Delta – $297: Chicago – San Juan, Puerto Rico. Roundtrip, including all Taxes

A good sale to/from San Juan

Plaza de Armas, Old San Juan, Puerto Rico, Puerto Rico - Photo: Roger W via Flickr, used under Creative Commons License (By 2.0)

Plaza de Armas, Old San Juan, Puerto Rico, Puerto Rico – Photo: Roger W via Flickr, used under Creative Commons License (By 2.0)

Sample Travel Date:

  • April 9th – 12th

Fare Availability:

  • Valid for travel until early June or late August – early November. Must purchase at least 7 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:

You cannot buy tickets using ITA. To buy, follow our instructions in the “How to Book” section below.

Fare Class:

  • V

Elite Qualifying Dollars:

  • $232


  • ORD – MSP (Minneapolis) – SJU (San Juan) – JFK (NEw York) – ORD


  • Miles Flown: 5,077 miles or 5.8 cents per mile
  • Elite Qualifying Miles: 5,077 miles
  • Redeemable Miles: 1,160 miles

Unless you are a Delta frequent flyer, you would earn more redeemable miles crediting this to Alaska Airlines if you take a routing that is 100% operated by Delta with Delta flight numbers. You will earn 50% mileage or 2,538 miles when crediting to Alaska with this routing. Mileage accrual will vary depending on routing.

How to Book:

  • Support us by using our Priceline link to book with dates found on ITA Software Matrix Airfare Search. Make sure you enter  “Delta” on the Airline textbox under the Advanced Options section of the form.




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1 Comment

  • Thomas 6 years ago Reply

    Puerto Rico is definitely on sale. Last week, I got SFO-EWR-SJU round trip in business first/first on UA for about $1,000. For me it’s a “mile run” so I can top off UA million miles this year, and qualify for gold for life. With this itinerary I am in flat bed seats between SFO and EWR each way and I am accumulating 16,000+ elite qualifying miles for the trip. My dates are March 16-17 (and, ok call me crazy, I’m doing it again May 2-3). For purely mileage accumulation, this can’t be beat. Even better, I paid for most of this travel using Citi Thank You points sign up bonuses.

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