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Flights from Chicago (CHI) to Puerto Rico (Puerto Rico)

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Prices from $214 to $414

We'll show you the best deals by comparing tons of flights from Chicago to Puerto Rico across a wide range of airlines and travel agents. Compare the cheap flights along this route.

$214RT including taxes
Mar 07 2017 Mar 14 2017
7 nights
Chicago (CHI) to San Juan (SJU)
Flying with: JetBlue Airways
$414RT including taxes
Mar 05 2017 Mar 09 2017
4 nights
Chicago (CHI) to Mayaguez (MAZ)
Flying with: United Airlines
$293RT including taxes
Feb 04 2017 Feb 06 2017
2 nights
Chicago (ORD) to Aguadilla (BQN)
$296RT including taxes
Feb 04 2017 Feb 11 2017
7 nights
Chicago (CHI) to San Juan (SJU)

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