Cheap Flights From Chicago To Puerto Rico

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

Carrier Departure Date Return Date Lowest Price
Spirit Feb 25, 2020 Feb 28, 2020 $227
Spirit Mar 3, 2020 Mar 10, 2020 $227
Spirit Mar 10, 2020 Mar 17, 2020 $227
Spirit Mar 11, 2020 Mar 18, 2020 $227
Spirit Apr 1, 2020 Apr 7, 2020 $227
Spirit Apr 14, 2020 Apr 21, 2020 $227
Spirit Apr 20, 2020 Apr 25, 2020 $227
Spirit Apr 22, 2020 Apr 28, 2020 $227
Spirit Mar 1, 2020 Mar 7, 2020 $232
Spirit Mar 5, 2020 Mar 10, 2020 $235

Cheap Last Minute Flights from Chicago to Puerto Rico

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.

Aguadilla 3/5/20 3/10/20 $235
Ponce 3/12/20 3/16/20 $367

Flight Schedule Summaries Last modified: Mar 24, 2020 5:40 -04:00Number of routes searched: 239Number of itineraries searched: 2,028,777

Chicago to San Juan, Puerto Rico
Airline Connections Mon Tue Wed Thu Fri Sat Sun
American -
Frontier -
United -
American CLT
American DFW
American MIA
American PHL
Air Canada YUL
Air Canada YYZ
JetBlue BOS
JetBlue FLL
JetBlue JFK
Major Airlines ATL
Major Airlines DTW
Major Airlines MSP
Major Airlines JFK
Frontier MCO
Frontier MIA
Frontier PHL
Spirit FLL
Spirit MCO
Sun Country MSP
United EWR
United IAD
United IAH

Cheap Domestic Flights from Chicago - CHI Last modified: Mar 24, 2020 5:40 -04:00

Cheap International Flights from Chicago - CHI Last modified: Mar 24, 2020 5:40 -04:00

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Cheap Flights from Chicago to Puerto Rico - from $203 Round trip from CHI to PR