Southwest Extends Schedule Through Summer 2019 and Adds New Caribbean Routes (Come on Hawaii Flights, Get Here Already!)

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Southwest Extends Schedule Through Summer 2019 and Adds New Caribbean Routes (Come on Hawaii Flights, Get Here Already!)

JasonSouthwest Extends Schedule Through Summer 2019 and Adds New Caribbean Routes (Come on Hawaii Flights, Get Here Already!)Million Mile Secrets Team

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If you’re sitting on a Southwest Companion Pass right now, you can now book your (nearly) 2-for-1 flights through August 5, 2019!  If you don’t have one yet, check out our guide to the Southwest Companion Pass here.

Now is a great time to consider working towards the Companion Pass because if you earn it in January 2019, you’ll have it until December 2020.  And all of the Southwest cards have increased bonuses right now!

Plus, Southwest announced new routes they’ll be starting soon – but still no word on Hawaii flights. 🙁

Your Southwest Companion Pass Will Soon Get You to the Dominican Republic

Southwest has announced a bunch of new routes and new flights to currently served cities.

On June 9, 2019, they are starting new non-stop routes from Nashville to:

  • Burbank
  • San Jose

And starting June 10, 2019, they’re increasing the number of round-trip flights between Nashville and:

  • Boston, 4 flights day (an increase of one weekday flight)
  • Detroit, 3 flights a day (an increase of one weekday flight)
  • Las Vegas, 4 flights a day (an increase of one flight Sundays-Fridays)
  • Minneapolis, 2 flights a day (an increase of one weekday flight)
  • San Diego, 3 flights a day (an increase of one weekday flight)
  • St. Louis, 4 flights a day (an increase of one weekday flight)

Apparently, the economy is pretty good in Nashville because they are also bringing back seasonal routes to Seattle and Norfolk, Virginia.

Other non-stop routes being added on June 9, 2019, include:

  • San Diego and Omaha
  • Ontario, California and San Francisco (4 flights a day on weekdays, 3 flights a day on weekends)
  • Austin and Raleigh-Durham

The best part is on June 15, 2019, you’ll have 2 new options for Southwest flight to the Caribbean (pending government approval).  They are adding flights between:

  • Baltimore/Washington and Grand Cayman
  • Houston (Hobby) and Punta Cana, Dominican Republic

If these routes tickle your fancy and you’re interested in qualifying for the Southwest Companion Pass, you’ll need to earn 110,000 Southwest points in a calendar year.  The quickest way to do this is by opening just 2 credit cards.

Chase issues all the Southwest cards, and they no longer let you have more than one personal Southwest card.  So you’d need to open a Southwest Rapid Rewards Premier Business Credit Card and any one of the following personal Southwest cards:

If you have any questions about earning a Southwest Companion Pass or how to get the most out of it, be sure to read our complete guide to the Southwest Companion Pass.

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Southwest is now bookable through August 5, 2019. They are next scheduled to extend their schedule on February 7, 2019, which will extend their bookable window through September 2, 2019.

Unless there is an ‘interim’ schedule adjustment, this means that Southwest will not be able to stay true to all of their press releases that tickets to Hawaii will go on sale in 2018. Nor do we know when in 2019 the actual first flight to Hawaii will take place.