Peavy, Alabama is halfway between Pensacola and Seiverville
Tampa is close to halfway.
Pensacola, FL
Harlem, FL is about half way between Ft Myers, FL and West Palm Beach, FL.
Pensacola, FL
Baltimore, MD
Hickory Hills, MS
Halfway between Pensacola, FL, and Killeen, TX, lies the town of Vicksburg, MS. Another option is Monroe, LA, which is also approximately equidistant between the two cities. These towns provide convenient stopping points along the route.
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.