I don't know if I'd count on MDW too soon. Right now, only PSM, PDK, and FXE are bases and no plans to add more have been announced right now.
Those current cities are a long way from MDW. Seems like if any bases are added, they would slowly progress westward rather than making a big leap (in miles). So you would probably see a place like CVG or IND before a leap is made all the way to MDW.
But who knows, I guess if demand is suddenly huge in MDW, then it might open first. But I wouldn't count on it.
