Ride needed from Chicago to BikeBike in Winnipeg and back

I have a friend who wants to attend BikeBike in Winnipeg in August. My friend is very active in community biking and has been "under the weather" for quite a while and is experiencing some difficulty in financially. 

I'm looking for someone who will be driving from Chicago to Winnipeg and is willing to take my friend, this person is very affable and outgoing.

I will pick up the expenses in order for this person to attend. I will be attending, however I will be taking Amtrak to Fargo,ND and continuing the ride via bike.

If any bike organizations or individuals are able to assist in this, please contact me privately.

Thank you