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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! :)

~$100 to San Juan, Puerto Rico, From 3 US Cities!

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~$100  to San Juan, Puerto Rico, From 3 US Cities!

Million Mile Secrets~$100  to San Juan, Puerto Rico, From 3 US Cities!Million Mile Secrets Team

Signing up for credit cards through partner links earns 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.

Via The Flight Deal, you can fly from New York, Boston, and Chicago to San Juan, Puerto Rico, for ~$100 round-trip in coach on American Airlines!

I found flights from New York (LaGuardia), to San Juan, Puerto Rico, for ~$108 from October 14, 2016, to October 21, 2016.  This fare is valid for travel dates departing before November 9, 2016.

100 To San Juan Puerto Rico From 3 US Cities
Book Today to Visit Beautiful Puerto Rico for Cheap!

Here are the details.  And how to search for deals from your city!

How to Book It

Link:   ITA Matrix

Link:   Google Flights

Link:   The Flight Deal (New York, Boston)

Link:   The Flight Deal (Chicago)

Via The Flight Deal, American Airlines is selling tickets to Puerto Rico from Chicago, New York (LaGuardia), and Boston, for ~$100!  But the offer ends today, September 29, 2016!  And you’ll have to book at least 7 days in advance.

You can check The Flight Deal for how to book.  Or see my posts for how to use Google Flights and ITA Matrix to find sale dates.

Then book directly on the American Airlines website or through a site like ExpediaOrbitz, or other online travel agency.

If you book a ticket with an online travel agency like OrbitzExpedia, or Priceline, you may be eligible for a refund within a short time of booking your ticket.  Check out my post on cancellation policies for airlines and online travel agencies for more details!

American Airlines Tips

Folks with the Citi Prestige Card can use Citi ThankYou points to purchase tickets at a rate of 1.6 cents per point on American Airlines.  Check the Citi Travel Portal to see if the same fares are available!

And you’ll get the first bag checked free for yourself and up to 8 travel companions with the Citi® / AAdvantage® Executive World Elite™ Mastercard® or Barclaycard Aviator Silver card (not available for new sign-ups).  You do NOT have to use the card to pay for your ticket!

Folks with the Citi® / AAdvantage® Platinum Select® World Elite™ Mastercard® can get their first bag checked free for themselves and up to 4 traveling companions.  But, only on domestic itineraries (including Puerto Rico).

Note:  You can hold a reservation on American Airlines for up to 24 hours and cancel without penalty if you change your mind.

Hotel Information

If you book a sale flight, remember there are lots of ways to get cheap or free hotel rooms with points from credit card bonuses and spending.

To find hotels that can be booked with points, I use Hotel Hustle (which even shows you if rooms are actually available!) or AwardMapper.

Remember, you can transfer flexible points like Chase Ultimate Rewards or American Express Membership Rewards to different hotel programs.  

Note:  If you prefer to book paid stays, check out discount sites like Orbitz, Expedia, or TravelPony for deals.  But remember you won’t get stay credits or points (and might not have your elite status recognized!).

Airbnb is another terrific way to save money on accommodations, especially for longer stays.  Here are some tips on how to negotiate a better Airbnb price, and how to find a safe and comfortable Airbnb.

Use a Credit Card That Earns Bonus Miles & Points

These cards earn bonus miles or points for paid airfare:

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And if you book a hotel, don’t forget to use one of these cards:

Card NameWhat It Earns
SimplyCash® Plus Business Credit Card from American Express
- 3% cash back on hotel rooms purchased directly from hotels on the first $50,000 when you choose this as your 3% cash back category

- Here's my review of the card

- Terms apply
Chase Sapphire Reserve
- Earn 3 miles per $1 on travel and dining

- $300 statement credit for travel purchases per calendar year (including hotels, airfare, etc.)

- Here's my review of the card
Chase Sapphire Preferred® Card
- Earn 2X Chase Ultimate Rewards points on travel, including hotels

- Here's my review of the card
Ink Business Preferred℠ Credit Card
InkBusinessPreferred
- Earn 3X Chase Ultimate Rewards points on the first $150,000 spent on travel, including airfare & hotels each year

- Here's my review of the card
Or pay with a hotel credit card for specific perks!

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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Million Mile Secrets

@Bob – Fair point. The email is an automatic generated list of posts on the blog during the previous day. We could send out individual emails, but folks find that a bit overwhelming, so we send it out only once per day.

Your email arrived in my inbox on September 30 at 5:33 AM; the deal has already expired. When did you send it out? (Maybe I should ask you “why did you send it out, this deal has already expired?”)

Zika virus is rampant there, about 20K cases of people with the virus already. I wouldn’t advise anyone going there at the moment.