Stewart, a dual American-Dutch citizen, first played for the United States at 21 years of age. His career spanned 14 years, including 101 full international games for the United States with the first against Portugal in 1990 and the last against Grenada in June of 2004.
Included in his 101 caps, Stewart appeared in 30 World Cup qualifiers in 1996, 1997, 2000, 2001 and 2004 and appeared in three World Cups: 1994, 1998 and 2002. Stewart appeared in four matches in the 2002 World Cup, and was honored as the captain for the USA’s 3-2 win against Portugal. One of his most memorable goals was the game-winner he scored in the USA’s 2-1 victory over Colombia in the 1994 World Cup, a game that pushed the Americans into the round of 16.
Stewart played every game of the United States’ run to the semifinals of the 1995 Copa America and the 1999 Confederations Cup. In 2001, he was both the Honda Award winner as the outstanding national-team player and the United States Soccer Federation’s Male Athlete of the Year. At the time he retired, his 30 World Cup qualifying games were an all-time national-team record. Among the other events in which he played for the United States were the 2003 Confederations Cup and the 2003 CONCACAF Gold Cup.
Stewart spent most of his club career in Holland, where he played 16 seasons for several different clubs, mostly in the top division. He also played in the 2003 and 2004 seasons in Major League Soccer, both with D.C. United, where he won an MLS championship in 2004. In those two seasons, he played 47 MLS regular-season games and six MLS playoff games.