Aguilar spent his entire college career at the University of San Francisco where he made a total of 73 appearances and tallied 15 goals and 9 assists.
[2] Aguilar was drafted in the first round (17th overall) of the 2015 MLS SuperDraft by D.C. United and signed a professional contract with the club.
[3][4] He made his professional debut on 26 February in a 5–2 defeat to Alajuelense in the first leg of the CONCACAF Champions League Quarterfinal.
[5] On 19 August 2015, Aguilar scored his first professional goal against Árabe Unido in the 2015–16 CONCACAF Champions League group stage.
[6] On 18 December 2017, Aguilar signed a new contract with the team after being sidelined for the nearly the whole 2017 season, due to an ACL injury.