
$89 Cheap flight deals from Chicago (CHI) to San José (SJO)
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This Weekend's Flight Deals from Chicago to San José
This weekend's flight prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.
Airfares from $89 One Way, $210 Round Trip from Chicago to San José
Prices starting at $210 for return flights and $89 for one-way flights to San José were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.
San José economy flight packages

Namu Garden Hotel & Spa - Adults Only
Sep 22 - Sep 26
Chicago (CHI) to San José (SJO)
Reviewed on Jun 6, 2025


The Springs Resort and Spa at Arenal
Sep 22 - Sep 26
Chicago (CHI) to San José (SJO)
Reviewed on Jun 22, 2025
More About Flying To San José from Chicago
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San José Airports
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Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.
Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.
Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.