I used to wonder if Upgraded Boarding on Southwest was actually worth the extra cost, and after a few different experiences, I’d say it really depends on the situation — but for me, it’s been worth it more than once.
Last spring, I was flying from Austin to Las Vegas for a quick weekend trip with my friends. I forgot to check in right at the 24-hour mark (which, as every Southwest regular knows, is the key to getting a good boarding position). By the time I finally remembered, I was in the dreaded C group. Normally, I wouldn’t care too much, but this was a packed flight, and I really didn’t want to end up stuck in a middle seat at the back.
At the gate, the Southwest agent announced that Upgraded Boarding was available for $50, so I decided to give it a shot. It bumped me up to A10, and I got to board right after the Business Select passengers. I found a window seat in the second row with plenty of overhead space — totally worth it for the peace of mind and comfort.
Since then, I only purchase Upgraded Boarding when it really matters — like for longer flights or when I need to sit with my partner. Otherwise, I rely on EarlyBird Check-In, which is cheaper but less guaranteed. So, if you value boarding early and choosing your seat without stress, yes, it’s worth every penny.