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 $294 / RT details

Book your flight now with FlightHub and save!

Cheap Ponce airfares from $294/RT are provided by FlightHub. Outbound flight is leaving on 05/06/2017, 11:45 am from Chicago O`hare (ORD) airport and arrives at Ponce Mercedita (PSE) at 03:55 am. The flight time is 16 hours and 10 minutes. The Returning flight departes on 05/13/2017, 05:06 am (other return dates are also available). Date posted: 24 Oct 2016

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

  • $294Jetblue Airways flight Jetblue Airways 
    FromToDepartureTime
    Chicago, IL (ORD)Ponce, PR (PSE)05/06/201711:45 am
    Ponce, PR (PSE)Chicago, IL (ORD)05/13/201705:06 am
    flighthub.com check price
  • $294Spirit Airlines flight Spirit Airlines 
    FromToDepartureTime
    Chicago, IL (ORD)Aguadilla, PR (BQN)03/09/201706:14 pm
    Aguadilla, PR (BQN)Chicago, IL (ORD)03/20/201703:07 am
    flyfar.ca check price
  • $315Spirit Airlines flight Spirit Airlines 
    FromToDepartureTime
    Chicago, IL (ORD)Aguadilla, PR (BQN)03/09/201706:14 pm
    Aguadilla, PR (BQN)Chicago, IL (ORD)03/20/201703:07 am
    cheapoair.com check price
  • $331Jetblue Airways flight Jetblue Airways 
    FromToDepartureTime
    Chicago, IL (ORD)San Juan, PR (SJU)04/05/201707:00 am
    San Juan, PR (SJU)Chicago, IL (ORD)04/10/201708:59 pm
    flighthub.com check price
  • $333Jetblue Airways flight Jetblue Airways 
    FromToDepartureTime
    Chicago, IL (ORD)Ponce, PR (PSE)03/16/201706:30 pm
    Ponce, PR (PSE)Chicago, IL (ORD)03/22/201702:17 am
    flighthub.com check price
  • $132Jetblue Airways flight Jetblue Airways 
    FromToDepartureTime
    Chicago, IL (ORD)San Juan, PR (SJU)02/28/201707:00 am
    flighthub.com check price
  • $143Jetblue Airways flight Jetblue Airways 
    FromToDepartureTime
    Chicago, IL (ORD)Ponce, PR (PSE)05/06/201705:34 pm
    flighthub.com check price
  • $152Jetblue Airways flight Jetblue Airways 
    FromToDepartureTime
    Chicago, IL (ORD)San Juan, PR (SJU)05/06/201705:34 pm
    flighthub.com check price
  • $153Jetblue Airways flight Jetblue Airways 
    FromToDepartureTime
    Chicago, IL (ORD)San Juan, PR (SJU)05/24/201706:19 am
    flighthub.com check price
  • $154United Airlines flight United Airlines 
    FromToDepartureTime
    Chicago, IL (ORD)San Juan, PR (SJU)02/28/201707:35 am
    flighthub.com check price
cheap domestic and international flights

Recently found cheap flight deals

Multiple AirlinesLos Angeles To Damascus Multiple Airlines airfares from Los Angeles in February
$8277 Depart: 02/04/2015
Return: 02/18/2015

provided by Cheapoair.com

China Southern AirlinesSeattle To Manila China Southern Airlines airfares from Seattle in June
$1207 Depart: 06/27/2017
Return: 07/05/2017

provided by FlightHub

Multiple AirlinesNew York City To Columbia Multiple Airlines airfares from New York City in April
$472 Depart: 04/14/2017
Return: 04/21/2017

provided by Travelgrove

Multiple AirlinesLas Vegas To Belgrade Multiple Airlines airfares from Las Vegas in August
$1762 Depart: 08/17/2016
Return: 08/31/2016

provided by FlightHub

Multiple AirlinesDallas To Monterrey Multiple Airlines airfares from Dallas in March
$940 Depart: 03/01/2017
Return: 03/08/2017

provided by FlightHub

Jetblue AirwaysLos Angeles To Sacramento Jetblue Airways airfares from Los Angeles in March
$818 Depart: 03/28/2017
Return: 04/05/2017

provided by Cheapoair.com

Multiple AirlinesToronto To Detroit Multiple Airlines airfares from Toronto in March
$439 Depart: 03/11/2017
Return: 03/17/2017

provided by FlightHub

WestjetToronto To Deer Lake Westjet airfares from Toronto in February
$338 Depart: 02/07/2017
Return: 02/18/2017

provided by FlyFar

Alaska AirlinesLittle Rock To Boston Alaska Airlines airfares from Little Rock in March
$2518 Depart: 03/21/2017
Return: 03/26/2017

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!
*