
$208 Cheap flight deals from Chicago (CHI) to Alajuela (SJO)
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This Weekend's Flight Deals from Chicago to Alajuela
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 $208 One Way, $424 Round Trip from Chicago to Alajuela
Prices starting at $424 for return flights and $208 for one-way flights to Alajuela were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.
Alajuela economy flight packages

Way to Heaven Luxury Glamping
Dec 10 - Dec 14
Chicago (ORD) to San José (SJO)
Reviewed on Aug 20, 2026

Hotel Three Sixty - Adults Only
Dec 24 - Dec 28
Chicago (CHI) to San José (SJO)
San José (SJO) to Chicago (CHI)
Reviewed on Oct 4, 2026

Dantica Cloud Forest Lodge
Dec 11 - Dec 16
Chicago (CHI) to San José (SJO)
Reviewed on Nov 3, 2026
Alajuela packages with premium economy flights



More About Flying To Alajuela from Chicago
Route Information for Flights from Chicago to Alajuela
Origin Airport IATA Code | CHI |
|---|---|
Destination Airport IATA Code | SJO |
Distance | |
Direct Flight Airlines | |
Earliest Flight Arrival | |
Latest Flight Arrival |
Chicago to Alajuela
When you’re ready to take your next trip, get the most affordable prices on flights from Chicago to Alajuela with Orbitz! The guaranteed low prices and cutting-edge mobile tools on Orbits make it easy for you to plan your next great vacation.
Keep Up With Sudden Flight Changes
As any traveler knows, air travel can suddenly be temporarily halted due to service disruptions. Along with offering the best fares for flights from Chicago to Alajuela, Orbitz also offers free mobile phone and email alerts that help you keep up with sudden changes to your flight plans. Choose from email, text, or voice message alerts.
Get Great Prices for Chicago to Alajuela Flights
Orbitz features both an Android app and an iPhone app to give you the lowest prices for Chicago to Alajuela flights. Use these mobile apps to get updates on your flight, the details of your itinerary, and to learn about available hotel deals in the area.
Fly for Less and Earn Miles
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Flights from Chicago
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Alajuela Airports
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- Flights from Juan Santamaría Intl.
- Flights from Atlanta (ATL) to San José (SJO)
- Flights from Austin (AUS) to San José (SJO)
- Flights from Boston (BOS) to San José (SJO)
- Flights from Charlotte (CLT) to San José (SJO)
- Flights from Cancun (CUN) to San José (SJO)
- Flights from Washington (DCA) to San José (SJO)
- Flights from Denver (DEN) to San José (SJO)
- Flights from Dallas (DFW) to San José (SJO)
- Flights from Detroit (DTW) to San José (SJO)
- Flights from Newark Liberty Intl. Airport (EWR) to San José (SJO)
- Flights from Fort Lauderdale (FLL) to San José (SJO)
- Flights from Guatemala City (GUA) to San José (SJO)
- Flights from Washington (IAD) to San José (SJO)
- Flights from Houston (IAH) to San José (SJO)
- Flights from New York (JFK) to San José (SJO)
- Flights from Los Angeles (LAX) to San José (SJO)
- Flights from New York (LGA) to San José (SJO)
- Flights from Orlando (MCO) to San José (SJO)
- Flights from Miami (MIA) to San José (SJO)
- Flights from Minneapolis (MSP) to San José (SJO)
- Flights from Chicago (ORD) to San José (SJO)
- Flights from Portland (PDX) to San José (SJO)
- Flights from Philadelphia (PHL) to San José (SJO)
- Flights from Phoenix (PHX) to San José (SJO)
- Flights from Pittsburgh (PIT) to San José (SJO)
- Flights from Raleigh (RDU) to San José (SJO)
- Flights from San Diego (SAN) to San José (SJO)
- Flights from San Antonio (SAT) to San José (SJO)
- Flights from Seattle (SEA) to San José (SJO)
- Flights from San Francisco (SFO) to San José (SJO)
- Flights from Salt Lake City (SLC) to San José (SJO)
- Flights from Sacramento (SMF) to San José (SJO)
- Flights from Tampa (TPA) to San José (SJO)
- Flights from Atenas
- Flights to Grecia
- Flights from Mercedes
- Flights from Toro Amarillo
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.




