[3] De Arrascaeta's performances for Defensor in its run to the semi-finals of the 2014 Copa Libertadores attracted the Brazilian champions Cruzeiro.

[4] In Cruzeiro, de Arrascaeta formed what became known as "La Banda", along with former Vélez Sarsfield stars Lucas Romero and Ariel Cabral.

[14] Less than 24 hours later, Flamengo became champions of the 2019 Campeonato Brasileiro Série A, with de Arrascaeta netting 14 assists and leading the league for the second time in his career.

Ironically de Arrascaeta missed the only penalty kick in the shootout as Independiente del Valle won 5–4 and lifted the trophy for the first time.

[18] On 22 July, in a 1–1 draw against América Mineiro, de Arrascaeta became the first non-Brazilian player in Flamengo's history to reach 100 Campeonato Brasileiro Série A matches.

[21] De Arrascaeta made his tournament debut as a 64th-minute substitute as Uruguay defeated Jamaica 1–0 in their opening group match on 13 June.

[24][25] On 2 December 2022, de Arrascaeta scored both goals in a 2–0 victory over Ghana, in the last match of group stage in the 2022 FIFA World Cup in Qatar.

[26] On 6 July 2024, de Arrascaeta scored one of the penalties in a 0–0 draw against Brazil in the 2024 Copa América quarterfinals, in which Uruguay won.