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 (the hosts) and MC Oran (the holders) qualified automatically.

Zone 1 (Gulf Area) Semifinals

Final

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.

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!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.

Group B

Knock-out stage

Semi-finals

Final

Winners

References

External links Arab Cup Winners' Cup 1999 – rsssf.com