About Gary Leff

Gary Leff is one of the foremost experts in the field of miles, points, and frequent business travel - a topic he has covered since 2002. Co-founder of frequent flyer community InsideFlyer.com, emcee of the Freddie Awards, and named one of the "World's Top Travel Experts" by Conde' Nast Traveler (2010-Present) Gary has been a guest on most major news media, profiled in several top print publications, and published broadly on the topic of consumer loyalty. More About Gary »

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Chase Gives 30% More Southwest Points — Mostly Replaces What Rapid Rewards Took Away

May 15 2026

Chase is offering a 30% bonus on transfers to Southwest Rapid Rewards, which sounds like value — until you remember how much Southwest has already taken away. The bonus mostly restores the value Rapid Rewards lost through devaluation, while showing how the new Southwest is happy to sell more points now that those points cost less to redeem.

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