# 2008–09 Ukrainian Cup

The 2008–09 Ukrainian Cup was the 18th annual season of Ukraine's football knockout competition. The defending champion of this edition was Shakhtar Donetsk.
The Ukrainian Cup began with a preliminary round where teams from Druha Liha and Amateur Cup champions participated. In the second preliminary round, teams from Persha Liha were drawn into the competition and then in the round of 32 teams from Premier League entered the competition.
The winners of this competition entered as Ukraine's cup winner representative in the play-off round of the 2009–10 UEFA Europa League. Since one of the finalists, Shakhtar Donetsk, has already qualified for European competitions for 2009–10 by virtue of their position in the Premier League, Vorskla Poltava automatically qualifies for the 2009–10 UEFA Europa League.

## Team allocation

Sixty-two teams participated in the competition.

### Distribution

| | | Teams entering in this round | Teams advancing from previous round |
| First qualifying round (26 teams) | First qualifying round (26 teams) | 25 participants of the Second League (lower seeded) 1 participant of the Amateur Cup winner (Yednist-2 Plysky) | |
| Second qualifying round (32 teams) | Second qualifying round (32 teams) | 17 participants of the First League 2 participants of the Second League (higher seeded) | 13 winners from the first qualifying round |
| Tournament proper (32 teams) | Tournament proper (32 teams) | 16 participants of the Premier League | 16 winners from the second qualifying round |

### Round and draw dates

All draws held at FFU headquarters (Building of Football) in Kyiv unless stated otherwise.
| Phase | Round | Draw date | Game date |
| Qualifying | First qualifying round | 8 July 2008 | 16 July 2008 |
| Qualifying | Second qualifying round | 22 July 2008 | 4,6 August 2008 |
| Main event | Round of 32 | 15 August 2008 | 12–14 September 2008 |
| Main event | Round of 16 | 24 September 2008 | 28–29 October 2008 |
| Main event | Quarter-finals | 31 October 2008 | 11–12 November 2008 |
| Main event | Semi-finals | 19 November 2008 | 22 April – 13 May 2009 |
| Main event | Final | 31 May 2009 at Dnipro Arena, Dnipropetrovsk | 31 May 2009 at Dnipro Arena, Dnipropetrovsk |

## Competition schedule
### First Preliminary Round

In this round entered 25 teams from Druha Liha and winners of the Ukrainian Amateur Cup. The draw for the First Preliminary Round was held on July 8, 2008 while the matches took place on July 16, 2008.
| Veres Rivne | 0–1 | FC Korosten |
| Yednist-2 Plysky | 3–0 | Hirnyk-Sport Komsomolsk |
| Arsenal Bila Tserkva | 3–1 | Shakhtar Sverdlovsk |
| FC Poltava | 4–1 | Arsenal Kharkiv |
| Kremin Kremenchuk | w/o | Bukovyna Chernivtsi |
| Podillya-Khmelnytskyi | 4–0 | Nafkom Brovary |
| Olkom Melitopol | 2–0 | Dnipro-75 Dnipropetrovsk |
| Titan Donetsk | 0–1 | Yednist Plysky |
| Nyva Vinnytsia | 3–1 aet | Titan Armyansk |
| Stal Dniprodzerzhynsk | 2–0 | Nyva Ternopil |
| Ros' Bila Tserkva | 1–3 | Bastion Illichivsk |
| Zirka Kirovohrad | 1–0 | Yavir Krasnopilya |
| Olimpik Donetsk | 4–1 | Hirnik Kryvyi Rih |

#### Notes

* ^1 Qualify as Amateur Cup Champions of Ukraine 2007
* ^2 The match was played in Obukhiv, Kyiv Oblast
* ^3 Since Bukovyna did not arrive for their game, Kremin advanced to the next round
* ^4 The match was played in Borodianka because Bila Tserkva's home ground Trudovi Reserve was under reconstruction

### Second Preliminary Round

In this round entered all 18 teams from Persha Liha. They were drawn against the 14 winners of the First Preliminary Round, with two matches containing only Persha Liha teams. The draw was held on July 22, 2008, while the matches were played on August 6, 2008, unless otherwise noted.
| Olimpik Donetsk | 0–4 | Zirka Kirovohrad |
| FC Korosten | 1–3 | Knyazha Schaslyve |
| Yednist-2 Plysky | 2–4 | Dnister Ovidiopol |
| Arsenal Bila Tserkva | 1–3 | Desna Chernihiv |
| CSCA Kyiv | 2–1 aet | FC Poltava |
| Kremin Kremenchuk | 1–1 aet, p. 2–4 | Komunalnyk Luhansk |
| Podillya-Khmelnytskyi | 1–2 aet | Helios Kharkiv |
| Olkom Melitopol | 4–0 | Yednist Plysky |
| PFC Sevastopol | 1–2 aet | Feniks-Illichovets Kalinine |
| Bastion Illichivsk | 2–3 aet | Nyva Vinnytsia |
| Stal Dniprodzerzhynsk | 0–2 | PFC Oleksandriya |
| Obolon Kyiv | 3–1 | Naftovyk-Ukrnafta Okhtyrka |
| Dnipro Cherkasy | 2–3 aet | Stal Alchevsk |
| Zakarpattia Uzhhorod | 4–2 | Volyn Lutsk |
| Enerhetyk Burshtyn | 0–1 | Ihroservice Simferopol |
| Prykarpattya Ivano-Frankivsk | 0–3 | Krymteplitsia Molodizhne |

