Head to Head
| MLB - Spring Training | 2019/03/26 19:05 | BOS Red Sox v CHI Cubs | L | 7-16 |
| MLB - Spring Training | 2019/03/26 01:05 | BOS Red Sox v CHI Cubs | L | 2-3 |
| MLB - Spring Training | 2018/03/27 17:05 | CHI Cubs v BOS Red Sox | W | 2-4 |
| MLB - Spring Training | 2018/03/26 22:05 | CHI Cubs v BOS Red Sox | W | 2-4 |
| MLB | 2017/05/01 00:05 | CHI Cubs v BOS Red Sox | W | 2-6 |
| MLB | 2017/04/29 20:05 | CHI Cubs v BOS Red Sox | L | 7-4 |
| MLB | 2017/04/28 23:10 | CHI Cubs v BOS Red Sox | W | 4-5 |
Home History
| MLB | 2022/06/29 23:07 | BOS Red Sox v TOR Blue Jays | W | 6-5 |
| MLB | 2022/06/28 23:07 | BOS Red Sox v TOR Blue Jays | L | 5-6 |
| MLB | 2022/06/27 23:07 | BOS Red Sox v TOR Blue Jays | L | 2-7 |
| MLB | 2022/06/26 17:40 | BOS Red Sox v CLE Guardians | W | 8-3 |
| MLB | 2022/06/25 22:10 | BOS Red Sox v CLE Guardians | W | 4-2 |
| MLB | 2022/06/24 23:10 | BOS Red Sox v CLE Guardians | W | 6-3 |
| MLB | 2022/06/22 23:10 | DET Tigers v BOS Red Sox | W | 2-6 |
| MLB | 2022/06/21 23:10 | DET Tigers v BOS Red Sox | W | 4-5 |
Away History
| MLB | 2022/07/01 00:05 | CIN Reds v CHI Cubs | W | 7-15 |
| MLB | 2022/06/30 00:05 | CIN Reds v CHI Cubs | W | 3-8 |
| MLB | 2022/06/29 00:05 | CIN Reds v CHI Cubs | L | 5-3 |
| MLB | 2022/06/26 18:15 | CHI Cubs v STL Cardinals | W | 6-5 |
| MLB | 2022/06/25 18:15 | CHI Cubs v STL Cardinals | L | 3-5 |
| MLB | 2022/06/25 00:15 | CHI Cubs v STL Cardinals | W | 3-0 |
| MLB | 2022/06/23 16:35 | CHI Cubs v PIT Pirates | L | 7-8 |
| MLB | 2022/06/22 23:05 | CHI Cubs v PIT Pirates | W | 14-5 |