Jane Street is a major north–south thoroughfare in Toronto, Ontario, Canada. The 5th concession west of Yonge Street, the road begins at Bloor Street and continues north into York Region, before ending in the Holland Marsh in King Township. Jane Street is one of the most heavy trafficked roads in the Greater Toronto Area, with the Toronto Transit Commission (TTC) bus routes serving the street being among the system's busiest. The street bypasses several neighbourhoods and landmarks, including Bloor West Village, Jane and Finch, Vaughan Mills, and Canada's Wonderland.

The most infamous place on Jane Street would be the Jane and Finch area, known for its high crime rate and being one of the poorest neighbourhoods in Toronto. The title character of the Barenaked Ladies song "Jane" is Jane St. Clair, and is named after the intersection of Jane and St. Clair Avenue. Steven Page recalls that co-writer Stephen Duffy saw the intersection on a map and remarked that it sounded like the most beautiful intersection in the world; "I didn't have the heart to tell him it wasn't".

Jane Street is an urban four-lane road until reaching Teston Road in the suburban City of Vaughan (a distance of nearly 25 kilometres or 16 miles), and has a median lane for most of that stretch north of Eglinton Avenue.

The street begins at Bloor Street West, with Jane station on Line 2 Bloor-Danforth being situated immediately north of Bloor St. West. In Toronto, it primarily passes through residential areas, including the infamous intersection and neighbourhood of Jane and Finch, known for having a high crime rate.

Passing Steeles and entering the City of Vaughan in York Region, Jane Street is designated as York Regional Road 55. The Line 1 Yonge–University subway line's western branch parallels Jane for two kilometres until that line reaches its terminus at Highway 7. The street becomes a mixed commercial and highrise residential road after passing Highway 407 and entering Vaughan Metropolitan Centre, Vaughan's planned downtown core, then runs alongside Vaughan Mills and Canada's Wonderland.

At Teston Road, Jane Street finally becomes rural and narrows down to two lanes until reaching Davis Drive (formerly Highway 9). After jogging to the west it resumes through the Holland Marsh, and jogs west a second time at Woodchoppers Lane, before reaching its northern terminus at Edward Avenue, a minor rural road.

The street was named after Jane Barr by her husband, James. They immigrated from Glasgow in 1907, and a few years later James became a real estate developer in the region north of Toronto (then called York). Numerous streets in James' developments were named after his children, but the most important was named after his wife Jane.^{[citation needed]}

Originally, Jane Street continued south to Lake Ontario with a sinuous course, but that section was redesignated as South Kingsway after Bloor Street was linked to its western section in Etobicoke across the Humber River (where it was originally broken) by being realigned into a reverse curve which incorporated a short length of the southern segment of Jane, severing it from the section north of Bloor. South Kingsway itself was originally intended to be a southern extension of The Kingsway which lies west of the Humber River on the north side of Bloor, but the new bridge and right-of-way was instead used for the Bloor Street connection to the section west of the river.