Interestingly, US highways follow the opposite system[2], going from (1, 2) in the NE corner of the country (Maine) to (former) (101, 80) in San Diego.
[1] https://en.wikipedia.org/wiki/Interstate_Highway_System#Numb...
[2] https://en.wikipedia.org/wiki/United_States_Numbered_Highway...
But that doesn’t imply anything about proportion of country, however the measurement is defined.
And obviously it's not exact, just look at how close I-94/I-90 are around North Dakota and compare it to I-90/I-80 or I-80/I-70. And a lot of the "East-West" interstates go diagonally or even North-South in places.
But I doubt they made the roads by laying rulers across the map (except maybe in Kansas or Oklahoma), and it does seem like they generally increment from 0-100 in each direction with odd/evenness decided by the primary axis.
Wikipedia has a lot to say on the matter, but I got bored reading all the special cases like how they number loops that connect two highways: https://en.wikipedia.org/wiki/Interstate_Highway_System#Numb...
The idea that the highways are designed and numbered to represent the proportion of land area of the contiguous US seems specious. Source?
Edit: the interstate highway going north from Kansas City is 29, but obviously much more than 29% of the US is west of I-29.