Regarding CHI-MSP and Wisconsin: there may be a "Robin Hood's barn" route between Chicago and the Twin Cities that avoids Wisconsin, but I believe it would have be upgraded immensely to be competitive with the far shorter route that is now used.
Regarding CHI-DET, there is no "Robin Hood's barn" or other routing that connects the two cities yet avoids Indiana (unless you're talking about going all the way to Kentucky, then back through Ohio). However, any route through Indiana will only go through a small corner of the state, so the state has a great incentive not to get involved in a project that would stand to benefit comparatively few Hoosiers.
Regarding CHI-DET, there is no "Robin Hood's barn" or other routing that connects the two cities yet avoids Indiana (unless you're talking about going all the way to Kentucky, then back through Ohio). However, any route through Indiana will only go through a small corner of the state, so the state has a great incentive not to get involved in a project that would stand to benefit comparatively few Hoosiers.
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