Airlines

Southwest will start charging to check a bag 🤯

a blue airplane in the sky

We may receive a commission when you use our links. Monkey Miles is part of an affiliate sales network and receives compensation for sending traffic to partner sites, such as CreditCards.com and CardRatings. This relationship may impact how and where links appear on this site. This site does not include all financial companies or all available financial offers. Monkey Miles is also a Senior Advisor to Bilt Rewards. Terms apply to American Express benefits and offers. Enrollment may be required for select American Express benefits and offers. Visit americanexpress.com to learn more Opinions, reviews, analyses & recommendations are the author’s alone, and have not been reviewed, endorsed or approved by any of these entities.


Wow, wow, wow. Have times a changed. Not only will Southwest begin having assigned seating and seats with extra leg room later this year, but last week they introduced a new category “basic fare” that will have a lot of restrictions ( similar to other airlines basic economy ), and now they’ve dropped the hammer again.

Starting May 28th, 2025, 2 Free Checked bags for all passengers will end.

When we first heard of Southwest changes last year, we were assured that the 2 free checked bags perk would remain untouched. However, the airline is getting significant pressure from Elliott Management to make cuts, add revenue, and while I truly believe that assurance was made in good faith at the time, management is under pressure, and a ton of changes go into effect May 28th, 2025  Southwest flights  even began appearing on Expedia last month.

Full press release here

Here is a big overview chart of what’s changing beginning May 28th, 2025

  • Checked bags
  • Earning/Burn Structure
    • This is already in effect – more details below but redemptions will go variable
  • Flight Credit Expiration and Transferability
  • Changes and Same Day Changes/Standby

a screen shot of a table

 

Who will get have to pay for a checked bag?

Basically anyone that doesn’t have a Southwest Credit Card, status, or business select seating

  • Wanna Wanna Get Away
    • which will be replaced with Basic Fare for tickets booked on or after 5/28/25
  • Wanna Get Away Plus
  • Anytime fare

Who will get a free checked bag?

This is divided into two groups

1 free checked bag

2 free checked bags

  • A-List Preferred
  • Business Select

Flight Credits will expire if booked on/after 5/28/25

  • 6 months for Basic Fares
  • 12 months for all other tickets

Out with Wanna Get Away, and in with New Basic Fares

Starting May 28th, 2025, Wanna Get Away Fares won’t exist. They will be replaced with new “Basic Fares”

  • No flight changes allowed
  • No transferrable flight credit
  • Checked bags will have a fee
  • Earn only 2x Rapid Rewards
  • Credit from cancelled flights will only be valid for 6 months

Different Rapid Reward Earn Structures

In addition to new earn structures for each fare bucket, redemptions will go variable. Some may be a lot higher, some may be a lot lower.

  • Wanna Get Away ( Basic )
    • Was 6x
    • Now 2x
  • Wanna Get Away Plus
    • Was 10x
    • Now 6x
  • Anytime
    • Was 10x
    • Now 10x
  • Business Select
    • Was 12x
    • Now 14x

The carrier recently adjusted the number of Rapid Rewards points Customers earn on qualifying flights. Customers now earn more points on Business Select fares while earning less on Wanna Get Away® and Wanna Get Away Plus® fares. Southwest Rapid Rewards, the carrier’s loyalty program, will also introduce variable redemption rates across higher-demand and lower-demand flights

Here’s what to do

  •  Book by May 28th, 2025 to enjoy 2 free checked bags
  • Think about Status Matching if you plan on flying Southwest much in the next year
    • Go here to match
    • 90 days of status + 12 month extension if you fly 3 roundtrips, or 6 one ways in 90 days
  • Add a Southwest Credit Card to maintain your free checked bag

Opinions, reviews, analyses & recommendations are the author’s alone, and have not been reviewed, endorsed or approved by any of these entities.

a blue credit card with blue lines and white text

Learn More

Affiliate Link

Chase Sapphire Preferred® Card


4.8
4.8/5
The Chase Sapphire Preferred® is a great starter card that earns Premium Ultimate Rewards that can be transferred into over a dozen partners many of which are US based including Hyatt, Southwest, United, IHG, and Marriott.

Welcome Offer

Earn 60,000 bonus points after you spend $4,000 on purchases in the first 3 months from account opening. 

Annual Fee

$95

Points Earned

Transferrable Chase Ultimate Rewards

  • 5x on all travel purchased through Chase Travelâ„ 
  • 3x on dining, including eligible delivery services for takeout & dining out
  • 3x on select streaming services
  • 3x on online grocery purchases
    • (excluding Target, Walmart and wholesale clubs)
  • $50 Annual Chase Travel Hotel Credit via Chase Travelâ„ 
    • The begins immediately for new cardmembers and after your account anniversary for existing cardmembers
  • 2x on all other travel
  • 10% Anniversary Bonus
    • Every year you keep the card, your total spend will yield a 10% points bonus. If you spend $10k in a year, you’ll get 1k bonus points
  • Chase Sapphire Preferred continues to redeem at 1.25c in the Chase Travelâ„  and the slew of other benefits remain in tact including Auto Rental Collision Damage Waiver ( primary ), purchase protections, etc.
  • Points are transferrable to 14 Ultimate Rewards partners
  • Redeem in Chase Travelâ„  for 1.25 cents per point
  • No foreign transaction fees
  • Suite of Travel and Purchase Coverage
    • Auto Rental Collision Damage Waiver is my favorite
  • Get complimentary access to DashPass which unlocks $0 delivery fees and lower service fees for a minimum of one year when you activate by December 31, 2027.
  • $95 Annual Fee

We keep an up to date spreadsheet that lists the best ever offers: You can find that spreadsheet here.

Historically 80k is a very, very good offer and hit in both 2022 and 2023. In 2021, we saw the offer hit an all time high of 100k. Who knows if that will ever come back.

Main Cast: 

Cards that earn flexible points and should be used on the bulk of your purchases.

Supporting Cast:

Cards that earn fixed points in the currency of the airline/hotel and can not be transferred at attractive rates. These cards yield benefits that make it worth keeping, but not necessarily worth putting a lot of your everyday spend on. 

The Chase Sapphire Preferred® is exceptional starter card and offers transferrable Ultimate Rewards, and pairs well with other Chase cards.

If you carry this card alongside Chase’s cashback cards like the Chase Freedom Flex®  and Chase Freedom Unlimited® or the business versions: Ink Business Cash® , Ink Business Unlimited® you can combine the points into Preferred account and transfer into hotel and airline partners

Annual fee is quite low at $95 a year + you get a 10% anniversary bonus on points + $50 hotel credit in Chase travel.

The responses below are not provided or commissioned by the bank advertiser. Responses have not been reviewed, approved, or otherwise endorsed by the bank advertiser. It is not the bank advertiser's responsibility to ensure all posts and/or questions are answered.

Leave a Reply

Your email address will not be published. Required fields are marked *

This site uses Akismet to reduce spam. Learn how your comment data is processed.