We posted a deal from Chicago to San Juan for $309 yesterday. This is a nice price drop. If you bought it yesterday, you are still within your 24 hour risk free cancellation period – cancel and re-book!
Sample Travel Date:
- November 6th – 11th
- Valid for travel until November 13th. Must purchase at least 14 days in advance of departure
- Please note that while this fare is valid at time of posting, if this post is more than two days old, the fare is likely gone.
How to Search for Availability:
- Use ITA Software Matrix Airfare Search and use the following search criteria:
- Departing from: ORD
- Outbound Advanced Routing Code: aa
- Destination: SJU
- Return Advanced Routing Code: aa
- (Click on Advanced Routing Codes link to enable advanced routing code input)
- Select “See calendar of lowest fares”
- Length of stay “0-7” (This is just a sample, you can use any 7 day date range like 3-10, 7-14 etc)
- You cannot buy tickets using ITA. To buy, follow our instructions below.
- Beginner’s Guide on How to Use Matrix by ITA Software
- How to Read Airfare Rules and Use It to Your Advantage
- ORD – MIA (Miami) – SJU (San Juan) – MIA – ORD
- 4,468 miles or 6.0 cents per mile
How to Book:
- Support us by using our Expedia link to book with dates found on ITA Software Matrix Airfare Search. Make sure you select “Advanced options” and then select “American” on Preferred Airline
- TripAdvisor - One of the leading hotel meta-search engines. Find the lowest hotel prices from 200+ sites.
- Rental Cars - One of the world’s leading car rental agencies. Includes all the major brands like Hertz, Avis, Budget, Dollar, Enterprise etc.
Activities and Tours
- Viator – The world's largest marketplace for destination activities and tours
For more of the latest cheap Chicago Flight Deals:
- Go to the The Chicago Flight Deals page
* The Flight Deal will receive a commission if you use the Expedia, accommodation, car rental, activities, or travel insurance affiliate links to make a booking or apply and is approved for a credit card using our link above. Thank you for your continuing support.
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.