Cheap flights from Chicago to Puerto Rico Island

Popular airlines from Chicago to Puerto Rico Island

  • Jetstar

    Jetstar

  • Qantas Airways

    Qantas Airways

  • Virgin Australia

    Virgin Australia

  • Scoot

    Scoot

  • American Airlines

    American Airlines

  • Emirates

    Emirates

  • United

    United

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Cheap Flights from Chicago (CHI) to Puerto Rico Island (SJU)

Prices were available within the past 7 days for one-way flights and round trip tickets for the period specified. Prices and availability are subject to change. Additional terms apply.

United
Mon, 28 Jul. - Tue, 29 Jul.
ORD
Chicago
SJU
San Juan
AU$996 Return, found 5 days ago
AU$996
Return
found 5 days ago
Select United flight, departing Mon, 28 Jul. from Chicago to San Juan, returning Tue, 29 Jul., priced at AU$996 found 5 days ago

Find the cheapest month to fly from Chicago (CHI) to San Juan (SJU)

January is typically the cheapest month to fly

From AU$193 - AU$656 per traveller.

Graph displaying average flight prices per month

*Available to Expedia members.