Prior to 1964, Highway 144 was numbered as Highway 544 and extended from Sudbury to Cartier. Construction began in that year on a new route connecting Sudbury to Timmins, with work commencing at both ends as well as from Gogama. The highway number was changed in April 1965; the upgrade from secondary to primary highway reflected the proposed route's importance in linking two major urban centres. Despite this, the portion of the route of Highway 544 between Windy Lake and Cartier was bypassed by a new
alignment; the old route is still known as Old Highway 544 or Old Cartier Road. Until some point between 1974 and 1977, Highway 144 passed through the
INCO mine property north of Copper Cliff and entered Sudbury along Spruce Street and Regent Street. Realignments between Sudbury and
Azilda resulted in a shorter routing that is today known as
Sudbury Municipal Road 35. Despite this, planning was underway throughout the 1970s to construct several bypasses around Sudbury, including the
Southwest Bypass of Highway 17, as well as the Northwest Bypass between it and Chelmsford. In early 1983, contracts were tendered for the grading of the northern section within what was then the town of
Rayside-Balfour. The project was completed by the end of the year, after which a second contract was awarded to grade a further . The final grading contract, which included the interchange at Highway 17, was awarded in 1985 and completed in mid-1986. The entire bypass was paved shortly thereafter and opened in 1987. == Future ==