#### Notes

* ^5 The match was played on August 4, 2008
* ^6 The match was played in Mukachevo

### Bracket

| Round of 32 | Round of 32 | Round of 16 | Round of 16 | Quarter-finals | Quarter-finals | Semi-finals | Semi-finals | Final | Final |
| Illichivets Mariupol | 0 | | | | | | | | |
| Shakhtar Donetsk | 3 | Zakarpattia Uzhhorod | 1 | | | | | | |
| Helios Kharkiv | 0 | Shakhtar Donetsk | 4 | | | | | | |
| Zakarpattia Uzhhorod | 1 | | | Oleksandriya | 1 | | | | |
| Oleksandriya | 1 | | | Shakhtar Donetsk | 2 | | | | |
| Karpaty Lviv | 0 | Oleksandriya (p) | 1 (6) | | | | | | |
| Krymteplitsia Molodizhne | 1 | Dnipro Dnipropetrovsk | 1 (5) | | | | | | |
| Dnipro Dnipropetrovsk (a.e.t.) | 3 | | | | | Shakhtar Donetsk | 1 | | |
| Olkom Melitopol | 0 | | | | | Dynamo Kyiv | 0 | | |
| Dynamo Kyiv | 5 | Dynamo Kyiv | 2 | | | | | | |
| Ihroservice Simferopol | 0 | Zorya Luhansk | 0 | | | | | | |
| Zorya Luhansk | 2 | | | Stal Alchevsk | 1 | | | | |
| Nyva Vinnytsia | 1 | | | Dynamo Kyiv | 4 | | | | |
| Stal Alchevsk | 4 | Stal Alchevsk | 2 | | | | | | |
| Knyazha Schaslyve | 0 | Lviv | 0 | | | | | | |
| Lviv | 2 | | | | | | | Vorskla Poltava | 1 |
| CSKA Kyiv | 0 | | | | | | | Shakhtar Donetsk | 0 |
| Tavriya Simferopol | 3 | Feniks-Illichovets | 0 | | | | | | |
| Feniks-Illichovets | 2 | Tavriya Simferopol | 2 | | | | | | |
| Kryvbas Kryvyi Rih | 1 | | | Tavriya Simferopol | 1 | | | | |
| Dnister Ovidiopol | 1 | | | Metalist Kharkiv | 2 | | | | |
| Metalist Kharkiv | 4 | Metalist Kharkiv | 3 | | | | | | |
| Komunalnyk Luhansk | 0 | Arsenal Kyiv | 1 | | | | | | |
| Arsenal Kyiv | 3 | | | | | Metalist Kharkiv | 0, 0 | | |
| Zirka Kirovohrad | 0 | | | | | Vorskla Poltava | 0, 2 | | |
| Vorskla Poltava | 1 | Obolon Kyiv | 1 | | | | | | |
| Obolon Kyiv (a.e.t.) | 1 | Vorskla Poltava | 4 | | | | | | |
| Chornomorets Odesa | 0 | | | Metalurh Donetsk | 0 | | | | |
| Metalurh Zaporizhya | 2 | | | Vorskla Poltava | 1 | | | | |
| Metalurh Donetsk | 3 | Kharkiv | 0 | | | | | | |
| Desna Chernihiv | 1 | Metalurh Donetsk | 2 | | | | | | |
| Kharkiv | 4 | | | | | | | | |

### Round of 32

In this round entered all 16 teams from Premier League. They were drawn against the 16 winners from the previous round, who played home in this round. The draw was held on August 15, 2008, while the matches were played on September 13, 2008, unless otherwise noted.
Notes:

### Round of 16

In this round entered winners from the previous round (11 Premier League and 5 Persha Liha teams). The draw was random and was held on September 24, 2008. The matches were played on October 29, 2008, unless otherwise noted.
Notes:
* ^7 Penalty missed for Oleksandria – Andriy Hitchenko, for Dnipro – Vitaliy Denisov and Andriy Vorobey.

### Quarterfinals

The draw was held on October 31, 2008, and was random. The matches were played November 12, 2008.
Notes:

### Semifinals

The draw was held on November 19, 2008, and was random. The games were scheduled to be played on April 22, 2009.
Notes:

### Final

The Ukrainian Cup Final was played in Dnipro Stadium, Dnipropetrovsk on May 31, 2009.

## Top goalscorers

Status on June 1, 2009
| Scorer | Goals | Team |
| Andriy Yarmolenko | 5 | Dynamo Kyiv |
| Vasyl Sachko | 4 | Vorskla Poltava |
| Oleksandr Akymenko | 3 | Stal Alchevsk |
| Ruslan Yarosh | 3 | Zakarpattia Uzhhorod |
| Kostiantyn Dudchenko | 3 | OLKOM/Dynamo |
| Volodymyr Homenyuk | 3 | Tavriya/Dnipro |
In bold are the players that are still in the competition. Statistics can be found at RSSSF web-site.