Libyan Cup 2008–09 – First Round. The draw was made by the Libyan Football Federation on February 19, 2009 at 11:00 local time.[1]
All times given as local time (UTC+2)
There are 20 sides entering, 15 from the Libyan Second Division and 5 from the Libyan Third Division.
Match 1: February 25, 2009, 15:30, Al Bayda Stadium, Referee: Ibrahim al Fakhiry
Shabab al Jabal 4 - 2 Al Qairawan
Match 4: February 25, 2009, 14:00, First Statement Stadium, Referee: Mohammad al Jilaly
Al Murooj 1 - 3 Nojom Ajdabiya
Match 5: February 25, 2009, 16:00, First Statement Stadium, Referee: Ahmad al Bouishi
Al Hurriya 1 - 0 Nojom Benghazi
Match 6: February 26, 2009, 14:00, First Statement Stadium, Referee: Nabeel al Koush
Benghazi al Jadeeda 6 - 0 Al Libbah
Match 7: February 26, 2009, 16:00, First Statement Stadium, Referee: Mohammad Shu'aib
Al Hadaf 1 - 3 Wefaq Ajdabiya
Match 1 - February 26, 2009, 15:30, Zuwara Stadium, Referee: Ashraf al Balsous
Al Mustaqbal 2 - 3 Abi al Ashar
Match 2 - February 26, 2009, 17:00, GMR Stadium, Referee: Abdelrahman al Hraizy
Al Dhahra T 1 - 0 Sikat al Hadeed
Match 3 - February 25, 2009, 16:00, GMR Stadium, Referee: Lutfi Ballu
Abu Moliyana 0 - 1 Al Yarmouk
Match 6 - February 26, 2009, 16:00, Baazah Stadium, Referee: Mohammad al Za'alouk
Nojoom Al Baazah 3 - 1 Al Charara
Saheel Douzaan, Munder al Haris, Atiq Ateeq ;