1999–2000 Slovenian Football Cup
| Tournament details | |
|---|---|
| Country | Slovenia | 
| Teams | 32 | 
| Final positions | |
| Champions | Olimpija (3rd title) | 
| Runners-up | Korotan Prevalje | 
| Tournament statistics | |
| Matches played | 38 | 
| Goals scored | 132 (3.47 per match) | 
| Top goal scorer(s) | Ismet Ekmečić (8 goals) | 
The 1999–2000 Slovenian Football Cup was the ninth season of the Slovenian Football Cup, Slovenia's football knockout competition.
Qualified clubs
1998–99 Slovenian PrvaLiga members | 
Qualified through MNZ Regional Cups
 
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First round
The first round matches took place between 24 July and 8 August 1999.
| 24 July 1999 | Drava Ptuj | 1–4 | Primorje | Gerečja Vas | 
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Report | Stadium: ŠD Gerečja Vas Attendance: 300 Referee: Drago Kos  | 
| 24 July 1999 | Triglav Kranj | 0–4 | Maribor | Kranj | 
| Report | Stadium: Kranj Sports Centre Attendance: 1,000 Referee: Robert Zirnstein  | 
| 24 July 1999 | Brda | 0–2 | Celje | Dobrovo | 
| Report | 
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Stadium: Vipolže Stadium Attendance: 100 Referee: Aleksander Likič  | 
| 25 July 1999 | Tabor Sežana | 0–1 | Pohorje | Sežana | 
| Report | 
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Stadium: Rajko Štolfa Stadium Attendance: 300 Referee: Radenko Mijatović  | 
| 25 July 1999 | Ilirska Bistrica | 0–2 | Domžale | Ilirska Bistrica | 
| Report | 
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Stadium: Trnovo Sports Centre Attendance: 250 Referee: Robert Šegula  | 
| 25 July 1999 | Železničar Maribor | 1–1 (a.e.t.) (3–2 p)  | Beltinci | Maribor | 
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Report | 
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Stadium: Tabor Sports Park Attendance: 150 Referee: Darko Čeferin  | |
| Penalties | ||||
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| 25 July 1999 | Aluminij | 0–2 | Olimpija | Kidričevo | 
| Report | Stadium: Aluminij Sports Park Attendance: 800 Referee: Niko Vivod  | 
| 25 July 1999 | Mura | 2–0 | Rudar Velenje | Murska Sobota | 
| Report | Stadium: Fazanerija City Stadium Attendance: 1,500 Referee: Srečko Kandare  | 
| 5 August 1999 | Tromejnik | 0–9 | Gorica | Kuzma | 
| Report | 
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Stadium: Kuzma Football Stadium Attendance: 500 Referee: Robert Krajnc  | 
| 8 August 1999 | Britof | 2–1 | Factor | Britof | 
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Report | 
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Stadium: Britof Stadium Attendance: 150 Referee: Damir Skomina  | 
| 8 August 1999 | Črenšovci | 5–0 | Paloma | Črenšovci | 
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Report | Stadium: Črenšovci Sports Park Attendance: 300 Referee: Edi Kerčmar  | 
| 8 August 1999 | Elan | 3–1 | Šmartno | Novo Mesto | 
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Report | 
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Stadium: Portoval Attendance: 300 Referee: Srečko Kandare  | 
| 8 August 1999 | Idrija | 0–1 | Odranci | Idrija | 
| Report | 
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Stadium: Idrija City Stadium Attendance: 150 Referee: Janez Babnik  | 
| 8 August 1999 | Koper | 4–1 | Šentjur | Koper | 
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Report | 
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Stadium: Bonifika Stadium Attendance: 500 Referee: Aleksander Likič  | 
| 8 August 1999 | Ivančna Gorica | 0–1 | Korotan Prevalje | Ivančna Gorica | 
| Report | 
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Stadium: Ivančna Gorica Stadium Attendance: 500 Referee: Silvo Borošak  | 
- Notes
 
- Veržej qualified for the next round automatically after Lesce withdrew from the competition.
 
