Is either more affordable? Are you a direct admit at either Kelley or UW’s B school? By the way, UW’s Econ department is excellent (for Ph.D. programs, it is ranked 12th – which means the faculty are top notch).
At the end of the day, choose the school where you can see yourself being happy and successful. I would not advise choosing a school with a goal to transfer out as soon as possible.
If you cannot see yourself at a public flagship, consider the early May NACAC list of schools where there are still spots available, based on lower than expected yield. There are often reputable LACs on there, last year, the list included Beloit, Lawrence, Goucher, Whitman, Knox and others.