There are
2,183 mi
from San Mateo, CA to Tupelo, MS
That's the driving distance. It would take 1 day 14 hours to go from San Mateo, California to Tupelo, Mississippi.
The flight distance (direct flight from San Mateo, CA to Tupelo, MS) is 1,885.28 mi.
2,183 mi = 3,512.80 kms