As 'the' landing family out of NYC, Chicago was always directly connected to NYC. Remember too, that ALL families were deeply connected to NY because NYC is the 'hub' so to speak. But Chicago, in particular, because of Johnny Torrio and Al Capone and others who were originally NYC guys sent to the Windy City, those two cities were simpatico.
Yes I agree but dont forget that the Colosimo/Torrio/Capone group was an extended arm only for the Masseria/Yale group, not the whole Sicilian Mafia which was already established in Chicago since the late 1880s or 1890s. During the 1920s Chicago became a battlefield between the Masseria and D'Aquila factions and the Capone group together with the Roberto/Ammirato group from the Chi Heights area, eliminated every Mafia leader who stood in their way (there were allegedly two Mafia families in Chicago which had problems with the mainlanders aka Capone/Roberto).
Thats why the Chicago Outfit under Capone was looked upon as the "Americanized" faction of the Italian Mafia. I say "Italian" because besides Sicilian Mafiosi, there were also Mainlanders (Calabrese and Neapolitans) or Camorristi like Paul Ricca. Some sources say that even Capone was an alleged Camorrista.
Thats the main reason for which Masseria made a smart move by making Capone a capo in 1928 (the same year D'Aquila and his Chi associates like Lombardo were eliminated) and thats when members like the Fischettis also arrived in Chicago and became a part of Capones decina. After the murder of Masseria, it was Maranzano who recognized Capone as representative for the Chicago family
During that period lots of Genovese big shots (Toddo Del Ducca or something like that, dont remember the name) invested in Capones illegal activities, and were together involved in murders like the one on Pollaccia which in turn included Vito and Ricca, or the Yale hit which was allegedly executed by guys from Chicago.
When the problem between the Fischettis and Mike the Trigger occurred regarding Miami rackets, there was a meeting between Giancana, Rocco Fischetti, two Genovese leaders (possibly Catena and Coppola or Eboli), Gambino and Lucchese. According to the report Giancana had the last word and solved the meeting in Chicagos favor.
This means that by the 50s and 60s Chicago was way more powerful on national level than the Genoveses or other families, which in fact was the main reason for the creation of "illusions" or confusing information in which some made guys labelled Giancana as the "boss of bosses", same as Vito. Those made guys were usually members of other small families which were represented on the commission by much larger families such as Chicago or the ones in NY such as the Genoveses.
