14 September 2019
Southampton v Aldershot
Havant 6 v Eastleigh & Winchester 3
Basingstoke v Gosport & Fareham
21 September 2019
Southampton 4 v Havant 0
Aldershot 4 v Poole & East Dorset 7
Eastleigh & Winchester 4 v Gosport & Fareham 1
28 September 2019
Gosport & Fareham 1 v Southampton 8
Aldershot 1 v Havant 2
Basingstoke 1 v Poole & East Dorset 13
5 October 2019
Gosport & Fareham 1 v Aldershot 6
Poole & East Dorset 5 v Havant 2
Basingstoke 2 v Eastleigh & Winchester 5
12 October 2019
First Round ESFA Inter-Association Trophy
19 October 2019
Southampton 6 v Basingstoke 2
Havant 3 v Gosport & Fareham 3
Poole & East Dorset 4 v Eastleigh & Winchester 0
9 November 2019
Second Round ESFA Inter-Association Trophy
16 November 2019
Eastleigh & Winchester 1 v Southampton 1
Basingstoke 3 v Aldershot 4
Poole & East Dorset 10 v Gosport & Fareham 2
Chapel Gate ko 10.30am
23 November 2019
Southampton v Poole & East Dorset
Aldershot v Eastleigh & Winchester
Havant v Basingstoke
30 November 2019
Aldershot v Southampton
Eastleigh & Winchester v Havant
Gosport & Fareham v Basingstoke
7 December 2019
Havant v Southampton
Aldershot v Poole & East Dorset
Gosport & Fareham v Eastleigh & Winchester
14 December 2019
Southampton v Gosport & Fareham
Havant v Aldershot
Poole & East Dorset v Basingstoke
11 January 2020
Aldershot v Gosport & Fareham
Havant v Poole & East Dorset
Eastleigh & Winchester v Basingstoke
18 January 2020
Basingstoke v Southampton
Gosport & Fareham v Havant
Poole & East Dorset v Eastleigh & Winchester
25 January 2020
Southampton v Eastleigh & Winchester
Aldershot v Basingstoke
Gosport & Fareham v Poole & East Dorset
1 February 2020
First Round Hampshire SFA Under 13 Cup
8 February 2020
Poole & East Dorset v Southampton
Eastleigh & Winchester v Aldershot
Basingstoke v Havant
29 February 2020
Hampshire SFA U13 Cup semi-finals