2nd Rep | 26,692 | VP | Bolton Wanderers | L | 0 | 2 | |
| 136 | 11-Jan-1936 | FA Cup 3 | 48,839 | H | Southend United | D | 4 | 4 | Sargent (2), Morrison (2) |
| 137 | 15-Jan-1936 | FA Cup 3 Replay | 23,634 | A | Southend United | W | 2 | 1 | Sargent, Evans W |
| 138 | 25-Jan-1936 | FA Cup 4 | 64,149 | H | Huddersfield Town | W | 1 | 0 | Howe |
| 139 | 15-Feb-1936 | FA Cup 5 | 24,053 | A | Bradford Park Avenue | D | 0 | 0 | |
| 140 | 17-Feb-1936 | FA Cup 5 Replay | 35,492 | H | Bradford Park Avenue | W | 2 | 1 | Hunt GS (2) |
| 141 | 29-Feb-1936 | FA Cup 6 | 22,295 | A | Sheffield United | L | 1 | 3 | Morrison |
| 142 | 16-Jan-1937 | FA Cup 3 | 32,665 | A | Portsmouth | W | 5 | 0 | Morrison (3), Duncan, Miller |
| 143 | 30-Jan-1937 | FA Cup 4 | 42,430 | H | Plymouth Argyle | W | 1 | 0 | McCormick |
| 144 | 20-Feb-1937 | FA Cup 5 | 57,149 | A | Everton | D | 1 | 1 | McCormick |
| 145 | 22-Feb-1937 | FA Cup 5 Replay | 46,972 | H | Everton | W | 4 | 3 | Meek, Morrison (3) |
| 146 | 06-Mar-1937 | FA Cup 6 | 71,913 | H | Preston North End | L | 1 | 2 | Duncan |
| 147 | 08-Jan-1938 | FA Cup 3 | 35,576 | H | Blackburn Rovers | W | 3 | 2 | Sargent, Gibbons (2) |
| 148 | 22-Jan-1938 | FA Cup 4 | 13,029 | A | New Brighton | D | 0 | 0 | |
| 149 | 26-Jan-1938 | FA Cup 4 Replay | 36,004 | H | New Brighton | W | 5 | 2 | Morrison (2), Gibbons (2), Lyman |
| 150 | 12-Feb-1938 | FA Cup 5 | 30,561 | A | Chesterfield | D | 2 | 2 | Gibbons, Miller |
| 151 | 16-Feb-1938 | FA Cup 5 Replay | 36,994 | H | Chesterfield | W | 2 | 1 | Sargent, Morrison |
| 152 | 05-Mar-1938 | FA Cup 6 | 75,038 | H | Sunderland | L | 0 | 1 | |
| 153 | 07-Jan-1939 | FA Cup 3 | 34,896 | H | Watford | W | 7 | 1 | Ward (pen), Sargent, Hall GW (2), Duncan, Miller (2) |
| 154 | 21-Jan-1939 | FA Cup 4 | 42,716 | A | West Ham United | D | 3 | 3 | Sargent, Morrison, Duncan |
| 155 | 30-Jan-1939 | FA Cup 4 Replay | 50,798 | H | West Ham United | D | 1 | 1 | Sargent |
| 156 | 02-Feb-1939 | FA Cup 4 2nd Rep | 50,468 | Hb | West Ham United | L | 1 | 2 | Morrison |
| 157 | 11-Jan-1947 | FA Cup 3 | 65,681 | H | Stoke City | D | 2 | 2 | Ludford, Bennett |
| 158 | 15-Jan-1947 | FA Cup 3 Replay | 38,631 | A | Stoke City | L | 0 | 1 | |
| 159 | 10-Jan-1948 | FA Cup 3 | 37,075 | A | Bolton Wanderers | W | 2 | 0 | (a.e.t) Duquemin (2) |
| 160 | 24-Jan-1948 | FA Cup 4 | 71,853 | H | West Bromwich Albion | W | 3 | 1 | Cox, Duquemin (2) |
| 161 | 28-Jan-1948 | FA Cup 6 | 28,425 | A | Southampton | W | 1 | 0 | Bennett |
| 162 | 07-Feb-1948 | FA Cup 5 | 69,049 | H | Leicester City | W | 5 | 2 | Cox (pen), Duquemin (3), South og |
| 163 | 13-Mar-1948 | FA Cup SF | 70,687 | VP | Blackpool | L | 1 | 3 | Duquemin |
| 164 | 08-Jan-1949 | FA Cup 3 | 47,314 | A | Arsenal | L | 0 | 3 | |
| 165 | 07-Jan-1950 | FA Cup 3 | 47,000 | A | Stoke City | W | 1 | 0 | Baily |
| 166 | 24-Jan-1950 | FA Cup 4 | 66,246 | H | Sunderland | W | 5 | 1 | Walters (2), Bennett (2), Medley |
| 167 | 11-Feb-1950 | FA Cup 5 | 72,921 | A | Everton | L | 0 | 1 | |
| 168 | 06-Jan-1951 | FA Cup 3 | 25,390 | A | Huddersfield Town | L | 0 | 2 | |
| 169 | 12-Jan-1952 | FA Cup 3 | 22,652 | A | Scunthorpe United | W | 3 | 0 | Baily, Duquemin (2) |
| 170 | 02-Feb-1952 | FA Cup 4 | 69,009 | H | Newcastle United | L | 0 | 3 | |
| 171 | 10-Jan-1953 | FA Cup 3 | 21,537 | A | Tranmere Rovers | D | 1 | 1 | Bennett |
| 172 | 12-Jan-1953 | FA Cup 3 Replay | 31,541 | H | Tranmere Rovers | W | 9 | 1 | McClellan (3), Duquemin (2), Hollis (2), Baily (2) |
| 173 | 31-Jan-1953 | FA Cup 4 | 34,956 | A | Preston North End | D | 2 | 2 | Withers (2) |
| 174 | 04-Feb-1953 | FA Cup 4 Replay | 55,601 | H | Preston North End | W | 1 | 0 | Duquemin |
| 175 | 14-Feb-1953 | FA Cup 5 | 36,995 | A | Halifax Town | W | 3 | 0 | Bennett (2), Duquemin |
