Flights from Chicago (CHI) to Puerto Rico (Puerto Rico)Edit search
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
Chicago (CHI) to San Juan (SJU)
View more dates with CheapOair.com
Price subject to availability. Last updated 20 hours ago.
$361RT including taxes
Aug 07 2017 Aug 17 2017
Chicago (ORD) to Aguadilla (BQN)
Flying with: Spirit Airlines
View more dates with OneTravel.com
Price subject to availability. Last updated 19 hours ago.
$347RT including taxes
Sep 21 2017 Sep 25 2017
Chicago (ORD) to San Juan (SJU)
View more dates with Smartfares.com
Price subject to availability. Last updated a day ago.
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