Cheap flights from ORD to SJO (O'Hare Intl. to Juan Santamaría Intl.)

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Cheap Flights from ORD to SJO starting at $158 One Way, $352 Round Trip

Prices starting at $352 for return flights and $158 for one-way flights to Juan Santamaría Intl. were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Thu, Aug 20 - Mon, Aug 24
ORD
Chicago
SJO
San José
$352 Roundtrip, found 4 days ago
$352
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Thu, Aug 20 from Chicago to San José, returning Mon, Aug 24, priced at $352 found 4 days ago
Mon, Feb 8 - Fri, Feb 12
ORD
Chicago
SJO
San José
$368 Roundtrip, found 3 days ago
$368
Roundtrip
found 3 days ago
Select American Airlines flight, departing Mon, Feb 8 from Chicago to San José, returning Fri, Feb 12, priced at $368 found 3 days ago
Sat, Aug 29 - Wed, Sep 16
ORD
Chicago
SJO
San José
$370 Roundtrip, found 22 hours ago
$370
Roundtrip
found 22 hours ago
Select Copa flight, departing Sat, Aug 29 from Chicago to San José, returning Wed, Sep 16, priced at $370 found 22 hours ago
Mon, Feb 8 - Fri, Feb 12
ORD
Chicago
SJO
San José
$374 Roundtrip, found 3 days ago
$374
Roundtrip
found 3 days ago
Select United flight, departing Mon, Feb 8 from Chicago to San José, returning Fri, Feb 12, priced at $374 found 3 days ago
Wed, Aug 26 - Wed, Sep 16
ORD
Chicago
SJO
San José
$438 Roundtrip, found 22 hours ago
$438
Roundtrip
found 22 hours ago
Select Delta flight, departing Wed, Aug 26 from Chicago to San José, returning Wed, Sep 16, priced at $438 found 22 hours ago

Hotel Ideas near Juan Santamaría Intl.

Airport Hotels near Juan Santamaría Intl.

Hampton by Hilton San Jose Airport

Hampton by Hilton San Jose Airport

3 out of 5
Hwy 1 Airport Blvd Rio Segundo
$137 nightly
The price is $155 total per night from May 25 to May 26
$155 total
May 25 - May 26
Total with taxes and fees
Book a stay at this business-friendly hotel in Rio Segundo. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
9.2/10 Wonderful! (2,469 reviews)
ideal para viajeros

Reviewed on May 4, 2026

Hampton by Hilton San Jose Airport
Hilton Garden Inn San Jose Airport City Mall

Hilton Garden Inn San Jose Airport City Mall

3.5 out of 5
Francisco J. Orlich Road Alajuela Alajuela
$133 nightly
The price is $150 total per night from Jun 1 to Jun 2
$150 total
Jun 1 - Jun 2
Total with taxes and fees
Book a stay at this business-friendly hotel in Alajuela. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the breakfast and the pool ...
9/10 Wonderful! (1,771 reviews)
Great location close to the airport with an easy shuttle. Good food on site with pool. Right next to the city mall for additional dinning

Reviewed on May 3, 2026

Hilton Garden Inn San Jose Airport City Mall
Fairfield by Marriott San Jose Airport Alajuela

Fairfield by Marriott San Jose Airport Alajuela

3.5 out of 5
Radial Francisco J. Orlich Rio Segundo Alajuela
$139 nightly
The price is $157 total per night from May 29 to May 30
$157 total
May 29 - May 30
Total with taxes and fees
Book a stay at this business-friendly hotel in Rio Segundo. Enjoy free breakfast, free parking, and 2 restaurants. Our guests praise the breakfast and the helpful ...
9.4/10 Exceptional! (1,176 reviews)
Great

Reviewed on May 3, 2026

Fairfield by Marriott San Jose Airport Alajuela
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Hotels In San José

Hampton by Hilton San Jose Airport

Hampton by Hilton San Jose Airport

3 out of 5
Hwy 1 Airport Blvd Rio Segundo
$137 nightly
The price is $155 total per night from May 25 to May 26
$155 total
May 25 - May 26
Total with taxes and fees
Book a stay at this business-friendly hotel in Rio Segundo. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
9.2/10 Wonderful! (2,469 reviews)
ideal para viajeros