| 176 | 28-Feb-1953 | FA Cup 6 | 52,348 | A | Birmingham City | D | 1 | 1 | Bennett |
| 177 | 04-Mar-1953 | FA Cup 6 Replay | 59,543 | H | Birmingham City | D | 2 | 2 | Bennett,Duquemin |
| 178 | 09-Mar-1953 | FA Cup 6 2nd Rep | 50,801 | Mol | Birmingham City | W | 1 | 0 | Walters |
| 179 | 21-Mar-1953 | FA Cup SF | 68,221 | VP | Blackpool | L | 1 | 2 | Duquemin |
| 180 | 09-Jan-1954 | FA Cup 3 | 41,645 | A | Leeds United | D | 3 | 3 | Walters, Bennett (2) |
| 181 | 13-Jan-1954 | FA Cup 3 Replay | 35,023 | H | Leeds United | W | 1 | 0 | Bennett |
| 182 | 30-Jan-1954 | FA Cup 4 | 51,182 | A | Manchester City | W | 1 | 0 | Bennett |
| 183 | 20-Feb-1954 | FA Cup 5 | 46,839 | A | Hull City | D | 1 | 1 | Bennett |
| 184 | 24-Feb-1954 | FA Cup 5 Replay | 52,934 | H | Hull City | W | 2 | 0 | Walters, Baily |
| 185 | 13-Mar-1954 | FA Cup 6 | 51,049 | A | West Bromwich Albion | L | 0 | 3 | |
| 186 | 03-Jan-1955 | FA Cup 3 | 18,842 | A | Gateshead | W | 2 | 0 | Brooks (2) |
| 187 | 28-Jan-1955 | FA Cup 4 | 50,684 | H | Port Vale | W | 4 | 2 | Gavin, Duquemin, Brooks (2) |
| 188 | 19-Feb-1955 | FA Cup 5 | 21,000 | A | York City | L | 1 | 3 | Robb |
| 189 | 07-Jan-1956 | FA Cup 3 | 46,185 | H | Boston United | W | 4 | 0 | Duquemin, Smith R (2),Robb |
| 190 | 28-Jan-1956 | FA Cup 4 | 41,895 | H | Middlesbrough | W | 3 | 1 | Norman, Dunmore, Robb |
| 191 | 18-Feb-1956 | FA Cup 5 | 30,436 | A | Doncaster Rovers | W | 2 | 0 | Brooks, Smith R |
| 192 | 03-Mar-1956 | FA Cup 6 | 69,118 | H | West Ham United | D | 3 | 3 | Harmer (pen), Duquemin, Robb |
| 193 | 08-Mar-1956 | FA Cup 6 Replay | 34,911 | A | West Ham United | W | 2 | 1 | Harmer, Duquemin |
| 194 | 17-Mar-1956 | FA Cup SF | 69,788 | VP | Manchester City | L | 0 | 1 | |
| 195 | 05-Jan-1957 | FA Cup 3 | 56,492 | H | Leicester City | W | 2 | 0 | Blanchflower, Robb |
| 196 | 26-Jan-1957 | FA Cup 4 | 66,398 | H | Chelsea | W | 4 | 0 | Medwin, Harmer, Smith R, Stokes |
| 197 | 16-Feb-1957 | FA Cup 5 | 25,892 | A | Bournemouth & Boscombe Ath | L | 1 | 3 | Medwin |
| 198 | 04-Jan-1958 | FA Cup 3 | 42,716 | H | Leicester City | W | 4 | 0 | Medwin, Smith R (2), Stokes |
| 199 | 25-Jan-1958 | FA Cup 4 | 51,136 | H | Sheffield United | L | 0 | 3 | |
| 200 | 10-Jan-1959 | FA Cup 3 | 56,252 | H | West Ham United | W | 2 | 0 | Smith R, Jones |
| 201 | 31-Jan-1959 | FA Cup 4 | 50,561 | H | Newport County | W | 4 | 1 | Smith R (2), Dunmore (2) |
| 202 | 14-Feb-1959 | FA Cup 5 | 67,633 | H | Norwich City | D | 1 | 1 | Jones |
| 203 | 18-Feb-1959 | FA Cup 5 Replay | 38,000 | A | Norwich City | L | 0 | 1 | |
| 204 | 09-Jan-1960 | FA Cup 3 | 22,655 | A | Newport County | W | 4 | 0 | Blanchflower, Smith R, Allen (2) |
| 205 | 30-Jan-1960 | FA Cup 4 | 20,000 | A | Crewe Alexandra | D | 2 | 2 | Allen, Jones |
| 206 | 03-Feb-1960 | FA Cup 4 Replay | 64,365 | H | Crewe Alexandra | W | 13 | 2 | Harmer, Smith R (4), Allen (5), Jones (3, 1pen) |
| 207 | 20-Feb-1960 | FA Cup 5 | 54,745 | H | Blackburn Rovers | L | 1 | 3 | Jones |
| 208 | 07-Jan-1961 | FA Cup 3 | 54,969 | H | Charlton Athletic | W | 3 | 2 | Allen (2), Dyson |
| 209 | 28-Jan-1961 | FA Cup 4 | 63,721 | H | Crewe Alexandra | W | 5 | 1 | Mackay, Jones, Smith R, Allen, Dyson |
| 210 | 18-Feb-1961 | FA Cup 5 | 65,474 | A | Aston Villa | W | 2 | 0 | Jones, Neil og |
| 211 | 04-Mar-1961 | FA Cup 6 | 61,236 | A | Sunderland | D | 1 | 1 | Jones |
| 212 | 08-Mar-1961 | FA Cup 6 Replay | 64,797 | H | Sunderland | W | 5 | 0 | Mackay, Smith R, Allen, Dyson (2) |
| 213 | 18-Mar-1961 | FA Cup SF | 69,968 | VP | Burnley | W | 3 | 0 | Jones, Smith R (2) |
| 214 | 06-May-1961 | FA Cup FINAL | 100,000 | W | Leicester City | W | 2 | 0 | Smith R, Dyson |
| 215 | 06-Jan-1962 | FA Cup 3 | 46,096 | A | Birmingham City | D | 3 | 3 | Greaves (2), Jones |
| 216 | 10-Jan-1962 | FA Cup 3 Replay | 62,917 | H | Birmingham City | W | 4 | 2 | Medwin (2), Allen, Greaves |
