The 1944 Ukrainian Cup was a football knockout competition conducting by the Football Federation of the Ukrainian SSR and was known as the Ukrainian Cup.
The main date for games was on 10 September 1944.
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| Spartak Lviv | 1:2 | Dynamo Lviv | ||||
| Dynamo Voroshylovhrad | 6:4 | Traktor Kharkiv | ||||
| Stal Mariupol | +/- | VCh Voroshylovhrad | ||||
| Sudnobudivnyk Mykolaiv | 5:2 | Vodnyk Kherson | ||||
| Silmash Kirovohrad | 1:11 | Dynamo Odesa | ||||
| Stal Dnipropetrovsk | +/- | Avanhard Druzhkivka | ||||
| Stal Kryvyi Rih | 1:4 | Zavod imeni Libknekhta Dnipropetrovsk | ||||
| Spartak Poltava | 1:5 | Dynamo Kyiv | ||||
| Spartak Zhytomyr | 3:0 | Spartak Kyiv | ||||
| Dynamo Sumy | 2:3 | Dynamo Kharkiv | ||||
| Lokomotyv Zaporizhia | +/- | Spartak Dnipropetrovsk | ||||
| Stal Dniprodzerzhynsk | +/- | Dynamo Dnipropetrovsk | ||||
| Stal Kostiantynivka | +/- | Zenit Stalino | ||||
| Stal Voroshylovsk | ?:? | Lokomotyv Yasynuvata | ||||
| Lokomotyv Artemivsk | ?:? | Stal Makiivka |
The main date for games was on 17 September 1944.
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| Lokomotyv Zaporizhia | 5:2 | Stal Dniprodzerzhynsk | ||||
| Stal Mariupol | 1:7 | Lokomotyv Kharkiv | ||||
| Spartak Zhytomyr | 0:8 | Dynamo Kyiv | ||||
| Dynamo Voroshylovhrad | +/- | Stal Kostiantynivka |
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| Dynamo Kyiv | 3:1 | Stal Dnipropetrovsk | ||||
| Dynamo Odesa | +/- | Sudnobudivnyk Mykolaiv | ||||
| Dynamo Lviv | 0:1 | Dynamo Kyiv | ||||
| Lokomotyv Kharkiv | 11:0 | Dynamo Voroshylovhrad | ||||
| Dynamo Kharkiv | 0:1 | Lokomotyv Zaporizhia |
The main date for games was on 1 October 1944.
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| Dynamo Odesa | 4:2 | Dynamo Kyiv | ||||
| Dynamo Chernivtsi | 2:5 | Stakhanovets Stalino | ||||
| Lokomotyv Kharkiv | +/- | Lokomotyv Zaporizhia |
All games were played in Kyiv in October 8 through 15, 1944.
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| Dynamo Kyiv | 2:0 | Dynamo Odesa | ||||
| Stakhanovets Stalino | 2:2 | Lokomotyv Kharkiv | ||||
| Dynamo Kyiv | 1:0 | Lokomotyv Kharkiv | ||||
| Dynamo Odesa | 1:0 | Stakhanovets Stalino | ||||
| Dynamo Kyiv | 1:0 | Stakhanovets Stalino | ||||
| Lokomotyv Kharkiv | 2:0 | Dynamo Odesa |