One question I've always had, while researching my father-in-law's ancestral roots, was why his Irish ancestors chose Chicago as their immigration destination. After all, ports of arrival for such European immigrants were usually known to be geographically logical places like New York—and, specifically for the Irish, Boston. One well-known online periodical, A Letter From Ireland, brings up that very point in listing the most likely destinations for Irish passengers to the United States, noting heavy settlement in America's urban northeast.
Single mother Anna Flanagan Malloy, on the other hand, arrived in Chicago. How did she come to such a decision? Granted, her brother also arrived there, possibly looking for work in a city with a growing need for laborers. That said, I have yet to determine just what it was, exactly, that William Flanagan did for a living.
I took my question—why Chicago?—to the Internet to see what could be found, in hopes I'd uncover some conclusive evidence to explain why these Irish seemed to bypass the more reasonable (and easily accessible) east coast options for a trip of nearly an additional thousand miles overland.
Very likely, chain migration played a key role for some Irish immigrants, but I've yet to find the initiating family member—or former neighbor from back in County Limerick—who made the decision to try Chicago over those much easier eastern targets. Compelling reasons drawing later Irish arrivals included the expanding infrastructure in Chicago: the canals and railroads that made industrial expansion possible were often built on the backs of Irish immigrants.
There must have been an aggregate of forces remaking Chicago into the fourth largest Irish city in America by the start of the Civil War. What, among all those causes, beguiled our Flanagans to make Chicago their choice still eludes me. Reviewing what I knew of the Flanagans' F.A.N. Club did little to expand my understanding. If anything, it made me realize how invisible the poorer of those Irish immigrants may have been in those early years in Chicago—or how vitriolic the rhetoric hurled between opposing sides in those early years in Chicago.
Even checking the development of the area known as Hyde Park, once an independent township before incorporation as part of the City of Chicago, did little to reveal any details about the extended Flanagan family, some of whom had settled in or very near that area. I still cannot find census entries after 1860 for some of these descendants until the turn of the subsequent century.
Perhaps it was the city itself, through its size and rate of growth, which kept those family members invisible. Granted, their entries in census enumerations, if found, might not have been sufficient to answer the questions I had about these relatives' whereabouts and background. But it serves to point out the frustration of researching family whose history still draws a blank, despite best efforts.