On 11 April 2021, Choudhury was one of three players dropped from Leicester's squad for the game against West Ham United after breaching COVID-19 protocols. On 15 May 2021, he came on as an 82nd-minute substitute in the 2021 FA Cup Final, which Leicester won 1–0 for his first career honour. He celebrated draped in the flag of Palestine, during the 2021 Israel–Palestine crisis.