| 2019-09-22 11:00:50September 22, 2019 | St Ives Town U15  | 1 - 4 |  Wroxham U15 | 11:00:5011:00 | Eastern Junior Alliance U15 Green | N/A |
| 2019-09-29 12:00:16September 29, 2019 | St Ives Town U15 | 1 - 19 |  AFC Sudbury U15 | 12:00:1612:00 | Eastern Junior Alliance U15 Green | N/A |
| 2019-10-06 10:30:45October 6, 2019 | Newmarket Town U15  | 5 - 3 | St Ives Town U15 | 10:30:4510:30 | Eastern Junior Alliance U15 Green | N/A |
| 2019-10-13 12:00:11October 13, 2019 | St Ives Town U15 | 0 - 7 | Wroxham U15 | 12:00:1112:00 | U15 Challenge Cup | N/A |
| 2019-10-20 10:30:05October 20, 2019 | St Ives Town U15 | 19 - 0 |  Stanground Youth Sports U15 | 10:30:0510:30 | Hunts U15's Cup | N/A |
| 2019-10-27 10:30:28October 27, 2019 | St Ives Town U15 | A - A |  Needham Market U15 | 10:30:2810:30 | Eastern Junior Alliance U15 Green | N/A |
| 2019-11-03 10:30:39November 3, 2019 | St Ives Town U15 | 2 - 1 |  Braintree Town Youth U15 | 10:30:3910:30 | Eastern Junior Alliance U15 Green | N/A |
| 2019-11-10 12:00:28November 10, 2019 | Grays Athletic Youth U15 Blue  | 8 - 3 | St Ives Town U15 | 12:00:2812:00 | President's Cup U15 | N/A |
| 2019-11-17 10:30:23November 17, 2019 | Leiston U15  | 6 - 3 | St Ives Town U15 | 10:30:2310:30 | Eastern Junior Alliance U15 Green | N/A |
| 2019-11-24 11:00:27November 24, 2019 | Bury Town U15  | 6 - 0 | St Ives Town U15 | 11:00:2711:00 | Eastern Junior Alliance U15 Green | N/A |
| 2019-12-08 11:00:35December 8, 2019 | AFC Sudbury U15 | 13 - 0 | St Ives Town U15 | 11:00:3511:00 | Eastern Junior Alliance U15 Green | N/A |
| 2020-01-05 12:00:23January 5, 2020 | Needham Market U15 | 14 - 1 | St Ives Town U15 | 12:00:2312:00 | Eastern Junior Alliance U15 Green | N/A |
| 2020-01-11 10:30:02January 11, 2020 | St Ives Town U15 | 7 - 1 |  Hemingford Colts U15 | 10:30:0210:30 | Hunts U15's Cup | N/A |
| 2020-01-26 11:00:45January 26, 2020 | Wroxham U15 | 6 - 2 | St Ives Town U15 | 11:00:4511:00 | Eastern Junior Alliance U15 Green | N/A |
| 2020-02-02 10:30:34February 2, 2020 | St Ives Town U15 | 5 - 2 | Leiston U15 | 10:30:3410:30 | Eastern Junior Alliance U15 Green | N/A |
| 2020-02-22 10:00:33February 22, 2020 | Little Paxton Colts U15  | 0 - 10 | St Ives Town U15 | 10:00:3310:00 | Hunts U15's Cup | N/A |
| 2020-03-08 11:00:23March 8, 2020 | St Ives Town U15 | 0 - 5 | Newmarket Town U15 | 11:00:2311:00 | Eastern Junior Alliance U15 Green | N/A |