The hassle in incomparable. There are certainly exceptions but almost always the smaller the airport the easier and faster it is to get through security. The ea

The hassle in incomparable. There are certainly exceptions but almost always the smaller the airport the easier and faster it is to get through security. The easier and cheaper it is to park. You can just call an Uber from the sidewalk in front of the terminal instead of walking to some obscure pickup spot 3/4 of a mile away. Going through small 5-gate airports is a dream as long as they're appropriately staffed at security, which is not just a small airport problem. Going through living nightmares like Denver makes me seriously consider sepukku. If both flights are nonstop I'd probably pay 20% more for the smaller airport even if the flight itself is longer.