Reviewed on May 4, 2026

Hampton by Hilton San Jose Airport
Barceló San José

Barceló San José

4 out of 5
Autopista General Canas 3km San José San Jose
$119 nightly
The price is $135 total per night from May 30 to May 31
$135 total
May 30 - May 31
Total with taxes and fees
Book a stay at this spa hotel in San José. Enjoy free parking, an outdoor pool, and a full-service spa. Our guests praise the breakfast and the pool in our reviews. ...
9/10 Wonderful! (2,035 reviews)
Staff was friendly and helpful

Reviewed on May 4, 2026

Barceló San José
Costa Rica Marriott Hotel Hacienda Belen

Costa Rica Marriott Hotel Hacienda Belen

4.5 out of 5
700 meters West from Bridgestone/Firest La Asunción Heredia
$151 nightly
The price is $171 total per night from Jun 5 to Jun 6
$171 total
Jun 5 - Jun 6
Total with taxes and fees
Book a stay at this luxury resort in La Asunción. Enjoy 2 outdoor pools, a full-service spa, and 2 restaurants. Our guests praise the helpful staff and the clean ...
9.2/10 Wonderful! (1,003 reviews)
The Costa Rica Marriott Hotel Hacienda Belén is the place to be if you need to stay in San José for one or two days. First of all, the building itself is stunning, and the surrounding gardens are beautifully maintained. It feels like a peaceful oasis and offers a striking contrast to the rest of ...

Reviewed on May 4, 2026

Costa Rica Marriott Hotel Hacienda Belen
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

San José Hotels With Airport Transportation

Courtyard by Marriott San Jose Airport Alajuela

Courtyard by Marriott San Jose Airport Alajuela

3.5 out of 5
Plaza Los Mangos Rio Segundo Alajuela
$152 nightly
The price is $172 total per night from May 22 to May 23
$172 total
May 22 - May 23
Total with taxes and fees
Book a stay at this business-friendly hotel in Rio Segundo. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the restaurant and the ...
9.2/10 Wonderful! (1,003 reviews)
It’s the perfect spot for us to stay when landing late…

Reviewed on Apr 21, 2026

Courtyard by Marriott San Jose Airport Alajuela
Barceló San José

Barceló San José

4 out of 5
Autopista General Canas 3km San José San Jose
$119 nightly
The price is $135 total per night from May 30 to May 31
$135 total
May 30 - May 31
Total with taxes and fees
Book a stay at this spa hotel in San José. Enjoy free parking, an outdoor pool, and a full-service spa. Our guests praise the breakfast and the pool in our reviews. ...
9/10 Wonderful! (2,035 reviews)
Staff was friendly and helpful

Reviewed on May 4, 2026

Barceló San José
La Riviera Hotel B&B

La Riviera Hotel B&B

3 out of 5
100 mts south of Cemetery San Antonio de Belen Heredia
$111 nightly
The price is $125 total per night from May 7 to May 8
$125 total
May 7 - May 8
Total with taxes and fees
Stay at this hotel in San Antonio de Belen. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the restaurant and the helpful staff ...
9/10 Wonderful! (1,000 reviews)
The food at the restaurant for dinner was some of the best pizza EVER!!! The hotel was comfortable and spacious and had so much character!!! Definitely recommend!!! Lots of class!!!

Reviewed on Apr 30, 2026

La Riviera Hotel B&B
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Low Priced San José Hotels

Hotel La Guaria Inn & Suites

Hotel La Guaria Inn & Suites

2.5 out of 5
Alajuela, 2nd. Av., 1st. Street Alajuela Alajuela
$73 nightly
The price is $83 total per night from May 6 to May 7
$83 total
May 6 - May 7
Total with taxes and fees
Book a stay at this business-friendly hotel in Alajuela. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
8.2/10 Very Good! (731 reviews)
AC was ancient and noisy, unable to control the temperature, the front door window was cracked, like it was hit by something or someone. Not very comforting. Very disappointing.

Reviewed on Apr 6, 2026

Hotel La Guaria Inn & Suites
Hotel El Maragato

Hotel El Maragato

3 out of 5
Ave Central San José San Jose
Book a stay at this family-friendly hotel in San José. Enjoy free WiFi, breakfast (surcharge), and room service. Popular attractions Sabana Park and National ...
Get rates
Hotel El Maragato
Hotel Luisiana

Hotel Luisiana

3.5 out of 5
100 west and 400 south from Cruz Roja Uruca San Jose
$99 nightly
The price is $112 total per night from May 6 to May 7
$112 total
May 6 - May 7
Total with taxes and fees
Book a stay at this family-friendly hotel in Uruca. Enjoy breakfast (surcharge), room service, and a 24-hour front desk. Our guests praise the helpful staff ...
8.4/10 Very Good! (1,004 reviews)
Bonjour , Maintenant wst rendu plus restaurant que hotel . Alors beaucoup de la difficulté pour le stationnement si tu arrive en pm .

