There should not be problems at the border, but there may be problems with the next receipt of the Polish visa, because according to the rules of the Schengen zone the first visit should be to the country that opened the visa.

About the flight from Ukraine to Italy on the Polish visa, you need to specify in the visa center in Kiev. All at the discretion of the border guards of the state through which you fly. Unfortunately, we do not have such data.

Visa center of Italy in Kiev is located at: ul. Kruglouniversitetskaya, 3-5, tel .: +38 (044) 220-32-00.

In Russia or on the border of the country of entry, there may be problems if the person flies for the first time under a visa of another state.