For years, Southwest Airlines has stood apart from other carriers for its traveler-friendly policies—especially the ease of two free checked bags for every passenger. But as of May 28, 2025, that policy—and others—are changing.

In a significant shift, Southwest Airlines is introducing new baggage allowances, fare structure updates, and expiration rules for flight credits, creating a more complex booking experience for travelers.

As a luxury travel advisor who curates seamless journeys for elevated group escapes, I’m here to help you navigate these updates with clarity and strategy.

Key Changes to Southwest Airlines Baggage Policy

Starting May 28, 2025, Southwest will transition to a tiered baggage allowance system:

• Two free checked bags for:

  • Business Select fare travelers
  • Rapid Rewards® A-List Preferred Members

• One free checked bag for:

  • A-List Members
  • Select fare categories (details forthcoming)

• Credit toward one checked bag for:

  • Rapid Rewards® Credit Cardmembers

• All other passengers will pay for their first and second checked bags, in addition to existing fees for third and fourth bags.

This shift aligns Southwest more closely with industry norms, where baggage fees are based on fare class and status—not standard for all.

Updates to Southwest Airlines Fare Structure

Southwest is implementing a two-phase update to its fare bundles:

Phase 1 – Now Active

• Increased Rapid Rewards® points on Business Select fares
• Decreased points on Wanna Get Away® and Wanna Get Away Plus™ fares
• Dynamic redemption pricing, where points fluctuate based on travel dates and demand

Phase 2 – Effective May 28, 2025

• Introduction of a new Basic Fare with fewer benefits and less flexibility
• Flight credits will expire, with timelines varying by fare class

These changes introduce a new level of complexity that travelers must consider when booking.

What This Means for Group and Luxury Travelers

At Simplistic Journeys, we believe in thoughtful, elevated travel planning. Whether you’re preparing for a cultural escape or luxury group getaway, these policy shifts require more strategic decision-making.

What to keep in mind:

• Review fare benefits beyond price—baggage and flexibility matter
• Leverage loyalty programs and credit card perks
• Book intentionally to avoid hidden costs
• Work with a travel advisor who understands the evolving airline landscape

Key Takeaways at a Glance

Final Thoughts from a Travel Advisor’s Perspective

Airline policies have a ripple effect on the full travel experience—from how you pack to what you pay. While these changes may feel like a departure from Southwest’s simplicity, they reflect a broader trend in modern air travel.

At Simplistic Journeys, we guide travelers through every decision with ease, insight, and excellence. Let’s ensure your next journey begins with clarity—and ends with unforgettable memories.