Cheap flights from Chicago to Cano Island

View AU$306 flight on Wed, 3 Sep. 2025Opens in a new window

Popular airlines from Chicago to Cano Island

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Cheap Flights from Chicago (CHI) to Cano Island (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
Wed, 3 Sep. - Wed, 10 Sep.
ORD
Chicago
SJO
San José
AU$721 Return, found 2 days ago
AU$721
Return
found 2 days ago
Select Copa flight, departing Wed, 3 Sep. from Chicago to San José, returning Wed, 10 Sep., priced at AU$721 found 2 days ago
Copa
Sat, 9 Aug. - Sat, 23 Aug.
ORD
Chicago
SJO
San José
AU$735 Return, found 4 days ago
AU$735
Return
found 4 days ago
Select Copa flight, departing Sat, 9 Aug. from Chicago to San José, returning Sat, 23 Aug., priced at AU$735 found 4 days ago
American Airlines
Wed, 3 Sep. - Wed, 10 Sep.
ORD
Chicago
SJO
San José
AU$778 Return, found 2 days ago
AU$778
Return
found 2 days ago
Select American Airlines flight, departing Wed, 3 Sep. from Chicago to San José, returning Wed, 10 Sep., priced at AU$778 found 2 days ago
United
Wed, 3 Sep. - Wed, 10 Sep.
ORD
Chicago
SJO
San José
AU$786 Return, found 2 days ago
AU$786
Return
found 2 days ago
Select United flight, departing Wed, 3 Sep. from Chicago to San José, returning Wed, 10 Sep., priced at AU$786 found 2 days ago
avianca
Thu, 4 Sep. - Sun, 7 Sep.
ORD
Chicago
SJO
San José
AU$949 Return, found 4 days ago
AU$949
Return
found 4 days ago
Select avianca flight, departing Thu, 4 Sep. from Chicago to San José, returning Sun, 7 Sep., priced at AU$949 found 4 days ago
Air Canada
Wed, 3 Sep. - Wed, 10 Sep.
ORD
Chicago
SJO
San José
AU$974 Return, found 2 days ago
AU$974
Return
found 2 days ago
Select Air Canada flight, departing Wed, 3 Sep. from Chicago to San José, returning Wed, 10 Sep., priced at AU$974 found 2 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.