In the 2019 MLS season, Orlando City SC finished 22nd overall with a 9-10-15 record, accumulating 37 points and missing the MLS Cup Playoffs. Led by manager James O'Connor and high-profile signing Nani, the team struggled with overall consistency but secured notable results, such as a 5-1 win over FC Cincinnati. A major highlight of the year was hosting the 2019 MLS All-Star Game against Atlético Madrid at Exploria Stadium. Additionally, the club achieved historic cup success by reaching the U.S. Open Cup semifinals for the first time.