# 2019–20 Estonian Cup

The 2019–20 Estonian Cup was the 30th season of the Estonian main domestic football knockout tournament. Flora won their eight title after defeating Narva Trans in the final. The winner of the Cup were to qualify for the first qualifying round of the 2020–21 UEFA Europa League, but as Flora were already qualified for the Champions League the spot passed on to Paide Linnameeskond.

## First round (1/64)

The draw was made by Estonian Football Association on 25 May 2019.
* League level of the club in the brackets.
* Rahvaliiga RL (people's league) is a league organized by Estonian Football Association, but not part of the main league system.
| Home team | Score | Away team |
| 4 June |||
| Paide Linnameeskond III (4) | 13–2 | JK Mauruse Saurused (RL) |
| 8 June |||
| Tartu FC Helios (5) | 5–1 | Rumouri Calcio II (RL) |
| 12 June |||
| Tartu JK Tammeka IV (5) | 0–4 | JK Tallinna Kalev III (4) |
| 13 June |||
| Tallinna FC Zapoos (5) | w/o | Tallinna FC Zenit (5) |
| FC Mulgi (RL) | 0–1 | FC Tallinna Wolves (6) |
| 19 June |||
| Viimsi JK II (4) | 1–2 | Maarjamäe FC Igiliikur (5) |
| Kohtla-Järve JK Järve II (6) | w/o | JK 32. kk (RL) |
| Tallinna FC Eston Villa (5) | 15–0 | JK Metsis (RL) |
| 20 June |||
| Tallinna FC Soccernet (6) | 1–3 | FC Vastseliina (5) |
| FC Lelle (6) | 2-1 | Tallinna FC TransferWise (6) |
| Märjamaa Kompanii (5) | w/o | FC Sssolutions (RL) |
| JK Kernu Kadakas (5) | 3–1 | FC Maksatransport (RL) |
| 21 June |||
| Tallinna JK Piraaja (4) | 1–3 | Tallinna JK Legion II (4) |
| 26 June |||
| Kohila Püsivus (5) | 0–5 | JK Pärnu Sadam (RL) |
| 27 June |||
| FC Flora U19 (4) | 10–0 | Pärnu JK Poseidon II (5) |
| Jõgeva SK Noorus-96 (4) | 2–4 (a.e.t.) | FC Otepää (5) |
| 9 July |||
| Tallinna FC Olympic Olybet (6) | 1–9 | Paide Linnameeskond (1) |
| 13 July |||
| Maardu Linnameeskond (1) | 12–0 | Valga FC Warrior (5) |
| Rakvere JK Tarvas (2) | 0–3 | Kohtla-Järve JK Järve (2) |
| Põhja-Sakala (4) | 5–2 (a.e.t.) | Pärnu Jalgpalliklubi (3) |
| JK Narva Trans (1) | w/o | FC Maardu Aliens (5) |
| Viljandi JK Tulevik (1) | w/o | SK Kadrina (5) |
| Põhja-Tallinna JK Volta (3) | w/o | Vikings FC (RL) |
| 15 July |||
| Tartu JK Tammeka (1) | 8–1 | FCI Tallinn (4) |
| 24 July |||
| FC Elva (2) | 3–0 | EMÜ SK (5) |

### Byes

These teams were not drawn and secured a place in the second round without playing:
* Meistriliiga (Level 1): JK Tallinna Kalev, FCI Levadia, FC Flora, FC Kuressaare, Nõmme Kalju FC
* Esiliiga (2): FC Flora U21, Pärnu JK Vaprus, Tartu JK Welco, Tallinna JK Legion
* Esiliiga B (3): Viimsi JK, Võru FC Helios, JK Tabasalu, FC Nõmme United, Keila JK
* II Liiga (4): FC Jõgeva Wolves, Raplamaa JK, Pärnu JK Poseidon, FC Kose, Põhja-Tallinna JK Volta II, Läänemaa JK
* III Liiga (5): Rumori Calcio Tallinn, FC Tarvastu ja JK Tõrva ÜM, JK Loo, Tallinna FC Hell Hunt, FC Äksi Wolves, FC Järva-Jaani, Anija JK
* IV Liiga (6): Kristiine JK, Tallinna JK Jalgpallihaigla, Viimsi Lõvid, Tallinna FC Eston Villa II
* Rahvaliiga (RL): FC Puhkus Mehhikos, Npm Silmet, Rasmus Värki Jalgpallikool, SC ReUnited, FC Elbato, FC Teleios, Team Helm, Kohtla-Nõmme

