1990/91

Round 2
Stoneywood 5 Thornton Hibs 1

1991/92

Round 1
Thornton Hibs 0 Cambuslang Rangers 2

1992/93

Round 2
Thornton Hibs 0 Yoker Athletic 1

1993/94

Round 1
Johnstone Burgh 2 Thornton Hibs 0

1994/95

Round 2
Thornton Hibs 2 Bankfoot Athletic 8

1995/96

Round 2
Aberdeen Sunnybank 4 Thornton Hibs 0

1996/97

Round 2
Thornton Hibs 0 Hill of Beath Hawthorn 3

1997/98

Round 1
Dalry Thistle 0 Thornton Hibs 0

Round 1 Replay
Thornton Hibs 0 Dalry Thistle 1

1998/99

Round 2
Thornton Hibs 0 Maryhill 1

1999/00

Round 2 - 06/11/1999
Bathgate Thistle 2 Thornton Hibs 2
[G.Lamont, G.Dursley]

Round 2 Replay - 20/11/1999
Thornton Hibs 1 Bathgate Thistle 1 (Hibs won 6-5 on pens)
[R.Hunter]

Round 3 - 18/12/1999
Thornton Hibs 1 Arthurlie 1
[R.Hunter]

Round 3 Replay - 27/12/1999
Arthurlie 2 Thornton Hibs 3
[K.Smart, D.Francis, J.Dickson]

Round 4 - 15/01/2000
Tranent 0 Thornton Hibs 1
[G.Dursley]

Round 5
Lanark United 2 Thornton Hibs 0