1. Round
18/07/2009 MFK Mikolaiv - FK Olkom 3:0
NK Veres - Hirnyk-Sport 2:0
FK Bastion - FK Kremin 2:1
Irpen Horenychi - Dinamo Khmelnitskiy dnp
FC Sumy - FK Bukovina 2:1
Shakhtar Sverdlovsk - FK Ros 1:0
Hirnyk Kryvyi Rih - Dnipro-75 3:1 pso
FK Morshyn - Olimpik Donetsk dnp
2. Round
04/08/2009 15:00 FK Bastion - Krymteplitsia Molodizhne 0:3
16:00 Energetik Burshtin - Helios Kharkiv 6:5 pso
05/08/2009 15:00 Yednist Pliski - Hirnyk Kryvyi Rih 5:1 aet
15:00 MFK Mikolaiv - Prykarpattya Ivano-Frankivsk 1:0
15:00 Irpen Horenychi - Volyn Lutsk 1:4
15:00 FK Poltava - FK Lviv 1:0
15:00 Shakhtar Sverdlovsk - FK Morshyn 2:0
15:00 Titan Armyansk - PFK Oleksandriya 0:2
15:30 Dnister Ovidiopol - Arsenal Bila Tserkva 1:0
16:00 Desna Chernigov - Niva Ternopil 1:2
16:00 PFK Niva Vinnytsia - FK Feniks-Illychovets Kalinine 0:1
16:00 Stal Alchevsk - PFK Sevastopol 2:1
16:00 NK Veres - CSKA Kiev 0:4
16:00 FC Sumy - Naftovik-Ukrnafta 0:1
16:00 Stal Dniprodzerzhynsk (old) - Zirka Kirovograd 1:0
3. Round
15/08/2009 14:00 Stal Dniprodzerzhynsk (old) - Tavriya Simferopol (1958-2014) 0:4
14:00 FK Poltava - FK Feniks-Illychovets Kalinine 0:2
14:30 Shakhtar Sverdlovsk - FK Illichivets 1:3
15:00 Arsenal Kiev - Dinamo Kiev 1:2
15:00 Stal Alchevsk - Chernomorets Odessa 1:0
15:00 CSKA Kiev - FK Obolon 2:4 pso
15:00 Naftovik-Ukrnafta - Metalurh Donetsk 2:4 pso
15:00 Zakarpattya Uzhgorod - Dnipro Dnipropetrovsk 2:3
15:00 FK Kharkiv - Karpaty Lviv 1:5
15:00 Dnister Ovidiopol - Shakhtar Donetsk 1:6
15:00 MFK Mikolaiv - Krymteplitsia Molodizhne 0:1
15:00 Yednist Pliski - Niva Ternopil 2:1
15:00 Energetik Burshtin - Metalist Kharkiv 0:1
16:00 FK Krivbas (old) - Zorya Lugansk 5:0
16:00 PFK Oleksandriya - Volyn Lutsk 2:3 aet
17:00 Vorskla Poltava - Metalurg Zaporizhya 2:3 aet
Round of 16
12/09/2009 13:00 Yednist Pliski - Shakhtar Donetsk 1:3
14:00 FK Feniks-Illychovets Kalinine - Dnipro Dnipropetrovsk 1:2
14:00 Stal Alchevsk - FK Obolon 0:3
16:00 Volyn Lutsk - FK Krivbas (old) 2:1
16:00 Tavriya Simferopol (1958-2014) - FK Illichivets 4:2
16:00 Krymteplitsia Molodizhne - Metalurg Zaporizhya 1:2
16:00 Metalurh Donetsk - Karpaty Lviv 2:1
17:00 Metalist Kharkiv - Dinamo Kiev 0:1
Quarter-finals
28/10/2009 16:00 Volyn Lutsk - Metalurg Zaporizhya 2:1 aet
16:00 Tavriya Simferopol (1958-2014) - FK Obolon 4:0
17:00 Dnipro Dnipropetrovsk - Metalurh Donetsk 1:2 aet
17:30 Shakhtar Donetsk - Dinamo Kiev 2:0
Semi-finals
24/03/2010 16:00 Metalurh Donetsk - Shakhtar Donetsk 2:1
16:00 Volyn Lutsk - Tavriya Simferopol (1958-2014) 1:2
Final
16/05/2010 15:00 Tavriya Simferopol (1958-2014) - Metalurh Donetsk 3:2 (2:0, 2:2) aet
Kubok
Kubok