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Approved! Use Miles to Fly to Cuba, Including Southwest Companion Pass

Approved! Use Miles to Fly to Cuba, Including Southwest Companion Pass

Million Mile SecretsApproved! Use Miles to Fly to Cuba, Including Southwest Companion PassMillion Mile Secrets Team

We devote thousands of hours of research to help you get Big Travel with Small Money. You support us by signing-up for credit cards through partner links which earn us a commission. Here’s our full Advertising Policy.

Update:   One or more card offers in this post are no longer available.  Check our Hot Deals for the latest offers. 

Great news for folks wanting to visit Cuba like Emily did recently!

Via Lufthansa Flyer, the US has approved flights to Cuba from Chicago, Fort Lauderdale, Miami, Minneapolis, and Philadelphia.

Flights will start as early as this fall on the following airlines:

  • American Airlines
  • Frontier Airlines
  • JetBlue
  • Silver Airways
  • Southwest
  • Sun Country Airlines
Approved Use Miles To Fly To Cuba Including Southwest Companion Pass
Enjoy the Historic Architecture and Plazas With Flights to Cuba Starting This Fall

I’ll explain why this is even better news for folks with miles & points on the approved airlines!

Use Miles & Points for Flights to Cuba!

Link:   Barclaycard JetBlue Plus

Link:   Barclaycard JetBlue Small Business

Link:   Southwest Rapid Rewards® Premier Credit Card

Link:   Southwest Rapid Rewards® Premier Business Credit Card

Link:   Southwest Rapid Rewards® Plus Credit Card

Link:   Citi Prestige Card

Link:   Great Time to Earn the Companion Pass! All 3 Southwest Cards Offering 50,000 Points    

While you can’t book flights just yet, there will be plenty of options to use miles and points with a total of 155 weekly trips on the approved airlines.  Here are the departure options:

  • Chicago – Frontier Airlines
  • Fort Lauderdale – JetBlue, Silver Airways, and Southwest
  • Miami – American Airlines
  • Minneapolis – Sun Country Airlines
  • Philadelphia – Frontier Airlines

Southwest flights to Cuba is especially good news for those of y’all with the Southwest Companion Pass.  Because you can bring a friend or partner along on a flight to Cuba for only the cost of taxes and fees!

Remember you can transfer Chase Ultimate Rewards points to Southwest Airlines to book award flights.  Although the points won’t count toward earning the Companion Pass, you’ll usually get the points in your account right away!

The Citi Prestige card will be a terrific option for booking American Airlines flights to Cuba.  Because you’ll get:

Or, transfer Starwood points to American Airlines and book an award flight.  And you’ll get 5,000 bonus American Airlines miles, for every transfer of 20,000 Starwood points.

Folks on JetBlue flights to Cuba will enjoy extra legroom in coach and free snacks.  You’ll also be able to book award flights with JetBlue points.  And if you have the JetBlue Plus or JetBlue Business cards, you’ll get extra benefits like:

  • Free 1st checked bag for cardholder and up to 3 companions on the same reservation when you use your card to pay for your ticket
  • 50% discount on eligible in-flight purchases like cocktails, food, and movies
  • 10% of points back when you redeem them

Here’s my review of the JetBlue cards.

Are you planning to visit Cuba?

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Chase Sapphire Preferred® Card

Chase Sapphire Preferred® Card

  • Earn 50,000 bonus points after you spend $4,000 on purchases in the first 3 months from account opening. That's $625 toward travel when you redeem through Chase Ultimate Rewards®
  • Chase Sapphire Preferred® named a 'Best Travel Credit Card' by MONEY® Magazine, 2016-2017
  • 2X points on travel and dining at restaurants worldwide & 1 point per dollar spent on all other purchases.
  • Earn 5,000 bonus points after you add the first authorized user and make a purchase in the first 3 months from account opening
  • No foreign transaction fees
  • 1:1 point transfer to leading airline and hotel loyalty programs
  • Get 25% more value when you redeem for travel through Chase Ultimate Rewards. For example, 50,000 points are worth $625 toward travel.
  • No blackout dates or travel restrictions - as long as there's a seat on the flight, you can book it through Chase Ultimate Rewards

More Info

Chase Sapphire Preferred® Card

Chase Sapphire Preferred® Card

  • Earn 50,000 bonus points after you spend $4,000 on purchases in the first 3 months from account opening. That's $625 toward travel when you redeem through Chase Ultimate Rewards®
  • Chase Sapphire Preferred® named a 'Best Travel Credit Card' by MONEY® Magazine, 2016-2017
  • 2X points on travel and dining at restaurants worldwide & 1 point per dollar spent on all other purchases.
  • Earn 5,000 bonus points after you add the first authorized user and make a purchase in the first 3 months from account opening
  • No foreign transaction fees
  • 1:1 point transfer to leading airline and hotel loyalty programs
  • Get 25% more value when you redeem for travel through Chase Ultimate Rewards. For example, 50,000 points are worth $625 toward travel.
  • No blackout dates or travel restrictions - as long as there's a seat on the flight, you can book it through Chase Ultimate Rewards

More Info

Editorial Note: We're the Million Mile Secrets team. And we're proud of our content, opinions and analysis, and of our reader's comments. These haven’t been reviewed, approved or endorsed by any of the airlines, hotels, or credit card issuers which we often write about. And that’s just how we like it! :)

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Is there any indication when Southwest will begin publishing book able dates on their site in light of this news? Would love to go before my companion pass expires at the end of the year!

Odojoe–why is Fort Lauderdale puzzling? Southwest has a hub there and they’re currently doing a multi-million dollar international gateway expansion at FLL that should be completed by 2017. Southwest also does not fly out of Miami. I live in Miami and I can safely say that Fort Lauderdale is not a suburb of Miami. It’s a city in it’s own right. That’s like saying Newark is a suburb of NYC.

I was in Cuba a month ago. All you have to do is to select “Support for the Cuban people” as one of the approved reasons for traveling to Cuba. Keep in mind that even if you are able to snag award tickets to Cuba, it can be a bit of challenge to find an accommodation there. That’s where airbnb.com comes in!

The selection of Fort Lauderdale is puzzling. It is basically a suburb of Miami. Tampa or Orlando would have been a better choice. One can self certify the reason of the visit to Cuba. Going via a third country would be breaking the law.

“interesting” point you bring up Robert….. seen anything recently on this? So technically, we have to travel there for “educational” reasons, rather than for pure “tourism?” Is that what you’re referring to? If so, whose lame idea was that? Rubio, Cruze, Florida poltiicians? Is this along the lines of, if we ugly ‘merikins go to spread the gospel of capitalism and Christianity, then we’ll somehow still have a chance to “overthrow” the Commis? (all *tic) Do correct me if I’m guessing wrong as to the provenance of such technicalities?

Reminds me of the bizarre recent Congressional after the latest Saudi connected/rooted terrorism…. we place restrictions on citizens from/going to Iran, Iraq, and Syria….. but NOT the source of it all. The Saudis get a free pass in ‘merika.

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