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

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Prices from $289 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.

$289RT including taxes
Aug 26 2017 Aug 29 2017
3 nights
Chicago (CHI) to San Juan (SJU)
$361RT including taxes
Aug 07 2017 Aug 17 2017
10 nights
Chicago (ORD) to Aguadilla (BQN)
Flying with: Spirit Airlines
$347RT including taxes
Sep 21 2017 Sep 25 2017
4 nights
Chicago (ORD) to San Juan (SJU)
$375RT including taxes
Jul 19 2017 Jul 26 2017
7 nights
Chicago (CHI) to San Juan (SJU)

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