Cheap flights from Chicago to La Asuncion

View AU$304 flight on Wed, 3 Sep. 2025Opens in a new window

Popular airlines from Chicago to La Asuncion

  • 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 La Asuncion (SJO)

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.

Copa
Thu, 6 Nov. - Tue, 18 Nov.
ORD
Chicago
SJO
San José
AU$648 Return, just found
AU$648
Return
just found
Select Copa flight, departing Thu, 6 Nov. from Chicago to San José, returning Tue, 18 Nov., priced at AU$648 just found
Copa
Mon, 3 Nov. - Tue, 18 Nov.
ORD
Chicago
SJO
San José
AU$671 Return, just found
AU$671
Return
just found
Select Copa flight, departing Mon, 3 Nov. from Chicago to San José, returning Tue, 18 Nov., priced at AU$671 just found
Air Canada
Tue, 4 Nov. - Mon, 17 Nov.
ORD
Chicago
SJO
San José
AU$755 Return, just found
AU$755
Return
just found
Select Air Canada flight, departing Tue, 4 Nov. from Chicago to San José, returning Mon, 17 Nov., priced at AU$755 just found
American Airlines
Wed, 3 Sep. - Wed, 10 Sep.
ORD
Chicago
SJO
San José
AU$778 Return, found 3 days ago
AU$778
Return
found 3 days ago
Select American Airlines flight, departing Wed, 3 Sep. from Chicago to San José, returning Wed, 10 Sep., priced at AU$778 found 3 days ago
United
Wed, 3 Sep. - Wed, 10 Sep.
ORD
Chicago
SJO
San José
AU$786 Return, found 3 days ago
AU$786
Return
found 3 days ago
Select United flight, departing Wed, 3 Sep. from Chicago to San José, returning Wed, 10 Sep., priced at AU$786 found 3 days ago
avianca
Thu, 4 Sep. - Sun, 7 Sep.
ORD
Chicago
SJO
San José
AU$949 Return, found 6 days ago
AU$949
Return
found 6 days ago
Select avianca flight, departing Thu, 4 Sep. from Chicago to San José, returning Sun, 7 Sep., priced at AU$949 found 6 days ago

Find the cheapest month to fly from Chicago (CHI) to San José (SJO)

May is typically the cheapest month to fly

From AU$426 - AU$752 per traveller.

Graph displaying average flight prices per month

*Available to Expedia members.