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I've from the Upper Midwest and have lived on both coasts. Obviously the Midwest is its very own entity, but I think it has more in common with the West. Maybe that's in part because much of the Midwest and the West Coast started to see settlement really accelerate around roughly the same time. If you look at Minnesota history Minneapolis was often referred to as a "northwestern" city.
Midwest is a lot closer to the east coast than the west coast. Look at how cities like Milwaukee, Twin Cities, Detroit, Chicago, Cleveland are layed out. Grid pattern streets even in the suburbs and we have a ton of buildings and our houses are right on top of each other and if not touching. The upper Midwest consist of very densely populated cities usually 7,000/per sq mile or more. I know no matter where you go in Milwaukee County(1,000,000) 260sq/mi nobody has a nice size yard their all very small yards. All of our busy streets consist of buildings usually 3-6 stories and we in the upper Midwest don't have a lot of parking lots and 5 lanes streets, maybe freeways but our roads are all very narrow compared to out west. We also tend to have more one ways even out in the suburbs, we have urban suburbs like Cicero,IL and suburban suburbs like Naperville,IL. We are also more industrial of cities so you see a ton of rail lines and bridges every as opposed to tracks laying flat on the ground. So in my opinion The Midwest is about as west the east goes. Cities like Milwaukee were cities long before Wisconsin was even a state.
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