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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 Jun 3, 2018 Jun 6, 2018 $231
Spirit Aug 22, 2018 Aug 29, 2018 $240
Spirit Jun 5, 2018 Jun 13, 2018 $248
Spirit May 7, 2018 May 16, 2018 $250
Spirit Oct 5, 2018 Oct 10, 2018 $250
Spirit May 21, 2018 May 30, 2018 $253
Spirit May 16, 2018 May 23, 2018 $254
Spirit May 15, 2018 May 21, 2018 $255
Spirit May 16, 2018 May 30, 2018 $255
Spirit May 19, 2018 May 27, 2018 $258

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 5/17/18 5/21/18 $281

Flight Schedule Summaries Last modified: Apr 23, 2018 4:45 -04:00Number of routes searched: 267Number of itineraries searched: 495,002

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
Frontier MCO
Spirit FLL
Spirit MCO
United CLE
United EWR
United IAD
United IAH

Cheap Domestic Flights from Chicago - CHI Last modified: Apr 23, 2018 4:45 -04:00Prices shown were found by travelers like you over the past 30 days

Cheap International Flights from Chicago - CHI Last modified: Apr 23, 2018 4:45 -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.
Cheap Flights from Chicago to Puerto Rico - from $231 Round trip from CHI to PR