Explore Air Canada flights from Chicago to Costa Rica from USD 207*
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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.
Best fares between Chicago and Costa Rica
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USD
Chicago (ORD)to
San José, Costa Rica (SJO) Apr 14, 2026
From
USD 207
One-way
Economy
Chicago (ORD)to
San José, Costa Rica (SJO) Apr 11, 2026
From
USD 207
One-way
Economy
Chicago (ORD)to
Liberia, Costa Rica (LIR) Nov 21, 2026
From
USD 286
One-way
Economy
Chicago (ORD)to
Liberia, Costa Rica (LIR) Nov 22, 2026
From
USD 286
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.
Find low fares between Chicago and Costa Rica
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USD
From | To | Fare Type | Departure | Price |
|---|---|---|---|---|
| Chicago (ORD) | Liberia, Costa Rica (LIR) | One-way / Economy | Nov 21, 2026 | From USD 286 Viewed: 16 hours ago |
*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.