Cheap flights from Chicago to San Juan

Travel > Caribbean > Puerto Rico > Chicago to San Juan flights

Travel tip: San Juan boasts numerous museums, hotels, historical buildings, beaches, restaurants and shopping centers. In San Juan there are a lot of attractions, for example: Ocean Park, Old San Juan, Isla Verde and Condado

Price evolution for flights from Chicago to San Juan:

Price overview for flights from Chicago to San Juan

Today's pick From $23.58/day

Details

After booking your flight from Chicago to San Juan why not drive away with a rental car bargain?

Cheap San Juan car rental at $23.58 / day is provided by Travelgrove. Discount available from top car rental supliers all over the U.S., including Alamo, National and Budget. Simply choose your airport and dates - Travelgrove does the searching for you! Date posted: 19 Nov 2009

Recent Deals on Flights from Chicago to San Juan:Roundtrip / Oneway

$313 RT	From: Chicago, IL (CHI) To: San Juan, PR (SJU) Departure: 01/04/2010 Return: 01/18/2010 Airline:Spirit Airlines	cfares.com Check price
$341 RT	From: Chicago, IL (CHI) To: San Juan, PR (SJU) Departure: 05/23/2010 Return: 05/30/2010 Airline:Spirit Airlines	airfare.com Check price
$360 RT	From: Chicago, IL (CHI) To: San Juan, PR (SJU) Departure: 05/23/2010 Return: 05/30/2010 Airline:American Airlines	vayama.com Check price
$380 RT	From: Chicago, IL (CHI) To: San Juan, PR (SJU) Departure: 05/23/2010 Return: 05/30/2010 Airline:American Airlines	jetcombo.com Check price
$382 RT	From: Chicago, IL (CHI) To: San Juan, PR (SJU) Departure: 01/04/2010 Return: 01/18/2010 Airline:Continental Airlines	vayama.com Check price
$408 RT	From: Chicago, IL (CHI) To: San Juan, PR (SJU) Departure: 05/23/2010 Return: 05/30/2010 Airline:Delta Airlines	cfares.com Check price
$412 RT	From: Chicago, IL (CHI) To: San Juan, PR (SJU) Departure: 01/02/2010 Return: 01/16/2010 Airline:Delta Airlines	cfares.com Check price
$423 RT	From: Chicago, IL (CHI) To: San Juan, PR (SJU) Departure: 01/02/2010 Return: 01/16/2010 Airline:Continental Airlines	vayama.com Check price
$425 RT	From: Chicago, IL (CHI) To: San Juan, PR (SJU) Departure: 01/02/2010 Return: 01/16/2010 Airline:Air Tran Airways	airfare.com Check price
$467 RT	From: Chicago, IL (CHI) To: San Juan, PR (SJU) Departure: 01/04/2010 Return: 01/18/2010 Airline:Jetblue Airways	airfare.com Check price
$518 RT	From: Chicago, IL (ORD) To: San Juan, PR (SJU) Departure: 12/16/2009 Return: 12/29/2009 Airline:Continental Airlines	vayama.com Check price
$548 RT	From: Chicago, IL (ORD) To: San Juan, PR (SJU) Departure: 12/16/2009 Return: 12/29/2009 Airline:Continental Airlines	jetcombo.com Check price
$581 RT	From: Chicago, IL (CHI) To: San Juan, PR (SJU) Departure: 01/04/2010 Return: 01/18/2010 Airline:Delta Airlines	cfares.com Check price
$607 RT	From: Chicago, IL (ORD) To: San Juan, PR (SJU) Departure: 12/16/2009 Return: 12/29/2009 Airline:Continental Airlines	airfare.com Check price
$678 RT	From: Chicago, IL (ORD) To: San Juan, PR (SJU) Departure: 12/21/2009 Return: 12/28/2009 Airline:American Airlines	vayama.com Check price
$690 RT	From: Chicago, IL (ORD) To: San Juan, PR (SJU) Departure: 12/18/2009 Return: 01/08/2010 Airline:American Airlines	vayama.com Check price
$697 RT	From: Chicago, IL (ORD) To: San Juan, PR (SJU) Departure: 12/19/2009 Return: 12/30/2009 Airline:Jetblue Airways	airfare.com Check price
$702 RT	From: Chicago, IL (ORD) To: San Juan, PR (SJU) Departure: 12/21/2009 Return: 12/28/2009 Airline:Jetblue Airways	airfare.com Check price
$708 RT	From: Chicago, IL (ORD) To: San Juan, PR (SJU) Departure: 12/21/2009 Return: 12/28/2009 Airline:American Airlines	jetcombo.com Check price
$720 RT	From: Chicago, IL (ORD) To: San Juan, PR (SJU) Departure: 12/21/2009 Return: 12/28/2009 Airline:Delta Airlines	cfares.com Check price
$747 RT	From: Chicago, IL (ORD) To: San Juan, PR (SJU) Departure: 12/18/2009 Return: 01/08/2010 Airline:Jetblue Airways	airfare.com Check price
