Southwest Airlines Community

You could get creative and turn a 2 segment trip into a 4 segment trip. How?   Well, instead of flying MDW/ DEN and DEN/MDW for example you could buy two multi city trips: MDW/MCI/DEN and DEN/MCI/MDW . That earns you 4 segments.   To start, look at where you are flying and which flights involve connections. Then build a multi city trip between those three cities. ... View more

@Bryan456sk1 wrote: Yeah, I’m just over halfway completing 14 out of 25. I’m just gonna go with the safe bet of completing it before the year ends. Consider a “points run” if a sale comes on if you might need to make a trip for fun to put you over.  One year I needed one more flight so I did a RT to MSP and worked in the airport lounge for the day, had lunch, and came back. It’s worth it for A-list. Having the auto-check in, flexible same day changes, priority check in, preferred response from assistance requests…it’s worth a points run or two.    Companion pass you need to think about - will you use it enough to support spending X extra dollars if you wouldn’t have spent it anyway? The key is to spend it in a way that accomplishes something you would have done anyway.       ... View more