Cheap flights from Illinois to Puerto Rico

Travel > Caribbean > Puerto Rico

Built in 1832, The Teatro Tapia (Tapia Theater) has the name of Alejandro Tapia y Rivera, the famous Puerto Rican playwright. Being the oldest theatre in the Western Hemisphere, it hosts even today plays, concerts and other arts.... (read more in our San Juan Travel Guide)

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Chicago 

Check our newest flight offers to Puerto Rico:

  • $294Jetblue Airways flight Jetblue Airways 
    FromToDepartureTime
    Chicago, IL (ORD)Ponce, PR (PSE)05/06/201711:45 am
    Ponce, PR (PSE)Chicago, IL (ORD)05/13/201705:06 am
    flighthub.com check price
  • $303Jetblue Airways flight Jetblue Airways 
    FromToDepartureTime
    Chicago, IL (ORD)San Juan, PR (SJU)05/06/201705:34 pm
    San Juan, PR (SJU)Chicago, IL (ORD)05/13/201705:06 am
    flighthub.com check price
  • $335American Airlines flight American Airlines 
    FromToDepartureTime
    Chicago, IL (ORD)San Juan, PR (SJU)06/14/201706:00 am
    San Juan, PR (SJU)Chicago, IL (ORD)06/24/201704:40 pm
    travelgrove.com check price
  • $370Jetblue Airways flight Jetblue Airways 
    FromToDepartureTime
    Chicago, IL (ORD)San Juan, PR (SJU)05/07/201706:19 am
    San Juan, PR (SJU)Chicago, IL (ORD)05/14/201708:15 pm
    flighthub.com check price
  • $405Spirit Airlines flight Spirit Airlines 
    FromToDepartureTime
    Chicago, IL (ORD)Aguadilla, PR (BQN)06/12/201704:55 pm
    Aguadilla, PR (BQN)Chicago, IL (ORD)06/25/201703:18 am
    flyfar.ca check price
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Recently found cheap flight deals

Jetblue AirwaysSan Diego To Detroit Jetblue Airways airfares from San Diego in September
$507 Depart: 09/05/2017
Return: 09/20/2017

provided by FlightHub

Multiple AirlinesDenver To Nice Multiple Airlines airfares from Denver in April
$1343 Depart: 04/30/2017
Return: 05/08/2017

provided by FlightHub

Multiple AirlinesKitchener To Bombay Multiple Airlines airfares from Kitchener in December
$7120 Depart: 12/01/2016
Return: 12/13/2016

provided by Cheapoair.com

Multiple AirlinesBoston To Changi Multiple Airlines airfares from Boston in June
$1291 Depart: 06/20/2017
Return: 06/27/2017

provided by FlightHub

United AirlinesNew York City To Great Falls United Airlines airfares from New York City in July
$885 Depart: 07/22/2017
Return: 07/30/2017

provided by Travelgrove

Multiple AirlinesWashington DC To Abidjan Multiple Airlines airfares from Washington DC in May
$1005 Depart: 05/24/2017
Return: 05/31/2017

provided by Flightnetwork

Multiple AirlinesHamilton To Vancouver Multiple Airlines airfares from Hamilton in June
$647 Depart: 06/30/2017
Return: 07/04/2017

provided by FlightHub

United AirlinesCharlotte To Boston United Airlines airfares from Charlotte in July
$398 Depart: 07/01/2017
Return: 07/07/2017

provided by FlightHub

Alaska AirlinesToronto To Ontario, CA Alaska Airlines airfares from Toronto in June
$4870 Depart: 06/17/2017
Return: 06/30/2017

provided by FlyFar

 

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San Juan Pictures
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