| Tournament details | |
|---|---|
| Country | Syria | 
| Final positions | |
| Champions | Al-Karamah | 
| Runner-up | Al-Majd | 
The 2008-09 version of the Syrian Cup is the 39th edition to be played. It is the premier knockout tournament for football teams in Syria.
Al-Karamah went into this edition as the holders.
Calendar
| Round | Date | Matches | Clubs | 
|---|---|---|---|
| First qualifying round | 26 December 2008 27 December 2008 30 December 2008 31 December 2008 1 January 2009 5 January 2009 | 11 | 22 | 
| Second qualifying round | 20 January 2009 21 January 2009 26 January 2009 27 January 2009 3 February 2009 4 February 2009 | 20 | 40 | 
| Round One | 16 | 32 | |
| Round of 16 | 27 March 2009 28 March 2009 13 April 2009 28 April 2009 1 May 2009 | 8 | 16 | 
| Quarter-finals | 22 May 2009 29 May 2009 30 May 2009 31 May 2009 7 June 2009 | 4 | 8 | 
| Semi-finals | 17 June 2009 20 June 2009 | 2 | 4 | 
| Final | 17 July 2009 | 1 | 2 | 
First qualifying round
22 teams play a knockout tie. 11 clubs advance to the next round. Games played over two legs
| Team 1 | Agg. | Team 2 | 1st leg | 2nd leg | 
|---|---|---|---|---|
| Ras Al-Ayn | 1-6 | Al-Jihad | 0-5 | 1-1 | 
| Salamiyah | 3-3 (a) | Al-Mukharram | 1-1 | 2-2 | 
| Al-Nabk | 7-3 | Arbeen | 1-1 | 6-2 | 
| Duma | 1-2 | Barada | 0-1 | 1-1 | 
| Ommal Rmelan | 3-3 (?-?) | Ommal Aleppo | 2-1 | 1-2 | 
| Safita | 5-5 (4-3) | Khaled bin Walid | 4-1 | 1-4 | 
| Al-Eys | 1-4 | Al-Herafyeen | 1-2 | 0-2 | 
| Gudedat Al-Chaas | 3-7 | Al-Qusayr | 1-3 | 2-4 | 
| Al-Shahbaa | 2-11 | Jisr Al-Shugur | 1-4 | 1-7 | 
| Al-Gezlanya | 4-4 (a) | Shaqa | 2-1 | 2-3 | 
| Al-Mleha | 5-4 | Ommal Hama | 3-3 | 2-1 | 
Second qualifying round
40 teams play a knockout tie. 20 clubs advance to the next round. Games played over two legs
| Team 1 | Agg. | Team 2 | 1st leg | 2nd leg | 
|---|---|---|---|---|
| Nidal | 2-1 | Al-Keswah | 1-1 | 1-0 | 
| Shahba | 9-0 | Jisr Al-Shugur | 4-0 | 5-0 | 
| Salamiyah | 3-8 | Al-Yarmouk | 3-5 | 0-3 | 
| Al-Nabk | 1-5 | Ommal Al-Quneitra | 1-2 | 0-3 | 
| Al-Muhafaza | 2-4 | Al-Horriya | 1-4 | 1-0 | 
| Moaret Al-Noaman | 3-1 | Al-Herafyeen | 2-1 | 1-0 | 
| Al-Forat | 2-8 | Al-Mleha | 2-2 | 0-6 | 
| Al-Gezlanya | 1-4 | Al-Shorta Hama | 1-1 | 0-3 | 
| Ommal Aleppo | 2-5 | Daraya | 1-3 | 1-2 | 
| Safita | 3-3 (a) | Jeroud | 1-1 | 2-2 | 
| Saraqib | 4-1 | Mourk | 3-0 | 1-1 | 
| Mayadin | 2-4 | Baniyas Refinery | 2-1 | 0-3 | 
| Qardaha | 0-6 | Al-Yaqdhah | 0-3 | 0-3 | 
| Areeha | 6-0 | Abu Hardoub | 3-0 | 3-0 | 
| Al-Shouleh | 2-1 | Al-Qusayr | 2-1 | 0-0 | 
| Palmyra | 1-9 | Afrin | 0-2 | 1-7 | 
| Al-Hrak | 3-5 | Moadameet Al-Sham | 2-1 | 1-4 | 
| Al-Shabab | 1-7 | Al-Jihad | 0-2 | 1-5 | 
| Al-Sahel | 2-1 | Abu Kamal | 1-0 | 1-1 | 
| Al-Jazeera | 4-1 | Barada | 2-0 | 2-1 | 
First round
32 teams play a knockout tie. 16 clubs advance to the next round. Games played over two legs
| Team 1 | Agg. | Team 2 | 1st leg | 2nd leg | 
|---|---|---|---|---|
| Moaret Al-Noaman | 3-7 | Al-Taliya | 2-2 | 1-5 | 
| Al-Jihad | 0-6 | Al-Futowa | 0-2 | 0-4 | 
| Al-Shorta | 8-1 | Shahba | 1-0 | 7-1 | 
| Al-Majd | 9-1 | Ommal Al-Quneitra | 3-0 | 6-1 | 
| Daraya | 2-4 | Teshrin | 1-3 | 1-1 | 
| Al-Mleha | 3-4 | Afrin | 1-3 | 2-1 | 
| Al-Shouleh | 9-0 | Areeha | 6-0 | 3-0 ¹ | 
| Al-Karamah | 2-0 | Baniyas Refinery | 1-0 | 1-0 | 
| Al-Nawair | 9-0 | Moadameet Al-Sham | 4-0 | 5-0 | 
| Al-Sahel | 0-2 | Nidal | 0-1 | 0-1 | 
| Jableh | 5-2 | Al-Shorta Hama | 1-2 | 4-0 | 
| Omayya | 15-0 | Safita | 1-0 | 14-0 | 
| Al-Horriya | 3-7 | Al-Wathba | 1-5 | 2-2 | 
| Al-Yarmouk | 1-10 | Al-Ittihad | 0-3 | 1-7 | 
| Al-Yaqdhah | 3-1 | Saraqib | 0-1 | 3-0 ² | 
| Al-Jazeera | 0-6 | Al-Jaish | 0-3 | 0-3 ¹ | 
¹ Areeha failed to the 2nd leg, match awarded 3-0 to Al-Sholla.
