Considered an iconic figure of North American soccer in general and Canada particularly, with 105 international appearances in the span of 20 years, he is the Canadian national team's record cap holder.

He had a fairly uneventful spell with PSV Eindhoven between 2010 and 2013 and then spent the next 10 years at Beşiktaş in Turkey, retiring with cult hero status.

Manager Ståle Solbakken said in an interview with the football paper TIPS-bladet, that he saw Hutchinson's attacking talents as being too impressive for a central midfielder, saying that he would be used more often as winger.

After Hutchinson had left Denmark for his new team in the Eredivisie he was awarded Danish Super Liga Player of the Year for his last season with Copenhagen.

[18] Hutchinson was forced to miss the beginning of the 2011–12 Eredivisie due to his knee injury sustained with Canada at the Gold Cup that summer.

[22] On 26 August 2012, he scored his first goal of the new season courtesy of a Dries Mertens through ball in the 38th minute, the game ended in a 3–1 away victory over FC Groningen.

[23] With a desire to sign for a Premier League club, Hutchinson let his contract run out with PSV and went into the summer of 2013 looking for a new team, but on 31 July it was announced that he had joined Beşiktaş in the Süper Lig on a two-year deal.

[36] Prior to Beşiktaş' final game of the season against Konyaspor, he was honoured by the club for his 10-year tenure in front of the fans at Vodafone Park.

[5] Canada reached the semi-finals of the 2007 CONCACAF Gold Cup, another match against the United States, which was the site of one of the most controversial moments in Hutchinson's career.

However, the goal was ruled offside by referee Benito Archundia, as a result of which the United States won the game and proceeded to the final.

Hutchinson was heavily favoured for this award in 2010 for his play with the national team, joining a well-known European club and becoming the first Canadian to win the Danish Superliga Player of the Year.

[42] Selected to the 2011 CONCACAF Gold Cup squad, Hutchinson exited the tournament following a 0–2 loss to the Americans at Ford Field after sustaining a knee injury.

[43] For much of Hutchinson's career, Canada was not able to field a genuinely competitive international team, and qualification to the FIFA World Cup persistently eluded them.

[41] Hutchinson was again named Canada Soccer's male player of the year to end 2012, and affirmed that he hoped to pursue another World Cup qualification, saying "It would still mean everything to me if I could be part of the team and give another go at it.

"[41] After declining to participate in 2016 and 2017 friendly matches and missing the 2017 CONCACAF Gold Cup, Hutchinson was persuaded to rejoin by coach John Herdman, newly arrived from Canada's much more successful women's national team.

Herdman believed Hutchinson would add a valuable veteran presence to a team of up-and-coming talents like Alphonso Davies and Jonathan David.

[49] Hutchinson however remained active for Canada, and in March 2021 he accepted a call-up for 2022 FIFA World Cup qualifiers against Bermuda and the Cayman Islands.

[53] After he suffered a bone bruise that scuppered the beginning of his club season in the fall of 2022, there was doubt as to whether Hutchinson would be ready to participate in the World Cup.

[56] Acknowledging Hutchinson's importance to the national team through the preceding twenty years, TSN remarked that "the country's return to the World Cup is the crowning achievement in his incomparable career.