Highway 14 historically began in Old Strathcona at the intersection of 104 Street (Calgary Trail) and Whyte (82) Avenue, following Whyte Avenue and 79 Avenue out of Edmonton[5] until it was realigned to the newly constructed Sherwood Park Freeway further in the mid-1960s.[6] Just west of Sherwood Park, at the Highway 14X junction, Highway 14 branched south for 6 km (3.7 mi) along present-day Anthony Henday Drive before it turned east. In the 1980s, Highway 14 was rerouted to follow Whitemud Drive into the city; however it followed 50 Street and Sherwood Park Freeway as at the time Whitemud Drive terminated at 34 Street.[7] In 1999, Whitemud Drive was extended to present-day Anthony Henday Drive and Highway 14 was changed to its current alignment.[8]
There are two former alignments of Highway 14A. The first route followed Connors Road and 83 Street between Highway 14, which at the time followed Whyte (82) Avenue, and downtown Edmonton via the Low Level Bridge. The route was phased out in the 1970s. The second route of Highway 14A was 76 Avenue through Strathcona County. Highway 14 formerly shifted south from Whyte (82) Avenue to 76 Avenue before continuing east. When the Sherwood Park Freeway opened in 1968, Highway 14 was moved to the new route and the former route was renumbered as Highway 14A. The route was phased out in the 1970s.