Summary of previous matches between the team of Dempo SC and the team of Churchill Brothers since 2008-11-05:
Dempo SC won 7 matches against Churchill Brothers, lost 3 matches, and 5 matches were draws.
| Time | League | Home Team | Score | Away Team |
|---|---|---|---|---|
| 2019-03-09 | India League Division 1 | Aizawal FC | 2 : 1 | Churchill Brothers |
| 2019-03-01 | India League Division 1 | Churchill Brothers | 3 : 2 | Chennai City |
| 2019-02-17 | India League Division 1 | East Bengal | 1 : 1 | Churchill Brothers |
| 2019-02-09 | India League Division 1 | Churchill Brothers | 1 : 1 | ATK Mohun Bagan |
| 2019-02-05 | India League Division 1 | Shillong Lajong FC | 3 : 2 | Churchill Brothers |
| 2019-01-31 | India League Division 1 | Churchill Brothers | 1 : 1 | Real Kashmir |
| 2019-01-26 | India League Division 1 | Churchill Brothers | 2 : 1 | Indian Arrows |
| 2019-01-19 | India League Division 1 | Churchill Brothers | 2 : 1 | Neroca FC |
| 2019-01-10 | India League Division 1 | Churchill Brothers | 3 : 1 | Gokulam Kerala FC |
| 2019-01-05 | India League Division 1 | Churchill Brothers | 2 : 0 | Minerva Punjab |
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