Head to Head
| England U23 Development League | 2018/09/10 18:00 | Bolton U23 v Ipswich U23 | D | 0-0 |
| England U23 Development League | 2018/04/23 17:54 | Ipswich U23 v Bolton U23 | W | 3-2 |
Home History
| England U23 Development League | 2019/09/23 18:00 | Ipswich U23 v Charlton U23 | L | 1-3 |
| England U23 Development League | 2019/09/16 12:00 | Burnley U23 v Ipswich U23 | L | 3-1 |
| England U23 Development League | 2019/09/09 18:00 | Ipswich U23 v Nottm Forest U23 | L | 1-3 |
| England U23 Development League | 2019/08/30 12:30 | Birmingham U23 v Ipswich U23 | L | 2-0 |
| England U23 Development League | 2019/08/23 12:00 | Ipswich U23 v Leeds U23 | L | 0-1 |
| England U23 Development League | 2019/08/16 18:00 | Hull U23 v Ipswich U23 | L | 2-1 |
| England U23 Development League | 2019/04/30 18:29 | Ipswich U23 v Birmingham U23 | L | 0-3 |
| England U23 Development League | 2019/04/15 18:01 | Ipswich U23 v Nottm Forest U23 | L | 1-4 |
Away History
| England U23 Development League | 2019/09/30 18:00 | Bolton U23 v Hull U23 | L | 0-2 |
| England U23 Development League | 2019/09/16 18:00 | Bolton U23 v Crystal Palace U23 | L | 1-5 |
| England U23 Development League | 2019/09/09 12:00 | Cardiff U23 v Bolton U23 | L | 1-0 |
| England U23 Development League | 2019/04/15 17:59 | Cardiff U23 v Bolton U23 | L | 3-2 |
| England U23 Development League | 2019/04/10 18:01 | Bolton U23 v Charlton U23 | D | 0-0 |
| England U23 Development League | 2019/03/22 13:00 | Watford U23 v Bolton U23 | W | 0-1 |
| England U23 Development League | 2019/03/13 19:00 | Bolton U23 v QPR U23 | W | 2-1 |
| England U23 Development League | 2019/03/04 13:01 | Crystal Palace U23 v Bolton U23 | W | 0-1 |