Deal Alert: Southwest Flights From $49 One-Way Through October

May 8, 2019

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If you missed last week’s Southwest sale, no worries. It’s back, and this week’s deals extend travel dates to Hawaii through early November. Travel dates for discounted fares are as follows:

  • Within the continental US: August 20 – August 29, and September 3 – October 30, 2019.
  • Hawaii inter-island: May 28 – November 2, 2019.
  • To/from San Juan, Puerto Rico (SJU): September 4 – October 31, 2019.
  • International routes: August 20 – October 30, 2019.

In order to qualify for these discounts, your trip must be booked by May 9, 2019. As always, Rapid Reward award redemption bookings do not include government fees from $5.60 per one-way flight.

All fares are nonrefundable, although Southwest does allow you to convert nonrefundable travel credit toward a future flight within one year of the original purchase date. And if you’ve already made a reservation through Southwest and later find that the price of the ticket has decreased, you can request the difference in fare with no change fees. Also remember that Southwest award redemptions are tied to the ticket’s price, so this is a prime opportunity to use Southwest miles for a cheap trip. You can transfer Chase Ultimate Rewards points to Southwest instantly at a 1:1 ratio.

Airlines: Southwest
Routes: Domestic and international routes
Cost: From $44 or 2,154 Southwest points + $5.60 one-way
Travel Dates: August – October 2019
Purchase by: May 9
Pay With:
The Platinum Card® from American Express (5x on airfare booked directly with the airline), Citi Prestige Card (5x on airfare),  Citi Premier® CardChase Sapphire Reserve (3x on airfare), American Express® Gold Card (3x on airfare on airfare booked directly with airline) or Chase Sapphire Preferred Card (2x on travel)
Booking Link: Southwest.com

Here are some examples of what you can book:

Atlanta (ATL) to Nashville (BNA) for 2,517 points + $5.60 one-way:

Atlanta (ATL) to Nashville (BNA) for $98 round-trip nonstop:

Maui (OGG) to Honolulu (HNL) for $98 round-trip nonstop:

Burbank (BUR) to San Francisco (SFO) for $59 one-way:

Kansas City (MCI) to Dallas (DAL) for $88 one-way:

Indianapolis (IND) to Orlando (MCO) for $104 one way:

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), Citi Prestige Card (5x on airfare), Chase Sapphire ReserveAmerican Express® Gold Card Citi Premier® Card (3x on airfare) or the Chase Sapphire Preferred Card (2x on all travel purchases). Check out this post for more on maximizing airfare purchases.

Featured image courtesy of Shutterstock.

Delta SkyMiles® Platinum American Express Card

Earn 50,000 bonus miles and 5,000 Medallion® Qualification Miles (MQMs) after you spend $2,000 in purchases on your new card in your first three months of card membership. Plus, earn up to $100 back in statement credits for eligible purchases at U.S. restaurants with your card within the first 3 months of membership.

With Status Boost™, earn 10,000 Medallion Qualification Miles (MQMs) after you spend $25,000 in purchases on your Card in a calendar year, up to two times per year getting you closer to Medallion Status. Earn 3X Miles on Delta purchases and purchases made directly with hotels, 2X Miles at restaurants and at U.S. supermarkets and earn 1X Mile on all other eligible purchases. Terms Apply.

Apply Now
More Things to Know
  • Earn 50,000 bonus miles and 5,000 Medallion® Qualification Miles (MQMs) after you spend $2,000 in purchases on your new Card in your first 3 months.
  • Plus, earn up to $100 back in statement credits for eligible purchases at US restaurants with your card within the first 3 months of membership.
  • 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.
  • Earn 1X Miles on all other eligible purchases.
  • 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.
  • Enjoy your first checked bag free on Delta flights.
  • Fee Credit for Global Entry or TSA Pre✓®.
  • Enjoy an exclusive rate of $39 per person per visit to enter the Delta Sky Club® for you and up to two guests when traveling on a Delta flight.
  • No Foreign Transaction Fees.
  • $250 Annual Fee.
  • Terms Apply.
  • See Rates & Fees
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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