1999 Arab Cup Winners' Cup


The 1999 Arab Cup Winners' Cup was the 10th edition of the Arab Cup Winners' Cup held in Kuwait City, Kuwait between 1 – 20 November 1999. The teams represented Arab nations from Africa and Asia.
Al-Ittihad from Qatar won the final against Al-Jaish from Syria for the first time.

Qualifying round

Qadsia SC and MC Oran qualified automatically.

Zone 1 (Gulf Area)

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''Al-Ittihad advanced to the final tournament.''

Zone 2 (Red Sea)

Qualifying tournament held in Port Said, Egypt.
!colspan=3|Day 1
!colspan=3|Day 2
!colspan=3|Day 3
''Al-Masry & Al-Riyadh SC advanced to the final tournament.''

Zone 3 (North Africa)

''ASC Air Mauritanie advanced to the final tournament.''

Zone 4 (East Region)

Qualifying tournament held in Amman, Jordan.
!colspan=3|Day 1
!colspan=3|Day 2
!colspan=3|Day 3
''Al-Faisaly & Al-Jaish advanced to the final tournament.''

Group stage

Group A

ASC Air Mauritanie disqualified after arriving late.
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Group B


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Knock-out stage

Semi-finals

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