One of the "hoops" a DOT has to jump through when planning and programing new routes (interstates included) is the "logical termini" test. What that means is there has to be a compelling reason for the ending points. In this instance Toledo to the north is self explanatory. But Chesapeake, Ohio? Zoom in on it on a map.
Obviously the Ohio DOT can only study routes in Ohio, but if you look immediately to the south in Huntington, WV, I-64 is right there. Connecting to an existing interstate makes satisfying the logical termini requirement 95% easier.
I've done preliminary route location studies, I've designed highways in extremely hilly terrain and I've driven around southeastern Ohio a few times. The route studies and initial location work there would be gravy, but the final design in that terrain would be challenging!
Based on your experience, could that be built in a reasonable time frame and without the need to put toll booths on it?
Short answer? No. Who knows? And define reasonable. What's the appetite of the average Ohioan for a toll road or some (((alternative))) funding scheme that fucks them over? If they had an alignment and funding in place today, it would probably be 25 years MINIMUM before it could be completed and functioning.
TLDR: Nominally, it's a 230 mile straight line distance. It's been 10 years, but the rough budgetary number was $1M/lane mile back then for new construction ($4M/mile for brand new interstate - call it $7M today). And that's just the construction. There's also right of way to be acquired and relocation of displaced people. For a huge corridor project like this, the trick is to use existing highways as a backbone - use 4 lanes in place where possible; utilize good 2 lane sections and build a new 2 lane roadway next to it if the geometrics are good; and then as a last resort build 4 lanes on new alignment. That's why they're doing this high level feasibility study.
So in today's dollars, worst case that's $7M x 230 = $1.6B plus say another 100% for R/W, relocation, environmental stuff, engineering, administration, etc. Call it $5B then - and then double it to account for normal inflation through time. Add in hyperinflation because our currency is about as capable as toilet paper, and... You get the idea.
Its a pipe dream, but someone has to have a vision or shit stagnates. And maybe Ohio has an aspiring politician that's full of piss an vinegar with their his eyes set on a grand political career, and they'll shepherd this mess to fruition. Remember Denver's Federico Peña and the new Denver airport back in the 90s? It launched his career...
AFAIK, the only toll road in The United Emirates of Ohio and Outer Lands is 80/90/76 across the top of the state. Us normal folk don't have any reason to be on 80, so it's mostly fleecing the through travelers.
Yeah...don't understand Chesapeake, especially with Cincy and 71/64 being right there. Picking up 77 at the top of Marietta would be a more useful choice (IMHO,) so you have a criss-cross interstate system in the state.
But even Marietta...there's just no reason. The Toledo to Columbus corridor would be the best choice, leave it at that.