1998–99 Asian Cup Winners' Cup
| Tournament details | |
|---|---|
| Teams | 28 |
| Final positions | |
| Champions |  Al Ittihad (1st title) |
| Runners-up |  Chunnam Dragons |
← 1997-98 1999–00 → | |
The winners of the 1998–99 Asian Cup Winners' Cup, the association football competition run by the Asian Football Confederation, are listed below.
First round
West Asia
| Team 1 | Agg. | Team 2 | 1st leg | 2nd leg |
|---|---|---|---|---|
Kazma 
|
5-2 |  Al Wahda
|
2-0 | 3-2 |
Al Ahli 
|
0-3 |  Al Talaba
|
0-0 | 0-3 |
PAS 
|
10-3 |  Al-Seeb
|
10-1 | 0-2 |
Al Ahli 
|
(w/o)1 |  Al Nejmeh
|
||
Khujand 
|
2-5 |  Pakhtakor
|
1-1 | 1-4 |
Nisa Aşgabat 
|
2-1 |  Kaisar Kzyl-Orda
|
1-0 | 1-1 |
| Al Ittihad Jeddah
|
bye | |||
| Al Nasr
|
bye |
1 Al Nejmeh withdrew.
East Asia
| Team 1 | Agg. | Team 2 | 1st leg | 2nd leg |
|---|---|---|---|---|
Sinthana 
|
5-2 |  Woodlands Wellington
|
4-1 | 1-1 |
Ho Chi Minh City Customs 
|
2-5 |  Sarawak
|
1-2 | 1-3 |
| Chunnam Dragons
|
(w/o)1 |  Police SC
|
||
Salgaocar 
|
1-4 |  Beijing Guoan
|
1-0 | 0-4 |
Mahendra Police 
|
0-2 |  New Radiant
|
0-0 | 0-2 |
Happy Valley 
|
(w/o)2 |  PIA
|
||
Yangon City Development 
|
bye3 | |||
Kashima Antlers 
|
bye |
1 Police SC withdrew.
2 PIA FC withdrew.
3 Yangon City Development had been drawn against the representatives of Indonesia, where the 1997/98 season was abandoned due to political and economic trouble in the country.
Second round
West Asia
| Team 1 | Agg. | Team 2 | 1st leg | 2nd leg |
|---|---|---|---|---|
| Kazma
|
4-2 | Al-Nasr
|
3-0 | 1-2 |
| PAS
|
1-2 | Al Talaba
|
0-1 | 1-1 |
| Al Ahli
|
1-7 | Al Ittihad
|
0-0 | 1-7 |
| Nisa Aşgabat
|
5-6 | Pakhtakor
|
5-0 | 0-6 |
East Asia
| Team 1 | Agg. | Team 2 | 1st leg | 2nd leg |
|---|---|---|---|---|
| Yangon City Development
|
0-4 | Sarawak
|
0-1 | 0-31 |
| New Radiant
|
4-6 | Happy Valley
|
3-1 | 1-5 |
| Sinthana
|
1-11 | Kashima Antlers
|
1-2 | 0-9 |
| Beijing Guoan
|
0-4 | Chunnam Dragons
|
0-2 | 0-2 |
1 Yangon City Development were unable to field a team for the second leg to player illness.
Quarterfinals
West Asia
| Team 1 | Agg. | Team 2 | 1st leg | 2nd leg |
|---|---|---|---|---|
| Kazma
|
(w/o)1 | Al Talaba
|
||
| Al Ittihad
|
4-0 | Pakhtakor
|
3-0 | 1-0 |
1 Kazma withdrew.
East Asia
| Team 1 | Agg. | Team 2 | 1st leg | 2nd leg |
|---|---|---|---|---|
| Happy Valley
|
1-7 | Chunnam Dragons
|
0-3 | 1-4 |
| Sarawak
|
2-14 | Kashima Antlers
|
2-4 | 0-10 |
Semifinals
| Al Talaba | 1–3 | Al Ittihad |
|---|---|---|
Qahtan Chathir Drain  36' |
Mohammed Al Sahafi 20' Dalian Atkinson 25' Ahmed Bahja 90' |
| Kashima Antlers | 1–4 | Chunnam Dragons |
|---|---|---|
| Yutaka Akita 12' |
Roh Sang-Rae 33' 86' Kim Jong-hyun 48' Lim Kwan-Sik 66' |
Third place match
Final
| Al Ittihad | 3–2 (asdet) | Chunnam Dragons |
|---|---|---|
Ahmed Bahja 10' (pen.)  105' Mohammed Noor 84' |
Roh Sang-Rae 14' 70' |
Champions
Asian Cup Winners Cup 1998-1999 Al Ittihad First Title |