Head to Head
| 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 Spring Training | 2019/02/28 18:05 | WAS Nationals v BOS Red Sox | W | 5-13 |
| MLB Spring Training | 2019/02/27 18:05 | BOS Red Sox v BAL Orioles | L | 6-7 |
| MLB Spring Training | 2019/02/27 18:05 | TB Rays v BOS Red Sox | L | 5-4 |
| MLB Spring Training | 2019/02/25 18:05 | BOS Red Sox v PIT Pirates | L | 3-4 |
| MLB Spring Training | 2019/02/24 18:05 | MIN Twins v BOS Red Sox | W | 5-8 |
| MLB Spring Training | 2019/02/23 18:05 | NY Yankees v BOS Red Sox | W | 5-8 |
| MLB Spring Training | 2019/02/22 18:05 | BOS Red Sox v Northeastern | W | 6-0 |
| MLB | 2018/10/29 00:15 | BOS Red Sox v LA Dodgers | W | 5-1 |
Away History
| MLB Spring Training | 2019/02/28 20:05 | OAK Athletics v CHI Cubs | L | 10-3 |
| MLB Spring Training | 2019/02/27 20:05 | CHI Cubs v TEX Rangers | W | 9-5 |
| MLB Spring Training | 2019/02/26 20:05 | ARI Diamondbacks v CHI Cubs | L | 5-4 |
| MLB Spring Training | 2019/02/25 20:05 | CHI Cubs v SD Padres | W | 6-4 |
| MLB Spring Training | 2019/02/25 20:05 | LA Dodgers v CHI Cubs | L | 11-2 |
| MLB Spring Training | 2019/02/24 20:05 | CHI Cubs v SF Giants | W | 9-5 |
| MLB Spring Training | 2019/02/23 20:05 | MIL Brewers v CHI Cubs | W | 4-8 |
| MLB | 2018/10/03 00:08 | COL Rockies v CHI Cubs | L | 2-1 |