| 217 | 27-Jan-1962 | FA Cup 4 | 40,040 | A | Plymouth Argyle | W | 5 | 1 | Medwin, White, Greaves (2), Jones |
| 218 | 17-Feb-1962 | FA Cup 5 | 53,539 | A | West Bromwich Albion | W | 4 | 2 | Smith R (2), Greaves (2) |
| 219 | 10-Mar-1962 | FA Cup 6 | 64,000 | H | Aston Villa | W | 2 | 0 | Blanchflower, Jones |
| 220 | 31-Mar-1962 | FA Cup SF | 65,000 | Hil | Manchester United | W | 3 | 1 | Medwin, Greaves, Jones |
| 221 | 05-May-1962 | FA Cup FINAL | 100,000 | W | Burnley | W | 3 | 1 | Blanchflower (pen), Smith R, Greaves |
| 222 | 16-Jan-1963 | FA Cup 3 | 32,756 | H | Burnley | L | 0 | 3 | |
| 223 | 05-Jan-1964 | FA Cup 3 | 49,382 | H | Chelsea | D | 1 | 1 | Dyson |
| 224 | 08-Jan-1964 | FA Cup 3 Replay | 70,123 | A | Chelsea | L | 0 | 2 | |
| 225 | 09-Jan-1965 | FA Cup 3 | 20,000 | A | Torquay United | D | 3 | 3 | Norman, Gilzean (2) |
| 226 | 18-Jan-1965 | FA Cup 3 Replay | 55,081 | H | Torquay United | W | 5 | 1 | Robertson, Greaves (3), Gilzean |
| 227 | 30-Jan-1965 | FA Cup 4 | 43,992 | H | Ipswich Town | W | 5 | 0 | Greaves (3, 1pen), Gilzean (2) |
| 228 | 20-Feb-1965 | FA Cup 5 | 63,205 | A | Chelsea | L | 0 | 1 | |
| 229 | 22-Jan-1966 | FA Cup 3 | 37,349 | H | Middlesbrough | W | 4 | 0 | Mackay (2, 1pen), Saul (2) |
| 230 | 12-Feb-1966 | FA Cup 4 | 50,611 | H | Burnley | W | 4 | 3 | Gilzean (3), Saul |
| 231 | 05-Mar-1966 | FA Cup 5 | 36,792 | A | Preston North End | L | 1 | 2 | Greaves |
| 232 | 28-Jan-1967 | FA Cup 3 | 41,260 | A | Millwall | D | 0 | 0 | |
| 233 | 01-Feb-1967 | FA Cup 3 Replay | 58,189 | H | Millwall | W | 1 | 0 | Gilzean |
| 234 | 18-Feb-1967 | FA Cup 4 | 57,910 | H | Portsmouth | W | 3 | 1 | Greaves, Gilzean (2) |
| 235 | 11-Mar-1967 | FA Cup 5 | 54,610 | H | Bristol City | W | 2 | 0 | Greaves (2, 1pen) |
| 236 | 08-Apr-1967 | FA Cup 6 | 51,500 | A | Birmingham City | D | 0 | 0 | |
| 237 | 12-Apr-1967 | FA Cup 6 Replay | 52,304 | H | Birmingham City | W | 6 | 0 | Greaves (2), Gilzean, Venables (2), Saul |
| 238 | 29-Apr-1967 | FA Cup SF | 55,000 | Hil | Nottingham Forest | W | 2 | 1 | Greaves, Saul |
| 239 | 20-May-1967 | FA Cup Final | 100,000 | W | Chelsea | W | 2 | 1 | Robertson, Saul |
| 240 | 27-Jan-1968 | FA Cup 3 | 63,500 | A | Manchester United | D | 2 | 2 | Chivers (2) |
| 241 | 31-Jan-1968 | FA Cup 3 Replay | 57,200 | H | Manchester United | W | 1 | 0 | (a.e.t) Robertson |
| 242 | 17-Feb-1968 | FA Cup 4 | 47,088 | H | Preston North End | W | 3 | 1 | Greaves (2), Chivers |
| 243 | 09-Mar-1968 | FA Cup 5 | 54,005 | H | Liverpool | D | 1 | 1 | Greaves |
| 244 | 12-Mar-1968 | FA Cup 5 Replay | 53,658 | A | Liverpool | L | 1 | 2 | Jones |
| 245 | 04-Jan-1969 | FA Cup 3 | 18,779 | A | Walsall | W | 1 | 0 | Greaves |
| 246 | 25-Jan-1969 | FA Cup 4 | 48,985 | H | Wolverhampton Wanderers | W | 2 | 1 | Johnson, Greaves |
| 247 | 12-Feb-1969 | FA Cup 5 | 49,986 | H | Aston Villa | W | 3 | 2 | England, Greaves (2, 1pen) |
| 248 | 01-Mar-1969 | FA Cup 6 | 48,872 | A | Manchester City | L | 0 | 1 | |
| 249 | 03-Jan-1970 | FA Cup 3 | 23,000 | A | Bradford City | D | 2 | 2 | Greaves, Morgan |
| 250 | 07-Jan-1970 | FA Cup 3 Replay | 36,039 | H | Bradford City | W | 5 | 0 | Pearce (2), Greaves (2), Morgan |
| 251 | 24-Jan-1970 | FA Cup 4 | 43,948 | H | Crystal Palace | D | 0 | 0 | |
| 252 | 28-Jan-1970 | FA Cup 4 Replay | 45,980 | A | Crystal Palace | L | 0 | 1 | |
| 253 | 02-Jan-1971 | FA Cup 3 | 34,170 | H | Sheffield Wednesday | W | 4 | 1 | Mullery (pen), Gilzean (2), Peters |
| 254 | 23-Jan-1971 | FA Cup 4 | 25,369 | A | Carlisle United | W | 3 | 2 | Gilzean, Peters, Neighbour |
| 255 | 13-Feb-1971 | FA Cup 5 | 46,366 | H | Nottingham Forest | W | 2 | 1 | Gilzean, Chivers |
| 256 | 06-Mar-1971 | FA Cup 6 | 54,731 | A | Liverpool | D | 0 | 0 | |
