I think we're talking about 2 different aspects of the grid. As far as the grid being the dominant feature and engulfing the horizon, I'm fine with that. That's what blows you away from the Sears Tower, or when your plane pops out of the clouds at night and all the first-timers get introduced to Chicago. It's probably the biggest, unrelenting grid in the USA. The aerial night view could be one of the Seven Urban Wonders of the country (somebody needs to make that list) that the media never extols.
Also, our grid is laid out along the 4 cardinal directions. None of this bogus 29-degree rotation like Manhattan or 9-degree skew like Philadelphia. When we ride or drive north, we are really going north, period. And when you see the grid from the sky, you essentially are seeing longitude and latitude lines. People in skewed grid cities probably lull themselves into thinking they're going n-s-e-w on a daily basis, when they're really not.
However, little pockets of variation, like a vein through a slab of granite, make things interesting. You could say they even accentuate the greater grid itself. Goose Island is an example. Matter of fact, even Goose Island harbors its own, rotated, grid, with streets like Hooker and Bliss (somebody needs to write that story).
Edit: Speaking of media, just found some more coastal
media absurdity that ranks our grid ... 6th. You can guess who they put at Number 1. Obviously a very subjective list that basically is ranking fame and age, that lists no substantive criteria (ignoring that, for example, Western Ave was the longest street in the world for a very long time), and that isn't talking about actual grids anyway (they made Paris 2nd after all), it's more about street plans, but it lazily claims to discuss the grid subject as well. Obviously written by coastal editors who haven't seen Chicago at night and who found it easy to downgrade us by dropping in utterly irrelevant descriptions like "dysfunction, corruption, and homicide". Yes, those things affect how iconic our street grid is compared with the other cities.
Separately, Chicago's grid is not absolutely perfectly pointing to the North Pole, but it's close enough and we'll excuse the planners' lack of GPS while they trudged through the swamp of pungent onions.