Reviewed on May 4, 2026

Hotel Luisiana
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Family Friendly Hotels in San José

Hotel Robledal

Hotel Robledal

3 out of 5
400mts Oeste De La Iglesia de El Roble San Antonio Alajuela
Book a stay at this family-friendly hotel in San Antonio. Enjoy free breakfast, free parking, and a free airport shuttle. Our guests praise the helpful staff ...
8.8/10 Excellent! (410 reviews)

Families like: Kids pool, babysitting, free breakfast for the whole family, free airport shuttle

Travelers say...
Friendly and very comfortable. Lots of birds to view.

Reviewed on Mar 12, 2024

Get rates
Hotel Robledal
Hotel Luisiana

Hotel Luisiana

3.5 out of 5
100 west and 400 south from Cruz Roja Uruca San Jose
$99 nightly
The price is $112 total per night from May 6 to May 7
$112 total
May 6 - May 7
Total with taxes and fees
Book a stay at this family-friendly hotel in Uruca. Enjoy breakfast (surcharge), room service, and a 24-hour front desk. Our guests praise the helpful staff ...
8.4/10 Very Good! (1,004 reviews)

Families like: Kids pool, bicycle rentals nearby, cribs

Travelers say...
Bonjour , Maintenant wst rendu plus restaurant que hotel . Alors beaucoup de la difficulté pour le stationnement si tu arrive en pm .

Reviewed on May 4, 2026

Hotel Luisiana
Trapp Family Country Inn

Trapp Family Country Inn

3 out of 5
400m west of soccer field San Antonio Alajuela
$101 nightly
The price is $114 total per night from Jun 3 to Jun 4
$114 total
Jun 3 - Jun 4
Total with taxes and fees
Stay at this inn in San Antonio. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions ...
9/10 Wonderful! (708 reviews)
Beautiful oasis in the city. The perfect place to spend a night before our early morning flight. The owner was so friendly and kind. She helped us get a taxi to the airport and even noticed we had a surfboard with us and arranged for us to get a bigger vehicle to make sure it fit. We highly recommend ...

Reviewed on Apr 26, 2026

Trapp Family Country Inn
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

ORD to SJO Route Info

Origin Airport
Destination Airport
Number Of Airlines Serving
Distance
Shortest Flight Departure Time
Shortest Flight Departure Date
ORD Address & GPS
Address:
10000 West O'Hare
Chicago IL, 60666
United States
IATA Code:
ORD
Longitude:
-87.904876
Latitude:
41.976912
Time Zone:
America/Chicago
SJO Address & GPS
Address:
San Jose ,
Costa Rica
IATA Code:
SJO
Longitude:
-84.20408
Latitude:
9.998238
Time Zone:
America/Costa_Rica

Frequently asked questions

Are there non-stop flights from ORD to Juan Santamaria Intl. Airport?
Whether you're embarking on an epic worldwide adventure or traveling for business-related purposes, a direct flight is the way to go. With United Airlines you can get from O'Hare Intl. Airport (ORD) to Juan Santamaria Intl. Airport in one simple trip.
What is the shortest flight from ORD to SJO?
With the quickest flight time from O'Hare Intl. Airport (ORD) to Juan Santamaria Intl. Airport (SJO) being 9 hours and 26 minutes, you'll want to have some in-flight survival tricks up your sleeve. Neck pillows, earplugs and eye-masks should be among the basic items you pack in your hand luggage.
How many hours flight from O'Hare Intl. Airport (ORD) to Juan Santamaria Intl. Airport (SJO)?
From the time you climb over O'Hare Intl. Airport (ORD) to the moment the plane taxis into the terminal at SJO, you'll have been traveling for approximately 9 hours and 29 minutes. Get through this long-haul flight by taking necessities like a neck pillow, earphones and something warm to wear.
What airlines have the most flights from O'Hare Intl. Airport (ORD) to Juan Santamaria Intl. Airport (SJO)?
If you're after a trouble-free flight, lock in your ticket with United Airlines. This carrier advertises 49 flights per month from ORD to SJO and is one of the top airlines operating on this route.

Map To Nearby Hotels

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.

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