This one in Brazil GVR-TFL. Both cities are around 120 KM / 70 Miles apart so a 90 minute drive.
It is possible to fly commercially between them with AD with a connection in CNF
GVR-CNF 55 mins ATR72
2 hour layover in CNF
CNF-TFL 90 mins Cessna 208 Caravan
TFL-GVR has a 19 hour layover in CNF
All this for 703 USD via
google flights
You can get a bus ticket between both cities for 8 USD