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 |
|---|---|---|---|---|
| 2018-12-30 | India League Division 1 | Indian Arrows | 0 : 1 | Churchill Brothers |
| 2018-12-20 | India League Division 1 | Churchill Brothers | 1 : 2 | East Bengal |
| 2018-12-15 | India League Division 1 | Neroca FC | 2 : 1 | Churchill Brothers |
| 2018-12-09 | India League Division 1 | Churchill Brothers | 4 : 1 | Aizawal FC |
| 2018-11-30 | India League Division 1 | Gokulam Kerala FC | 1 : 1 | Churchill Brothers |
| 2018-11-25 | India League Division 1 | ATK Mohun Bagan | 0 : 3 | Churchill Brothers |
| 2018-11-15 | India League Division 1 | Churchill Brothers | 4 : 2 | Shillong Lajong FC |
| 2018-11-06 | India League Division 1 | Real Kashmir | 0 : 0 | Churchill Brothers |
| 2018-11-01 | India League Division 1 | Chennai City | 2 : 2 | Churchill Brothers |
| 2018-10-28 | India League Division 1 | Minerva Punjab | 0 : 0 | Churchill Brothers |
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