## Second round (1/32)

The draw for the second round was made on 15 July 2019.
| Home team | Score | Away team |
| 27 July |||
| FC Tallinna Wolves (6) | 5–1 | FC Vastseliina (5) |
| Tallinna JK Jalgpallihaigla (6) | 2–7 | FC Tarvastu ja JK Tõrva ÜM (5) |
| FC Kuressaare (1) | 12–1 | JK Kernu Kadakas (5) |
| 28 July |||
| Põhja-Sakala (4) | 5–1 | Tartu FC Helios (5) |
| Team Helm (RL) | 3–2 | Rumori Calcio Tallinn (5) |
| Tallinna JK Legion II (4) | 9–0 | FC Äksi Wolves (5) |
| 29 July |||
| FC Teleios (RL) | 2–4 | Põhja-Tallinna JK Volta (3) |
| 31 July |||
| Läänemaa JK (4) | 1–5 | FC Flora U21 (2) |
| Kohtla-Järve JK Järve (2) | 0–1 | Võru FC Helios (3) |
| 1 August |||
| JK Loo (5) | 0–1 | Tallinna FC Eston Villa II (6) |
| Põhja-Tallinna JK Volta II (4) | 6–0 | FC Jõgeva Wolves (4) |
| FC Järva-Jaani (5) | 1–10 | Tartu JK Welco (2) |
| 2 August |||
| SC ReUnited (RL) | 5–1 | Pärnu JK Poseidon (4) |
| 6 August |||
| FCI Levadia Tallinn (1) | 7–0 | Tallinna FC Zenit (5) |
| Tallinna JK Legion (2) | 0–7 | JK Narva Trans (1) |
| Viimsi JK (3) | 2–0 | Raplamaa JK (4) |
| Pärnu JK Vaprus (2) | 2–3 | JK Tallinna Kalev III (4) |
| FC Nõmme United (3) | 1–3 | Tartu JK Tammeka (1) |
| Tallinna FC Hell Hunt (5) | 0–1 | JK Tallinna Kalev (1) |
| FC Elbato (RL) | w/o | Maardu Linnameeskond (1) |
| FC Puhkus Mehhikos (RL) | 0–6 | Kohtla-Järve JK Järve II (4) |
| Kristiine JK (6) | 0–10 | Paide Linnameeskond (1) |
| 7 August |||
| FC Elva (2) | 7–0 | Viimsi Lõvid (6) |
| Maarjamäe FC Igiliikur (5) | 1–7 | Viljandi JK Tulevik (1) |
| FC Lelle (6) | 0–1 | JK Tabasalu (3) |
| Anija JK (5) | 2–1 | Märjamaa Kompanii (5) |
| 11 August |||
| NPM Silmet (RL) | 5–2 | FC Flora U19 (4) |
| 12 August |||
| FC Kose (4) | 0–5 | Paide Linnameeskond III (4) |
| 13 August |||
| JK Pärnu Sadam (RL) | 0–0 (a.e.t.) (3–4 p) | FC Otepää (5) |
| 14 August |||
| Rasmus Värki Jalgpallikool (RL) | 2–2 (a.e.t.) (5–3 p) | Tallinna FC Eston Villa (5) |
| 20 August |||
| FC Flora (1) | 12–0 | Kohtla-Nõmme (RL) |
| 21 August |||
| Nõmme Kalju FC (1) | 2–0 | Keila JK (3) |

## Third round (1/16)

The draw for the third round was made on 9 August 2019.
| Home team | Score | Away team |
| 20 August |||
| FC Tarvastu ja JK Tõrva ÜM (5) | 1–4 | FC Elva (2) |
| Põhja-Sakala (4) | 0–3 | JK Tallinna Kalev (1) |
| 24 August |||
| SC ReUnited (RL) | 5–2 | NPM Silmet (RL) |
| 27 August |||
| Rasmus Värki Jalgpallikool (RL) | 3–0 | Anija JK (5) |
| 4 September |||
| Paide Linnameeskond (1) | 13–0 | Põhja-Tallinna JK Volta (3) |
| Viljandi JK Tulevik (1) | 11–0 | FC Tallinna Wolves (6) |
| Tallinna JK Legion II (4) | 0–1 | Tartu JK Tammeka (1) |
| 5 September |||
| Põhja-Tallinna JK Volta II (4) | 2–0 | Viimsi JK (3) |
| 7 September |||
| Võru FC Helios (3) | 2–1 | Tartu JK Welco (2) |
| Team Helm (RL) | 1–21 | FCI Levadia Tallinn (1) |
| 11 September |||
| Kohtla-Järve JK Järve II (4) | 0–0 (a.e.t.) (10–9 p) | JK Tallinna Kalev III (4) |
| 25 September |||
| FC Kuressaare (1) | 1–3 | JK Narva Trans (1) |
| 9 October |||
| Tallinna FC Eston Villa II (6) | 3–0 | FC Otepää (5) |
| 12 October |||
| Paide Linnameeskond III (4) | 0–3 (a.e.t.) | Nõmme Kalju FC (1) |
| 23 October |||
| Maardu Linnameeskond (1) | 0–7 | FC Flora (1) |
| 29 October |||
| JK Tabasalu (3) | 2–1 | FC Flora U21 (2) |

## Fourth round (1/8)

The draw for the fourth round was made on 11 September 2019.
| Home team | Score | Away team |
| 25 September |||
| SC ReUnited (RL) | 1–2 | Kohtla-Järve JK Järve II (4) |
| 13 October |||
| Rasmus Värki Jalgpallikool (RL) | 0–1 | Võru FC Helios (3) |
| 22 October |||
| JK Narva Trans (1) | 21–0 | Tallinna FC Eston Villa II (6) |
| 23 October |||
| JK Tallinna Kalev (1) | 7–0 | Põhja Tallinna JK Volta II (4) |
| FCI Levadia Tallinn (1) | 1–2 | Nõmme Kalju FC (1) |
| 30 October |||
| Paide Linnameeskond (1) | 1–3 | FC Flora (1) |
| Viljandi JK Tulevik (1) | 0–1 | Tartu JK Tammeka (1) |
| 6 November |||
| FC Elva (2) | 2–0 | JK Tabasalu (3) |

## Quarter-finals

The draw for the fourth round was made on 29 February 2020.