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 |
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 |
Asia: AFC Champions League - Qualification |
| Quarter-finals | Chennai City | Al Riffa | 0:1 (0:1, 0:0) | details | 14.01.2020 |
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 |