Tampa is close to halfway.
Pensacola, FL
Kansas City, MO
Harlem, FL is about half way between Ft Myers, FL and West Palm Beach, FL.
Pensacola, FL
Baltimore, MD
Hickory Hills, MS
If you're traveling I-10 to I-75 to get from Pensacola, FL to Bradenton, FL, the halfway point is right about where I-10 meets up with I-75...right around Lake City, FL.
The distance between Chicago and Pensacola FL is about 910 road miles.
According to distancefromto.net, it is 94.73 miles between Panama City and Pensacola
70 miles taking I-95 NORTH.
48 miles