After four seasons playing for the Barrie Colts in the Ontario Hockey League (OHL), during which he played in the 2006 CHL–NHL Top Prospects Game, Little joined the Thrashers' American Hockey League (AHL) affiliate, the Chicago Wolves, for two games in the 2007 Calder Cup playoffs, recording no points or penalties.

Little would record 24 goals and 28 assists for 52 points in 70 games in the 2014–15 season as the Jets qualified for the playoffs for the first time in Little's career and the first time since the franchise relocated to Winnipeg from Atlanta as the Jets finished the season as the eighth and final seed in the Western Conference.

[9] Little recorded his first career playoff goal in game three on Ducks' goaltender Frederik Andersen in a 5–4 OT loss.

The 2015–16 season would come to an early end for Little as he would suffer a fractured vertebra on February 18, 2016 after a hit from Tampa Bay Lightning defenseman Anton Strålman.

[13] He was cleared to play for the regular season but only appeared in seven games before being struck in the side of the head by a shot on November 5.

On March 21, 2022, the Jets traded his contract to the Arizona Coyotes, alongside the rights to prospect Nathan Smith, for a fourth round draft pick.

[18] His contract rights, along with the other assets of the Coyotes, were acquired by the Utah Hockey Club on April 18, 2024, when the NHL Board of Governors approved an expansion franchise for Salt Lake City beginning in 2024-25.

[20] Little was first selected in an international tournament for the Team Ontario in 2003–04 in the World Under-17 Hockey Challenge in Newfoundland, winning a gold medal.

As of 2015[update], Little and his wife Brittany resided in his childhood hometown of Cambridge, Ontario, when he was not living in Winnipeg during the hockey season.