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
JulAugSepOctNovDecJanFebMarAprMayJun
$353$358$354$361$507check
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Chicago 

Check our newest flight offers to Puerto Rico:

  • $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
  • $354Jetblue Airways flight Jetblue Airways 
    FromToDepartureTime
    Chicago, IL (ORD)San Juan, PR (SJU)09/04/201508:54 am
    San Juan, PR (SJU)Chicago, IL (ORD)09/07/201503:34 pm
    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
  • $358Jetblue Airways flight Jetblue Airways 
    FromToDepartureTime
    Chicago, IL (ORD)San Juan, PR (SJU)09/04/201508:54 am
    San Juan, PR (SJU)Chicago, IL (ORD)09/07/201503:34 pm
    cheapoair.com check price
  • $466Jetblue Airways flight Jetblue Airways 
    FromToDepartureTime
    Chicago, IL (ORD)Ponce, PR (PSE)09/30/201506:22 pm
    Ponce, PR (PSE)Chicago, IL (ORD)10/14/201505:10 am
    cheapoair.com check price
cheap domestic and international flights

Recently found cheap flight deals

Multiple AirlinesDenver To Montreal Multiple Airlines airfares from Denver in July
$562 Depart: 07/31/2015
Return: 08/16/2015

provided by FlyFar

Multiple AirlinesLos Angeles To Katowice Multiple Airlines airfares from Los Angeles in September
$1228 Depart: 09/15/2015
Return: 09/23/2015

provided by Tripsta

United AirlinesDallas To Biloxi/Gulfport United Airlines airfares from Dallas in July
$336 Depart: 07/21/2015
Return: 08/05/2015

provided by FareDepot

United AirlinesTampa To London United Airlines airfares from Tampa in September
$1225 Depart: 09/29/2015
Return: 01/20/2016

provided by FlightHub

Multiple AirlinesMemphis To Austin Multiple Airlines airfares from Memphis in August
$397 Depart: 08/01/2015
Return: 08/09/2015

provided by FareDepot

Multiple AirlinesToronto To Milwaukee Multiple Airlines airfares from Toronto in August
$502 Depart: 08/11/2015
Return: 08/18/2015

provided by FlightHub

Multiple AirlinesDallas To Amsterdam Multiple Airlines airfares from Dallas in July
$1607 Depart: 07/20/2015
Return: 07/29/2015

provided by Flightnetwork

Multiple AirlinesBoston To Damascus Multiple Airlines airfares from Boston in October
$3242 Depart: 10/07/2014
Return: 10/15/2014

provided by Cheapoair.com

Multiple AirlinesSan Antonio To Newark Multiple Airlines airfares from San Antonio in September
$637 Depart: 09/04/2015
Return: 09/08/2015

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

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