Cheap flights from Chicago to Costa Rica

Travel > Central America > Costa Rica

Check our current prices for flights from Chicago to Costa Rica. Please note that we also give you historical search data for this city connection. These are all airfares that people found in the past, in order to find more current flight information from Chicago to Costa Rica, you will need to run a search below.

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Travelgrove
 
From $402 / RT details

Book your flight now with Cheapoair.com and save!

Cheap San Jose airfares from $402/RT are provided by Cheapoair.com. Outbound flight is leaving on 01/08/2025, 05:11 pm from Chicago O`hare (ORD) airport and arrives at San Jose Santamaria (SJO) at 12:26 pm. The flight time is 19 hours and 15 minutes. The Returning flight departes on 01/19/2025, 02:53 pm (other return dates are also available). Date posted: 19 Nov 2024

Price evolution for flights From Chicago To Costa Rica

Price overview for flights from Chicago to Costa Rica

Recent Deals on Flights from Chicago to Costa Rica:Roundtrip / Oneway

  • $402Multiple Airlines flight Multiple Airlines 
    FromToDepartureTime
    Chicago, IL (ORD)San Jose, CR (SJO)01/08/202505:11 pm
    San Jose, CR (SJO)Chicago, IL (ORD)01/19/202502:53 pm
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  • $420Spirit Airlines flight Spirit Airlines 
    FromToDepartureTime
    Chicago, IL (ORD)San Jose, CR (SJO)01/03/202505:00 am
    San Jose, CR (SJO)Chicago, IL (ORD)01/16/202501:57 am
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  • $485Spirit Airlines flight Spirit Airlines 
    FromToDepartureTime
    Chicago, IL (ORD)San Jose, CR (SJO)01/08/202505:11 pm
    San Jose, CR (SJO)Chicago, IL (ORD)01/19/202501:57 am
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  • $498Multiple Airlines flight Multiple Airlines 
    FromToDepartureTime
    Chicago, IL (ORD)San Jose, CR (SJO)01/03/202505:00 am
    San Jose, CR (SJO)Chicago, IL (ORD)01/16/202502:53 pm
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  • $1772Multiple Airlines flight Multiple Airlines 
    FromToDepartureTime
    Chicago, IL (ORD)Liberia, CR (LIR)01/03/202506:00 am
    Liberia, CR (LIR)Chicago, IL (ORD)01/14/202502:55 pm
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  • $212Spirit Airlines flight Spirit Airlines 
    FromToDepartureTime
    Chicago, IL (ORD)San Jose, CR (SJO)01/17/202505:11 am
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  • $237Spirit Airlines flight Spirit Airlines 
    FromToDepartureTime
    Chicago, IL (ORD)San Jose, CR (SJO)12/29/202408:14 pm
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  • $1373Westjet flight Westjet 
    FromToDepartureTime
    Chicago, IL (MDW)Liberia, CR (LIR)01/11/202511:19 am
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  • $2000Lan Airlines flight Lan Airlines 
    FromToDepartureTime
    Chicago, IL (MDW)San Jose, CR (SJO)12/29/202405:03 pm
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  • $2082Westjet flight Westjet 
    FromToDepartureTime
    Chicago, IL (ORD)Liberia, CR (LIR)12/23/202403:18 pm
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Know what to do when flying to Costa Rica?

San Jose Travel Guide Enjoy your vacations in San Jose - Overview  San Jose, the largest city of Silicon Valley is about a 50 miles south of the South Francisco is linked with cutting-edge technology and innovation. The city of San José has faced quite a hit even [...]
San Jose History San José in Costa Rica has a fascinating history.  It is currently the capital of Costa Rica but it was not the original capital.  It was first a small pueblo that was founded in 1738.  Cartago was the original capital of Costa Rica.  Many [...]
San Jose Sightseeing If you are going to San Jose, Costa Rica there are a few places that you will have to go to. San Jose is rather small but it does not lack entertainment. These destinations will teach you about local culture, its history and dedication to [...]
San Jose Nightlife In San Jose, Costa Rica, there is an active nightlife. No matter what you like to do, San Jose has something for you. If you prefer to have a relaxed night out on the town, there are various bars that are low key and have a tranquil, [...]
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