PWK-ORD in a C525 about 3 years ago....thats like 6nm...haha

ORD-PIT...with our loads it should be mainline
ORD-JAX..not sure how the loads are but its kind of a long flight.
MIA-PIT
MIA-CMH..i can see a regional jet on this one since its CMH, however it does seem kinda long in a EMB-140.