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The 1989 season of the African Cup Winners' Cup football club tournament was won by Al Merreikh in two-legged final victory against Bendel United F.C. This was the fifteenth season that the tournament took place for the winners of each African country's domestic cup. Thirty-three sides entered the competition, with UDIB, Al Ahly (Tripoli) and Nakivubo Villa SC all withdrawing before the 1st leg of the first round.
Preliminary round
| Team 1 | Agg. | Team 2 | 1st leg | 2nd leg |
|---|---|---|---|---|
Moneni Pirates 
|
2-1 |  Lesotho Defence Force FC
|
2-0 | 0-1 |
First round
| Team 1 | Agg. | Team 2 | 1st leg | 2nd leg |
|---|---|---|---|---|
ASI Abengourou 
|
w/o1 |  Internacional
|
w/o | w/o |
Al-Merrikh 
|
w/o2 |  Al-Ahly (Tripoli)
|
w/o | w/o |
Kamsar 
|
0-1 |  CA Bizerte
|
0-0 | 0-1 |
Coastal Union 
|
2-5 |  Costa do Sol
|
2-3 | 0-2 |
Diamond Stars F.C. 
|
0-2 |  Bendel United
|
0-0 | 0-2 |
Dynamos F.C. 
|
1-2 |  FC BFV
|
1-1 | 0-1 |
Etincelles FC 
|
2-1 |  Vital'O
|
1-1 | 1-0 |
ASF Bobo 
|
2-23 |  ASC Linguère
|
1-0 | 1-2 |
Gor Mahia 
|
w/o4 |  Nakivubo Villa
|
w/o | w/o |
Liberté FC 
|
1-4 |  Union d'Alger[N 1]
|
1-0 | 0-4 |
| Moneni Pirates
|
1-6 |  Power Dynamos
|
1-1 | 0-5 |
Panthère du Ndé 
|
1-2 |  LPRC Oilers
|
0-0 | 1-2 |
Stade Malien 
|
3-0 | CO Transports
|
3-0 | 0-0 |
TP USCA Bangui 
|
3-5 |  AS Kalamu
|
3-3 | 0-2 |
Union Vesper 
|
0-3 |  Patronage Sainte-Anne
|
0-1 | 0-2 |
Vantour Mangoungou 
|
2-3 |  Sagrada Esperança
|
1-0 | 1-3 |
- 1: UDIB withdrew.
- 2: Al-Ahly withdrew.
- 3: ASF Bobo won on away goals.
- 4: Nakivubo Villa withdrew.
Second round
| Team 1 | Agg. | Team 2 | 1st leg | 2nd leg |
|---|---|---|---|---|
| ASI Abengourou
|
3-4 | LPRC Oilers
|
3-2 | 0-2 |
| FC BFV
|
4-3 | Power Dynamos
|
1-2 | 3-1 |
| CA Bizerte
|
1-2 | Al-Merrikh
|
1-0 | 0-2 |
| Costa do Sol
|
1-2 | Gor Mahia
|
1-2 | 0-0 |
| Etincelles FC
|
0-1 | AS Kalamu
|
0-0 | 0-1 |
| ASF Bobo
|
1-5 | Bendel United
|
1-3 | 0-2 |
| Patronage Sainte-Anne
|
2-1 | Sagrada Esperança
|
2-1 | 0-0 |
| Stade Malien
|
1-11 | Union d'Alger[N 1]
|
1-0 | 0-1 |
- 1: Union d'Alger won 4-3 PSO.
Quarter-finals
| Team 1 | Agg. | Team 2 | 1st leg | 2nd leg |
|---|---|---|---|---|
| Al-Merrikh
|
3-1 | Patronage Sainte-Anne
|
2-0 | 1-1 |
| Bendel United
|
3-0 | AS Kalamu
|
2-0 | 1-0 |
| Gor Mahia
|
3-1 | LPRC Oilers
|
0-0 | 3-1 |
| USM Alger
|
1-21 | FC BFV
|
1-3 | n/p |
- 1: USM Alger withdrew after the first leg.
Semifinals
| Team 1 | Agg. | Team 2 | 1st leg | 2nd leg |
|---|---|---|---|---|
| Bendel United
|
4-1 | FC BFV
|
4-1 | 0-0 |
| Gor Mahia
|
1-2 | Al-Merrikh
|
1-0 | 0-2 |
Final
| Team 1 | Agg. | Team 2 | 1st leg | 2nd leg |
|---|---|---|---|---|
| Al-Merrikh
|
1-0 | Bendel United
|
1-0 | 0-0 |
Champions
| African Cup Winners' Cup Winners |
|---|
 Al-Merrikh First title |
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