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)
From
SepOctNovDecJanFebMarAprMayJunJulAug
$376$299$326$469$397$466$640check
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Chicago 

Check our newest flight offers to Puerto Rico:

  • $299Jetblue Airways flight Jetblue Airways 
    FromToDepartureTime
    Chicago, IL (ORD)San Juan, PR (SJU)10/04/201706:45 am
    San Juan, PR (SJU)Chicago, IL (ORD)10/11/201709:51 am
    flighthub.com check price
  • $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
  • $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
cheap domestic and international flights

Recently found cheap flight deals

Multiple AirlinesBuffalo To Oranjestad Multiple Airlines airfares from Buffalo in November
$765 Depart: 11/10/2017
Return: 11/17/2017

provided by Cheapoair.com

Southwest AirlinesSaint Louis To Phoenix Southwest Airlines airfares from Saint Louis in September
$503 Depart: 09/27/2017
Return: 10/04/2017

provided by Flightnetwork

Multiple AirlinesDallas To Berlin Multiple Airlines airfares from Dallas in December
$1316 Depart: 12/13/2017
Return: 12/20/2017

provided by Cheapoair.com

Multiple AirlinesCharleston To Orlando Multiple Airlines airfares from Charleston in November
$472 Depart: 11/15/2017
Return: 11/28/2017

provided by FlyFar

Multiple AirlinesBurlington To New York City Multiple Airlines airfares from Burlington in October
$210 Depart: 10/22/2017
Return: 11/04/2017

provided by FlightHub

Jetblue AirwaysCharlotte To Dallas Jetblue Airways airfares from Charlotte in September
$779 Depart: 09/28/2017
Return: 10/05/2017

provided by Cheapoair.com

Swiss International Air LinesIndianapolis To Venice Swiss International Air Lines airfares from Indianapolis in January
$5337 Depart: 01/24/2018
Return: 02/07/2018

provided by FlightHub

Air CanadaSan Jose To Melbourne Air Canada airfares from San Jose in November
$1876 Depart: 11/07/2017
Return: 11/22/2017

provided by FlightHub

Multiple AirlinesLos Angeles To Honolulu Multiple Airlines airfares from Los Angeles in September
$588 Depart: 09/29/2017
Return: 10/06/2017

provided by Cheapoair.com

 

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

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