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 $314 / RT details

Book your flight now with FlightHub and save!

Cheap San Juan airfares from $314/RT are provided by FlightHub. Outbound flight is leaving on 10/28/2017, 06:45 am from Chicago O`hare (ORD) airport and arrives at San Juan Marin Intl (SJU) at 09:29 am. The flight time is 2 hours and 44 minutes. The Returning flight departes on 11/08/2017, 11:35 am (other return dates are also available). Date posted: 11 Sep 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

  • $314Jetblue Airways flight Jetblue Airways 
    FromToDepartureTime
    Chicago, IL (ORD)San Juan, PR (SJU)10/28/201706:45 am
    San Juan, PR (SJU)Chicago, IL (ORD)11/08/201711:35 am
    flighthub.com check price
  • $326Spirit Airlines flight Spirit Airlines 
    FromToDepartureTime
    Chicago, IL (ORD)Aguadilla, PR (BQN)11/14/201706:19 pm
    Aguadilla, PR (BQN)Chicago, IL (ORD)11/21/201704:21 am
    flyfar.ca check price
  • $336Spirit Airlines flight Spirit Airlines 
    FromToDepartureTime
    Chicago, IL (ORD)Aguadilla, PR (BQN)11/14/201706:19 pm
    Aguadilla, PR (BQN)Chicago, IL (ORD)11/21/201704:21 am
    flightnetwork.com check price
  • $336Frontier Airlines flight Frontier Airlines 
    FromToDepartureTime
    Chicago, IL (ORD)San Juan, PR (SJU)11/14/201707:30 am
    San Juan, PR (SJU)Chicago, IL (ORD)11/21/201703:05 am
    cheapoair.com check price
  • $355Jetblue Airways flight Jetblue Airways 
    FromToDepartureTime
    Chicago, IL (ORD)Ponce, PR (PSE)11/01/201706:30 pm
    Ponce, PR (PSE)Chicago, IL (ORD)11/14/201710:06 pm
    flighthub.com check price
  • $89Spirit Airlines flight Spirit Airlines 
    FromToDepartureTime
    Chicago, IL (ORD)San Juan, PR (SJU)11/14/201705:15 am
    flyfar.ca check price
  • $93Spirit Airlines flight Spirit Airlines 
    FromToDepartureTime
    Chicago, IL (ORD)San Juan, PR (SJU)11/14/201705:15 am
    flightnetwork.com check price
  • $131Jetblue Airways flight Jetblue Airways 
    FromToDepartureTime
    Chicago, IL (ORD)San Juan, PR (SJU)11/14/201707:00 am
    flighthub.com check price
  • $147Jetblue Airways flight Jetblue Airways 
    FromToDepartureTime
    Chicago, IL (ORD)San Juan, PR (SJU)02/13/201807:00 am
    flighthub.com check price
  • $170Jetblue Airways flight Jetblue Airways 
    FromToDepartureTime
    Chicago, IL (ORD)Ponce, PR (PSE)11/14/201709:40 am
    flighthub.com check price
cheap domestic and international flights

Recently found cheap flight deals

AeromexicoSan Jose To Puerto Vallarta Aeromexico airfares from San Jose in December
$1789 Depart: 12/25/2017
Return: 01/01/2018

provided by Cheapoair.com

Virgin AustraliaAtlanta To Christchurch Virgin Australia airfares from Atlanta in November
$2168 Depart: 11/05/2017
Return: 11/18/2017

provided by Cheapoair.com

Jet AirwaysDallas To Vishakhapatnam Jet Airways airfares from Dallas in January
$1476 Depart: 01/16/2018
Return: 01/31/2018

provided by Cheapoair.com

Multiple AirlinesDallas To Pune Multiple Airlines airfares from Dallas in October
$9427 Depart: 10/25/2017
Return: 11/01/2017

provided by FlightHub

Multiple AirlinesGreenville To Phoenix Multiple Airlines airfares from Greenville in December
$623 Depart: 12/26/2017
Return: 01/10/2018

provided by Flightnetwork

AeromexicoMiami To Veracruz Aeromexico airfares from Miami in October
$404 Depart: 10/24/2017
Return: 11/07/2017

provided by FlyFar

Multiple AirlinesSaint Louis To San Juan Multiple Airlines airfares from Saint Louis in October
$3670 Depart: 10/22/2017
Return: 10/31/2017

provided by FlightHub

United AirlinesOklahoma City To Washington DC United Airlines airfares from Oklahoma City in November
$491 Depart: 11/07/2017
Return: 11/22/2017

provided by FlightHub

Aerolineas ArgentinasNew York City To Asuncion Aerolineas Argentinas airfares from New York City in December
$1252 Depart: 12/26/2017
Return: 01/10/2018

provided by FlightHub

 

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!
*