1960/61

Round 1
Thornton Hibs 0 Ormiston Primrose 5

1961/62

Round 2
Bonnybridge 4 Thornton Hibs 1

1962/63

Round 2
Thornton Hibs 3 Luncarty 1

Round 3 - 02/02/1963
Petershill 4 Thornton Hibs 1

1963/64

Round 2
Thornton Hibs 2 Newburgh 2

Round 2 Replay
Newburgh 2 Thornton Hibs 1

1964/65

Round 1
Thornton Hibs 5 Burghead Thistle 0

Round 2
Bye

Round 3
Jeanfield Swifts 1 Thornton Hibs 0

1965/66

Round 1
Arbroath Victoria 4 Thornton Hibs 2

1966/67

Round 2
Aberdeen East End 3 Thornton Hibs 2

1967/68

Round 2
Thornton Hibs 2 Dundee North End 2

Round 2 Replay
Dundee North End 2 Thornton Hibs 1

1968/69

North Round 2
Thornton Hibs 2 Lochore Welfare 4

1969/70

North Round 1 - 01/11/1969
Thornton Hibs 3 Mugiemoss 2

North Round 2 - 29/11/1969
Forfar West End 1 Thornton Hibs 6

Round 3 - 03/01/1970
Thornton Hibs 1 Lochee United 3