What would the best way to do this be? I've settled on that I'm going to drive to Madison and take the Megabus from there to Chicago, but that's still more than $60 in gas.
What's to decide if you've settled on how you are going to do it? You might check the Madison forum if you are looking for a place to leave your car.
What about a bus service like Burlington Trailways/Greyhound? I'm seeing one way fares for $78 with no transfers and only taking a bit over 7 hours.
Check out greyhound.com or www.burlingtontrailways.com
I still am deciding how I'm going to get to Madison from Eau Claire, because I'd like to take public transit if possible. The gas is $24 each way, to and from Madison. Also, Greyhound is about $14 more than this method.
Have you posted on the Eau Claire Craigs List? You could also post on the Minneapolis and Madison ones, and see what comes up.
You can remain anonymous until you actually meet the person you will be riding with.......
yeah, that's looking like my only option right now. greyhound is like $80 to madison, and jefferson is about the same I think. Rideshare looks like it might work though.