Born and raised in Winnipeg, Manitoba, Orr played junior hockey for the Swift Current Broncos, Kamloops Blazers and Regina Pats in Western Hockey League (WHL). Orr went undrafted and signed as a free agent with the Boston Bruins. He played his first NHL game against the Washington Capitals, the only game he played in the 2003–04 season. He played most of the 2003–04 season, as well as the following, lockout-cancelled 2004–05 season with the Providence Bruins of the American Hockey League (AHL), playing 125 games, scoring 12 points and recording 536 penalty minutes.\n', '

Orr played as regular early in the 2005–06 season with the Bruins, but was shortly waived, where on November 29, 2005, the New York Rangers claimed him off waivers. He scored his first NHL point in 15 games with the Rangers, as well as dressing for one Stanley Cup playoff game against the New Jersey Devils.\n', '

Orr saw his playing time increase over three consecutive seasons in New York, dressing in 53 games in 2006–07, 74 games in 2007–08 and a full 82-game season in 2008–09. On December 31, 2006, Orr was suspended for five games by the NHL for a cross check to the face of Washington Capitals\' Alexander Ovechkin in the third period of a December 30 game at Madison Square Garden. Ovechkin was uninjured, but NHL Senior Vice President and Director of Hockey Operations Colin Campbell termed Orr\'s infraction "reckless." Later in the season, Orr scored his first NHL goal in a February 9, 2007, game against the Tampa Bay Lightning\'s Johan Holmqvist, adding four more goals with the Rangers along with 478 penalty minutes in his stint in New York.\n', '

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