Willian scored his first goal of the new Premier League season in a 3–0 win over Aston Villa on 27 September.
On 25 November, he scored his first Champions League goal for the club in a group stage match against Schalke 04 in Gelsenkirchen.

In extra time in a League Cup semi-final against Liverpool on 28 January 2015, he took the free-kick which was headed in by Branislav Ivanović to put Chelsea into the final.
On 1 March, Willian was selected to start against Tottenham in the 2015 League Cup Final at Wembley Stadium, a match which Chelsea won 2–0 to win the trophy for the fifth time.

Willian ended the 2014–15 season having appeared in 36 of Chelsea's 38 league matches as the club won its fifth league title.
Willian scored his first goal of the new Premier League season in a 3–0 win over Aston Villa on 27 September. On 25 November, he scored his first Champions League goal for the club in a group stage match against Schalke 04 in Gelsenkirchen.
In extra time in a League Cup semi-final against Liverpool on 28 January 2015, he took the free-kick which was headed in by Branislav Ivanović to put Chelsea into the final. On 1 March, Willian was selected to start against Tottenham in the 2015 League Cup Final at Wembley Stadium, a match which Chelsea won 2–0 to win the trophy for the fifth time.
Willian ended the 2014–15 season having appeared in 36 of Chelsea's 38 league matches as the club won its fifth league title.
Willian (footballer, born 1988)