Southwest Airlines Community

Blake, I think the answer to your question is in the original post. ... View more

Yes, the very first time I booked through Southwest Hotels I found a lower price elsewhere for the same room and they honored the price no problem.  Fast forward several months later and found the same room for a lower price elsewhere again and they refuse to even acknowledge that they price match.  They tried telling me only Booking.com price matches despite me sending them screenshots of their own Southwest Hotels website showing that it is indeed Southwest Hotels that is supposed to price match.  Ridiculous. ... View more

I can confirm that the boost added to a hotel transaction on Rocketmiles is indeed Companion Pass Qualifying (currently).  I would imagine that this could change at any time, especially since Southwest is making it harder to earn Companion Pass in 2020 (125,000 points instead of 110,000 points).  However, I was just under 17,000 points away from 110,000 for 2019 to earn 2020 Companion Pass, and was going to visit family over Christmas with my girlfriend.  Originally was only going to spend two of the three nights in a hotel since the first night she wasn't going to be along and I could've just stayed on my parents' couch.  However, I found Rocketmiles and saw the boost and vague assurances from others that boosts purchased through Rocketmiles were Companion Pass Qualifying points.  Two nights weren't going to get me enough points available for purchase of a boost, but three nights would.  So I booked my hotel stay through Rocketmiles, added a 17,000 point boost (which more than doubled the total price per night), to check in December 22nd and check out December 25th.  This morning, December 28th, the points posted to my account and I earned my first ever Companion Pass!  Hopefully they continue to let Rocketmiles count towards Companion Pass because it is very hard to earn it on credit card spending and flights alone.  In 2020 I am going to do a much better job trying to maximize my qualifying points earnings through Southwest partners and hopefully earn Companion Pass again in 2021. ... View more

Southwest must have changed their hotels arrangement recently, as they now use Booking.com, and my experience is not any better than yours.  They list a "We Price Match" guarantee on the Southwest Hotels website, but refuse to even acknowlege it exists, claiming that only Booking.com matches prices.  I can't even get connected to a manager or someone there who matters to tell them how absurd this is.  Unfortunately, nobody at Southwest Airlines or Southwest Rapid Rewards has been able to reach out to Booking.com to try to settle this on my behalf.  It's a very bad look for Southwest Airlines to be in a business relationship with such an incompetent business. ... View more