| 2018-09-09 10:30:59September 9, 2018 | AFC Sudbury U14  | 10 - 2 |  St Ives Town U14 | 10:30:5910:30 | Eastern Junior Alliance U14 Green | 2018-19 | N/A |
| 2018-09-16 10:30:05September 16, 2018 | St Ives Town U14 | 1 - 2 |  Needham Market U14 | 10:30:0510:30 | Eastern Junior Alliance U14 Green | 2018-19 | N/A |
| 2018-09-23 10:30:01September 23, 2018 | Somersham Town U14  | 0 - 11 | St Ives Town U14 | 10:30:0110:30 | Hunts U14's Cup | 2018-19 | N/A |
| 2018-09-30 10:30:41September 30, 2018 | St Ives Town U14 | 1 - 3 |  Newmarket Town U14 | 10:30:4110:30 | Eastern Junior Alliance U14 Green | 2018-19 | N/A |
| 2018-10-07 13:30:36October 7, 2018 | Wroxham U14  | 5 - 1 | St Ives Town U14 | 13:30:3613:30 | Eastern Junior Alliance U14 Green | 2018-19 | N/A |
| 2018-10-14 11:00:22October 14, 2018 | St Ives Town U14 | 2 - 10 |  Stanway Rovers U14 | 11:00:2211:00 | Eastern Junior Alliance U14 Green | 2018-19 | N/A |
| 2018-11-04 10:30:54November 4, 2018 | Feeder FC U14  | 7 - 1 | St Ives Town U14 | 10:30:5410:30 | Hunts U14's Cup | 2018-19 | N/A |
| 2018-11-11 14:00:15November 11, 2018 | Grays Athletic Black U14  | H - W | St Ives Town U14 | 14:00:1514:00 | U14 Challenge Cup | 2018-19 | N/A |
| 2018-11-18 11:00:53November 18, 2018 | Bury Town U14  | 8 - 1 | St Ives Town U14 | 11:00:5311:00 | Eastern Junior Alliance U14 Green | 2018-19 | N/A |
| 2018-12-02 10:30:04December 2, 2018 | Newmarket Town U14 | 4 - 3 | St Ives Town U14 | 10:30:0410:30 | Eastern Junior Alliance U14 Green | 2018-19 | N/A |
| 2018-12-09 10:30:57December 9, 2018 | Needham Market U14 | 7 - 1 | St Ives Town U14 | 10:30:5710:30 | U14 Treasurers Cup | 2018-19 | N/A |
| 2018-12-16 12:00:07December 16, 2018 | St Ives Town U14 | 1 - 7 | AFC Sudbury U14 | 12:00:0712:00 | Eastern Junior Alliance U14 Green | 2018-19 | N/A |
| 2019-01-20 11:00:10January 20, 2019 | St Ives Town U14 | 5 - 2 |  Leiston U14 | 11:00:1011:00 | Eastern Junior Alliance U14 Green | 2018-19 | N/A |
| 2019-01-27 11:00:19January 27, 2019 | Leiston U14 | 0 - 4 | St Ives Town U14 | 11:00:1911:00 | Eastern Junior Alliance U14 Green | 2018-19 | N/A |
| 2019-02-03 10:30:10February 3, 2019 | St Ives Town U14 | 1 - 5 |  Cambridge City Youth U14 | 10:30:1010:30 | Eastern Junior Alliance U14 Green | 2018-19 | N/A |
| 2019-02-10 10:30:37February 10, 2019 | Needham Market U14 | 9 - 1 | St Ives Town U14 | 10:30:3710:30 | Eastern Junior Alliance U14 Green | 2018-19 | N/A |
| 2019-02-24 10:30:37February 24, 2019 | St Ives Town U14 | 1 - 4 | Wroxham U14 | 10:30:3710:30 | Eastern Junior Alliance U14 Green | 2018-19 | N/A |
| 2019-03-03 10:30:09March 3, 2019 | Cambridge City Youth U14 | 4 - 2 | St Ives Town U14 | 10:30:0910:30 | Eastern Junior Alliance U14 Green | 2018-19 | N/A |
| 2019-03-10 10:30:00March 10, 2019 | St Ives Town U14 | 1 - 5 | Bury Town U14 | 10:30:0010:30 | Eastern Junior Alliance U14 Green | 2018-19 | N/A |
| 2019-03-17 10:30:59March 17, 2019 | Stanway Rovers U14 | 4 - 1 | St Ives Town U14 | 10:30:5910:30 | Eastern Junior Alliance U14 Green | 2018-19 | N/A |