1999/00 Leyton Orient v Hartlepool United Nationwide League Division Three
1999/00 Leyton Orient v Grimsby Town Worthington Cup 2nd Round 2nd Leg
1999/00 Leyton Orient v Torquay United Nationwide League Division Three
1999/00 Grimsby Town v Leyton Orient Worthington Cup 2nd Round 1st Leg
1999/00 Mansfield Town v Leyton Orient Nationwide League Division Three
1999/00 Leyton Orient v Shrewsbury Town Nationwide League Division Three
1999/00 Southend United v Leyton Orient Nationwide League Division Three
1999/00 Leyton Orient v Halifax Town Nationwide League Division Three
1999/00 Leyton Orient v Swindon Town Worthington Cup 1st Round 2nd Leg
1999/00 Peterborough United v Leyton Orient Nationwide League Division Three
