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)
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JulAugSepOctNovDecJanFebMarAprMayJun
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$299$300$349$348$1232check
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Chicago 

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Check our newest flight offers to Puerto Rico:

  • $299American Airlines flight American Airlines 
    FromToDepartureTime
    Chicago, IL (ORD)San Juan, PR (SJU)08/07/201408:15 am
    San Juan, PR (SJU)Chicago, IL (ORD)08/12/201403:05 pm
    faregeek.com check price
  • $300Jetblue Airways flight Jetblue Airways 
    FromToDepartureTime
    Chicago, IL (ORD)San Juan, PR (SJU)08/13/201408:50 am
    San Juan, PR (SJU)Chicago, IL (ORD)09/03/201402:50 pm
    flighthub.com check price
  • $300Jetblue Airways flight Jetblue Airways 
    FromToDepartureTime
    Chicago, IL (ORD)San Juan, PR (SJU)09/03/201409:00 am
    San Juan, PR (SJU)Chicago, IL (ORD)09/17/201402:50 pm
    flighthub.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
  • $774Jetblue Airways flight Jetblue Airways 
    FromToDepartureTime
    Chicago, IL (ORD)Ponce, PR (PSE)08/04/201404:43 pm
    Ponce, PR (PSE)Chicago, IL (ORD)08/17/201405:01 am
    cheapoair.com check price
cheap domestic and international flights

Recently found cheap flight deals

United AirlinesNewark To Atlanta United Airlines airfares from Newark in August
$343 Depart: 08/04/2014
Return: 08/18/2014

provided by FlightHub

Frontier AirlinesNew Orleans To Dallas Frontier Airlines airfares from New Orleans in November
$802 Depart: 11/25/2014
Return: 12/09/2014

provided by Cheapoair.com

Alaska AirlinesLas Vegas To Syracuse Alaska Airlines airfares from Las Vegas in May
$982 Depart: 05/13/2014
Return: 05/28/2014

provided by Expedia

Multiple AirlinesSan Francisco To Geneva Multiple Airlines airfares from San Francisco in August
$1825 Depart: 08/02/2014
Return: 08/10/2014

provided by Cheapoair.com

Multiple AirlinesNew York City To Merida Multiple Airlines airfares from New York City in August
$3518 Depart: 08/26/2014
Return: 09/03/2014

provided by FlightHub

US AirwaysPhiladelphia To Lisbon US Airways airfares from Philadelphia in July
$1459 Depart: 07/31/2014
Return: 08/16/2014

provided by FlightHub

Multiple AirlinesVancouver To Pristina Multiple Airlines airfares from Vancouver in August
$1699 Depart: 08/26/2014
Return: 09/29/2014

provided by FlightHub

Multiple AirlinesKitchener To Athens Multiple Airlines airfares from Kitchener in July
$3613 Depart: 07/29/2014
Return: 08/23/2014

provided by FlightHub

Delta AirlinesNorfolk To New York City Delta Airlines airfares from Norfolk in August
$374 Depart: 08/05/2014
Return: 08/26/2014

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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