India: I-League - Losers stage
5. Round Neroca FC Chennai City 1:2 (0:1, 1:1) details 25.03.2021
4. Round Chennai City Aizawl 1:3 (0:2, 1:1) details 20.03.2021
2. Round Indian Arrows Chennai City 0:5 (0:1, 0:4) details 11.03.2021
1. Round Chennai City Sudeva Delhi 1:2 (1:2, 0:0) details 06.03.2021
India: I-League - Main
11. Round Chennai City Aizawl 0:3 (0:2, 0:1) details 28.02.2021
10. Round Mohammedan Chennai City 2:1 (0:1, 2:0) details 23.02.2021
9. Round Chennai City Churchill Brothers 1:2 (0:0, 1:2) details 18.02.2021
8. Round Punjab Chennai City 2:0 (1:0, 1:0) details 13.02.2021
7. Round Neroca FC Chennai City 1:2 (0:1, 1:1) details 09.02.2021
6. Round Chennai City Sudeva Delhi 0:4 (0:2, 0:2) details 03.02.2021
5. Round Chennai City Indian Arrows 1:0 (0:0, 1:0) details 29.01.2021
4. Round TRAU FC Chennai City 2:0 (0:0, 2:0) details 24.01.2021
2. Round Chennai City Real Kashmir 0:2 (0:1, 0:1) details 15.01.2021
1. Round Gokulam Chennai City 1:2 (1:1, 0:1) details 09.01.2021
Asia: AFC Cup - Main
Group E - 6. Round Chennai City TC Sports Club CAN. details 04.11.2020
Group E - 5. Round Maziya Chennai City CAN. details 01.11.2020
Group E - 4. Round Bashundara Kings Chennai City CAN. details 29.10.2020
Group E - 3. Round Chennai City Bashundara Kings CAN. details 26.10.2020
Group E - 2. Round TC Sports Club Chennai City CAN. details 23.10.2020
India: I-League - Main
22. Round Chennai City Real Kashmir CAN. details 12.04.2020
21. Round Chennai City Punjab CAN. details 05.04.2020
8. Round Chennai City Churchill Brothers CAN. details 29.03.2020
20. Round East Bengal Chennai City CAN. details 22.03.2020
19. Round Neroca FC Chennai City 2:2 (1:2, 1:0) details 14.03.2020
Asia: AFC Cup - Main
Group E - 1. Round Chennai City Maziya 2:2 (1:0, 1:2) details 11.03.2020
India: I-League - Main
17. Round Mohun Bagan Chennai City 1:1 (1:0, 0:1) details 05.03.2020
16. Round Indian Arrows Chennai City 0:2 (0:0, 0:2) details 28.02.2020
15. Round Chennai City Aizawl 1:1 (1:0, 0:1) details 23.02.2020
14. Round TRAU FC Chennai City 0:0 (0:0, 0:0) details 16.02.2020
13. Round Chennai City Gokulam 0:1 (0:0, 0:1) details 12.02.2020
12. Round Churchill Brothers Chennai City 1:2 (0:0, 1:2) details 09.02.2020
9. Round Chennai City Indian Arrows 1:0 (0:0, 1:0) details 05.02.2020
11. Round Chennai City Mohun Bagan 2:3 (0:2, 2:1) details 31.01.2020
10. Round Chennai City East Bengal 0:2 (0:0, 0:2) details 25.01.2020
Asia: AFC Champions League - Qualification
Quarter-finals Chennai City Al Riffa 0:1 (0:1, 0:0) details 14.01.2020
India: I-League - Main
7. Round Gokulam Chennai City 2:3 (0:1, 2:2) details 09.01.2020
2. Round Real Kashmir Chennai City 2:1 (2:0, 0:1) details 26.12.2019
5. Round Chennai City Neroca FC 2:2 (2:1, 0:1) details 21.12.2019
4. Round Aizawl Chennai City 1:1 (1:1, 0:0) details 17.12.2019
3. Round Punjab Chennai City 3:1 (0:0, 3:1) details 10.12.2019
1. Round Chennai City TRAU FC 1:0 (0:0, 1:0) details 01.12.2019
World: Club Friendly - Main
Gokulam Chennai City 2:0 (2:0, 0:0) details 26.10.2019
Bashundara Kings Chennai City 3:2 (1:1, 2:1) details 24.10.2019
Chennai City Terengganu 3:5 (2:3, 1:2) details 22.10.2019
India: Durand Cup - Main
Group C Chennai City Army Green 2:1 (1:1, 1:0) details 18.08.2019
Group C Chennai City Goa 1:2 (1:2, 0:0) details 14.08.2019
Group C Real Kashmir Chennai City 1:0 (0:0, 1:0) details 07.08.2019
India: Hero Super Cup - Main
Semi-finals Chennai City Goa 0:3 (0:2, 0:1) details 09.04.2019
Quarter-finals Bengaluru FC Chennai City 1:2 (0:1, 1:1) details 04.04.2019
1/8-finals Pune City Chennai City 2:4 (1:2, 1:2) details 31.03.2019