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The following streets run diagonally through Chicago's grid system on all or part of their courses. These streets tend to form major 5 or 6-way intersections. In many cases they were Indian trails, or were among the earliest streets established in the city. Diagonals are numbered as north–south or east–west streets.
Racine Avenue is a street in Chicago, in whose grid system it is 1200 W. It is 1.5 miles (2.4 km) west of State Street, the baseline of the grid.Racine Avenue was previously designated as Center Avenue south of the North Branch Chicago River; [1] however, most of the south suburbs retained the old name.
Ashland Avenue is a north-south street in Chicago, in whose grid system it is designated as 1600W. It is 2 miles (3.2 km) west of State Street , the city's north-south baseline. It is one of the major streets on the city's west side.
In Chicago's grid system, Halsted Street marks 800 West, 1 mile (1.6 km) west of State Street, from Grace Street (3800 N) in Lakeview south to the city limits at the Little Calumet River (13000 S) in West Pullman, a length of 168 north-south Chicago blocks.
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Loomis Street is a north–south street in Chicago that is 1400 W in Chicago's grid system, making it 1.75 miles (2.82 km) west of the north–south baseline of State Street. It runs from the Chicago and Northwestern Railway tracks south, with interruptions, to Center Avenue in the suburb of Homewood .
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Within Chicago's grid street system, Western Avenue is 2400 West, three miles west of State Street (0 East/West). Western Avenue is the longest continuous road in Chicago. Western Avenue becomes Asbury Avenue at Howard Street at the Chicago/Evanston border and then runs out.