Cheap flights from Chicago to Puerto Rico

Travel > Caribbean > Puerto Rico

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 Puerto Rico. 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 Puerto Rico, you will need to run a search below.

Search and Compare cheap Flights

Enter your travel details:Step 1









Select merchants to compare:Step 2
FlightnetworkExpediaBookingbuddyCheapoairDealBaseTravelgroveTravelocity
 
From $351 / RT details

Book your flight now with FlightHub and save!

Cheap San Juan airfares from $351/RT are provided by FlightHub. Outbound flight is leaving on 09/19/2017, 07:30 am from Chicago O`hare (ORD) airport and arrives at San Juan Marin Intl (SJU) at 01:15 pm. The flight time is 5 hours and 45 minutes. The Returning flight departes on 09/26/2017, 02:20 pm (other return dates are also available). Date posted: 08 May 2017

Price evolution for flights From Chicago To Puerto Rico

Price overview for flights from Chicago to Puerto Rico

Recent Deals on Flights from Chicago to Puerto Rico:Roundtrip / Oneway

  • $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
    flighthub.com check price
  • $364Jetblue Airways flight Jetblue Airways 
    FromToDepartureTime
    Chicago, IL (ORD)San Juan, PR (SJU)09/13/201706:45 am
    San Juan, PR (SJU)Chicago, IL (ORD)09/27/201712:26 pm
    flighthub.com check price
  • $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
    flighthub.com check price
  • $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
    flighthub.com check price
  • $382Multiple Airlines flight Multiple Airlines 
    FromToDepartureTime
    Chicago, IL (ORD)San Juan, PR (SJU)11/08/201707:00 am
    San Juan, PR (SJU)Chicago, IL (ORD)11/15/201702:55 am
    flighthub.com check price
  • $168Jetblue Airways flight Jetblue Airways 
    FromToDepartureTime
    Chicago, IL (ORD)San Juan, PR (SJU)08/22/201707:00 am
    flighthub.com check price
  • $182Jetblue Airways flight Jetblue Airways 
    FromToDepartureTime
    Chicago, IL (ORD)San Juan, PR (SJU)10/11/201706:45 am
    flighthub.com check price
  • $191United Airlines flight United Airlines 
    FromToDepartureTime
    Chicago, IL (ORD)San Juan, PR (SJU)08/22/201707:30 am
    flighthub.com check price
  • $191Jetblue Airways flight Jetblue Airways 
    FromToDepartureTime
    Chicago, IL (ORD)San Juan, PR (SJU)08/22/201707:00 am
    flighthub.com check price
  • $192United Airlines flight United Airlines 
    FromToDepartureTime
    Chicago, IL (ORD)San Juan, PR (SJU)10/11/201707:30 am
    flighthub.com check price
cheap domestic and international flights

Recently found cheap flight deals

Multiple AirlinesNew York City To Grand Cayman Multiple Airlines airfares from New York City in July
$598 Depart: 07/02/2017
Return: 07/07/2017

provided by FlightHub

Multiple AirlinesAtlanta To Tulsa Multiple Airlines airfares from Atlanta in June
$442 Depart: 06/26/2017
Return: 07/09/2017

provided by Flightnetwork

United AirlinesMinneapolis To Orlando United Airlines airfares from Minneapolis in September
$340 Depart: 09/13/2017
Return: 09/20/2017

provided by FlightHub

Alaska AirlinesMinneapolis To Columbus Alaska Airlines airfares from Minneapolis in July
$3047 Depart: 07/05/2017
Return: 07/18/2017

provided by FlyFar

United AirlinesAtlanta To Oranjestad United Airlines airfares from Atlanta in September
$1104 Depart: 09/18/2017
Return: 09/25/2017

provided by FlyFar

Multiple AirlinesPhiladelphia To Glasgow Multiple Airlines airfares from Philadelphia in September
$1133 Depart: 09/01/2017
Return: 09/09/2017

provided by Cheapoair.com

United AirlinesAnaheim To Atlanta United Airlines airfares from Anaheim in December
$722 Depart: 12/23/2017
Return: 12/28/2017

provided by FlightHub

Air CanadaHouston To Buenos Aires Air Canada airfares from Houston in July
$1673 Depart: 07/18/2017
Return: 08/08/2017

provided by FlightHub

Jetblue AirwaysLong Beach To Philadelphia Jetblue Airways airfares from Long Beach in July
$890 Depart: 07/19/2017
Return: 07/31/2017

provided by FlyFar

 

Specify your search details. Browse the cheapest flights from Chicago to Puerto Rico, Puerto Rico hotel rooms and Chicago to Puerto Rico vacation packages from the most popular providers, airline consolidators and travel search engines.

Know what to do when flying to Puerto Rico?

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

more Puerto Rico travel deals

   Welcome to Travelgrove  register tell a friend bookmark it 
 
This airfare deal was found   ago. Click "Check price" to see current prices!
*