Yes, you can book Southwest flights using Chase Sapphire Preferred or Reserve points through a simple 1:1 transfer. Southwest is a "Direct Transfer Partner" of Chase Ultimate Rewards, which is one of the highest-value ways to use your points. To do this, you log into your Chase account, navigate to the "Transfer to Partners" section, and send your points to your Southwest Rapid Rewards account; the transfer is usually instant. Once the points are in your Southwest account, you can book any flight on their website using the "Points" option. Because Southwest has no blackout dates and "Wanna Get Away" fares are very affordable, your Chase points can often go much further here than on other carriers. Note that you cannot book Southwest flights through the Chase Travel portal directly—you must transfer them to Rapid Rewards first. This "pro" strategy in 2026 remains a favorite for domestic travelers looking for flexibility, as Southwest also allows two free checked bags and has no change fees.