Round of 16
The round of 16 matches took place on 31 August and 22 September 1999.
| 31 August 1999 | Črenšovci | 0–8 | Maribor | Črenšovci | 
| Report | Stadium: Črenšovci Sports Park Attendance: 1,000 Referee: Peter Šart  | 
| 22 September 1999 | Koper | 0–3 | Gorica | Koper | 
| Report | Stadium: Bonifika Stadium Attendance: 500 Referee: Milan Mitrovič  | 
| 22 September 1999 | Domžale | 0–2 | Primorje | Domžale | 
| Report | 
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Stadium: Domžale Sports Park Attendance: 100 Referee: Matjaž Bohinc  | 
| 22 September 1999 | Veržej | 0–8 | Korotan Prevalje | Veržej | 
| Report | 
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Stadium: Veržej Sports Park Attendance: 100 Referee: Srečko Kandare  | 
| 22 September 1999 | Olimpija Ljubljana | 5–1 | Pohorje | Ljubljana | 
| Report | 
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Stadium: Bežigrad Stadium Attendance: 100 Referee: Robert Zirnstein  | 
| 22 September 1999 | Britof | 0–6 | Celje | Britof | 
| Report | 
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Stadium: Britof Stadium Attendance: 300 Referee: Bojan Brence  | 
| 22 September 1999 | Elan | 2–0 | Odranci | Novo Mesto | 
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Report | Stadium: Portoval Attendance: 200 Referee: Janez Babnik  | 
| 23 September 1999 | Železničar Maribor | 2–3 | Mura | Maribor | 
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Report | Stadium: Tabor Sports Park Attendance: 300 Referee: Drago Kos  | 
Quarter-finals
The first legs of the quarter-finals took place on 12, 13 and 20 October, and the second legs took place on 20, 27 October and 25 November 1999.
First legs
| 12 October 1999 | Celje | 0–2 | Maribor | Celje | 
| Report | Stadium: Skalna Klet Attendance: 800 Referee: Drago Kos  | 
| 13 October 1999 | Primorje | 0–2 | Korotan Prevalje | Ajdovščina | 
| Report | 
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Stadium: Ajdovščina City Stadium Attendance: 300 Referee: Matjaž Bohinc  | 
| 13 October 1999 | Gorica | 5–2 | Elan | Nova Gorica | 
| Report | 
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Stadium: Nova Gorica Sports Park Attendance: 300 Referee: Zoran Novarlić  | 
| 20 October 1999 | Mura | 1–2 | Olimpija | Murska Sobota | 
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Report | Stadium: Fazanerija City Stadium Attendance: 1,000 Referee: Ivan Žunič  | 
Second legs
| 20 October 1999 | Korotan Prevalje | 1–0 (3–0 agg.)  | Primorje | Prevalje | 
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Report | Stadium: Stadion na Prevaljah Attendance: 300 Referee: Milan Mitrovič  | 
| 20 October 1999 | Elan | 2–0 (4–5 agg.)  | Gorica | Novo Mesto | 
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Report | Stadium: Portoval Attendance: 100 Referee: Niko Vivod  | 
| 27 October 1999 | Olimpija | 4–1 (6–2 agg.)  | Mura | Ljubljana | 
| Report | 
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Stadium: Bežigrad Stadium Attendance: 300 Referee: Matjaž Bohinc  | 
| 25 November 1999 | Maribor | 3–2 (5–2 agg.)  | Celje | Maribor | 
| Report | 
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Stadium: Ljudski vrt Attendance: 500 Referee: Matjaž Bohinc  | 
Semi-finals
The first legs of the semi-finals took place on 1 March, and the second legs took place on 8 March 2000.
First legs
| 1 March 2000 | Maribor | 3–1 | Korotan Prevalje | Maribor | 
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Report | 
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Stadium: Ljudski vrt Attendance: 1,500 Referee: Robert Krajnc  | 
| 1 March 2000 | Olimpija | 2–1 | Gorica | Ljubljana | 
| Report | 
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Stadium: Bežigrad Stadium Attendance: 500 Referee: Darko Čeferin  | 
Second legs
| 8 March 2000 | Korotan Prevalje | 3–0 (4–3 agg.)  | Maribor | Prevalje | 
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Report | Stadium: Stadion na Prevaljah Attendance: 800 Referee: Srečko Kandare  | 
| 8 March 2000 | Gorica | 1–1 (2–3 agg.)  | Olimpija | Nova Gorica | 
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Report | 
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Stadium: Nova Gorica Sports Park Attendance: 700 Referee: Ivan Žunič  | 
Final
| Korotan Prevalje | 2–1 | Olimpija | 
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Report | 
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| Olimpija | 2–0 | Korotan Prevalje | 
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Report | 
Olimpija won 3–2 on aggregate.
References
- "Pokal Slovenije 1999/2000". Football Association of Slovenia official website. Archived from the original on 3 March 2001. Retrieved 10 April 2020.