| 257 | 16-Mar-1971 | FA Cup 6 Replay | 56,283 | H | Liverpool | L | 0 | 1 | |
| 258 | 15-Jan-1972 | FA Cup 3 | 33,702 | H | Carlisle United | D | 1 | 1 | Gilzean |
| 259 | 18-Jan-1972 | FA Cup 3 Replay | 21,560 | A | Carlisle United | W | 3 | 1 | Gilzean, Chivers (2) |
| 260 | 05-Feb-1972 | FA Cup 4 | 36,903 | H | Rotherham United | W | 2 | 0 | Gilzean, Peters |
| 261 | 26-Feb-1972 | FA Cup 5 | 50,511 | A | Everton | W | 2 | 0 | Gilzean, Peters |
| 262 | 18-Mar-1972 | FA Cup 6 | 43,937 | A | Leeds United | L | 1 | 2 | Pratt |
| 263 | 13-Jan-1973 | FA Cup 3 | 8,500 | A | Margate | W | 6 | 0 | Knowles, Pratt, Pearce, Chivers (2), Peters |
| 264 | 03-Feb-1973 | FA Cup 4 | 37,895 | A | Derby County | D | 1 | 1 | Chivers |
| 265 | 07-Feb-1973 | FA Cup 4 Replay | 52,736 | H | Derby County | L | 3 | 5 | (a.e.t) England (pen), Gilzean, Chivers |
| 266 | 05-Jan-1974 | FA Cup 3 | 28,280 | A | Leicester City | L | 0 | 1 | |
| 267 | 04-Jan-1975 | FA Cup 3 | 23,355 | A | Nottingham Forest | D | 1 | 1 | Chivers |
| 268 | 08-Jan-1975 | FA Cup 3 Replay | 27,996 | H | Nottingham Forest | L | 0 | 1 | |
| 269 | 03-Jan-1976 | FA Cup 3 | 26,715 | H | Stoke City | D | 1 | 1 | Duncan |
| 270 | 08-Jan-1976 | FA Cup 3 Replay | 29,751 | A | Stoke City | L | 1 | 2 | Perryman |
| 271 | 08-Jan-1977 | FA Cup 3 | 27,868 | A | Cardiff City | L | 0 | 1 | |
| 272 | 07-Jan-1978 | FA Cup 3 | 43,731 | H | Bolton Wanderers | D | 2 | 2 | Hoddle, Duncan |
| 273 | 10-Jan-1978 | FA Cup 3 Replay | 31,314 | A | Bolton Wanderers | L | 1 | 2 | (a.e.t) Taylor (pen) |
| 274 | 10-Jan-1979 | FA Cup 3 | 31,081 | H | Altrincham | D | 1 | 1 | Taylor (pen) |
| 275 | 16-Jan-1979 | FA Cup 3 Replay | 27,878 | MR | Altrincham | W | 3 | 0 | Lee (3) |
| 276 | 12-Feb-1979 | FA Cup 4 | 27,120 | H | Wrexham | D | 3 | 3 | Hoddle, Jones, Roberts og |
| 277 | 21-Feb-1979 | FA Cup 4 Replay | 16,050 | A | Wrexham | W | 3 | 2 | (a.e.t) Jones (3) |
| 278 | 28-Feb-1979 | FA Cup 5 | 16,097 | A | Oldham Athletic | W | 1 | 0 | Perryman |
| 279 | 10-Mar-1979 | FA Cup 6 | 51,800 | H | Manchester United | D | 1 | 1 | Ardiles |
| 280 | 14-Mar-1979 | FA Cup 6 Replay | 54,510 | A | Manchester United | L | 0 | 2 | |
| 281 | 05-Jan-1980 | FA Cup 3 | 45,207 | H | Manchester United | D | 1 | 1 | Ardiles |
| 282 | 09-Jan-1980 | FA Cup 3 Replay | 53,762 | A | Manchester United | W | 1 | 0 | (a.e.t) Ardiles |
| 283 | 26-Jan-1980 | FA Cup 4 | 26,000 | A | Swindon Town | D | 0 | 0 | |
| 284 | 30-Jan-1980 | FA Cup 4 Replay | 46,707 | H | Swindon Town | W | 2 | 1 | Armstrong (2) |
| 285 | 16-Feb-1980 | FA Cup 5 | 49,936 | H | Birmingham City | W | 3 | 1 | Armstrong, Hoddle (2, 1pen) |
| 286 | 08-Mar-1980 | FA Cup 6 | 48,033 | H | Liverpool | L | 0 | 1 | |
| 287 | 03-Jan-1981 | FA Cup 3 | 28,829 | A | Queens Park Rangers | D | 0 | 0 | |
| 288 | 07-Jan-1981 | FA Cup 3 Replay | 36,294 | H | Queens Park Rangers | W | 3 | 1 | Galvin, Hoddle, Crooks |
| 289 | 24-Jan-1981 | FA Cup 4 | 37,532 | H | Hull City | W | 2 | 0 | Archibald, Brooke |
| 290 | 14-Feb-1981 | FA Cup 5 | 36,688 | H | Coventry City | W | 3 | 1 | Hughton, Ardiles, Archibald |
| 291 | 07-Mar-1981 | FA Cup 6 | 40,629 | H | Exeter City | W | 2 | 0 | Miller, Roberts |
| 292 | 11-Apr-1981 | FA Cup SF | 40,174 | Hil | Wolverhampton Wanderers | D | 2 | 2 | Archibald, Hoddle |
| 293 | 15-Apr-1981 | FA Cup SF Replay | 52,539 | Hb | Wolverhampton Wanderers | W | 3 | 0 | Crooks (2), Villa |
| 294 | 09-May-1981 | FA Cup FINAL | 100,000 | W | Manchester City | D | 1 | 1 | Hutchinson og |
| 295 | 14-May-1981 | FA Cup FINAL REP | 96,000 | W | Manchester City | W | 3 | 2 | Villa (2), Crooks |
| 296 | 02-Jan-1982 | FA Cup 3 | 38,421 | H | Arsenal | W | 1 | 0 | Crooks |
| 297 | 23-Jan-1982 | FA Cup 4 | 46,126 | H | Leeds United | W | 1 | 0 | Crooks |
| 298 | 13-Feb-1982 | FA Cup 5 | 43,419 | H | Aston Villa | W | 1 | 0 | Falco |
