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.
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 Expedia, Orbitz, or other online travel agency.If you book a ticket with an online travel agency like Orbitz, Expedia, 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).
The information for the Citi Prestige and Citi AAdvantage Platinum Select card has been collected independently by Million Mile Secrets. The card details on this page have not been reviewed or provided by the card issuer. 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.