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 |
|---|---|---|---|---|
| 2020-02-09 | India League Division 1 | Churchill Brothers | 1 : 2 | Chennai City |
| 2020-02-02 | India League Division 1 | Churchill Brothers | 4 : 1 | Neroca FC |
| 2020-01-26 | India League Division 1 | Gokulam Kerala FC | 1 : 0 | Churchill Brothers |
| 2020-01-19 | India League Division 1 | Churchill Brothers | 1 : 2 | Trau FC |
| 2020-01-08 | India League Division 1 | Aizawl FC | 2 : 2 | Churchill Brothers |
| 2020-01-04 | India League Division 1 | Churchill Brothers | 1 : 0 | East Bengal |
| 2019-12-28 | India League Division 1 | Churchill Brothers | 1 : 2 | Indian Arrows |
| 2019-12-08 | India League Division 1 | ATK Mohun Bagan | 2 : 4 | Churchill Brothers |
| 2019-12-01 | India League Division 1 | Churchill Brothers | 3 : 0 | Minerva Punjab |
| 2019-03-21 | International Club Friendly | Churchill Brothers | 3 : 0 | FC Bardez |
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