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
00 Jan 24, 2023 Jan 31, 2023 $147
00 Feb 7, 2023 Feb 14, 2023 $137
00 Jan 31, 2023 Feb 13, 2023 $130
00 Jan 19, 2023 Jan 24, 2023 $144
00 Feb 1, 2023 Feb 8, 2023 $144
00 Jan 31, 2023 Feb 7, 2023 $130

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.

DestinationDepartingReturningPrice
Aguadilla 2/3/23 2/6/23 $181
Ponce 3/2/23 3/6/23 $231

Cheap Domestic Flights from Chicago - CHI Last modified: Jan 28, 2023 2:16 -05:00

Cheap International Flights from Chicago - CHI Last modified: Jan 28, 2023 2:16 -05:00

Cheap Flights from Chicago to Puerto Rico - from $130 Round trip from CHI to PR