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
SepOctNovDecJanFebMarAprMayJunJulAug
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$454$500$1013check
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$348check
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Chicago 

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Check our newest flight offers to Puerto Rico:

  • $348Multiple Airlines flight Multiple Airlines 
    FromToDepartureTime
    Chicago, IL (ORD)San Juan, PR (SJU)02/01/201509:20 am
    San Juan, PR (SJU)Chicago, IL (ORD)02/08/201501:40 pm
    faregeek.com check price
  • $349Multiple Airlines flight Multiple Airlines 
    FromToDepartureTime
    Chicago, IL (ORD)San Juan, PR (SJU)02/01/201505:45 am
    San Juan, PR (SJU)Chicago, IL (ORD)02/08/201503:40 pm
    flighthub.com check price
  • $350US Airways flight US Airways 
    FromToDepartureTime
    Chicago, IL (ORD)San Juan, PR (SJU)02/01/201504:35 pm
    San Juan, PR (SJU)Chicago, IL (ORD)02/08/201501:40 pm
    faregeek.com check price
  • $454United Airlines flight United Airlines 
    FromToDepartureTime
    Chicago, IL (ORD)Aguadilla, PR (BQN)10/12/201403:00 pm
    Aguadilla, PR (BQN)Chicago, IL (ORD)10/19/201402:30 am
    flighthub.com check price
  • $481Jetblue Airways flight Jetblue Airways 
    FromToDepartureTime
    Chicago, IL (ORD)Ponce, PR (PSE)10/03/201407:48 pm
    Ponce, PR (PSE)Chicago, IL (ORD)10/11/201405:05 am
    faredepot.com check price
cheap domestic and international flights

Recently found cheap flight deals

Lan AirlinesNew York City To Santiago Lan Airlines airfares from New York City in January
$1184 Depart: 01/13/2015
Return: 01/27/2015

provided by Faregeek

American AirlinesColorado Springs To Baltimore American Airlines airfares from Colorado Springs in October
$435 Depart: 10/16/2014
Return: 10/21/2014

provided by FareDepot

Multiple AirlinesLexington To Las Vegas Multiple Airlines airfares from Lexington in September
$1599 Depart: 09/21/2014
Return: 09/26/2014

provided by FlightHub

Multiple AirlinesMinneapolis To Newark Multiple Airlines airfares from Minneapolis in December
$486 Depart: 12/30/2014
Return: 01/14/2015

provided by FlightHub

Multiple AirlinesPhoenix To Columbia Multiple Airlines airfares from Phoenix in August
$498 Depart: 08/13/2014
Return: 08/26/2014

provided by FareDepot

United AirlinesChicago To South Bend United Airlines airfares from Chicago in December
$720 Depart: 12/23/2014
Return: 12/30/2014

provided by FareDepot

Multiple AirlinesMyrtle Beach To Los Angeles Multiple Airlines airfares from Myrtle Beach in October
$906 Depart: 10/04/2014
Return: 10/12/2014

provided by FareDepot

US AirwaysBoston To Punta Cana US Airways airfares from Boston in October
$646 Depart: 10/09/2014
Return: 10/30/2014

provided by FlightHub

Multiple AirlinesSan Francisco To Aguadilla Multiple Airlines airfares from San Francisco in May
$1241 Depart: 05/23/2015
Return: 05/31/2015

provided by FlightHub

 

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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