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I'm from Chicago actually, just found Houston's annexations to be amazing.
From the Skyway just over the calumet from Indiana to O'hare it is 32 miles, or an hour using I-90.
The thing is Houston annexed Kingwood (A middle class master-planned community), Houston also annexed Clear Lake another middle class master-planned community. Kingwood is in the far NE and is 10 miles North of the closest Northern suburbs and basically separated from Houston by two suburbs. Clear Lake is only moderately south and borders suburbs only on three corners. It connects to Houston through the NE.
Northeast corner of Denver International Airport to the corner of S Estes St and W Cross Dr (just north of Southwest Plaza).
The irony: the most direct travel between the two points takes you out of the city, through Adams, Arapahoe, and Jefferson Counties (and numerous cities within those counties).
St. Louis is shaped like a pointed egg and is 14 miles north and south at its longest (Baden to The Patch for those familiar) 7 miles at its widest east and west. (Downtown to Skinker-Debaliviere)
People are usually shocked by the small size.
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