I think it is closer than you think. A good tool to try some "what ifs" is
www.ABetterRoutePlanner.com. It has a ton of settings that you can adjust including temperature, wind, and road conditions.
I don't know all the specifics of your trip but ran an example for a long-range Model 3 from Washington, DC to Cincinnati. It planned a route of 501 miles with 8:20 driving and 1:03 charging. I started the trip with a 90% charge.
I think you have a couple of misconceptions about Supercharging.
1. The fastest way to cover a distance is not to charge the battery up to, or even near, 100% at each stop as you do with an ICE vehicle. The battery charges fastest when it is under 80%, or so, then the rate of charge drops as you continue charging toward 100%. To maximize charging speed, which will minimize total time spent charging, you will drain the battery down to 5% (or whatever you're comfortable with) then only charge enough to make it to your next stop with 5% remaining.
In my example trip, the planner scheduled three charging stops of 0:17, 0:27, and 0:17. That has you departing each Supercharger with 68%, 79%, and 57% and driving a little over two-hours between stops. Total cost for SuperCharging for the trip is $28.00.
2. It is unusual to wait for a Supercharger. When that happens, it is almost always in Los Angeles or San Francisco. Both cities, and their surrounding areas, have more Supercharging stations under construction than are currently in service. The Supercharger network is a very big advantage for Tesla over other EVs.
There certainly is a time penalty for EVs as compared to ICE but it is not as much as most people assume.
One other advantage when driving a Tesla, at least, on a long trip is Autopilot. Even without the full-self driving option, Autopilot will drive the car, in your lane, at your selected speed, slowing to follow traffic as needed. With the Autopilot upgrade, it'll drive from on-ramp to off-ramp changing lanes, taking the correct interchange exits, etc. In either case, it's a significant reduction in driver fatigue on a long trip.