² Saraqib failed to the 2nd leg, match awarded 3-0 to Al-Yaqaza.
3 Al-Jazeera failed to the 2nd leg, match awarded 3-0 to Al-Jaish.
Round of 16
16 teams play a knockout tie. 8 clubs advance to the next round. Games played over two legs
| Team 1 | Agg. | Team 2 | 1st leg | 2nd leg | 
|---|---|---|---|---|
| Al-Ittihad | 2-1 | Teshrin | 2-0 | 0-1 | 
| Al-Jaish | 7-2 | Al-Nawair | 3-0 | 4-2 | 
| Al-Wathba | 4-3 | Al-Futowa | 2-1 | 2-2 | 
| Jableh | 1-3 | Al-Majd | 0-0 | 1-3 | 
| Omayya | 0-4 | Al-Karamah | 0-2 | 0-2 | 
| Afrin | 0-0 (4-3) | Nidal | 0-0 | 0-0 | 
| Al-Taliya | 6-0 | Al-Shouleh | 3-0 ¹ | 3-0 ¹ | 
| Al-Shorta | 9-0 | Al-Yaqdhah | 6-0 | 3-0 | 
¹ Al-Sholla failed to the Round of 16, matches awarded 3-0 to Al-Taliya.
Quarter-finals
8 teams play a knockout tie. 4 clubs advance to the next round. Games played over two legs
| Team 1 | Agg. | Team 2 | 1st leg | 2nd leg | 
|---|---|---|---|---|
| Al-Shorta | 4–4 (a) | Al-Wathba | 4–2 | 0–2 | 
| Al-Jaish | 1–2 | Al-Ittihad | 0–0 | 1–2 | 
| Al-Majd | 4–3 | Afrin | 4–1 | 0–2 | 
| Al-Taliya | 2–3 | Al-Karamah | 2–1 | 0–2 | 
First leg
| Al-Shorta | 4 – 2 | Al-Wathba | 
|---|---|---|
| Hassan Ibrahim  20' Raed Kurdi  34' (pen.) Khaled Aqla  40' Emanuel Ince  90' | Mahamid  22', 25' | 
| Al-Jaish | 0 – 0 | Al-Ittihad | 
|---|---|---|
| Al-Taliya | 2 – 1 | Al-Karamah | 
|---|---|---|
| Ahmad Omaier  15' Jomard Moussa  86' | Al Hamawi  90+3' (pen.) | 
Second leg
| Al-Ittihad | 2 – 1 | Al-Jaish | 
|---|---|---|
| Otto  39' Al Amenah  83' | Al Haj  62' | 
| Al-Karamah | 2 – 0 | Al-Taliya | 
|---|---|---|
| Aodi  25' Al Taiar  64' | 
Semi-finals
4 teams play a knockout tie. 2 clubs advance to the final. Games played over two legs
| Team 1 | Agg. | Team 2 | 1st leg | 2nd leg | 
|---|---|---|---|---|
| Al-Ittihad | 3–4 | Al-Majd | 2–1 | 1–3 | 
| Al-Karamah | 4–2 | Al-Wathba | 2–1 | 2–1 | 
First leg
| Al-Ittihad | 2 – 1 | Al-Majd | 
|---|---|---|
| Fares  31', 84' | Rafe  4' | 
| Al-Karamah | 2 – 1 | Al-Wathba | 
|---|---|---|
| Mando  69', 85' | Ali Ghalium  62' | 
Second leg
| Al-Majd | 3 – 1 | Al-Ittihad | 
|---|---|---|
| Al Zeno  41'  76' Mohannad Asaad  61' | Salah Shahrour  90+3' | 
| Al-Wathba | 1 – 2 | Al-Karamah | 
|---|---|---|
| Ali Ghalium  27' | Aodi  45+1' Sayedeh  74' | 
Final
|      Al-Karamah |      Al-Majd | 
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| MATCH OFFICIALS | MATCH RULES 
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Syrian Cup Winner
| Syrian Cup 2008-09 Winners | 
|---|
| Al-Karamah 7th Title 3rd in a row | 





