Chygrynskiy was born in Iziaslav, Khmelnytsky Oblast, Ukrainian Soviet Socialist Republic, Soviet Union.
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He was a player in the UFK Lviv youth system before moving to Donetsk at the age of 14, completing his development at the Shakhtar academy.
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On 6 July 2010, the 23-year-old centre-back signed a five-year deal to return to his former club Shakhtar Donetsk for a fee of €15 million, making Shakhtar a profit of €10 million.
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After a successful 2005–06 season, Chygrynskiy was called up to the 2006 FIFA World Cup squad by coach Oleg Blokhin, following the injury to Serhiy Fedorov.
Dmytro Firtash | Dmytro Pavlychko | Dmytro Pylchykov | Dmytro Doroshenko | Dmytro Dontsov |