Early career Henry Wingo spent time as a youth playing for Northwest Nationals and Crossfire FC. Wingo then played for two seasons as part of the
Seattle Sounders Academy where he scored 12 goals. Wingo played for three seasons at the
University of Washington. During his time at UW, Wingo scored two goals and added four assists in 58 matches. With his efforts he earned All-Pac-12 Second Team honors in 2015 and 2016.
Seattle Sounders FC Wingo was signed as a
Homegrown Player on January 18, 2017. Wingo made his professional debut on March 4, coming on as a substitute during the first game of the
2017 season in a 2–1 loss to
Houston.
Molde FK On August 12, 2019, Wingo moved to Norwegian
Eliteserien side
Molde FK, reuniting him with former Sounder
Magnus Wolff Eikrem. He made his debut for the club on October 21, when he came in as an 89th-minute substitute in Molde's 3–1 win against
Haugesund. In seasons with Molde, Wingo made 23 league appearances and scored two goals in the
Eliteserien. He made a further 8 appearances for the club in both the
UEFA Europa League and the
UEFA Champions League. Wingo made his debut for the club on January 27, coming on in the 80th minute in a 3–0 win against
Budafoki MTE. On 5 May 2023, he won the
2022–23 Nemzeti Bajnokság I with
Ferencváros, after
Kecskemét lost 1–0 to
Honvéd at the
Bozsik Aréna on the 30th matchday. On 20 April 2024, the
Ferencváros–
Kisvárda tie ended with a goalless draw at the
Groupama Aréna on the 29th match day of the
2023–24 Nemzeti Bajnokság I season which meant that Ferencváros won their 35th championship. On 15 May 2024, Ferencváros were defeated by Paks 2–0 in the
2024 Magyar Kupa Final at the
Puskás Aréna. At the end of the
2023–24 Nemzeti Bajnokság I season, he left the club.
Toronto FC After leaving Ferencváros, Wingo subsequently signed with Major League Soccer side
Toronto FC on July 18, 2024. ==Personal life==