Competition schedule
First round (1/16)
The first legs were played on 11 May, and the second legs were played on 22 May 1990.[1]
| Team 1 | Agg. | Team 2 | 1st leg | 2nd leg |
|---|---|---|---|---|
| Krystal Kherson | 1–4 | Torpedo Zaporizhia | 1–2 | 0–2 |
| Chaika Sevastopol | 0–1 | Okean Kerch | 0–0 | 0–1 |
| Prykarpattia Ivano-Frankivsk | 1–2 | Avanhard Rivne | 1–0 | 0–2 |
| Sudobudivnyk Mykolaiv | 0–3 | Naftovyk Okhtyrka | 0–2 | 0–1 |
- Notes
The following clubs received bye for the next round: Podillya Khmelnytskyi, Kryvbas Kryvyi Rih, Dynamo Bila Tserkva, Kolos Nikopol, Dnipro Cherkasy, Shakhtar Pavlohrad, SKA Kiev, Mayak Kharkiv, Zirka Kirovohrad, Desna Chernihiv.
Second round
The first legs were played on 11 June, and the second legs were played on 15 June 1990.[1]
| Team 1 | Agg. | Team 2 | 1st leg | 2nd leg |
|---|---|---|---|---|
| Podillya Khmelnytskyi | (a) 3–3 | Kryvbas Kryvyi Rih | 1–1 | 2–2 |
| Dynamo Bila Tserkva | 3–5 | Kolos Nikopol | 2–1 | 1–4 |
| Torpedo Zaporizhia | 4–3 | Okean Kerch | 2–0 | 2–3 |
| Avanhard Rivne | 4–5 | Naftovyk Okhtyrka | 4–3 | 0–2 |
| Dnipro Cherkasy | 6–5 | Shakhtar Pavlohrad | 5–1 | 1–4 |
| SKA Kiev | 1–2 | Mayak Kharkiv | 1–1 | 0–1 |
| Zirka Kirovohrad | 2–2 (a) | Desna Chernihiv | 2–1 | 0–1 |
Quarterfinals
Polissya Zhytomyr entered the competition. The first legs were played on 6 July, and the second legs were played on 28 July 1990.[1]
| Team 1 | Agg. | Team 2 | 1st leg | 2nd leg |
|---|---|---|---|---|
| Polissya Zhytomyr | 5–2 | Podillya Khmelnytskyi | 4–1 | 1–1 |
| Kolos Nikopol | 1–5 | Torpedo Zaporizhia | 1–3 | 0–2 |
| Naftovyk Okhtyrka | 6–2 | Dnipro Cherkasy | 5–1 | 1–1 |
| Desna Chernihiv | 2–1 | Mayak Kharkiv | 1–0 | 1–1 |
Semifinals
The first legs were played on 2 September, and the second legs were played on 26 September 1990.[1]
| Team 1 | Agg. | Team 2 | 1st leg | 2nd leg |
|---|---|---|---|---|
| Torpedo Zaporizhia | 0–0 (1–3 p) | Polissya Zhytomyr | 0–0 | 0–0 |
| Naftovyk Okhtyrka | 3–2 | Desna Chernihiv | 3–0 | 0–2 |
Final
|
Main article: 1990 Ukrainian Cup Final |
The first leg was played on 18 October, and the second leg was played on 28 October 1990.[1]
| Team 1 | Agg. | Team 2 | 1st leg | 2nd leg |
|---|---|---|---|---|
| Naftovyk Okhtyrka | 3–5 | Polissya Zhytomyr | 3–1 | 0–4 |
First leg
| Naftovyk Okhtyrka | 3–1 | Polissya Zhytomyr |
|---|---|---|
Kolesnyk  30', 78'Popovych 35' |
Leonov 5' |
Second leg
| Polissya Zhytomyr | 4–0 | Naftovyk Okhtyrka |
|---|---|---|
| Zheltonosov 42' Lapin 52'Lukashenko 53', 76' |
Yermak  38' |
Polissya won 5–3 on aggregate