The draw for the Round of 16 of the 2009–10 Libyan Cup was made on January 28, 2010 at 21:30 EET. The dates and times for the 8 ties were confirmed on January 31.[1] Ties are to be played over the period February 7–February 9, 2010. If any of the ties end in a draw after 90 minutes, then the tie goes immediately to a penalty shootout.
Ties
All times local (EET)
| February 7, 2010 | Wefaq Sabratha | 0 – 0 (3 – 2 pens.) | Rafik Sorman | Sabratha |
| 15:00 | Stadium: Sabratha Stadium |
| February 7, 2010 | Ahly Tripoli | 1 – 0 | Al Shat | Tripoli |
| 17:00 | Mohammad al Maghrabi  84' |
Stadium: 11 June Stadium |
| February 8, 2010 | Nasr | 1 – 0 | Khaleej Sirte | Benina |
| 15:00 | Ndubuisi Eze 59' (pen.) Ibrahim al Haasi  76' |
Maher al Naili 88' |
Stadium: Martyrs of February Stadium |
| February 8, 2010 | Aman al Aam | 0 – 1 | Tahaddy | Tripoli |
| 17:00 | Solomonson Ezékoka 45+1' 86' |
Stadium: GMR Stadium |
| February 9, 2010 | Hiyad | 2 – 2 (5 – 3 pens.) | Suqoor | Misrata |
| 15:00 | Alpha Barry 40', 67' |
Mohammad Hadoud 38' Salem Bazeen 90' |
Stadium: 9 July Stadium |
| February 9, 2010 | Benghazi al Jadeeda | 1 – 0 | Al Charara | Benina |
| 15:00 | 85' |
|
Stadium: Martyrs of February Stadium |
| February 23, 2010 | Madina | 3 – 1 | Akhdar | Tripoli |
| 16:00 | Stefan de Paul 44' (pen.) Mohammad Mqarej 68'Abdallah Sharif 82'Ismael Bangoura 55'Ayman Khalifi  73' |
Abdelhameed Zidane 21' Hishaam Lahmar 66' |
Stadium: 11 June Stadium |
References
{{2009–10 in Libyan football}}
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