| Tournament details | |
|---|---|
| Country |  Bosnia and Herzegovina |
| Defending champions | Bosna Visoko |
| Final positions | |
| Champions | Željezničar 1st national cup title |
| Runner-up | 1. Sloboda Tuzla 2. Bosna Visoko |
1999–2000 Bosnia and Herzegovina Football Cup was the sixth season of Bosnia and Herzegovina's annual football cup. The Cup was won by Željezničar who were first in the final group.
Overview
In the final stage of the competition, four clubs from the Football Federation of Bosnia and Herzegovina and the two clubs from the Football Federation of Herzeg-Bosnia joined the competition. After a preliminary round, the remaining three advanced to the final group with only forward matches at the end of which the first-placed in the group won the trophy and qualified for the 2000–01 UEFA Cup (qualifying round).
Bosniak Cup
Round of 32
The matches were played on 27 November 1999.
| Team 1 | Score | Team 2 |
|---|---|---|
| Moštre | 1–0 | Đerzelez |
| Radnik Lipnica | 2–3 | Rudar Kakanj |
| Travnik | 1–1 (4–2 p) | Iskra Bugojno |
| Igman Konjic | 1–0 | Krajina Cazin |
| Bratstvo Novi Travnik | 3–5 | Gradina Srebrenik |
| Rudar Breza | 0–1 | Čelik Zenica |
| Fruti Čelić | 0–2 | Drina Zvornik-Živinice |
| Goražde | 1–0 | Jedinstvo Bihać |
| Dobrinja Sarajevo | 0–3 | TOŠK Tešanj |
| Sloboda Mahala | 0–1 | Velež |
| Mladost Bosanski Petrovac | 2–5 | Sloboda Tuzla |
| Zmaj od Bosne | 3–1 | Lukavac |
| Krivaja Zavidovići | 0–5 | Željezničar |
| UNIS Vogošća | 2–5 | Sarajevo |
| OFK Tuzla | 1–1 (3–1 p) | Budućnost Banovići |
| Ozren Semizovac | 1–6 | Bosna Visoko |
Round of 16
The matches were played on 4 December 1999.
| Team 1 | Score | Team 2 |
|---|---|---|
| Čelik Zenica | 1–3 | Sloboda Tuzla |
| Travnik | 3–1 | Sarajevo |
| Igman Konjic | 2–1 | Drina Zvornik-Živinice |
| Zmaj od Bosne | 1–1 (4–2 p) | Rudar Kakanj |
| Goražde | 0–5 | Željezničar |
| Bosna Visoko | 1–1 (4–2 p) | Velež |
| OFK Tuzla | 1–1 (3–4 p) | TOŠK Tešanj |
| Moštre | 0–2 | Gradina Srebrenik |
Quarterfinals
The first legs were played on 26 February and the second legs were played on 22 March 2000.
| Team 1 | Agg. | Team 2 | 1st leg | 2nd leg |
|---|---|---|---|---|
| Sloboda Tuzla | 3–0 | Gradina Srebrenik | 1–0 | 2–0 |
| Željezničar | 4–3 | Travnik | 1–1 | 3–2 |
| TOŠK Tešanj | 3–3 (5–4 p) | Igman Konjic | 3–0 | 0–3 |
| Zmaj od Bosne | 0–4 | Bosna Visoko | 0–2 | 0–2 |
Preliminary round
The first legs were played on 22 May and the second legs were played on 26 May 2000.
| Team 1 | Agg. | Team 2 | 1st leg | 2nd leg |
|---|---|---|---|---|
| Željezničar | 2–0 | TOŠK Tešanj | 2–0 | 0–0 |
| Sloboda Tuzla | 1–0 | Kiseljak | 1–0 | 0–0 |
| Bosna Visoko | 5–2 | Orašje | 0–0 | 5–2 |
Final group
| Pos | Team | Pld | W | D | L | GF | GA | GD | Pts |
|---|---|---|---|---|---|---|---|---|---|
| 1 | Željezničar (C) | 2 | 1 | 1 | 0 | 5 | 3 | +2 | 4 |
| 2 | Sloboda Tuzla | 2 | 1 | 0 | 1 | 3 | 4 | −1 | 3 |
| 3 | Bosna Visoko | 2 | 0 | 1 | 1 | 3 | 4 | −1 | 1 |
| Bosna Visoko | 2–2 | Željezničar |
|---|---|---|
Alagić  28'Memić 90' (pen.) |
Žerić 37' Radonja 78' |
| Sloboda Tuzla | 2–1 | Bosna Visoko |
|---|---|---|
| Karić 45' Osmanhodžić 53' |
Ćosić 62' |
| Željezničar | 3–1 | Sloboda Tuzla |
|---|---|---|
| Žerić 18' (pen.) Muratović 39'Mekić 43' |
Osmanhodžić 31' |