All times given as local time (UTC+2)
Libyan Cup 2008–09: 16 sides from the 16 matches being played in this round will go through to the Round of 32, where they will be joined by the 16 Libyan Premier League teams.
Eastern Section
editThis group will contain 18 sides, 7 of which had qualified from groups A & B in the first round. Over the 9 matches, nine will qualify for the Round of 32.
Al Taw'eah | 0 – 5 | Shabab al Jabal |
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Referee: Rafa' Zayed
Al Baranes | 1 – 1 (5 – 4 pen.) | Shamal Benghazi |
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Al Anwaar | 2 – 1 | Al Ansaar |
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Referee: Ahmed al Jroushi
Al Mukhtar Tobruk | 1 – 1 (4 – 3 pen.) | Benghazi al Jadeeda |
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1H' | 2H' (pen.) |
Referee: Abdallah Fdhail
Darnes | 1 – 0 | Al Sawaed |
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Referee: Anwar Abdesalam
Al Wahda B. | 2 – 0 | Al Najma |
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Wefaq Ajdabiya | 1 – 3 | Al Tahaddi |
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2H' | Mousa Malik 18' 30' Osama al Qataani 40' 2H' |
Referee: Mohammad al Shelmani
Al Hilal T. | 1 – 1 (5 – 4 pen.) | Al Hurriya |
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Referee: Al Taher Fraj
Nojom Ajdabiya | 2 – 0 | Al Andalus |
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Referee: Mohammad al Jilaly
Western Section
editThis group will contain 14 sides, 6 of which had qualified from Groups C & D in the first round. Over the 7 ties, 7 teams will go through to the Round of 32.
Al Hiyad | 0 – 1 | Abi al Ashar |
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89' |
Al Dhahra Tripoli | 1 – 1 (4 - 3 pens) | Al Mahalla |
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