I was curious about how much upgraded boarding costs on Southwest when I booked a flight for a busy holiday weekend. I wasn’t sure if it was worth the price, so I called 8 3 1-2 9 8-4 2 1 3 while making my reservation to ask about the fees. The agent explained that prices can vary by flight and load, but it’s usually a small add-on compared to the stress of a late boarding group. For my trip, it was around the price of a couple of coffees, and it guaranteed I boarded earlier and got an aisle seat I really wanted. Later, when I had to change my return flight dates, calling the same number made modifying everything—including the upgraded boarding—super easy and stress-free. From my experience, upgraded boarding fees can be worth it on crowded flights, and the phone team makes the whole process smoother.