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Council Bluffs, Iowa, has had three bridges (on the UP, as well as one independent bridge that IC later acquired.)  But there are other midwestern locations that probably fit the bill, too. On the other hand, you said "Chicago-bound railroad," and since all midwestern railroads save one built away from Chicago, that rules out UP.  The exception is Santa Fe, which after building westward from Atchison, Kansas, turned around and built east from Kansas City to Chicago. S. Hadid
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