$747 RT	From: Chicago, IL (ORD) To: San Juan, PR (SJU) Departure: 12/16/2009 Return: 12/29/2009 Airline:Delta Airlines	cfares.com Check price
$773 RT	From: Chicago, IL (ORD) To: San Juan, PR (SJU) Departure: 12/18/2009 Return: 01/08/2010 Airline:Delta Airlines	cfares.com Check price
$794 RT	From: Chicago, IL (ORD) To: San Juan, PR (SJU) Departure: 12/19/2009 Return: 12/30/2009 Airline:Continental Airlines	vayama.com Check price
$802 RT	From: Chicago, IL (ORD) To: San Juan, PR (SJU) Departure: 12/19/2009 Return: 12/30/2009 Airline:Continental Airlines	jetcombo.com Check price
$805 RT	From: Chicago, IL (ORD) To: San Juan, PR (SJU) Departure: 12/18/2009 Return: 01/08/2010 Airline:United Airlines	jetcombo.com Check price
$901 RT	From: Chicago, IL (ORD) To: San Juan, PR (SJU) Departure: 12/19/2009 Return: 12/30/2009 Airline:Delta Airlines	cfares.com Check price
$999 RT	From: Chicago, IL (ORD) To: San Juan, PR (SJU) Departure: 12/26/2009 Return: 01/03/2010 Airline:Us Airways	airfare.com Check price
$1045 RT	From: Chicago, IL (ORD) To: San Juan, PR (SJU) Departure: 12/26/2009 Return: 01/03/2010 Airline:Continental Airlines	vayama.com Check price
$1152 RT	From: Chicago, IL (ORD) To: San Juan, PR (SJU) Departure: 12/26/2009 Return: 01/03/2010 Airline:Delta Airlines	cfares.com Check price
$109 OW	From: Chicago, IL (CHI) To: San Juan, PR (SJU) Departure: 12/07/2009 Return: - Airline:American Airlines	vayama.com Check price
$123 OW	From: Chicago, IL (CHI) To: San Juan, PR (SJU) Departure: 12/07/2009 Return: - Airline:Delta Airlines	cfares.com Check price
$146 OW	From: Chicago, IL (CHI) To: San Juan, PR (SJU) Departure: 12/07/2009 Return: - Airline:American Airlines	jetcombo.com Check price
$314 OW	From: Chicago, IL (CHI) To: San Juan, PR (SJU) Departure: 12/07/2009 Return: - Airline:Continental Airlines	airfare.com Check price
$1303 OW	From: Chicago, IL (CHI) To: San Juan, PR (UAQ) Departure: 11/23/2009 Return: - Airline:American Airlines	airfare.com Check price
$1561 OW	From: Chicago, IL (ORD) To: San Juan, PR (UAQ) Departure: 12/14/2009 Return: - Airline:Mexicana Airlines	vayama.com Check price
$1568 OW	From: Chicago, IL (CHI) To: San Juan, PR (UAQ) Departure: 11/23/2009 Return: - Airline:Mexicana Airlines	jetcombo.com Check price
$1580 OW	From: Chicago, IL (ORD) To: San Juan, PR (UAQ) Departure: 12/23/2009 Return: - Airline:Mexicana Airlines	vayama.com Check price
$1598 OW	From: Chicago, IL (ORD) To: San Juan, PR (UAQ) Departure: 12/14/2009 Return: - Airline:Mexicana Airlines	jetcombo.com Check price
$1598 OW	From: Chicago, IL (ORD) To: San Juan, PR (UAQ) Departure: 12/23/2009 Return: - Airline:Mexicana Airlines	jetcombo.com Check price
$1767 OW	From: Chicago, IL (ORD) To: San Juan, PR (UAQ) Departure: 12/11/2009 Return: - Airline:Multiple Airlines	cfares.com Check price
$1790 OW	From: Chicago, IL (CHI) To: San Juan, PR (UAQ) Departure: 11/23/2009 Return: - Airline:TAM Linhas AÃ©reas	vayama.com Check price
$1920 OW	From: Chicago, IL (ORD) To: San Juan, PR (UAQ) Departure: 12/23/2009 Return: - Airline:Multiple Airlines	cfares.com Check price
$2326 OW	From: Chicago, IL (ORD) To: San Juan, PR (UAQ) Departure: 12/14/2009 Return: - Airline:Multiple Airlines	cfares.com Check price
$3043 OW	From: Chicago, IL (ORD) To: San Juan, PR (UAQ) Departure: 12/11/2009 Return: - Airline:Continental Airlines	jetcombo.com Check price
$3222 OW	From: Chicago, IL (ORD) To: San Juan, PR (UAQ) Departure: 12/23/2009 Return: - Airline:American Airlines	airfare.com Check price
$3562 OW	From: Chicago, IL (ORD) To: San Juan, PR (UAQ) Departure: 12/14/2009 Return: - Airline:Delta Airlines	airfare.com Check price
$4299 OW	From: Chicago, IL (ORD) To: San Juan, PR (UAQ) Departure: 12/11/2009 Return: - Airline:American Airlines	airfare.com Check price
$5958 OW	From: Chicago, IL (CHI) To: San Juan, PR (UAQ) Departure: 11/23/2009 Return: - Airline:Multiple Airlines	cfares.com Check price

