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

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Prices from $201 to $375

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.

$201RT including taxes
Jan 20 2018 Jan 27 2018
7 nights
Chicago (ORD) to San Juan (SJU)
Flying with: Spirit Airlines
$286RT including taxes
Dec 07 2017 Dec 12 2017
5 nights
Chicago (ORD) to Aguadilla (BQN)
Flying with: Spirit Airlines
$375RT including taxes
Dec 08 2017 Dec 15 2017
7 nights
Chicago (CHI) to San Juan (SJU)
$321RT including taxes
Jan 19 2018 Jan 29 2018
10 nights
Chicago (ORD) to San Juan (SJU)

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