In 2019–20, during their second season in the second division, the campaign was cut short by the COVID-19 pandemic, with the final table showing them in third place, one spot and one point below the promotion zone with more than 10 matches left to play.

Before the 2020–21 season, Chertanovo's head coach Igor Osinkin and 8 leading players transferred to PFC Krylia Sovetov Samara.

As a consequence, Chertanovo finished second from the bottom in the season and was relegated back to PFL.

Several players who moved from Chertanovo to Krylia Sovetov were later called up to the Russia national football team, including Aleksandr Soldatenkov, Anton Zinkovsky, Maksim Glushenkov, Danil Prutsev, Roman Yezhov, Sergei Pinyayev, Aleksandr Kovalenko and Yuri Gorshkov.

Note: Flags indicate national team as defined under FIFA eligibility rules; some limited exceptions apply.