| 299 | 06-Mar-1982 | FA Cup 6 | 42,557 | A | Chelsea | W | 3 | 2 | Hazard, Archibald, Hoddle |
| 300 | 03-Apr-1982 | FA Cup SF | 46,606 | VP | Leicester City | W | 2 | 0 | Crooks, Wilson og. |
| 301 | 22-May-1982 | FA Cup FINAL | 100,000 | W | Queens Park Rangers | D | 1 | 1 | Hoddle |
| 302 | 27-May-1982 | FA Cup FINAL REP | 92,000 | W | Queens Park Rangers | W | 1 | 0 | Hoddle (pen) |
| 303 | 08-Jan-1983 | FA Cup 3 | 38,040 | A | Southampton | W | 1 | 0 | Hazard |
| 304 | 29-Jan-1983 | FA Cup 4 | 38,208 | H | West Bromwich Albion | W | 2 | 1 | Gibson, Crooks |
| 305 | 19-Feb-1983 | FA Cup 5 | 42,995 | A | Everton | L | 0 | 2 | |
| 306 | 07-Jan-1984 | FA Cup 3 | 23,398 | A | Fulham | D | 0 | 0 | |
| 307 | 11-Jan-1984 | FA Cup 3 Replay | 32,898 | H | Fulham | W | 2 | 0 | Roberts, Archibald |
| 308 | 28-Jan-1984 | FA Cup 4 | 37,792 | H | Norwich City | D | 0 | 0 | |
| 309 | 01-Feb-1984 | FA Cup 4 Replay | 26,811 | A | Norwich City | L | 1 | 2 | Falco |
| 310 | 05-Jan-1985 | FA Cup 3 | 29,029 | H | Charlton Athletic | D | 1 | 1 | Crooks |
| 311 | 23-Jan-1985 | FA Cup 3 Replay | 21,406 | A | Charlton Athletic | W | 2 | 1 | Falco, Galvin |
| 312 | 27-Jan-1985 | FA Cup 4 | 27,905 | A | Liverpool | L | 0 | 1 | |
| 313 | 04-Jan-1986 | FA Cup 3 | 10,638 | A | Oxford United | D | 1 | 1 | Chiedozie |
| 314 | 08-Jan-1986 | FA Cup 3 Replay | 19,136 | H | Oxford United | W | 2 | 1 | (a.e.t) Waddle, Allen C |
| 315 | 25-Jan-1986 | FA Cup 4 | 17,546 | A | Notts County | D | 1 | 1 | Allen C |
| 316 | 29-Jan-1986 | FA Cup 4 Replay | 17,393 | H | Notts County | W | 5 | 0 | Chiedozie, Falco, Allen C, Hoddle, Waddle |
| 317 | 04-Mar-1986 | FA Cup 5 | 23,338 | H | Everton | L | 1 | 2 | Falco |
| 318 | 10-Jan-1987 | FA Cup 3 | 19,339 | H | Scunthorpe United | W | 3 | 2 | Mabbutt, Waddle, Claesen |
| 319 | 31-Jan-1987 | FA Cup 4 | 29,603 | H | Crystal Palace | W | 4 | 0 | Mabbutt, Allen C (pen), Claesen, O'Reilly og |
| 320 | 21-Feb-1987 | FA Cup 5 | 38,033 | H | Newcastle United | W | 1 | 0 | Allen C (pen) |
| 321 | 15-Mar-1987 | FA Cup 6 | 15,636 | A | Wimbledon | W | 2 | 0 | Waddle, Hoddle |
| 322 | 11-Apr-1987 | FA Cup SF | 46,151 | VP | Watford | W | 4 | 1 | Hodge (2), Allen C, Allen P |
| 323 | 16-May-1987 | FA Cup FINAL | 98,000 | W | Coventry City | L | 2 | 3 | Allen C, Mabbutt |
| 324 | 09-Jan-1988 | FA Cup 3 | 16,931 | A | Oldham Athletic | W | 4 | 2 | Thomas, Allen C (2), Waddle |
| 325 | 30-Jan-1988 | FA Cup 4 | 20,045 | A | Port Vale | L | 1 | 2 | Ruddock |
| 326 | 09-Jan-1989 | FA Cup 3 | 15,917 | A | Bradford City | L | 0 | 1 | |
| 327 | 06-Jan-1990 | FA Cup 3 | 33,134 | H | Southampton | L | 1 | 3 | Howells |
| 328 | 05-Jan-1991 | FA Cup 3 | 9,563 | A | Blackpool | W | 1 | 0 | Stewart |
| 329 | 26-Jan-1991 | FA Cup 4 | 31,665 | H | Oxford United | W | 4 | 2 | Mabbutt, Gasgoigne (2), Lineker |
| 330 | 16-Feb-1991 | FA Cup 5 | 26,049 | A | Portsmouth | W | 2 | 1 | Gasgoigne (2) |
| 331 | 10-Mar-1991 | FA Cup 6 | 29,686 | H | Notts County | W | 2 | 1 | Nayim, Gasgoigne |
| 332 | 14-Apr-1991 | FA Cup SF | 77,893 | W | Arsenal | W | 3 | 1 | Gasgoigne, Lineker (2) |
| 333 | 18-May-1991 | FA Cup FINAL | 80,000 | W | Nottingham Forest | W | 2 | 1 | (a.e.t) Stewart, Walker og. |
| 334 | 05-Jan-1992 | FA Cup 3 | 29,316 | A | Aston Villa | D | 0 | 0 | |
| 335 | 14-Jan-1992 | FA Cup 3 Replay | 25,462 | H | Aston Villa | L | 0 | 1 | |
| 336 | 02-Jan-1993 | FA Cup 3 | 26,636 | A* | Marlow (*at White Hart Lane) | W | 5 | 1 | Barmby (2), Samways (2), Sheringham |
| 337 | 24-Jan-1993 | FA Cup 4 | 15,005 | A | Norwich City | W | 2 | 0 | Sheringham (2) |
| 338 | 14-Feb-1993 | FA Cup 5 | 26,529 | H | Wimbledon | W | 3 | 2 | Anderton, Sheringham, Barmby |
| 339 | 07-Mar-1993 | FA Cup 6 | 34,050 | A | Manchester City | W | 4 | 2 | Nayim (3), Sedgley |
