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!

Cheapest flights found for the next 6 months

(click city name to see more / use right arrow to view later months)
From
OctNovDecJanFebMarAprMayJunJulAugSep
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$500$1013check
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Chicago 

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Check our newest flight offers to Puerto Rico:

  • $345US Airways flight US Airways 
    FromToDepartureTime
    Chicago, IL (ORD)San Juan, PR (SJU)07/15/201508:30 am
    San Juan, PR (SJU)Chicago, IL (ORD)07/25/201505:40 pm
    faregeek.com check price
  • $345Multiple Airlines flight Multiple Airlines 
    FromToDepartureTime
    Chicago, IL (ORD)San Juan, PR (SJU)07/15/201508:30 am
    San Juan, PR (SJU)Chicago, IL (ORD)07/25/201505:40 pm
    faregeek.com check price
  • $350Multiple Airlines flight Multiple Airlines 
    FromToDepartureTime
    Chicago, IL (ORD)San Juan, PR (SJU)07/15/201508:30 am
    San Juan, PR (SJU)Chicago, IL (ORD)07/25/201505:40 pm
    flighthub.com check price
  • $500Jetblue Airways flight Jetblue Airways 
    FromToDepartureTime
    Chicago, IL (ORD)Aguadilla, PR (BQN)11/04/201407:55 pm
    Aguadilla, PR (BQN)Chicago, IL (ORD)11/18/201404:19 am
    cheapoair.com check price
  • $550Jetblue Airways flight Jetblue Airways 
    FromToDepartureTime
    Chicago, IL (ORD)Ponce, PR (PSE)02/12/201506:40 pm
    Ponce, PR (PSE)Chicago, IL (ORD)02/21/201506:00 am
    flighthub.com check price
cheap domestic and international flights

Recently found cheap flight deals

US AirwaysDallas To Portland, Maine US Airways airfares from Dallas in November
$536 Depart: 11/17/2014
Return: 11/28/2014

provided by Faregeek

United AirlinesSeattle To Salt Lake City United Airlines airfares from Seattle in December
$1063 Depart: 12/20/2014
Return: 12/27/2014

provided by Faregeek

United AirlinesLittle Rock To Tampa United Airlines airfares from Little Rock in December
$675 Depart: 12/19/2014
Return: 12/24/2014

provided by FlightHub

United AirlinesRochester To Albuquerque United Airlines airfares from Rochester in December
$750 Depart: 12/23/2014
Return: 01/06/2015

provided by FlightHub

American AirlinesAlbany To Houston American Airlines airfares from Albany in January
$484 Depart: 01/28/2015
Return: 02/11/2015

provided by FareDepot

US AirwaysProvidence To Los Angeles US Airways airfares from Providence in December
$735 Depart: 12/27/2014
Return: 01/03/2015

provided by FlightHub

American AirlinesNew York City To Tortola American Airlines airfares from New York City in May
$687 Depart: 05/15/2015
Return: 05/24/2015

provided by FareDepot

Multiple AirlinesDallas To Tucuman Multiple Airlines airfares from Dallas in November
$1435 Depart: 11/26/2014
Return: 12/17/2014

provided by FlightHub

Multiple AirlinesHailey To Los Angeles Multiple Airlines airfares from Hailey in November
$658 Depart: 11/17/2014
Return: 11/26/2014

provided by Faregeek

 

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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