The Design process has started for the Bloomingdale Trail in Chicago (http://www.bloomingdaletrail.org/). To attempt to recreate High Line would be a mistake. It is not the same site. Rather, it should set an example as a modern multi-modal connection between chicago’s neighborhoods and ultimately, the loop, it’s downtown district. The opportunity exists to create a variety of experiences and pocket parks along its length but unlike High Line, you should be able to ride a bike, jog or roller blade the route.
My “big idea” for the site is to create a 20+ person pedal-powered centipede bike that rides the rail. With two such contraptions they could go back and forth all day, just like a train, giving people free, clean (non-polluting), transportation between neighborhoods. It would be the first of it’s kind. Chicago is a city of firsts.