He was signed by the MetroStars of Major League Soccer on 11 April 2003, and immediately stepped in and produced. He finished the season with three goals and ten assists (he added another goal in the playoffs). Guevara added four key goals and two assists in the U.S. Open Cup, leading the MetroStars to the first final of any sort in the team's history.
Guevara tallied ten goals (six on penalties) and ten assists in his second season. Guevara not only tied for the league lead in scoring, he was also named MLS's MVP. In 2005, he produced another solid season for the Metros, with 11 goals and 11 assists, and added a goal in the playoffs.
In early 2006, a conflict arose between Guevara and the MetroStars. The club allowed him to train with F.C. Motagua, but Guevara played for the Honduran club in a number of friendly matches, which might or might not have been permitted. Guevara lashed out in the Honduran press at the Metros' GM Alexi Lalas, but the two patched things up and Guevara remained in New York for the 2006 season. He received his green card in March 2006, thus no longer counting as a foreign player in MLS. During the last game of the re-branded New York Red Bulls season, Guevara scored a hat trick helping them win 3–2 and reach the playoffs.
Following the 2006 season, Guevara was traded to Chivas USA in exchange for a designated player slot. After playing just four games for the club, Chivas USA coach Preki told MLSnet.com that "I have a vision of where the club is going and [Guevara's] not part of it." This comment came following consistently poor performance on the field and an incident in which Guevara was sent off for pushing an assistant referee. Attempts to deal the midfielder to Toronto FC, Colorado Rapids, FC Dallas, and Columbus Crew were all shot down by Guevara. Guevara then accepted a loan move to his former club F.C. Motagua for the remainder of the 2007 season. He quickly recovered the form that made him a star in the US top flight, leading the Honduran club to the Central American Club Championship Copa Interclubes UNCAF 2007 defeating regional and Costa Rican giant Saprissa 2–1 on aggregate on 5 December 2007.
On 9 April 2008, Guevara was traded to Toronto FC for a 2009 and 2010 draft pick. He made his debut for Toronto FC in his new team's first win of the 2008 season, assisting Danny Dichio for the first goal of the game against the Los Angeles Galaxy. On 3 August 2008, Guevara was shown a straight red card by referee Baldomero Toledo after allegedly elbowing FC Dallas player Pablo Ricchetti in the face. The elbow drew blood, and Guevara was immediately thrown from the game. He received a 2-game suspension. While at TFC Guevara quickly became a fan favourite and was known for his darting runs, and spectacular free kicks. Guevara performed consistently well while in Toronto scoring a total of 9 goals over the course of the season, including 2 in the Canadian Championship. Guevara left Toronto to return to Honduran side F.C. Motagua in December 2009.[4]
In the 2010–11 CONCACAF Champions League, Motagua was drawn against his former team, Toronto FC, in the preliminary round. Despite Guevara scoring two goals in the home leg, Motagua was eliminated 3–2 on aggregate.[5]
In January 2013, el Lobo scored his 64th goal for Motagua, only 4 short of Óscar Hernández' 68 and 13 short of the club's all-time record goalscorer Ángel Obando.[6]
In 2014, Guevara signed with Honduran side Marathón.[7] He retired in 2015.[8]
He was named the tournament MVP after leading Honduras to a surprise third-place finish in the 2001 Copa América. Honduras (a last minute call-up when Argentina dropped out a day before kickoff on 11 July 2001) arrived after the tournament started, just few hours before its first game with barely enough players. In the quarterfinal round, Honduras defeated Brazil (the favorite to win the tournament) by a score of 2–0. The defeat sent Brazil home and Honduras advanced to the semifinals.
Guevara helped lead Honduras through the qualification to the 2010 FIFA World Cup and captained the team at only their second appearance at a World Cup tournament.
Manager
On August 9, 2023 Carolina Core FC announced that he was the asset manager for Carolina Core FC for their first season in 2024.