The following lists roads inToronto, Ontario, Canada, that do not follow the city grid, often referred to ascontour roads or diagonal roads. They are listed by type of road, then alphabetically.
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| Length | 9.5 km (5.9 mi) |
| Location | Weston Road and Walsh Road–Steeles Avenue (Continues north into Vaughan/Brampton as Highway 50) (Continues east as Walsh/Wilson Avenues) |
Albion Road was created as a private road for French teacher Jean du Petit Pont de la Haye (1799–1872) to his estate in the area (the plank road was built in 1846 byWeston Plank Road Company from Musson's Bridge overHumber River toBolton). Originally calledClaireville, it was renamed for theAlbion Township, which was the eastern third of the present-day (since 1973/1974) limits ofCaledon. The road is located within Toronto, starting at the intersection of Weston Road and Walsh Avenue (continues eastward as Wilson Avenue) and heads northwest to Albion Road and Steeles Avenue (becoming Regional Road 50).
The beginning of the road is Walsh Avenue, a short connector between Albion Road and Wilson Avenue. The intersection at Weston Road and Walsh Avenue is a ramp with two traffic lights for Albion Road/Walsh Avenue and none forWeston Road.
Albion Road northwest ofHighway 27 was formerlyHighway 50, but later becamePeel Regional Road 50, York Regional Road 24 andSimcoe County Road 50 due to downloading from the province. The northern end of Highway 50 isOntario Highway 89 by the town ofNew Tecumseth in Simcoe County.
Albion Road is served by TTC route 73C and the southern section is served by route 118.[1] Until 1990, the section was serviced by the 36 Finch West and 118 Finch via Allen Road, the latter of which was cancelled in 1996 due to low ridership and the opening ofSheppard West station (then named Downsview station), making the route redundant.
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| Location | Danforth Avenue — McCowan Road |
Danforth Road is an arterial street in Toronto. Danforth Road splits offDanforth Avenue west of Warden Avenue and runs diagonally northeast until south ofLawrence Avenue, where it continues asMcCowan Road. McCowan Road itself ends at Baseline Road located inGeorgina, which is the northernmost municipality inYork Region.
The route is served by TTC route 113 Danforth from Danforth Avenue to Kennedy Road and the 16 McCowan fromEglinton Avenue to Lawrence Avenue, just before it becomes McCowan Road.[1]
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| Location | Queen Street East –Rouge River |
Kingston Road is the southernmost major road along the eastern portion of Toronto, specifically in the district ofScarborough. Until 1997, it formed a portion ofHighway 2.[2] The name of the street is derived fromKingston, Ontario, as the road was the primary route used to travel from Toronto to the settlements east of it situated along the northern shores ofLake Ontario; in the west end of Kingston, this highway was referred to as the York Road (referring to the original name of Toronto between 1793 and 1834) until at least 1908.Due to its diagonal course near the shore of Lake Ontario, the street is the terminus of many arterial roads in eastern Toronto, both east–west and north–south, with a few continuing for a short distance after as minor residential streets. However,Lawrence andMorningside Avenues continue as arterials for considerable distances beyond it to the mouth of theRouge River inWest Rouge and Guildwood Parkway, respectively.
Kingston Road is served byToronto Transit Commission routes 503, 12, 102/902, 86/986 and 905.[1]
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| Location | Islington Avenue – Highway 427 |
Rexdale Boulevard is a short east–west roadway inRexdale, a neighbourhood inToronto, and begins as a spur road offIslington Avenue just north ofHighway 401. This spur originally began in the formervillage of Weston as a road northwest to what would later becomeBrampton, Ontario. The current road passes through a mostly light industrial stretch of north Etobicoke. West ofHighway 427, Rexdale Boulevard becomesDerry Road and enters the city ofMississauga. Derry Road is also signed asPeel Regional Road 5, an east–west route that travels the entire length of the city of Mississauga andPeel Region as a whole. Derry Road is the northern boundary ofToronto Pearson International Airport. The intersection of Derry Road andAirport Road was once the site ofMalton, itself a part of Mississauga. West of the intersection with Mavis Road, the road makes a large arc around the former village ofMeadowvale. The bypassed stretch was renamed Old Derry Road and can also be seen in a small stretch of Syntex Crescent. Derry Road is named for the "lost village" of Derry West, which was located around theHurontario Street and Derry Road intersection.[3] Derry West was named afterDerry inNorthern Ireland and home of many settlers in the area.
