Cheap flights from Illinois to Puerto Rico

Travel > Caribbean > Puerto Rico

The locals always make it a point to share and even learn a thing or two about their heritage just to keep the fire of patriotism alive. They say: “History repeats itself”, well San Juan says: “History happens every day.” So where else would you go for a summer vacation?... (read more in our San Juan Sightseeing)

Check current prices for flights to Puerto Rico at our partners' sites:

Search and Compare cheap Flights

Enter your travel details:Step 1









Select merchants to compare:Step 2
BookingbuddyCheapoairDealBaseTripAdvisorTravelgroveTravelocity
 

Cheapest flights found for the next 6 months

(click city name to see more / use right arrow to view later months)
From
SepOctNovDecJanFebMarAprMayJunJulAug
$404$272$507$673$503check
fares
$303check
fares
check
fares
check
fares
check
fares
check
fares
more
Chicago 

Check our newest flight offers to Puerto Rico:

  • $272American Airlines flight American Airlines 
    FromToDepartureTime
    Chicago, IL (ORD)San Juan, PR (SJU)10/19/201508:35 am
    San Juan, PR (SJU)Chicago, IL (ORD)10/23/201503:11 pm
    flighthub.com check price
  • $303Multiple Airlines flight Multiple Airlines 
    FromToDepartureTime
    Chicago, IL (ORD)San Juan, PR (SJU)03/12/201610:13 pm
    San Juan, PR (SJU)Chicago, IL (ORD)03/17/201601:50 pm
    flightnetwork.com check price
  • $309Multiple Airlines flight Multiple Airlines 
    FromToDepartureTime
    Chicago, IL (ORD)San Juan, PR (SJU)03/12/201606:00 am
    San Juan, PR (SJU)Chicago, IL (ORD)03/17/201601:50 pm
    flighthub.com check price
  • $404Jetblue Airways flight Jetblue Airways 
    FromToDepartureTime
    Chicago, IL (ORD)Ponce, PR (PSE)09/29/201506:22 pm
    Ponce, PR (PSE)Chicago, IL (ORD)10/11/201505:07 am
    flighthub.com check price
  • $507United Airlines flight United Airlines 
    FromToDepartureTime
    Chicago, IL (ORD)Aguadilla, PR (BQN)11/28/201504:00 pm
    Aguadilla, PR (BQN)Chicago, IL (ORD)12/07/201502:55 am
    flighthub.com check price
cheap domestic and international flights

Recently found cheap flight deals

United AirlinesOrlando To New Orleans United Airlines airfares from Orlando in January
$343 Depart: 01/05/2016
Return: 01/19/2016

provided by FlightHub

Southwest AirlinesJacksonville To Fort Lauderdale Southwest Airlines airfares from Jacksonville in October
$466 Depart: 10/06/2015
Return: 10/15/2015

provided by FlyFar

American AirlinesMontreal To New York City American Airlines airfares from Montreal in October
$293 Depart: 10/20/2015
Return: 11/10/2015

provided by FlightHub

Multiple AirlinesMemphis To Richmond Multiple Airlines airfares from Memphis in September
$419 Depart: 09/24/2015
Return: 10/01/2015

provided by FareDepot

United AirlinesMinneapolis To Boise United Airlines airfares from Minneapolis in October
$462 Depart: 10/21/2015
Return: 10/27/2015

provided by Travelgrove

Multiple AirlinesBaltimore To Punta Cana Multiple Airlines airfares from Baltimore in September
$542 Depart: 09/10/2015
Return: 09/14/2015

provided by FareDepot

US AirwaysAtlanta To Curacao US Airways airfares from Atlanta in October
$699 Depart: 10/02/2015
Return: 10/12/2015

provided by Tripsta

Multiple AirlinesNew York City To Nanking/Nanjing Multiple Airlines airfares from New York City in September
$1640 Depart: 09/30/2015
Return: 10/06/2015

provided by Travelgrove

Multiple AirlinesCharleston To Toronto Multiple Airlines airfares from Charleston in December
$383 Depart: 12/30/2015
Return: 01/12/2016

provided by FareDepot

 

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

   Welcome to Travelgrove  register tell a friend bookmark it 
 
This airfare deal was found   ago. Click "Check price" to see current prices!
*