
$106 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 $106 One Way, $297 Round Trip from Chicago to Alajuela
Prices starting at $297 for return flights and $106 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

The Springs Resort and Spa at Arenal
May 16 - May 20
Chicago (MDW) to San José (SJO)
Reviewed on Jun 22, 2025


Si Como No Resort, Spa and Wildlife Refuge
May 31 - Jun 7
Chicago (CHI) to San José (SJO)
Reviewed on Jul 27, 2025
Alajuela business class flight packages

Hampton by Hilton San Jose Airport
May 31 - Jun 6
Chicago (ORD) to San José (SJO)
Reviewed on Jan 28, 2026

Apartamentos Cityzen
May 31 - Jun 6
Chicago (ORD) to San José (SJO)
Reviewed on Mar 31, 2024

AC Hotel San Jose Escazu
May 31 - Jun 6
Chicago (ORD) to San José (SJO)
Reviewed on Jan 28, 2024
Alajuela first class flight packages


Hotel Lomas del Volcán
May 29 - Jun 1
Chicago (CHI) to San José (SJO)
Reviewed on Sep 9, 2025

La Mariposa Hotel
May 29 - Jun 1
Chicago (CHI) to San José (SJO)
Reviewed on Jul 9, 2025
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
If you feel you cannot afford the costs involved to your dream trip to a local or international destination happen, think again! Orbitz gives you incredible deals on flights from Chicago to Alajuela. Now you can book guaranteed low fares for Chicago to Alajuela flights and plan your trip with confidence.
Great deals on flights from Chicago to Alajuela
Cheap airfares on Chicago to Alajuela flights allow you to stick to your budget and still have a great trip. We give you guaranteed low prices and make it easy to research and book discount flights using our website. Additionally, you can add your frequent flyer numbers to your Orbitz account profile, and this information will automatically be included on all your future reservations for qualified flights from Chicago to Alajuela.
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Chicago to Alajuela flights at discounted rates
Finding flights at the right prices can be difficult if you are not sure where to look. Don’t ruin your trip by spending more on your flights than your budget allows. Orbitz gives you guaranteed low fares on Chicago to Alajuela flights and amazing discount offers on car rentals, hotels, and even fun activities in your destination. Your dream trip is more affordable than ever with Orbitz.
Flights from Chicago
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Alajuela Airports
More Destinations
- Alfaro Ruiz Hotels
- Hotels near Juan Santamaría Intl.
- Cabin Rentals in San Miguel
- B&B in San Isidro
- San Isidro Hotels
- Villas in San Isidro
- San José Hotels
- Castles in San José
- San José Hotels
- Los Tucanes Hotels
- Hotels near Juan Castro Blanco National Park
- Extended Stay Hotels in Alajuela Province
- Cabin Rentals in Atenas
- All Inclusive Resorts & in Atenas
- Hotels with Restaurants in Atenas
- Spa Resorts & in Atenas
- Hotels with a Wedding Venue in Atenas
- Atenas Hotels
- Vacation Homes in Atenas
- Villas in Atenas
- Naranjo Hotels
- Capsule Hotels in Grecia
- Hotels with Free Breakfast in Grecia
- Grecia Hotels
- Rio Segundo Hotels
- Santiago Hotels
- Fraijanes Hotels
- El Coyol Hotels
- San Isidro de Grecia Hotels
- San Juan Hotels
- Palmares Hotels
- B&B in San Pedro de Poás
- San Pedro de Poás Hotels
- Hotels near Poás Volcano National Park
- Zarcero Hotels
- Desmonte Hotels
- La Garita Hotels
- Chalets in Toro Amarillo
- Hostels in Toro Amarillo
- Toro Amarillo Hotels
- San Juan Hotels
- Hotels with Bar in San Ramon
- Hotels with Hot Tubs in San Ramon
- San Ramon Hotels
- Hotels near Hacienda Alsacia
- Sabana Redonda Hotels
- Poasito Hotels
- 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.



