American: Chicago – San Juan, Puerto Rico. $256. Roundtrip, including all Taxes

There’s been a lot of deals to San Juan, but this one from Chicago is especially nice because of the availability for January and February travel. When it’s snowing and the temperature is under 32 degrees, you will be glad that you bought this while sitting on a beach instead of walking through the snow. Prices in September and October are significantly lower at $217.

San Juan, Puerto Rico from the Air Photo: roger4336, used under Creative Commons License (By 2.0)

Sample Date:

  • January 16th – 22nd. Valid for travel from September 5th – February 14th, 2013. Use ITA Software Matrix Airfare Search and flexible month search to see availability – enable advance routing codes and enter “aa+” on both the outbound and return advance routing code fields to see only American Airlines availability. Must purchase by August 29th (TODAY!).


  • ORD – DFW (Dallas) – SJU (San Juan) – MIA (Miami) – ORD


  • 5,210 miles or 4.9 cents per mile



To make sure you receive our latest deals, LIKE our  The Flight Deal Facebook Page, follow us on Twitter @TheFlightDeal, or subscribe to The Flight Deal RSS Feed or Subscribe via Email (Once a Day)

The Flight Deal does not sell travel products or services. We provide you with information about third-party travel suppliers’ offers, and link you to their sites. The information posted by The Flight Deal is valid at the time of publication. However, we have no control over the suppliers, and we therefore do not warrant or guarantee that their offers will not change or become unavailable. Nor are we responsible for their products, services or site content. Please see their sites for their most up-to-date offer information and all applicable terms and conditions.

You might also like