Cheap Flights From Chicago To Puerto Rico

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

Aguadilla
Carrier Departure Date Return Date Lowest Price
Spirit Oct 30, 2018 Nov 7, 2018 $216
Spirit Oct 23, 2018 Oct 29, 2018 $223
Spirit Oct 16, 2018 Oct 29, 2018 $223
Spirit Oct 13, 2018 Oct 17, 2018 $232
Spirit Oct 13, 2018 Oct 16, 2018 $242
Spirit Oct 30, 2018 Nov 6, 2018 $248
Spirit Jan 9, 2019 Jan 14, 2019 $248
Spirit Dec 8, 2018 Dec 10, 2018 $248
Spirit Oct 16, 2018 Oct 23, 2018 $248
Spirit Jan 9, 2019 Jan 13, 2019 $248

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 10/13/18 10/16/18 $242

Flight Schedule Summaries Last modified: Sep 25, 2018 3:45 -04:00Number of routes searched: 284Number of itineraries searched: 469,368

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
Major Airlines ATL
Major Airlines MSP
Major Airlines JFK
Frontier MCO
Spirit BWI
Spirit FLL
Spirit MCO
United EWR
United IAD
United IAH

Cheap Domestic Flights from Chicago - CHI Last modified: Sep 25, 2018 3:45 -04:00Prices shown were found by travelers like you over the past 30 days

Cheap International Flights from Chicago - CHI Last modified: Sep 25, 2018 3:45 -04:00Prices shown were found by travelers like you over the past 30 days

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Cheap Flights from Chicago to Puerto Rico - from $216 Round trip from CHI to PR