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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 Feb 21, 2018 Feb 26, 2018 $230
JetBlue Nov 30, 2017 Dec 5, 2017 $249
Spirit May 23, 2018 May 30, 2018 $250
Spirit Nov 30, 2017 Dec 5, 2017 $250
JetBlue Jan 18, 2018 Jan 28, 2018 $259
Spirit Nov 21, 2017 Nov 28, 2017 $259
JetBlue Feb 8, 2018 Feb 12, 2018 $269
Spirit Jan 18, 2018 Jan 21, 2018 $280
Spirit Jan 18, 2018 Jan 28, 2018 $280
Spirit Feb 8, 2018 Feb 19, 2018 $280

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 11/24/17 11/26/17 $818

Flight Schedule Summaries Last modified: Oct 23, 2017 4:11 -04:00Number of routes searched: 196Number of itineraries searched: 286,983

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

Cheap Domestic Flights from Chicago - CHI Last modified: Oct 23, 2017 4:11 -04:00Prices shown were found by travelers like you over the past 30 days

Cheap International Flights from Chicago - CHI Last modified: Oct 23, 2017 4:11 -04:00Prices shown were found by travelers like you over the past 30 days

Cheap Flights from Chicago to Puerto Rico - from $230 Round trip from CHI to PR