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Annan Athletic
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Arbroath
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Season
Rd
Section
Date
Home
Score
Away
Penalties
2008-09
R1
Tue Aug 5 2008
Dumbarton
1-1
Annan Athletic
5-4 W
2009-10
R1
Sat Aug 1 2009
Inverness Caledonian Thistle
4-0
Annan Athletic
2010-11
R1
Sat Jul 31 2010
Annan Athletic
0-1
Partick Thistle
2011-12
R1
Sat Jul 30 2011
Annan Athletic
1-2
Dunfermline Athletic
2012-13
R1
Sat Aug 4 2012
Hamilton Academical
2-0
Annan Athletic
2013-14
R1
Sat Aug 3 2013
Queen of the South
3-0
Annan Athletic
2014-15
R1
Sat Aug 2 2014
Dunfermline Athletic
5-1
Annan Athletic
2015-16
R1
Sat Aug 1 2015
Annan Athletic
3-4
Queen of the South
2016-17
GR
F
Sat Jul 16 2016
Annan Athletic
1-2
Stranraer
2016-17
GR
F
Tue Jul 19 2016
Rangers
2-0
Annan Athletic
2016-17
GR
F
Sat Jul 23 2016
Annan Athletic
1-3
Motherwell
2016-17
GR
F
Sat Jul 30 2016
East Stirlingshire
0-2
Annan Athletic
2017-18
GR
E
Sat Jul 15 2017
Clyde
2-1
Annan Athletic
2017-18
GR
E
Sat Jul 22 2017
Annan Athletic
0-2
Kilmarnock
2017-18
GR
E
Tue Jul 25 2017
Dumbarton
0-0
Annan Athletic
3-4 L
2017-18
GR
E
Sat Jul 29 2017
Annan Athletic
1-6
Ayr United
2018-19
GR
F
Sat Jul 14 2018
Annan Athletic
1-0
Hamilton Academical
2018-19
GR
F
Tue Jul 17 2018
Annan Athletic
4-0
Berwick Rangers
2018-19
GR
F
Sat Jul 21 2018
Livingston
1-0
Annan Athletic
6-5 W
2018-19
GR
F
Tue Jul 24 2018
Airdrieonians (Airdrie United)
4-1
Annan Athletic
2019-20
GR
E
Sat Jul 13 2019
Annan Athletic
0-1
Dumbarton
2019-20
GR
E
Tue Jul 16 2019
Queen of the South
3-3
Annan Athletic
5-4 W
2019-20
GR
E
Tue Jul 23 2019
Annan Athletic
0-5
Greenock Morton
2019-20
GR
E
Sat Jul 27 2019
Motherwell
4-0
Annan Athletic
2020-21
GR
F
Tue Oct 6 2020
Annan Athletic
3-1
Hamilton Academical
2020-21
GR
F
Sat Oct 10 2020
Annan Athletic
1-1
Stranraer
4-5 L
2020-21
GR
F
Tue Oct 13 2020
Ayr United
1-0
Annan Athletic
2020-21
GR
F
Tue Nov 10 2020
Albion Rovers
1-5
Annan Athletic
2021-22
GR
F
Sat Jul 10 2021
Airdrieonians (Airdrie United)
1-1
Annan Athletic
4-5 L
2021-22
GR
F
Tue Jul 13 2021
Annan Athletic
1-3
Queen of the South
2021-22
GR
F
Tue Jul 20 2021
Annan Athletic
1-2
Queens Park
2021-22
GR
F
Sat Jul 24 2021
Motherwell
2-0
Annan Athletic
2022-23
GR
F
Sat Jul 9 2022
Queen of the South
2-3
Annan Athletic
2022-23
GR
F
Tue Jul 12 2022
St Johnstone
0-0
Annan Athletic
5-0 W
2022-23
GR
F
Sat Jul 16 2022
Annan Athletic
4-0
Elgin City
2022-23
GR
F
Tue Jul 19 2022
Annan Athletic
1-1
Ayr United
4-0 W
2022-23
R2
Tue Aug 30 2022
Annan Athletic
1-4
Aberdeen
2023-24
GR
F
Sat Jul 15 2023
Kilmarnock
3-0
Annan Athletic
2023-24
GR
F
Tue Jul 18 2023
Dunfermline Athletic
4-0
Annan Athletic
2023-24
GR
F
Sat Jul 22 2023
Annan Athletic
1-2
Albion Rovers
2023-24
GR
F
Sat Jul 29 2023
Annan Athletic
2-3
Raith Rovers
2024-25
GR
D
Sat Jul 13 2024
Annan Athletic
1-0
Inverness Caledonian Thistle
2024-25
GR
D
Tue Jul 16 2024
Annan Athletic
2-2
Bonnyrigg Rose Athletic
6-7 L
2024-25
GR
D
Sat Jul 20 2024
Arbroath
0-3
Annan Athletic
2024-25
GR
D
Tue Jul 23 2024
Dundee
3-1
Annan Athletic
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