| 340 | 04-Apr-1993 | FA Cup SF | 76,263 | W | Arsenal | L | 0 | 1 | |
| 341 | 08-Jan-1994 | FA Cup 3 | 19,169 | A | Peterborough United | D | 1 | 1 | Dozzell |
| 342 | 19-Jan-1994 | FA Cup 3 Replay | 24,893 | H | Peterborough United | D | 1 | 1 | Barmby (won on 5-4 Penalties) |
| 343 | 29-Jan-1994 | FA Cup 4 | 22,539 | A | Ipswich Town | L | 0 | 3 | |
| 344 | 07-Jan-1995 | FA Cup 3 | 25,057 | H | Altringham | W | 3 | 0 | Sheringham, Rosenthal, Nethercott |
| 345 | 29-Jan-1995 | FA Cup 4 | 21,135 | A | Sunderland | W | 4 | 1 | Klinsmann (2, 1pen), Sheringham, Melville og |
| 346 | 18-Feb-1995 | FA Cup 5 | 28,091 | H | Southampton | D | 1 | 1 | Klinsmann |
| 347 | 01-Mar-1995 | FA Cup 5 Replay | 15,172 | A | Southampton | W | 6 | 2 | (a.e.t) Rosenthal (3), Sheringham, Barmby, Anderton |
| 348 | 11-Mar-1995 | FA Cup 6 | 39,582 | A | Liverpool | W | 2 | 1 | Sheringham, Klinsmann |
| 349 | 09-Apr-1995 | FA Cup SF | 38,226 | ER | Everton | L | 1 | 4 | Klinsmann (pen) |
| 350 | 06-Jan-1996 | FA Cup 3 | 8,806 | A | Hereford United | D | 1 | 1 | Rosenthal |
| 351 | 17-Jan-1996 | FA Cup 3 Replay | 31,534 | H | Hereford United | W | 5 | 1 | Sheringham (3), Armstrong (2) |
| 352 | 27-Jan-1996 | FA Cup 4 | 32,812 | H | Wolverhampton Wanderers | D | 1 | 1 | Wilson |
| 353 | 07-Feb-1996 | FA Cup 4 Replay | 27,846 | A | Wolverhampton Wanderers | W | 2 | 0 | Rosenthal, Sheringham |
| 354 | 14-Feb-1996 | FA Cup 5 | x | A | Nottingham Forest | Ab | 0 | 0 | (match abandoned due to snowstorm) |
| 355 | 28-Feb-1996 | FA Cup 5 | 18,600 | A | Nottingham Forest | D | 2 | 2 | Armstrong (2) |
| 356 | 09-Mar-1996 | FA Cup 5 Replay | 31,055 | H | Nottingham Forest | D | 1 | 1 | Sheringham (Lost 1-3 on penalties) |
| 357 | 05-Jan-1997 | FA Cup 3 | 52,495 | A | Manchester United | L | 0 | 2 | |
| 358 | 05-Jan-1998 | FA Cup 3 | 27,909 | H | Fulham | W | 3 | 1 | Clemence, Calderwood, Brady |
| 359 | 26-Jan-1998 | FA Cup 4 | 28,722 | H | Barnsley | D | 1 | 1 | Campbell |
| 360 | 04-Feb-1998 | FA Cup 4 Replay | 18,220 | A | Barnsley | L | 1 | 3 | Ginola |
| 361 | 02-Jan-1999 | FA Cup 3 | 36,022 | H | Watford | W | 5 | 2 | Iversen (2), Anderton (pen), Nielsen, Fox |
| 362 | 23-Jan-1999 | FA Cup 4 | 22,229 | A | Wimbledon | D | 1 | 1 | Ginola |
| 363 | 02-Feb-1999 | FA Cup 4 Replay | 24,049 | H | Wimbledon | W | 3 | 0 | Sinton, Nielsen (2) |
| 364 | 13-Feb-1999 | FA Cup 5 | 39,696 | A | Leeds United | D | 1 | 1 | Sherwood |
| 365 | 24-Feb-1999 | FA Cup 5 Replay | 32,307 | H | Leeds United | W | 2 | 0 | Anderton, Ginola |
| 366 | 16-Mar-1999 | FA Cup 6 | 18,793 | A | Barnsley | W | 1 | 0 | Ginola |
| 367 | 11-Apr-1999 | FA Cup SF | 53,609 | OT | Newcastle United | L | 0 | 2 | (a.e.t) |
| 368 | 12-Dec-1999 | FA Cup 3 | 33,116 | H | Newcastle United | D | 1 | 1 | Iversen |
| 369 | 23-Dec-1999 | FA Cup 3 Replay | 35,415 | A | Newcastle United | L | 1 | 6 | Ginola |
| 370 | 06-Jan-2001 | FA Cup 3 | 12,336 | A | Leyton Orient | W | 1 | 0 | Doherty |
| 371 | 07-Feb-2001 | FA Cup 4 | 18,101 | A | Charlton Athletic | W | 4 | 2 | Rufus og, Anderton, Leonhardsen, Rebrov |
| 372 | 17-Feb-2001 | FA Cup 5 | 36,040 | H | Stockport County | W | 4 | 0 | King, Davies (2), Flynn og |
| 373 | 11-Mar-2001 | FA Cup 6 | 26,048 | A | West Ham United | W | 3 | 2 | Rebrov (2), Doherty |
| 374 | 09-Apr-2001 | FA Cup SF | 63,050 | OT | Arsenal | L | 1 | 2 | Doherty |
| 375 | 16-Jan-2002 | FA Cup 3 | 20,758 | A | Coventry City | W | 2 | 0 | Poyet, Ferdinand |
| 376 | 26-Jan-2002 | FA Cup 4 | 27,093 | H | Bolton Wanderers | W | 4 | 0 | Anderton (pen), Iversen, Etherington, Barness og |
| 377 | 17-Feb-2002 | FA Cup 5 | 30,696 | H | Tranmere Rovers | W | 4 | 0 | Ziege, Poyet (2), Sheringham |
| 378 | 10-Mar-2002 | FA Cup 6 | 32,896 | H | Chelsea | L | 0 | 4 | |
