Cheap flights from Illinois to Puerto Rico

Travel > Caribbean > Puerto Rico

Looking for cheap flights to Puerto Rico? We have several useful tools to help you find the flight offer you are looking for. You can enter your search details into the box on the left and compare the current prices of our providers. You can also browse the table below containing the cheapest flights to Puerto Rico found by Travelgrove users for the next 6 months. Scrolling down you will find one more handy info box with the most recently found Puerto Rico flight offers. Check the page from top to bottom and pick the flight that suits you best!

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Cheapest flights found for the next 6 months

(click city name to see more / use right arrow to view later months)
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JunJulAugSepOctNovDecJanFebMarAprMay
$392$348$344check
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Chicago 

Check our newest flight offers to Puerto Rico:

  • $344Jetblue Airways flight Jetblue Airways 
    FromToDepartureTime
    Chicago, IL (ORD)San Juan, PR (SJU)08/19/201508:54 am
    San Juan, PR (SJU)Chicago, IL (ORD)08/26/201503:34 pm
    flighthub.com check price
  • $348American Airlines flight American Airlines 
    FromToDepartureTime
    Chicago, IL (ORD)San Juan, PR (SJU)07/04/201508:30 am
    San Juan, PR (SJU)Chicago, IL (ORD)07/16/201504:20 pm
    flighthub.com check price
  • $353US Airways flight US Airways 
    FromToDepartureTime
    Chicago, IL (ORD)San Juan, PR (SJU)07/14/201510:15 am
    San Juan, PR (SJU)Chicago, IL (ORD)07/28/201508:35 am
    flighthub.com check price
  • $358Spirit Airlines flight Spirit Airlines 
    FromToDepartureTime
    Chicago, IL (ORD)Aguadilla, PR (BQN)08/19/201506:10 pm
    Aguadilla, PR (BQN)Chicago, IL (ORD)09/01/201503:04 am
    cheapoair.com check price
  • $551Jetblue Airways flight Jetblue Airways 
    FromToDepartureTime
    Chicago, IL (ORD)Ponce, PR (PSE)06/24/201507:05 am
    Ponce, PR (PSE)Chicago, IL (ORD)06/30/201505:03 am
    cheapoair.com check price
cheap domestic and international flights

Recently found cheap flight deals

United AirlinesDurham To State College United Airlines airfares from Durham in June
$391 Depart: 06/03/2015
Return: 06/10/2015

provided by FareDepot

Qantas AirwaysPhoenix To Manila Qantas Airways airfares from Phoenix in June
$2566 Depart: 06/10/2015
Return: 06/24/2015

provided by FlightHub

Multiple AirlinesWindsor To Shanghai Multiple Airlines airfares from Windsor in June
$3600 Depart: 06/23/2015
Return: 07/27/2015

provided by FlightHub

Air CanadaBaltimore To Bangkok Air Canada airfares from Baltimore in August
$1895 Depart: 08/13/2015
Return: 08/31/2015

provided by Cheapoair.com

US AirwaysSan Jose To Oklahoma City US Airways airfares from San Jose in June
$599 Depart: 06/28/2015
Return: 07/05/2015

provided by FlightHub

Multiple AirlinesFayetteville To New York City Multiple Airlines airfares from Fayetteville in August
$459 Depart: 08/04/2015
Return: 08/10/2015

provided by FlightHub

Multiple AirlinesGreenville/Spartanburg To Phoenix Multiple Airlines airfares from Greenville/Spartanburg in June
$998 Depart: 06/16/2015
Return: 07/07/2015

provided by FlightHub

Multiple AirlinesPortland To Louisville Multiple Airlines airfares from Portland in July
$612 Depart: 07/17/2015
Return: 07/29/2015

provided by FlyFar

Major US CarrierDallas To Belize City Major US Carrier airfares from Dallas in June
$624 Depart: 06/27/2015
Return: 07/03/2015

provided by FareDepot

 

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

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

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