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With a POD in 1900, make Second City's economic/financial power grow even further than its OTL heights and make them a true global city. Screwing NYC or London is not accepted.
Possible ideas:
High-speed railway becomes developed over highways in the US, leading to Chicago's railway infrastructure being put to good use
Natural gas and shale becomes predominant energy source in the US, with deposits in the Michigan basin processed/used in Chicago
Major North American airlines use Chicago as the airline hub, along with airplane production becoming done mainly in Chicago