| 1 | 5/5/2009
 | [Prelims]
Golden Threads, Cochin vs DFA, Nilgiris
Golden Threads will now meet TFA President's XI, Chennai
Final Score: 5 - 0
|
| 2 | 6/5/2009
| [Prelims]
Golden Threads, Cochin vs TFA President's XI, Chennai
Chennai advance to First Quarter Final
Final Score: 0 - 2
|
| 3 | 7/5/2009
| [Prelims]
Sethu, Madurai vs SMRC, Thiruvananthapuram
Thiruvananthapuram advance to Quarter-Final
Final Score: 0 - 1
|
| 4 | 8/5/2009
| [First Quarter Final]
TFA President's XI, Chennai vs SMRC, Thiruvananthapuram
Chennai advance to Semi-Final through Tie-breaker
Final Score: 4 - 2
|
| 5 | 9/5/2009
| [Prelims]
Customs, Chennai vs Universal SC, Calicut
Final Score: 3 - 1
|
| 6 | 10/5/2009
| [Prelims]
Kanyakumari Dt. Fooball Association vs Customs, Chennai
Final Score: 2 - 4
|
| 7 | 11/5/2009
| [Prelims]
Southern Blues FC, Bangalore vs President XI, Tuticorin
Final Score: 1 - 0
|
| 8 | 12/5/2009
| [Second Quarter Final]
Southern Blues FC, Bangalore vs Customs, Chennai
Final Score: 0 - 4
|
| 9 | 14/5/2009
| [Prelims]
Sports Authority of India (SAI), Chennai vs Coastal, Trivandrum
Final Score: 1 - 0
|
| 10 | 15/5/2009
| [Prelims]
Sports Authority of India (SAI), Chennai vs TTFC, Ahamadabad
Final Score: 5 - 0
|
| 11 | 16/5/2009
| [Prelims]
United Sports Club (USC), Kayalpatnam vs Customs, Cochin
Final Score: 2 - 4
|
| 12 | 17/5/2009
| [Third Quarter Final]
SAI, Chennai vs Customs, Cochin
Final Score: 2 - 1
|
| 13 | 18/5/2009
| [Prelims]
District Football Club, Cuddalore vs Port Trust, Cochin
Final Score: 0 - 1
|
| 14 | 19/5/2009
| [Prelims]
Port Trust, Cochin vs MEG, Bangalore
Final Score: 1 - 0
|
| 15 | 20/5/2009
| [Prelims]
Kirkeeans, Pune vs TN Special Police
Final Score: 0 - 1
|
| 16 | 21/5/2009
| [Fourth Quarter Final]
Port Trust, Cochin vs Tamilnadu Police, Chennai
Final Score: 3 - 4
|
| 17 | 22/5/2009
| [First Semi Final]
TFA President's XI, Chennai vs Customs, Chennai
3-3 at the end of the regular time; Customs advance to Final on tie-breaker
Final Score: 2 - 3
|
| 18 | 23/5/2009
| [Second Semi Final]
SAI, Chennai vs Tamil Nadu Special Police, Chennai
Final Score: 0 - 3
|
| 19 | 24/5/2009
| [Final]
Customs, Chennai vs Tamil Nadu Special Police, Chennai
Final Score: 1 - 0
|
