The fair place to meet is Charlotte, NC — the city closest to the midpoint of Detroit and Orlando. From the farther side that’s about 10 hr 35 min of driving.
Recommended midpoint
Charlotte, NC
From Detroit
10 hr 35 min
505 mi to Charlotte
From Orlando
9 hr 43 min
463 mi to Charlotte
Orlando has the shorter trip; the split is off by about 52 min. The alternatives below can even it out. Detroit and Orlando are about 958 miles apart.
Detroit and Orlando are about 958 miles apart by road. Split the difference and you arrive near Charlotte, the city closest to the halfway point between them. That puts roughly 10 hr 35 min of driving on the Detroit side and 9 hr 43 min on the Orlando 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. Charlotte still makes a fair, central place for Detroit and Orlando to converge, splitting the travel instead of asking one side to cross the country.
If Charlotte doesn't have what you're after, Atlanta and Raleigh are also close to the midpoint and worth a look — each keeps the drive reasonably balanced between Detroit and Orlando.
Charlotte is the most populous city in the U.S. state of North Carolina. With a population of 874,579 at the 2020 census, it is the 14th-most populous city in the U.S., seventh-most populous city in the South, and second-most populous city in the Southeast. Read more →
Detroit is the most populous city in the U.S. state of Michigan. It is situated on the bank of the Detroit River across from the Canadian city of Windsor, Ontario. It is the 26th-most populous city in the United States and the largest U.S. Read more →
Orlando is a city in and the county seat of Orange County, Florida, United States. Part of Central Florida, it is the fourth-most populous city in the state and its most populous inland city, with a population of 307,573 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.