Career
He plays for Football Club Krasnodar. On 20 February 2009 Football Club Rubin Kazan have signed right back/right winger, on loan until December 2009 from Football Club Moscow. In December 2009 Football Club Rubin Kazan bought from Football Club Moscow"s right to Kaleshin.
He signed a contract with the club for 2 years.
On 28 May 2013 he signed a one-year contract with Football Club Krasnodar. Vitali is a son of the former Football Club Kuban Krasnodar player Igor Kaleshin and the younger brother of Yevgeni Kaleshin.