| 379 | 04-Jan-2003 | FA Cup 3 | 25,589 | A | Southampton | L | 0 | 4 | |
| 380 | 03-Jan-2004 | FA Cup 3 | 32,340 | H | Crystal Palace | W | 3 | 0 | Kanoute (3) |
| 381 | 25-Jan-2004 | FA Cup 4 | 47,000 | A | Manchester City | D | 1 | 1 | Doherty |
| 382 | 03-Feb-2004 | FA Cup 4 Replay | 30,400 | H | Manchester City | L | 3 | 4 | King, Keane, Ziege |
| 383 | 08-Jan-2005 | FA Cup 3 | 36,094 | H | Brighton & HA | W | 2 | 1 | King, Keane |
| 384 | 29-Jan-2005 | FA Cup 4 | 22,441 | A | West Bromwich Albion | D | 1 | 1 | Defoe (pen) |
| 385 | 12-Feb-2005 | FA Cup 4 Replay | 27,860 | H | West Bromwich Albion | W | 3 | 1 | Keane (pen), Defoe (2) |
| 386 | 19-Feb-2005 | FA Cup 5 | 35,640 | H | Nottingham Forest | D | 1 | 1 | Defoe |
| 387 | 02-Mar-2005 | FA Cup 5 Replay | 35,640 | A | Nottingham Forest | W | 3 | 0 | Pamarot, Keane, Mido |
| 388 | 13-Mar-2005 | FA Cup 6 | 51,307 | A | Newcastle United | L | 0 | 1 | |
| 389 | 08-Jan-2006 | FA Cup 3 | 19,844 | A | Leicester City | L | 2 | 3 | Jenas, Stalteri |
| 390 | 06-Jan-2007 | FA Cup 3 | 20,376 | A | Cardiff City | D | 0 | 0 | |
| 391 | 17-Jan-2007 | FA Cup 3 Replay | 27,641 | H | Cardiff City | W | 4 | 0 | Lennon, Keane, Malbranque, Defoe |
| 392 | 27-Jan-2007 | FA Cup 4 | 33,406 | H | Southend United | W | 3 | 1 | Keane, Jenas, Mido |
| 393 | 18-Feb-2007 | FA Cup 5 | 18,655 | A | Fulham | W | 4 | 0 | Keane 2, Berbatov 2 |
| 394 | 11-Mar-2007 | FA Cup 6 | 41,517 | A | Chelsea | D | 3 | 3 | Berbatov, Essien og, Ghaly |
| 395 | 19-Mar-2007 | FA Cup 6 Replay | 35,519 | H | Chelsea | L | 1 | 2 | Keane |
| 396 | 05-Jan-2008 | FA Cup 3 | 35,243 | H | Reading | D | 2 | 2 | Berbatov (2) |
| 397 | 15-Jan-2008 | FA Cup 3 Replay | 22,130 | A | Reading | W | 1 | 0 | Keane |
| 398 | 27-Jan-2008 | FA Cup 4 | 75,369 | A | Manchester United | L | 1 | 3 | Keane |
| 399 | 02-Jan-2009 | FA Cup 3 | 34,040 | H | Wigan Athletic | W | 3 | 1 | Pavlyuchenko (2, 1p), Modric |
| 400 | 24-Jan-2009 | FA Cup 4 | 75,014 | A | Manchester United | L | 1 | 2 | Pavlyuchenko |
| 401 | 02-Jan-2010 | FA Cup 3 | 35,862 | H | Peterborough United | W | 4 | 0 | Kranjcar (2), Defoe, Keane (p) |
| 402 | 23-Jan-2010 | FA Cup 4 | 35,750 | H | Leeds United | D | 2 | 2 | Crouch, Pavlyuchenko |
| 403 | 03-Feb-2010 | FA Cup 4 Replay | 37,704 | A | Leeds United | W | 3 | 1 | Defoe (3) |
| 404 | 14-Feb-2010 | FA Cup 5 | 13,596 | A | Bolton Wanderers | D | 1 | 1 | Defoe |
| 405 | 24-Feb-2010 | FA Cup 5 Replay | 31,436 | H | Bolton Wanderers | W | 4 | 0 | Pavlyuchenko (2), Jaaskelainen og, O'Brien og |
| 406 | 06-Mar-2010 | FA Cup 6 | 24,533 | A | Fulham | D | 0 | 0 | |
| 407 | 24-Mar-2010 | FA Cup 6 Replay | 35,432 | H | Fulham | W | 3 | 1 | Bentley, Pavlyuchenko, Gudjohnsen |
| 408 | 11-Apr-2010 | FA Cup SF | 84,602 | W | Portsmouth | L | 0 | 2 | |
| 409 | 09-Jan-2011 | FA Cup 3 | 35,698 | H | Charlton Athletic | W | 3 | 0 | Townsend, Defoe (2) |
| 410 | 30-Jan-2011 | FA Cup 4 | 21,829 | A | Fulham | L | 0 | 4 | |
| 411 | 07-Jan-2012 | FA Cup 3 | 35,672 | H | Cheltenham Town | W | 3 | 0 | Defoe, Pavlyuchenko, Dos Santos |
| 412 | 27-Jan-2012 | FA Cup 4 | 15,384 | A | Watford | W | 1 | 0 | Van der Vaart |
| 413 | 19-Feb-2012 | FA Cup 5 | 6,332 | A | Stevenage | D | 0 | 0 | |
| 414 | 07-Mar-2012 | FA Cup 5 Replay | 35,757 | H | Stevenage | W | 3 | 1 | Defoe (2), Adebayor |
| 415 | 17-Mar-2012 | FA Cup 6 | 34,541 | H | Bolton Wanderers | Ab | 1 | 1 | Match abandoned after 41 minutes Walker |
| 416 | 27-Mar-2012 | FA Cup 6 | 30,718 | H | Bolton Wanderers | W | 3 | 1 | Nelsen, Bale, Saha |
| 417 | 15-Apr-2012 | FA Cup SF | 85,731 | W | Chelsea | L | 1 | 5 | Bale |
| 418 | 05-Jan-2013 | FA Cup 3 | 35,766 | H | Coventry City | W | 3 | 0 | Dempsey (2), Bale |
| 419 | 27-Jan-2013 | FA Cup 4 | 29,943 | A | Leeds United | L | 1 | 2 | Dempsey |
