Explore Air Canada flights from Chicago to Costa Rica from CAD 356*
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1 Passenger
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*Fares displayed have been collected within the last 48 hours and may no longer be available at the time of booking. Learn more about this offer. Additional baggage fees and charges for optional products and services may apply.
Flights between Chicago and Costa Rica - our lowest fares in cash
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CAD
Chicago (ORD)to
San José, Costa Rica (SJO) Nov 27, 2026
From
CAD 356
One-way
Economy
Chicago (ORD)to
San José, Costa Rica (SJO) Nov 28, 2026
From
CAD 356
One-way
Economy
*Fares displayed have been collected within the last 48hrs and may no longer be available at time of booking. Learn more about this offer. Additional baggage fees and charges for optional products and services may apply.
Flights between Chicago and Costa Rica - our lowest fares in points
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From | To | Fare Type | Departure | Price |
|---|---|---|---|---|
| Chicago (ORD) | San José, Costa Rica (SJO) | One-way / Economy | Nov 30, 2026 | From 22,500 pts + CAD 107 Viewed: 1 day ago |
| Chicago (ORD) | Liberia, Costa Rica (LIR) | One-way / Economy | Jun 18, 2027 | From 60,000 pts + CAD 456 Viewed: 20 hours ago |
*Points displayed do not reflect preferred pricing for Aeroplan Elite Status Members and/or Aeroplan Credit Cardholders. Prices have been collected within the past 48 hrs and may no longer be available at time of booking. Learn more about this offer. Additional baggage fees and charges for optional products and services may apply.