Dudukalo began competitive motorsport in 1995 with autocross before switching to single-seaters around 2000. He competed in the Russian Formula 1600 championship, achieving third place in 2004 as his best open-wheel result. His most consistent domestic successes came in touring car categories: he was champion of the Supertourism and Tourism 1600 series in 2003, won the Russian Honda Civic Cup and Super Light Cup in 2004, 2005, and 2006, and took back-to-back titles in the Touring-Light class of the Russian Touring Car Championship in 2008 and 2009.
In 2009 he entered the SEAT Leon Eurocup with Rangoni Motorsport, finishing twentieth, and also raced in the SEAT Leon Supercopa. For 2010 he moved to Sunred Engineering in the Eurocup, improving to seventh in the standings with a win at Brno.
Dudukalo moved up to the WTCC for 2011, continuing his collaboration with Sunred Engineering — now backed by Lukoil — where he raced alongside Gabriele Tarquini. He scored points in two races across the season and finished twenty-first in the drivers' championship.
Retained for 2012 alongside Tarquini under the Lukoil Racing Team banner, Dudukalo enjoyed his strongest WTCC campaign. He qualified a career-best second for the Race of Slovakia and converted that grid position into second in race one behind his teammate, giving the Lukoil squad a 1–2 finish. He also won the Yokohama Independents' Trophy on that occasion. In race two at Slovakia, however, he received a drive-through penalty after not having all four wheels on the ground when the five-minute board was shown on the grid. He started from pole position for race two of the Race of Austria but was passed at the start by the BMWs of Tom Coronel and Stefano D'Aste. The season was punctuated by various incidents — a fire in parc ferme at the Race of Spain, a clash with Mehdi Bennani in Japan that earned a 30-second post-race penalty, and contact with Alberto Cerqui in Brazil that sent Cerqui into the pit wall. He finished fifteenth in the drivers' championship, still well short of teammate Tarquini's position.
For 2013 Dudukalo was signed to race alongside James Thompson at Lukoil Lada Sport. A qualifying collision with Thompson at the Race of Italy, for which Dudukalo received a five-place grid drop, left both Lada cars too damaged to race and cast doubt on his future with the team. He was replaced before the Race of Morocco by Mikhail Kozlovskiy.
Dudukalo's WTCC career was defined by a single strong weekend at the Slovakia Ring in 2012 that demonstrated genuine front-running potential, but mechanical misfortune, self-inflicted incidents, and uncompetitive machinery prevented him from building on that result. His domestic Russian career remains his primary legacy, encompassing six national championships across different categories over six years.
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