Search flights, hotels and car rentals from Chicago to San Juan for your specific dates:

Specify your search details. Browse the cheapest flights from Chicago to San Juan, San Juan hotel rooms and Chicago to San Juan vacation packages from the most popular providers, airline consolidators and travel search engines.

Know what to do when flying to San Juan?

San Juan Travel Guide Located in the Caribbean, in the Northern Coastal Plains of the island Puerto Rico, San Juan is the capital of this island. Known as "La Ciudad Amurallada" (the walled city), San Juan is an important port and also the oldest city [...]

San Juan History San Juan, Puerto Rico - History: Target of foreign powers in earlier times San Juan, also known as “La Ciudad Amurallada”, occupies a land of 122 square kilometer and houses 442,447 inhabitants. The city is positioned in the [...]

San Juan Sightseeing Once you set foot on the soil of San Juan, you will feel as if you were taken back 500 years ago in 1508. In this city, you will experience firsthand what Latin American culture really is like. Though covered by a wall, San Juan never fails to [...]

San Juan Nightlife Like most cities, the San Juan night scene also comes alive during the weekends. Clubs, bars, discos and a lot more are to be found here. Whatever your action is, there is surely something for you in San Juan. The majority of those who go out [...]

San Juan Pictures

More San Juan deals:

Williamsburg flight hotel 4 nights.. - $337Chicago to Fort Lauderdale flight 2.. - $530Chicago to San Diego flight 2 nights.. - $581From Chicago: flight 2 nights hotel.. - $595Chicago to San Antonio flight 2.. - $617Chicago to Charlotte flight 2 nights.. - $626Chicago to Phoenix flight 3 nights.. - $686From Chicago: flight 3 nights hotel.. - $724