Update, 6/6: This sale has been extended and now expires tonight.
Save 50% Off Southwest Paid Or Award Flights, Reprice Previously Booked Travel, But Should You?
Use promo code (Exp: 6/5): WOWZERS
- For example, a flight from LaGuardia to Chicago/MDW on 8/13 will cost $61.89 or 4,500 points+$5.60 (1.25 cents per point) with this sale.
- A flight from LaGuardia to New Orleans on 8/13 will cost $56.89 or 4,000 points+$5.60 (1.28 cents per point) with this sale.
If you previously purchased Southwest travel, you will want to check the sale pricing and then reprice your current ticket to take advantage of this offer! However, note that if you booked travel before 5/28 with free bags, free changes/cancellations, and other perks, you will lose those if you rebook!
Will discounts like these get you to book travel on Southwest, or are you avoiding booking new Southwest travel in hopes of getting them to bring back their old perks?
- Valid for paid or award one-way or round trip Basic and Wanna Get Away Plus fares booked by 6/5 at 11:59 pm PT.
- Travel August 12-December 17, 2025 for continental U.S. travel, August 17-December 11, 2025 for continental U.S. travel to/from international, Hawaii, and Puerto Rico, and June 24-October 1, 2025 for interisland Hawaii travel.
- Continental U.S. travel is blacked out September 1, October 13, November 21-26, and November 28-December 1, 2025.
- Continental U.S. travel to international, Hawaii, and Puerto Rico blacked out August 28-September 2 and November 20-24, 2025.
- Continental U.S. travel from international, Hawaii, and Puerto Rico blacked out August 28-September 2 and November 28-December 2, 2025.
- Interisland Hawaii travel blacked out August 28-September 2, 2025. Continental U.S. travel not valid on Sundays.
- Travel continental U.S. to Hawaii and international is valid Sundays, Mondays, Tuesdays, and Wednesdays.
- Travel continental U.S. from Hawaii and international is valid Tuesdays, Wednesdays, Thursdays, and Fridays.
- Interisland Hawaii travel is valid Tuesdays and Wednesdays.
- Travel to/from Puerto Rico is valid Mondays, Tuesdays, Wednesdays, and Thursdays.
- Offer is valid for select flights only.
- Offer is valid for select dates and times only.
- If you have entered the promotion code in the Promo Code box during the Booking Period, then while selecting your flights, savings in the base fare will be visible as a strike-through of the original fare on eligible flights.
- Discount availability may vary by destination, flight, and day of week, and won’t be available on some flights that operate during very busy travel times and holiday periods.
Chase points transfer to Southwest instantly at a 1:1 ratio:
If you, a member in your household, or an authorized user has one of the following Chase cards, you can transfer points into miles:- Chase Sapphire Preferred® Card has a 75K signup bonus for spending $5K in 3 months, earns 2.1 points per dollar on travel after the card's 10% anniversary bonus, 3.1 points per dollar on dining, streaming, and online groceries after the card's 10% anniversary bonus, has a $50 hotel credit, can transfer all Chase points into miles, and points are worth at least 1 cents each for paid travel ($95 annual fee). Read more here.
- Chase Sapphire Reserve® has a 100,000 bonus points + $500 Chase Travel℠ promo credit after you spend $5,000 on purchases in the first 3 months from account opening. ($795 annual fee) Read more here.
- Chase Sapphire Reserve for Business℠ has a 200,000 bonus points signup bonus after you spend $30,000 on purchases in the first 6 months from account opening ($795 annual fee). Read more here.
- Ink Business Preferred® Credit Card has a 90K signup bonus for spending $8K in 3 months, and earns 3 points per dollar on up to $150K of annual spending on shipping, advertising, and travel, can transfer all Chase points into miles, and points are worth at least 1 cents each for paid travel ($95 annual fee). Read more here.
- Ink Business Unlimited® Credit Card has a $750 signup bonus in the form of 75K points for spending $6K in 3 months, and earns 1.5 points per dollar on business purchases ($0 annual fee). Read more here.
- Ink Business Cash® Credit Card has a $350 signup bonus in the form of 35K points for spending $3K in 3 months and another $400 signup bonus in the form of 40K bonus points for spending another $3K in 6 months for a total of 75,000 Chase Ultimate points. This card earns 5 points per dollar on the first $25,000 in combined purchases on cable, TV, telecom, cellular, and office supply stores, plus 2 points per dollar on dining and gas on up to $25,000 in purchases ($0 annual fee). Read more here.
- Chase Freedom Flex has a 20K signup bonus for spending $500 in 3 months, plus 5 points on rotating categories, 5 points per dollar on travel purchased through Chase Travel℠, and 3 points per dollar on dining and drugstores ($0 annual fee). Read more here. All information about the Chase Freedom Flex Card has been collected independently by DansDeals.
- Chase Freedom Unlimited® has a $200 signup bonus in the form of 20K points for spending $500 in 3 months, 1.5 points per dollar everywhere, 5 points per dollar (marketed as 5% cash back) on travel purchased through Chase Travel℠, and 3 points per dollar on dining and drugstores ($0 annual fee). Read more here.
Will you book any travel with this sale? Post what deals you find!
Leave a Reply
5 Comments On "[Sale Extended, Ends Tonight] Save 50% Off Southwest Paid Or Award Flights, Reprice Previously Booked Travel, But Should You?"
All opinions expressed below are user generated and the opinions aren’t provided, reviewed or endorsed by any advertiser or DansDeals.
Dan, if I booked before 5/28 with Southwest points and I rebook now with points to get a better rate I will lose free bags? Just confirming this also applies to those that booked and now rebook with points.
You would lose them.
Does anyone know if “changing” the flight instead of rebooking keeps the free checked baggage since the original flight was booked before 5/28? And whether having booked with points makes any difference? Thanks
Had the same question!
Rebooked a bunch of flights for us and all my Mom’s grandkids and her first great grandson (and parents). Its not an issue for us as we have the SW preferred Biz card which will get free bag for main/cp as well as free seat selection (if it has rolled out by this November). We have 20 day trip that includes a New England road trip from PVD to Quebec City and back for the leaves this fall – but its all booked on SW.
I saved enough points with re bookings to cancel all cash bookings (the wanna get away plus for the kids/grand-kids for flights booked with cash – I had most booked with points).
Banked $927 of non-expiring and transferable Travel Funds some of the re-bookings were 3.5cpp vs cash. I’m sure we can make use of the travel funds before our CP expires 12.31.2026. We now have 252 RR miles in the account – We will get another 9K this September – going to keep the Biz Pref one more year – will try to burn the travel fund before renewal in 2026. Doubtful we will go for CP again in light of all the changes.