| MD | Players | Clubs | Nationality | DOB | A(D) |
|---|---|---|---|---|---|
| 27-Aug-1999 |  Raimonde van der Gouw | Manchester United | Netherlands | 24-Mar-1963 | 36(156) |
| 27-Aug-1999 |  Roberto Mancini | SS Lazio | Italy | 27-Nov-1964 | 34(273) |
| 27-Aug-1999 | Attilio Lombardo | SS Lazio | Italy | 06-Jan-1966 | 33(233) |
| 27-Aug-1999 | Luca Marchegiani | SS Lazio | Italy | 22-Feb-1966 | 33(186) |
| 27-Aug-1999 | Teddy Sheringham | Manchester United | England | 02-Apr-1966 | 33(147) |
| 27-Aug-1999 | Sinesa Mihajlovic | SS Lazio | Serbia | 20-Feb-1969 | 30(188) |
| 27-Aug-1999 | Henning Berg | Manchester United | Norway | 01-Sep-1969 | 29(360) |
| 27-Aug-1999 | Diego Simeone | SS Lazio | Argentina | 28-Apr-1970 | 29(121) |
| 27-Aug-1999 | Roy Keane | Manchester United | Republic of Ireland | 10-Aug-1971 | 28(17) |
| 27-Aug-1999 | Giuseppe Pancaro | SS Lazio | Italy | 26-Aug-1971 | 28(1) |
| 27-Aug-1999 | Andrew Cole | Manchester United | England | 15-Oct-1971 | 27(316) |
| 27-Aug-1999 | Paulo Negro | SS Lazio | Italy | 16-Apr-1972 | 27(132) |
| 27-Aug-1999 | Jaap Stam | Manchester United | Netherlands | 17-Jul-1972 | 27(40) |
| 27-Aug-1999 | Pavel Nedved | SS Lazio | Czech Republic | 30-Aug-1972 | 26(362) |
| 27-Aug-1999 | Matias Almeyda | SS Lazio | Argentina | 21-Feb-1973 | 26(187) |
| 27-Aug-1999 | Ole-Gunnar Solskjaer | Manchester United | Norway | 26-Feb-1973 | 26(182) |
| 27-Aug-1999 | Jordi Cruyff | Manchester United | Netherlands | 09-Feb-1974 | 25(199) |
| 27-Aug-1999 | Paul Scholes | Manchester United | England | 16-Nov-1974 | 24(284) |
| 27-Aug-1999 | Gary Neville | Manchester United | England | 18-Feb-1975 | 24(190) |
| 27-Aug-1999 | Juan Sebastian Veron | SS Lazio | Argentina | 09-Mar-1975 | 24(171) |
| 27-Aug-1999 | David Beckham | Manchester United | England | 02-May-1975 | 24(117) |
| 27-Aug-1999 | Alessandro Nesta | SS Lazio | Italy | 19-Mar-1976 | 23(160) |
| 27-Aug-1999 | Simone Inzaghi | SS Lazio | Italy | 05-Apr-1976 | 23(143) |
| 27-Aug-1999 | Phil Neville | Manchester United | England | 21-Jan-1977 | 22(218) |
| 27-Aug-1999 | John Curtis | Manchester United | England | 03-Sep-1978 | 20(358) |
| 27-Aug-1999 | Dejan Stankovic | SS Lazio | Serbia | 11-Sep-1978 | 20(350) |
| 27-Aug-1999 | Jonathan Greening | Manchester United | England | 02-Jan-1979 | 20(237) |
MD = Match date,
DOB = Date Of Birth,
A(D) = Age(Days).