| Tournament details | |
|---|---|
| Country | Saudi Arabia |
| Dates | 14 March – 16 April 1999 |
| Teams | 16 (main competition) |
| Defending champions | Al-Ahli |
| Final positions | |
| Champions | Al-Shabab(3rd title) |
| Runners-up | Al-Hilal |
| Asian Cup Winners' Cup | Al-Shabab |
| Arab Cup Winners' Cup | Al-Hilal |
| Tournament statistics | |
| Matches played | 15 |
| Goals scored | 37 (2.47 per match) |
| Top goal scorer(s) | Mohammed Al-Enazi Bashar Abdullah Abdullah Al-Sheehan (3 goals each) |
The1999Crown Prince Cup was the 24th season of theSaudi premier football knockout tournament since its establishment in 1957. The main competition started on 14 March and concluded with the final on 16 April 1999.[1]
Al-Ahli were the defending champions; however, they were eliminated in the Round of 16 byAl-Hilal.[2]
In the final,Al-Shabab defeatedAl-Hilal 1–0 to secure their third title. The final was held at theYouth Welfare Stadium inDammam for the first time. As winners of the tournament, Al-Shabab qualified for the2000–01 Asian Cup Winners' Cup. As runners-up, Al-Hilal qualified for the2000 Arab Cup Winners' Cup.[3]
All of the competing teams that are not members of thePremier League competed in the qualifying rounds to secure one of 4 available places in the Round of 16.First Division sidesAl-Qadisiyah,Al-Taawoun,Al-Tai andOhod qualified.[4]
| Round of 16 | Quarter-finals | Semi-finals | Final | ||||||||||||||||
| A | Al-Tai | 1 (3) | |||||||||||||||||
| H | Al-Taawoun (pen.) | 1 (4) | |||||||||||||||||
| A | Al-Taawoun | 0 | |||||||||||||||||
| H | Al-Hilal | 1 | |||||||||||||||||
| H | Al-Ahli | 1 | |||||||||||||||||
| A | Al-Hilal | 2 | |||||||||||||||||
| A | Al-Hilal | 2 | |||||||||||||||||
| H | Al-Najma | 0 | |||||||||||||||||
| H | Al-Ettifaq | 1 | |||||||||||||||||
| A | Hajer | 0 | |||||||||||||||||
| H | Al-Ettifaq | 0 | |||||||||||||||||
| A | Al-Najma | 1 | |||||||||||||||||
| H | Al-Najma | 3 | |||||||||||||||||
| A | Al-Qadisiyah | 1 | |||||||||||||||||
| – | Al-Hilal | 0 | |||||||||||||||||
| – | Al-Shabab | 1 | |||||||||||||||||
| H | Al-Shabab | 2 | |||||||||||||||||
| A | Ittihad | 0 | |||||||||||||||||
| A | Al-Shabab | 4 | |||||||||||||||||
| H | Ohod | 0 | |||||||||||||||||
| A | Ohod | 4 | |||||||||||||||||
| H | Al-Ansar | 2 | |||||||||||||||||
| H | Al-Shabab | 1 | |||||||||||||||||
| A | Al-Nassr | 0 | |||||||||||||||||
| A | Al-Shoulla | 1 | |||||||||||||||||
| H | Al-Wehda (asdet) | 2 | |||||||||||||||||
| A | Al-Wehda | 0 | |||||||||||||||||
| H | Al-Nassr | 5 | |||||||||||||||||
| H | Al-Riyadh | 0 | |||||||||||||||||
| A | Al-Nassr | 1 | |||||||||||||||||
The draw for the Round of 16 was held on 9 March 1999.[5] The Round of 16 fixtures were played on 14 and 15 March 1999.[6][7] All times are local,AST (UTC+3).
