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Cheap Flights From Chicago To Puerto Rico

Cheap flights from Chicago (CHI) to popular destinations in Puerto Rico (PR)

Aguadilla
Carrier Departure Date Return Date Lowest Price
Spirit Sep 3, 2018 Sep 10, 2018 $220
Spirit Nov 6, 2018 Nov 13, 2018 $224
Spirit Oct 24, 2018 Nov 11, 2018 $224
Spirit Aug 16, 2018 Aug 20, 2018 $232
Spirit Aug 21, 2018 Aug 29, 2018 $236
Spirit Aug 26, 2018 Aug 29, 2018 $236
Spirit Aug 15, 2018 Aug 29, 2018 $236
Spirit Aug 22, 2018 Aug 29, 2018 $236
Spirit Sep 20, 2018 Sep 24, 2018 $241
Spirit Nov 4, 2018 Nov 9, 2018 $244

Cheap Last Minute Flights from Chicago to Puerto Rico Prices shown were found by travelers like you over the past 30 days

Looking for cheap last minute flights or a weekend getaway? We've got you covered with weekend flight deals from Chicago to Puerto Rico. The chart below shows the best last minute deals and cheap flights this weekend we could find.

DestinationDepartingReturningPrice
Aguadilla 8/16/18 8/20/18 $232

Flight Schedule Summaries Last modified: Jul 15, 2018 2:49 -04:00Number of routes searched: 294Number of itineraries searched: 465,503

Chicago to San Juan, Puerto Rico
Airline Connections Mon Tue Wed Thu Fri Sat Sun
American -
JetBlue -
Frontier -
United -
American CLT
American DFW
American MIA
American PHL
JetBlue BOS
JetBlue FLL
JetBlue JFK
Copa PTY
Major Airlines ATL
Major Airlines MSP
Major Airlines JFK
Frontier ISP
Spirit FLL
Spirit MCO
United DCA
United EWR
United IAD
United IAH

Cheap Domestic Flights from Chicago - CHI Last modified: Jul 15, 2018 2:49 -04:00Prices shown were found by travelers like you over the past 30 days

Cheap International Flights from Chicago - CHI Last modified: Jul 15, 2018 2:49 -04:00Prices shown were found by travelers like you over the past 30 days

On FareCompare, you’ll find cheap flights for domestic and international travel. Since airlines change flight prices constantly, sign up for Fare Alerts and let FareCompare’s travel search engine monitor airline ticket prices of all major airlines, so you’ll be first in line to get the cheapest tickets.

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Cheap Flights from Chicago to Puerto Rico - from $220 Round trip from CHI to PR