Cheap flights from Illinois to Puerto Rico

Travel > Caribbean > Puerto Rico

There’s the Alcadia which is San Juan’s city hall. It was built in 1602 and it is still standing to this day. At the western end of Calle San Sebastian you will find Casa Blanca, the ancestral home of the Ponce de Leon family. It is now being opened to the public as a museum housing almost half of San Juan’s history. Other important landmarks that are a must-see include: the Institute of Puerto Rican Culture La Fortaleza, which is the oldest governor’s mansion and it... (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
FlightnetworkExpediaBookingbuddyCheapoairDealBaseTravelgroveTravelocity
 

Cheapest flights found for the next 6 months

(click city name to see more / use right arrow to view later months)
From
FebMarAprMayJunJulAugSepOctNovDecJan
check
fares
$294$331$294$335$391check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
more
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
  • $294Spirit Airlines flight Spirit Airlines 
    FromToDepartureTime
    Chicago, IL (ORD)Aguadilla, PR (BQN)03/09/201706:14 pm
    Aguadilla, PR (BQN)Chicago, IL (ORD)03/20/201703:07 am
    flyfar.ca 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
  • $314Spirit Airlines flight Spirit Airlines 
    FromToDepartureTime
    Chicago, IL (ORD)Aguadilla, PR (BQN)03/09/201706:14 pm
    Aguadilla, PR (BQN)Chicago, IL (ORD)03/20/201703:07 am
    cheapoair.com check price
  • $330Jetblue Airways flight Jetblue Airways 
    FromToDepartureTime
    Chicago, IL (ORD)San Juan, PR (SJU)03/16/201707:00 am
    San Juan, PR (SJU)Chicago, IL (ORD)03/22/201702:17 am
    flighthub.com check price
cheap domestic and international flights

Recently found cheap flight deals

Jetblue AirwaysAnchorage To Chicago Jetblue Airways airfares from Anchorage in May
$747 Depart: 05/30/2017
Return: 06/14/2017

provided by Cheapoair.com

Royal Jordanian AirlinesSan Francisco To Larnaca Royal Jordanian Airlines airfares from San Francisco in November
$1818 Depart: 11/02/2016
Return: 11/09/2016

provided by Cheapoair.com

United AirlinesCharleston To San Francisco United Airlines airfares from Charleston in March
$475 Depart: 03/01/2017
Return: 03/06/2017

provided by Travelgrove

Multiple AirlinesOrange County To New York City Multiple Airlines airfares from Orange County in May
$448 Depart: 05/31/2017
Return: 06/06/2017

provided by Travelgrove

American AirlinesHouston To Mobile American Airlines airfares from Houston in May
$474 Depart: 05/09/2017
Return: 05/16/2017

provided by Travelgrove

British AirwaysNew York City To Port Louis British Airways airfares from New York City in February
$1956 Depart: 02/14/2017
Return: 02/21/2017

provided by FlyFar

Multiple AirlinesPhoenix To Guadalajara Multiple Airlines airfares from Phoenix in March
$1692 Depart: 03/10/2017
Return: 03/17/2017

provided by FlightHub

Jetblue AirwaysCharlotte To Seattle Jetblue Airways airfares from Charlotte in April
$690 Depart: 04/08/2017
Return: 04/20/2017

provided by FlightHub

Multiple AirlinesSan Francisco To Ontario, CA Multiple Airlines airfares from San Francisco in July
$386 Depart: 07/12/2017
Return: 07/18/2017

provided by FlyFar

 

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!
*