Southwest flash sale: Flights from $39 one-way or 2,100 points

Oct 16, 2019

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Airfare deals are typically only available on limited dates. We recommend you use Google Flights to find dates to fly, then book through an online travel agency such as Orbitz or Expedia, which allows you to cancel flights without penalty by 11pm Eastern Time within one day of booking. However, if you’re using The Platinum Card® from American Express, you’ll need to book directly with the airline or through the Amex Travel portal to get 5x MR points (on up to $500,000 on these purchases per calendar year). Remember: Fares may disappear quickly, so book right away and take advantage of Orbitz or Expedia’s courtesy cancellation if you’re unable to get the time away from work or family.

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We love good Southwest fares. The airline is running a flash sale around the continental U.S. and Hawaii starting at just $39 one-way (or 2,100 miles) or $78 round-trip. While most of the cheapest deals are domestic, we are also seeing low fares to parts of the Caribbean. If you see a deal you like, don’t wait to book as this promotion expires on Oct. 17 at 11:59 p.m. Pacific Time.

If you want to book an award flight, remember that the airline’s award redemptions are tied to the ticket’s price, so this is a prime opportunity to use Southwest points for a cheap trip. You can transfer Chase Ultimate Rewards points to Southwest instantly at a 1:1 ratio.

There are endless options so be sure to take a look for yourself and see if any of the deals fit your travel plans. Lastly, keep in mind that you may be able to find deals cheaper than what’s currently published.

To search, head to Southwest’s deals pageand enter your origin and destination cities. Scroll through the calendar function to find dates and prices that work for you. Finally, click through to book directly with the airline.

Airline: Southwest
Routes: Major routes served by Southwest, see full list here
Cost: $39+ one-way or $78+ round-trip
Dates: October – March 2020
Pay With: The Platinum Card® from American Express (5x on airfare booked directly with the airline), Citi Prestige® Card (5x on airfare),  Citi Premier® Card, Chase Sapphire Reserve (3x on airfare), American Express® Gold Card (3x on airfare when booked directly with the airline) or Chase Sapphire Preferred Card (2x on travel)

Here are a few examples of what you can book:

Hilo (ITO) to Honolulu (HNL) for $39 one-way or $78 round-trip nonstop:

Atlanta (ATL) to Nashville (BNA) for $49 one-way or $98 round-trip nonstop:

Long Beach (LGB) to Las Vegas (LAS) for $55 one-way or $100 round-trip nonstop:

Boston (BOS) to Baltimore (BWI) for $59 one-way or $118 round-trip nonstop:

Orlando (MCO) to Ft. Lauderdale (FLL) for $60 one-way or $120 round-trip nonstop:

Nashville (BNA) to Charlotte (CLT) for $69 one-way or $135 round-trip nonstop:

Ft. Lauderdale (FLL) to Grand Cayman (GCM) for $69 one-way or $212 round-trip nonstop:

Maximize your purchase

Don’t forget to use a credit card that earns additional points on airfare purchases, such as The Platinum Card® from American Express (5x on flights booked directly with airlines or American Express Travel), Chase Sapphire ReserveAmerican Express® Gold Card Citi Premier® CardCiti Prestige Card (5x on airfare) or the Chase Sapphire Preferred Card (2x on all travel purchases). Check out our guide to the best cards for airfare purchases to learn more.

Featured photo by of Summer Hull/The Points Guy.

Delta SkyMiles® Platinum American Express Card

Earn 90,000 bonus miles after you spend $3,000 in purchases within the first three months of card membership. Plus, earn a $200 statement credit after your first Delta purchase within the first three months. Offer ends 7/28/21.

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More Things to Know
  • Limited Time Offer: Earn 90,000 Bonus Miles after spending $3,000 in purchases on your new Card in your first 3 months and a $200 statement credit after you make a Delta purchase with your new Card within your first 3 months. Offer expires 7/28/2021.
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  • Accelerate your path to Medallion Status, with Status Boost®. Plus, in 2021 you can earn even more bonus Medallion® Qualification Miles (MQMs) to help you reach Medallion Status.
  • Earn 3X Miles on Delta purchases and purchases made directly with hotels.
  • Earn 2X Miles at restaurants worldwide, including takeout and delivery and at U.S. supermarkets.
  • Receive a Domestic Main Cabin round-trip companion certificate each year upon renewal of your Card. *Payment of the government imposed taxes and fees of no more than $75 for roundtrip domestic flights (for itineraries with up to four flight segments) is required. Baggage charges and other restrictions apply. See terms and conditions for details.
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Intro APR on Purchases
0% on purchases for 12 months
Regular APR
15.74%-24.74% Variable
Annual Fee
$250
Balance Transfer Fee
N/A
Recommended Credit
Excellent/Good
Terms and restrictions apply. See rates & fees.

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