Shakhtar opened the season with a 2–0 win against Metalurh Donetsk in the Super Cup, however Willian failed to make the squad for the match. He had to wait until the fourth league match of the season, on 6 August, before making his first appearance of the season in a 4–0 win against Volyn Lutsk. He replaced goalscorer Alex Teixeira after 46 minutes. On 19 August, he scored his first goal and made two assists in a comprehensive 5–1 victory against Chornomorets Odesa. Willian scored both of Shakhtar's goals in their 3–2 loss against European champions Chelsea in the group stage of the Champions League on 7 November.