The average Tesla gets around 4 miles per KWh according to Google. Costs at Fast Chargers including Superchargers are high and getting worse. I saw one GM CCS1 fast charger that was 69 cents per KWh while planning a road trip. That gets you 5.8 miles per dollar. Even at a "reasonably priced" fast charger you can expect around 43 cents per KWh. That gets you 9.3 miles per dollar. A "cheap" fast charger (if you can find one) might be 30 cents per KWh bringing you 13 miles for each dollar.
A relatively low mileage ICE car getting 30mpg on a road trip while paying $3.50 per gallon of gas would get 8.6 miles per dollar.
To save just $1,000 between 30 cent fast chargers and an old 30mpg ICE car burning $3.50 gas would require you to drive 24,000 miles. You aren't saving thousands of dollars on long road trips unless all you do is drive. Or you're visiting out-of-the-way Level 2 "free" chargers and hanging around for hours. New hybrids get way better than 30mpg. You might save a lot of money charging at home, but not on the road stopping at fast chargers.