The rationality of the Age of Enlightenment

How might the rationality of the Age of Enlightenment, and the early history of the American republic, have influenced the built environment of Chicago, specifically the layout and numbering of Chicago’s street system?

(map showing the new numbering system of the city of Chicago on google)

Shawn really wants el pastor tacos for lunch, and his favorite taqueria is Tony’s BurritoMex, located at the corner of Belmont and Damen (3200 North/2000 West). If Shawn starts from the corner of Fullerton and Halsted (2400 North/800 West), how far does he have to drive, in miles, to have lunch, without using diagonal streets?