Not at all a meterologist. But my understanding is that is effectively impossible? No matter how big the hurricane is, it rapidly begins losing strength once it is over land and not able to “refill” the water. So unless it is following the Rio Grande or Mississippi for an incredibly unlikely amount of time, it will die out well before it hits the midwest. Also, that assumes the droughts aren’t severe enough that those rivers are dry.
That said, enough seasons of this and the coasts will erode to the point that it won’t be such a stretch.