West ofHighway 407, Derry Road entersHalton Region as Halton Regional Road 7. This stretch of road is mainly rural except for the section between James Snow Parkway and Tremaine Road inMilton. After passing through another rural stretch, the road ends at Milburough Line in the town ofCarlisle inHamilton (formerly inFlamborough before amalgamating with Hamilton in January 2001).
The street is served by TTC bus route 37A, a branch of 37 Islington.[1]
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| Length | 2.5 km (1.6 mi) |
| Location | Briar Hill Avenue–Yonge Street and Davisville Avenue |
Chaplin Crescent is a diagonal street located inToronto,Ontario. The street runs almost entirely just north and east of theKay Gardner Beltline Park, a former railway meant to serve the community ofForest Hill (as well asFairbank andBriar Hill–Belgravia to the west), and primarily runs parallel to it. The street has several parks by it: Castlefield Parkette, Forest Hill Memorial Park, Robert Bateman Parkette, Larratt Parkette, and Oriole Park.[4] At the southeast end of the street where it crossesYonge Street overLine 1'sDavisville station andDavisville Yard, it becomes Davisville Avenue, which continues to Bayview Avenue.[5]
Chaplin Crescent from Roselawn Avenue to Yonge Street is served by TTC route 14 Glencairn.[1]Chaplin station onLine 5 Eglinton is scheduled to open in the fourth quarter of 2025 at the earliest with the rest of the line's first phase.[6]
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| Location | South of Danforth Avenue – Pharmacy Avenue |
Dawes Road is a spur ofVictoria Park Avenue, and the original roadway through theTaylor-Massey Creek ravine. The road is named for Clem Dawes, a farmer on Lot 2 Concession 2 of York Township and later a hotel owner.[7] The street between Victoria Park Avenue and Pharmacy Avenue is an east–west road running just south ofSt. Clair Avenue. There is a 50-metre (160 ft) gap between the east–west Dawes Road and the diagonal Dawes Road along Victoria Park Avenue.
Dawes Road is served by TTC route 23 Dawes.[1]
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| Location | Eglinton Avenue(continues asKeele Street) to Jane Street |
Trethewey Drive, formerly named Holmstead Drive, was a private rural road on the land of mining magnate and owner of the Trethewey Model FarmWilliam Griffith Trethewey (1865–1926).[8] In 1910, the property became the site of Toronto's first airplane flight, with French ace CountJacques de Lesseps circling the city. Trethewey Airfield, later renamedDe Lesseps Field, hostedde Havilland's facilities and theRoyal Canadian Air Force before the land was sold for development in 1941.[9][10] The boroughs ofNorth York andYork later assumed control of the road.
The street is served by TTC route 158 since October 2025 before the first phase ofLine 5 Eglinton is opened for revenue service in the fourth quarter of 2025 at the earliest.[1][11] Trethewey Drive was served by TTC route 32C Eglinton West (a branch of 32 Eglinton West), which was once part of the former route 83 until 1972.
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| Location | Bathurst Street – near the intersection ofDufferin Street andEglinton Avenue |
Vaughan Road is named after the Township (later City) ofVaughan, which in turn was named afterBenjamin Vaughan, a British commissioner whose role was to smooth negotiations between Great Britain and the newly independent United States during the drafting of theTreaty of Paris in 1783. The street's original alignment led to the namesake township until the street was shortened. The neighbourhood of Oakwood–Vaughan (later officially renamedOakwood Village for the main commercial strip on Oakwood Avenue at Rogers Road), as well as the formerToronto District School Board (TDSB) high schoolVaughan Road Academy, are named after this street. Vaughan Road's contour is the result of it being parallel to theburiedCastle Frank Brook to the northeast.
Vaughan Road is served by TTC bus route 90.[1] There is a non-revenue southbound streetcar track on the road south ofSt. Clair Avenue to allow512 St. Clair streetcars to use the depots located closer to the lakeshore by the rest of theTTC streetcar system as the 512 St. Clair streetcar route is otherwise disconnected from the rest of the system. Bathurst Street from Vaughan Road to St. Clair Avenue only has a northbound streetcar track.
Fairbank station onLine 5 Eglinton, which will open in the fourth quarter of 2025 at the earliest with the rest of the first phase, is located a few metres from Vaughan Road's northwesternmost end. However, route 90 Vaughan does not serve this station; it began servingOakwood station andCedarvale station on the same LRT line instead in October 2025.
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