| MD | Players | Clubs | Nationality | DOB | A(D) |
|---|---|---|---|---|---|
| 14-Apr-1999 |  Steve Bould | Arsenal | England | 16-Nov-1962 | 36(149) |
| 14-Apr-1999 | David Seaman | Arsenal | England | 19-Sep-1963 | 35(208) |
| 22-May-1999 |  Peter Schmeichel | Manchester United | Denmark | 18-Nov-1963 | 35(186) |
| 14-Apr-1999 | Nigel Winterburn | Arsenal | England | 11-Dec-1963 | 35(125) |
| 14-Apr-1999 | Lee Dixon | Arsenal | England | 17-Mar-1964 | 35(28) |
| 11-Apr-1999 | Denis Irwin | Manchester United | Republic of Ireland | 31-Oct-1965 | 33(162) |
| 22-May-1999 |  Robert Lee | Newcastle United | England | 01-Feb-1966 | 33(110) |
| 03-Jan-1999 |  Karlheinz Riedle | Liverpool | Germany | 16-Sep-1965 | 33(109) |
| 14-Apr-1999 | Teddy Sheringham | Manchester United | England | 02-Apr-1966 | 33(12) |
| 14-Apr-1999 | Martin Keown | Arsenal | England | 24-Jul-1966 | 32(264) |
| 14-Apr-1999 | Tony Adams | Arsenal | England | 10-Oct-1966 | 32(186) |
| 03-Jan-1999 |  Tony Naylor | Port Vale | England | 29-Mar-1967 | 31(281) |
| 24-Jan-1999 | Paul Ince | Liverpool | England | 21-Oct-1967 | 31(96) |
| 22-May-1999 | Temuri Ketsbaia | Newcastle United | Georgia | 18-Mar-1968 | 31(65) |
| 03-Jan-1999 | Steve Staunton | Liverpool | Republic of Ireland | 19-Jan-1969 | 29(349) |
| 22-May-1999 | Ronny Johnsen | Manchester United | Norway | 10-Jun-1969 | 29(346) |
| 14-Apr-1999 | Dennis Bergkamp | Arsenal | Netherlands | 18-May-1969 | 29(331) |
| 22-May-1999 | Gary Speed | Newcastle United | Wales | 08-Sep-1969 | 29(256) |
| 11-Apr-1999 | Nelson Vivas | Arsenal | Argentina | 18-Oct-1969 | 29(175) |
| 24-Jan-1999 | Henning Berg | Manchester United | Norway | 01-Sep-1969 | 29(145) |
| 24-Jan-1999 | Stig Inge Bjornebye | Liverpool | Norway | 11-Dec-1969 | 29(44) |
| 22-May-1999 | David May | Manchester United | England | 24-Jun-1970 | 28(332) |
| 22-May-1999 | Alan Shearer | Newcastle United | England | 13-Aug-1970 | 28(282) |
| 14-Apr-1999 | Emmanuel Petit | Arsenal | France | 22-Sep-1970 | 28(204) |
| 24-Jan-1999 | David James | Liverpool | England | 01-Aug-1970 | 28(176) |
| 03-Jan-1999 | Phil Babb | Liverpool | Republic of Ireland | 30-Nov-1970 | 28(34) |
| 22-May-1999 | Roy Keane | Manchester United | Republic of Ireland | 10-Aug-1971 | 27(285) |
| 24-Jan-1999 | Jason McAteer | Liverpool | Republic of Ireland | 18-Jun-1971 | 27(220) |
| 22-May-1999 | Andrew Cole | Manchester United | England | 15-Oct-1971 | 27(219) |
| 22-May-1999 | Dwight Yorke | Manchester United | Trinidad and Tobago | 03-Nov-1971 | 27(200) |
| 24-Jan-1999 | Steve Harkness | Liverpool | England | 27-Aug-1971 | 27(150) |
| 22-May-1999 | Duncan Ferguson | Newcastle United | Scotland | 27-Dec-1971 | 27(146) |
| 22-May-1999 | Jaap Stam | Manchester United | Netherlands | 17-Jul-1972 | 26(309) |
| 22-May-1999 | Ole-Gunnar Solskjaer | Manchester United | Norway | 26-Feb-1973 | 26(85) |
| 14-Apr-1999 | Ray Parlour | Arsenal | England | 07-Mar-1973 | 26(38) |
| 14-Apr-1999 | Marc Overmars | Arsenal | Netherlands | 29-Mar-1973 | 26(16) |
| 22-May-1999 | Laurent Charvet | Newcastle United | France | 08-May-1973 | 26(14) |
| 22-May-1999 | Nikos Dabizas | Newcastle United | Greece | 03-Aug-1973 | 25(292) |
| 22-May-1999 | Dietmar Hamann | Newcastle United | Germany | 27-Aug-1973 | 25(268) |
| 24-Jan-1999 | Jamie Redknapp | Liverpool | England | 25-Jun-1973 | 25(213) |
| 22-May-1999 | Ryan Giggs | Manchester United | Wales | 29-Nov-1973 | 25(174) |
| 24-Jan-1999 | Patrik Berger | Liverpool | Czech Republic | 10-Nov-1973 | 25(75) |
| 14-Apr-1999 | Jesper Blomqvist | Manchester United | Sweden | 05-Feb-1974 | 25(68) |
| 03-Jan-1999 | Kevin Pilkington | Port Vale | England | 08-Mar-1974 | 24(301) |
| 24-Jan-1999 | Dominic Matteo | Liverpool | Scotland | 24-Apr-1974 | 24(275) |
| 22-May-1999 | Paul Scholes | Manchester United | England | 16-Nov-1974 | 24(187) |
| 22-May-1999 | Nolberto Solano | Newcastle United | Peru | 12-Dec-1974 | 24(161) |
| 22-May-1999 | Gary Neville | Manchester United | England | 18-Feb-1975 | 24(93) |
| 14-Apr-1999 | Nicky Butt | Manchester United | England | 21-Jan-1975 | 24(83) |
| 22-May-1999 | Steve Harper | Newcastle United | England | 14-Mar-1975 | 24(69) |
MD = Match date,
DOB = Date Of Birth,
A(D) = Age(Days).