Cheap flights from Chicago to San Juan

Travel > Caribbean > Puerto Rico > Chicago to San Juan flights

Travel tip: San Juan boasts numerous museums, hotels, historical buildings, beaches, restaurants and shopping centers. In San Juan there are a lot of attractions, for example: Ocean Park, Old San Juan, Isla Verde and Condado

Check our current prices for flights from Chicago to San Juan. 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 San Juan, you will need to run a search below.

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From $335 / RT details

Book your flight now with Travelgrove and save!

Cheap San Juan airfares from $335/RT are provided by Travelgrove. Outbound flight is leaving on 06/14/2017, 06:00 am from Chicago O`hare (ORD) airport and arrives at San Juan Marin Intl (SJU) at 01:30 pm. The flight time is 7 hours and 30 minutes. The Returning flight departes on 06/24/2017, 04:40 pm (other return dates are also available). Date posted: 08 Sep 2016

Price evolution for flights From Chicago To San Juan

Price overview for flights from Chicago to San Juan

Recent Deals on Flights from Chicago to San Juan:Roundtrip / Oneway

  • $335American Airlines flight American Airlines 
    FromToDepartureTime
    Chicago, IL (ORD)San Juan, PR (SJU)06/14/201706:00 am
    San Juan, PR (SJU)Chicago, IL (ORD)06/24/201704:40 pm
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  • $351United Airlines flight United Airlines 
    FromToDepartureTime
    Chicago, IL (ORD)San Juan, PR (SJU)09/19/201707:30 am
    San Juan, PR (SJU)Chicago, IL (ORD)09/26/201702:20 pm
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  • $367Multiple Airlines flight Multiple Airlines 
    FromToDepartureTime
    Chicago, IL (ORD)San Juan, PR (SJU)09/19/201706:45 am
    San Juan, PR (SJU)Chicago, IL (ORD)09/26/201702:20 pm
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  • $371Jetblue Airways flight Jetblue Airways 
    FromToDepartureTime
    Chicago, IL (ORD)San Juan, PR (SJU)10/11/201706:45 am
    San Juan, PR (SJU)Chicago, IL (ORD)10/25/201705:25 am
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  • $376Jetblue Airways flight Jetblue Airways 
    FromToDepartureTime
    Chicago, IL (ORD)San Juan, PR (SJU)06/14/201706:19 am
    San Juan, PR (SJU)Chicago, IL (ORD)06/21/201711:00 am
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  • $168Jetblue Airways flight Jetblue Airways 
    FromToDepartureTime
    Chicago, IL (ORD)San Juan, PR (SJU)08/22/201707:00 am
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  • $191United Airlines flight United Airlines 
    FromToDepartureTime
    Chicago, IL (ORD)San Juan, PR (SJU)08/22/201707:30 am
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  • $191Jetblue Airways flight Jetblue Airways 
    FromToDepartureTime
    Chicago, IL (ORD)San Juan, PR (SJU)08/22/201707:00 am
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  • $216United Airlines flight United Airlines 
    FromToDepartureTime
    Chicago, IL (ORD)San Juan, PR (SJU)06/23/201707:30 pm
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  • $217United Airlines flight United Airlines 
    FromToDepartureTime
    Chicago, IL (ORD)San Juan, PR (SJU)06/05/201707:30 am
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Recently found cheap flight deals

Southwest AirlinesMilwaukee To Philadelphia Southwest Airlines airfares from Milwaukee in June
$315 Depart: 06/20/2017
Return: 06/30/2017

provided by Flightnetwork

Etihad AirwaysChicago To Sanaa Etihad Airways airfares from Chicago in February
$4435 Depart: 02/02/2016
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Multiple AirlinesHouston To Aberdeen Multiple Airlines airfares from Houston in March
$1568 Depart: 03/08/2017
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Multiple AirlinesPhoenix To Oakland Multiple Airlines airfares from Phoenix in September
$947 Depart: 09/26/2017
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Frontier AirlinesOrange County To Minneapolis Frontier Airlines airfares from Orange County in June
$523 Depart: 06/30/2017
Return: 07/07/2017

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Jetblue AirwaysSalt Lake City To Seattle Jetblue Airways airfares from Salt Lake City in June
$515 Depart: 06/04/2017
Return: 06/11/2017

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United AirlinesDetroit To London United Airlines airfares from Detroit in June
$1626 Depart: 06/30/2017
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Southwest AirlinesDetroit To Birmingham Southwest Airlines airfares from Detroit in July
$381 Depart: 07/26/2017
Return: 08/08/2017

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Jetblue AirwaysWest Palm Beach To Buffalo Jetblue Airways airfares from West Palm Beach in September
$469 Depart: 09/05/2017
Return: 09/20/2017

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Know what to do when flying to San Juan?

San Juan Travel Guide Located in the Caribbean, in the Northern Coastal Plains of the island Puerto Rico, San Juan is the capital of this island. Known as "La Ciudad Amurallada" (the walled city), San Juan is an important port and also the oldest city in [...]
San Juan History San Juan, also known as “La Ciudad Amurallada”, occupies a land of 122 square kilometer and houses 442,447 inhabitants. The city is positioned in the Northern Coastal Plains and lying under the Karsts zone to the north of Caguas and [...]
San Juan Sightseeing Once you set foot on the soil of San Juan, you will feel as if you were taken back 500 years ago in 1508. In this city, you will experience firsthand what Latin American culture really is like. Though covered by a wall, San Juan never fails to [...]
San Juan Nightlife Like most cities, the San Juan night scene also comes alive during the weekends. Clubs, bars, discos and a lot more are to be found here. Whatever your action is, there is surely something for you in San Juan.  The majority of those who go out [...]
San Juan Pictures
  • El Morro - San Juanview
  • San Juan, Puerto Rico - San Juanview
  • San Juan, Puerto Rico - San Juanview
  • El Morro - San Juanview

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