| 14 March 19997 | Al-Taawoun (2) | 1–1 (a.e.t.) (4–3p) | Al-Tai (1) | Buraidah |
| 16:00 | Al-Mansour 10' (pen.) | Report | K. Al-Deayea 13' | Stadium:Prince Abdullah bin Abdul Aziz Stadium Referee: Mohammed Al-Suwail |
| Penalties | ||||
Al-Ahmari Al-Dakheel Al-Ghulaiqah  Al-Shaalan Al-Haddad | Al-AteeqJakoM. Al-SaqriAl-GhaziM. Al-Deayea | |||
| 14 March 19991 | Al-Wehda (1) | 2–1 (a.e.t.) | Al-Shoulla (2) | Mecca |
| 20:00 | Al-Dossari 6' Mekbeshi  102' | Report | Al-Khnein 61' (pen.) | Stadium:King Abdul Aziz Stadium Referee: Awidhah Mansour |
| 14 March 19992 | Al-Shabab (1) | 2–0 | Al-Ittihad (1) | Riyadh |
| 20:00 | Majrashi 18' Seddiq 60' | Report | Stadium:King Fahd International Stadium Referee:Omer Al Mehannah |
| 15 March 19996 | Al-Ansar (1) | 2–4 | Ohod (2) | Medina |
| 16:00 | Boudal 19' (pen.),55' | Report | Suleiman 4' Gohl 13'Tukar 65'Bakhit 87' | Stadium:Al-Ansar Club Stadium Referee: Ibrahim Al-Nafisah |
| 15 March 19993 | Al-Ettifaq (1) | 1–0 | Hajer (1) | Dammam |
| 20:30 | Khalil 34' | Report | Stadium:Youth Welfare Stadium Referee: Mujeb Al-Dossari |
| 15 March 19994 | Al-Najma (1) | 3–1 | Al-Qadisiyah (2) | Unaizah |
| 20:30 | Kwakye 7' Sharahili 39'Al-Jassar 58' | Report | Al-Shammari 90+1' | Stadium:Al-Najma Club Stadium Referee: Dhafer Abo Zanda |
| 15 March 19995 | Al-Ahli (1) | 1–2 | Al-Hilal (1) | Jeddah |
| 20:30 | Gilson 30' (pen.) | Report | Hamrouni 16' Abdullah 28' | Stadium:Youth Welfare Stadium Referee: Yousef Al-Aqili |
| 15 March 19998 | Al-Riyadh (1) | 0–1 | Al-Nassr (1) | Riyadh |
| 20:30 | Report | Al-Enazi 6' | Stadium:King Fahd International Stadium Referee: Abdulaziz Al-Dakheel |
The draw for the Quarter-finals was held on 20 March 1999.[8] The Quarter-finals fixtures were played on 1 and 2 April 1999.[9][10] All times are local,AST (UTC+3).
| 1 April 19999 | Al-Nassr (1) | 5–0 | Al-Wehda (1) | Riyadh |
| 20:30 | Al-Huraifi 4' Al-Enazi 19',69'Uche 90+1'Mater 90+2' | Report | Stadium:King Fahd International Stadium Referee: Mujeb Al-Dossari |
| 1 April 199912 | Al-Ettifaq (1) | 0–1 | Al-Najma (1) | Dammam |
| 20:30 | Report | Al-Wehaibi 90' | Stadium:Youth Welfare Stadium Referee: Abdulrahman Al-Zaid |
| 2 April 199910 | Al-Hilal (1) | 1–0 | Al-Taawoun (2) | Riyadh |
| 20:30 | Abdullah 86' (pen.) | Report | Stadium:King Fahd International Stadium Referee: Nasser Al-Hamdan |
| 2 April 199911 | Ohod (2) | 0–4 | Al-Shabab (1) | Medina |
| 20:30 | Report | Yekini 43' Al-Waked 68'Al-Sheehan 72'Al-Dawod 78' (pen.) | Stadium:Prince Mohammed bin Abdul Aziz Stadium Referee: Mohammed Al-Suwail |
The draw for the Semi-finals was held on 3 April 1999.[11] The Semi-finals fixtures were played on 7 and 8 April 1999.[12][13] All times are local,AST (UTC+3).
| 7 April 199914 | Al-Shabab (1) | 1–0 | Al-Nassr (1) | Riyadh |
| 20:30 | Al-Sheehan 29' | Report | Stadium:King Fahd International Stadium Referee:Omer Al Mehannah |
| 8 April 199913 | Al-Najma (1) | 0–2 | Al-Hilal (1) | Unaizah |
| 20:30 | Report | Al-Jaber 78' Abdullah 88' | Stadium:Department of Education Stadium Referee: Ibrahim Al-Nafisah |
The 1999 Crown Prince Cup Final was played on 16 April 1999 at theYouth Welfare Stadium inDammam between Al-Hilal and Al-Shabab.[14] This was the first Crown Prince Cup final to be held at the stadium. This was the first meeting between these two sides in the final. This was Al-Shabab's fifth final and Al-Hilal's third final. All times are local,AST (UTC+3).
| Rank | Player | Club | Goals |
|---|---|---|---|
| 1 |  Mohammed Al-Enazi | Al-Nassr | 3 |
 Bashar Abdullah | Al-Hilal | ||
 Abdullah Al-Sheehan | Al-Shabab | ||
| 4 | Faisal Boudal | Al-Ansar | 2 |
