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On 31 January 2020, Aarons moved on loan to Scottish Premiership club Motherwell for the remainder of the season.

In 2018, Aarons spent time out on loan with Hellas Verona under Fabio Pecchia, Benítez's former assistant at Newcastle, and Slovan Liberec. After 13 appearances in all competitions for the Czech side, he returned to Newcastle in December 2018. On 31 January 2019, deadline day for the winter transfer window, he signed for Sheffield Wednesday on loan until the end of the season.

Aarons signed for Wycombe Wanderers on 2 September 2019 on a short-term loan. The loan spell came to an end on 12 January 2020.

On 1 April 2014, Aarons signed a professional contract with Newcastle United.

Aarons had an impressive pre-season prior to the 2014–15 season, scoring one goal and creating one assist in the 2014 Schalke 04 Cup against Bundesliga team Schalke. Shortly after, he was allocated the number 16 shirt. On 17 August 2014, he made his Premier League debut in their first match of the campaign, replacing Yoan Gouffran for the final 16 minutes of a 2–0 home defeat to Manchester City. He scored his first senior goal in the 3–3 draw with Crystal Palace on 30 August. He also set up teammate Mike Williamson for Newcastle's third goal in the same match, striking the post with his own effort. His contribution to the match described by The Guardian as "thrillingly incisive". Aarons came back from England U20 duty with a hamstring injury; scans in mid-September determined that it would take around six weeks for the injury to heal. On 29 October, Aarons returned from injury to score his second goal for the club in the fourth round of the League Cup, opening the scoring in Newcastle's 2–0 away victory over holders Manchester City. In early November, Aarons suffered a recurrence of his hamstring injury, ruling him out for another month.

Aarons is eligible to represent either England or Jamaica at international level. In August 2014, he received his first call-up to the England U20 team, marking his debut with the opening goal in a 6–0 friendly match win over Romania on 5 September. His club manager Alan Pardew confirmed that, despite interest from Jamaica, Aarons intended to pursue an international future within the England set-up.

Aarons joined Newcastle United in 2012 after being released by his home town club Bristol City. He made his reserve team debut on 8 February 2013 against Stoke City and scored in his second reserve game against Crystal Palace 17 days later.

Aarons travelled with the Newcastle squad to their game against Fulham. He was not included in the matchday squad as the Magpies lost 1–0. Reserves teammate Ľubomír Šatka also travelled with the squad for the first time.

Rolando Aarons (born 16 November 1995) is a professional footballer who plays as a winger for Scottish club Motherwell, on loan from Premier League club Newcastle United. He has had previous loan spells with Hellas Verona in Italy, Slovan Liberec in the Czech Republic, and in England with Sheffield Wednesday and Wycombe Wanderers. Born in Jamaica, he has represented England at under-20 international level.