The fair place to meet is Portland, OR — the city closest to the midpoint of Anchorage and San Antonio. From the farther side that’s about 36 hr 2 min of driving.
Recommended midpoint
Portland, OR
From Anchorage
32 hr 17 min
1,540 mi to Portland
From San Antonio
36 hr 2 min
1,718 mi to Portland
Anchorage has the shorter trip; the split is off by about 3 hr 45 min. The alternatives below can even it out. Anchorage and San Antonio are about 3,192 miles apart.
Anchorage and San Antonio are about 3,192 miles apart by road. Split the difference and you arrive near Portland, the city closest to the halfway point between them. That puts roughly 32 hr 17 min of driving on the Anchorage side and 36 hr 2 min on the San Antonio side — the fairest single meeting point among the cities near the middle.
Over this distance most people will fly rather than drive the whole way. Portland still makes a fair, central place for Anchorage and San Antonio to converge, splitting the travel instead of asking one side to cross the country.
If Portland doesn't have what you're after, Seattle and Boise are also close to the midpoint and worth a look — each keeps the drive reasonably balanced between Anchorage and San Antonio.
Portland is the most populous city in the U.S. state of Oregon. Located in the Pacific Northwest at the confluence of the Willamette and Columbia rivers, it is the 28th-most populous city in the United States, sixth-most populous on the West Coast, and… Read more →
Anchorage, officially the Municipality of Anchorage, is the most populous city in the U.S. state of Alaska. With a population of 291,247 at the 2020 census, it contains nearly 40 percent of the state's population. Read more →
San Antonio is a city in the U.S. state of Texas. It is the seventh-most populous city in the United States, the second-most populous city in Texas, and the second-most populous city in the Southern U.S., with a population of 1.43 million at the 2020 census. Read more →
City descriptions adapted from Wikipedia (CC BY-SA); photos via Wikimedia Commons, credited above.
Estimates use straight-line distance and typical road speeds; real drive times vary with route and traffic.