Southwest Airlines One-Way Flights from $39 (Includes 2 Free Checked Bags)

Hip2Save may earn a small commission at no extra cost to you via trusted partners and affiliate links in this post. Prices and availability are accurate as of time posted. Read our full disclosure policy here.

More Deals

This Southwest Airlines sale has some amazing deals and destinations!

Southwest Airlines plane making touchdown on runway

Through May 22nd, fly over to Southwest.com where they are offering select one-way flights for as low as $39!

These flights are valid from June 3rd through November 19th, 2025, for continental US travel, and for travel to/from Hawaii, international, and San Juan, PR from August 17th through October 3rd, 2025. You must book at least 21 days in advance, and blackout dates do apply.

To find these low-priced one-way flights, use the Low Fare Calendar to see the best deals flying out of the airports in your area to your chosen destination. Note that the lowest-priced fares are ‘Wanna Get Away’ tickets on Tuesdays and Wednesdays.

Did you hear? Southwest is ending their 2 free checked bags policy on May 28th. Any reservation made before that will still qualify for 2 free checked bags.

three Southwest Airlines planes on runway

Check out a few destinations included in this Southwest Airlines Sale…

  • Flying from Austin, TX to New Orleans, LA for as low as $39
  • Flying from Charlotte, NC to Baltimore/Washington, MD for as low as $39
  • Flying from Chicago (Midway), IL to Louisville, KY for as low as $39
  • Flying from Dallas (Love Field), TX to Tulsa, OK for as low as $39
  • Flying from Denver, CO to Omaha, NE as low as $39
  • Flying from Las Vegas, NV to Salt Lake City, UT as low as $39
  • Flying from Nashville, TN to Atlanta, GA for as low as $39
  • Flying from Sacramento, CA to Portland, OR for as low as $39
  • Flying from St. Louis, MO to Des Moines, IA for as low as $39

rows of blue seats inside a Southwest Airlines plane

Southwest customers will have assigned seats in 2026.

Southwest announced plans to eliminate open seating and offer assigned seats to enhance the customer experience. The company will also offer premium seating options. Assigned seats will begin to be available for purchase in the second half of 2025 for flights in early 2026.

Additional updates are also being made, including faster WiFi, new in-seat power, larger overhead bins, and more comfortable seats.

If you love finding great deals, don’t miss these helpful tips on travel…


Before you go on your next vacation, check out our packing tips!


About the writer:

Misty has been writing professionally and creating engaging, helpful content online in a variety of niches for over 15 years. When she’s not helping curate the latest and greatest deals for Hip2Save, she's either tackling DIY home projects, rewatching a favorite TV series, or traveling.


Join The Discussion

Comments 2

  1. Jocelyn OConnor

    Starting 05/28/25 only Choice Extra tickets (the highest fare) will get two free checked bags.

    • Jessica (Hip Sidekick)

      Thanks so much for the helpful reminder about the upcoming policy change, Jocelyn! 🤗 We do have a note in the post as well, but always appreciate the heads up. Just in case it’s helpful—any reservation made before 5/28 (even if the flight is later) will still qualify for 2 free checked bags. 🙌

Leave a Reply

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

It's not your Grandma's coupon site!

Sign up for a Hip2Save account (it's free) to access all of the awesome features!

Forgot Password?

Don't have an account? Register

Forgot Password

Don't have an account? Register

Become a Hip2Save Insider

Don't Miss Out! Join our large community of insiders - it's totally free! Once you join, you'll be able to save & share your favorite deals, rate posts and recipes and add items to your HipList and Cookbook! What are ya waiting for?!



Already have an account? Login

Thank you for rating!

Would you also like to leave us a comment?