| 420 | 04-Jan-2014 | FA Cup 3 | 59,476 | A | Arsenal | L | 0 | 2 | |
| 421 | 05-Jan-2015 | FA Cup 3 | 9,348 | A | Burnley | D | 1 | 1 | Chadli |
| 422 | 14-Jan-2015 | FA Cup 3 Replay | 24,367 | H | Burnley | W | 4 | 2 | Paulinho, Capoue, Chiriches, Rose |
| 423 | 24-Jan-2015 | FA Cup 4 | 35,548 | H | Leicester City | L | 1 | 2 | Townsend |
| 424 | 10-Jan-2016 | FA Cup 3 | 35,805 | H | Leicester City | D | 2 | 2 | Eriksen, Kane (pen) |
| 425 | 20-Jan-2016 | FA Cup 3 Replay | 30,006 | A | Leicester City | W | 2 | 0 | Son, Chadli |
| 426 | 30-Jan-2016 | FA Cup 4 | 9,920 | A | Colchester United | W | 4 | 1 | Chadli (2), Dier, Carroll |
| 427 | 21-Feb-2016 | FA Cup 5 | 35,547 | H | Crystal Palace | L | 0 | 1 | |
| 428 | 08-Jan-2017 | FA Cup 3 | 31,182 | H | Aston Villa | W | 2 | 0 | Davies, Son |
| 429 | 28-Jan-2017 | FA Cup 4 | 31,440 | H | Wycombe Wanderers | W | 4 | 3 | Son (2), Janssen (pen), Alli |
| 430 | 19-Feb-2017 | FA Cup 5 | 22,557 | A | Fulham | W | 3 | 0 | Kane (3) |
| 431 | 12-Mar-2017 | FA Cup 6 | 31,137 | H | Millwall | W | 6 | 0 | Eriksen, Son (3), Alli, Janssen |
| 432 | 22-Apr-2017 | FA Cup SF | 86,355 | W | Chelsea | L | 2 | 4 | Kane, Alli |
| 433 | 07-Jan-2018 | FA Cup 3 | 47,527 | W | AFC Wimbledon | W | 3 | 0 | (at Wembley Stadium) Kane (2), Vertonghen |
| 434 | 27-Jan-2018 | FA Cup 4 | 9,836 | A | Newport County | D | 1 | 1 | Kane |
| 435 | 07-Feb-2018 | FA Cup 4 Replay | 38,947 | W | Newport County | W | 2 | 0 | Butler OG, Lamela |
| 436 | 18-Feb-2018 | FA Cup 5 | 8,480 | A | Rochdale | D | 2 | 2 | Moura, Kane (pen) |
| 437 | 28-Feb-2018 | FA Cup 5 Replay | 24,627 | W | Rochdale | W | 6 | 1 | (at Wembley) Son (2), Llorente (3) Walker-Peters |
| 438 | 17-Mar-2018 | FA Cup 6 | 17,498 | A | Swansea City | W | 3 | 0 | Eriksen (2), Lamela |
| 439 | 21-Apr-2018 | FA Cup SF | 84,667 | W | Manchester United | L | 1 | 2 | (at Wembley) Alli |
| 440 | 04-Jan-2019 | FA Cup 3 | 12,553 | A | Tranmere Rovers | A | 7 | 0 | Aurier (2), Llorente (3), Son, Kane |
| 441 | 27-Jan-2019 | FA Cup 4 | 19,491 | A | Crystal Palace | L | 0 | 2 | |
| 442 | 05-Jan-2020 | FA Cup 3 | 26,693 | A | Middlesbrough | D | 1 | 1 | Moura |
| 443 | 14-Jan-2020 | FA Cup 3 Replay | 49,202 | H | Middlesbrough | W | 2 | 1 | Lo Celso, Lamela |
| 444 | 25-Jan-2020 | FA Cup 4 | 29,282 | A | Southampton | D | 1 | 1 | Son |
| 445 | 05-Feb-2020 | FA Cup 4 Replay | 56,046 | H | Southampton | W | 3 | 2 | Stephens (OG), Moura, Son |
| 446 | 04-Mar-2020 | FA Cup 5 | 58,007 | H | Norwich City | D | 1 | 1 | (Lost 2-3 on Penalties) Vertonghen |
| 447 | 10-Jan-2021 | FA Cup 3 | N/A | A | Marine | W | 5 | 0 | Vinicius (3), Moura, Devine |
| 448 | 25-Jan-2021 | FA Cup 4 | N/A | A | Wycombe Wanderers | W | 4 | 1 | Bale, Winks, Ndombele (2) |
| 449 | 10-Feb-2021 | FA Cup 5 | N/A | A | Everton | L | 4 | 5 | (After Extra Time) Sanchez (3, 57), Lamela (45+3), Kane (83) |
| 450 | 09-Jan-2022 | FA Cup 3 | 40,310 | H | Morecambe | W | 3 | 1 | Winks, Moura, Kane |
| 451 | 05-Feb-2022 | FA Cup 4 | 54,697 | H | Brighton & Hove Albion | W | 3 | 1 | Kane (2), March OG |
| 452 | 07-Mar-2022 | FA Cup 5 | 27,417 | A | Middlesbrough | L | 0 | 1 | (After Extra Time) |
| 453 | 07-Jan-2023 | FA Cup 3 | 60,161 | H | Portsmouth | W | 1 | 0 | Kane |
| 454 | 28-Jan-2023 | FA Cup 4 | 21,219 | A | Preston North End | W | 3 | 0 | Son (2), Danjuma |
| 455 | 01-Mar-2023 | FA Cup 5 | 28,308 | A | Sheffield United | L | 0 | 1 | |
| 456 | 05-Jan-2024 | FA Cup 3 | 60,982 | H | Burnley | W | 1 | 0 | Porro |
| 457 | 26-Jan-2024 | FA Cup 4 | 60,872 | H | Manchester City | L | 0 | 1 | |
| 458 | 12-Jan-2025 | FA Cup 3 | 3,720 | A | Tamworth | W | 3 | 0 | Tshikuna OG, Kulusevski, Johnson |
| 459 | 09-Feb-2025 | FA Cup 4 | 40,773 | A | Aston Villa | L | 0 | 1 | Tel |
| 460 | 10-Jan-2026 | FA Cup 3 | 57,718 | H | Aston Villa | L | 1 | 2 | Odobert |