One of the biggest pains about flying to the Chicagoland show is getting your slot machine that you just bought back to your home.
If you are driving to Chicago (and therefore driving back) why not post that fact here along with what major cities you will be driving through.
If you have room to haul a machine or two you might be doing a big favor for a fellow coin-op collector, make a new friend, and also make a few bucks.