United – $308: Chicago – San Jose, Costa Rica. Roundtrip, including all Taxes

A good sale to San Jose

San Jose, Costa Rica - Photo: André Ribeiro via Flickr, used under Creative Commons License (By 2.0)

San Jose, Costa Rica – Photo: André Ribeiro via Flickr, used under Creative Commons License (By 2.0)

Sample Travel Date:

  • January 23rd – 30th, 2016

Fare Availability:

  • Valid for travel in January, 2016. Availability is EXTREMELY limited. Must purchase at least 21 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:

  • N

Elite Qualifying Dollars:

  • $178


  • ORD – IAH (Houston) – SJO (San Jose) – DEN (Denver) – ORD



  • Miles Flown: 5,780 miles or 5.3 cents per mile

  • Elite Qualifying Miles: 5,780 miles
  • Base Redeemable Miles: 890 miles

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  “United” on the Airline textbox under the Advanced Options section of the form.




  • TripAdvisor - One of the leading hotel meta-search engines. Find the lowest hotel prices from 200+ sites.

Car Rentals

  • 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

Background Information:

  •  Visa: US Citizens – not required. Other nationals, check the TIMATIC Visa Database
  • Currency: Costa Rica Colon (CRC) $1USD = 526 CRC

Tips for saving when using credit cards at international destinations:

For more of the latest cheap Chicago Flight Deals:

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Comments (2)

  • Ovi Hentea 6 years ago Reply

    ORD > Houston IAH > SJO $241 on Spirit… only worthwhile if you’re desperate and broke.

    United > Spirit anytime.

  • Ovi Hentea 6 years ago Reply

    Thu, Jan 28
    8:28 am – 11:12 am
    Chicago (ORD) – Houston (IAH)

    8:30 pm – 12:04 am+1
    Houston (IAH) – San Jose (SJO)

    Sun, Feb 7
    1:00 am – 5:00 am
    San Jose (SJO) – Houston (IAH)

    7:55 am – 10:30 am
    Houston (IAH) – Chicago (ORD)

    $251 + Infinite fees and taxes

Leave a Reply to Ovi Hentea Cancel Reply