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 $203 One Way, $400 Round Trip

Prices starting at $400 for return flights and $203 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.

Fri, Oct 16 - Wed, Oct 28
ORD
Chicago
SJO
San José
$400 Roundtrip, found 5 days ago
$400
Roundtrip
found 5 days ago
Select JetBlue Airways flight, departing Fri, Oct 16 from Chicago to San José, returning Wed, Oct 28, priced at $400 found 5 days ago
Mon, Aug 31 - Fri, Sep 11
ORD
Chicago
SJO
San José
$438 Roundtrip, found 4 days ago
$438
Roundtrip
found 4 days ago
Select JetBlue Airways flight, departing Mon, Aug 31 from Chicago to San José, returning Fri, Sep 11, priced at $438 found 4 days ago
Fri, Sep 11 - Tue, Sep 15
ORD
Chicago
SJO
San José
$490 Roundtrip, found 16 hours ago
$490
Roundtrip
found 16 hours ago
Select Copa flight, departing Fri, Sep 11 from Chicago to San José, returning Tue, Sep 15, priced at $490 found 16 hours ago
Fri, Oct 16 - Mon, Oct 26
ORD
Chicago
SJO
San José
$502 Roundtrip, found 6 days ago
$502
Roundtrip
found 6 days ago
Select American Airlines flight, departing Fri, Oct 16 from Chicago to San José, returning Mon, Oct 26, priced at $502 found 6 days ago
Thu, Feb 25 - Mon, Mar 1
ORD
Chicago
SJO
San José
$508 Roundtrip, found 3 days ago
$508
Roundtrip
found 3 days ago
Select United flight, departing Thu, Feb 25 from Chicago to San José, returning Mon, Mar 1, priced at $508 found 3 days ago

Hotel Ideas near Juan Santamaría Intl.

Airport Hotels near Juan Santamaría Intl.

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
$87 nightly
The price is $98 total per night from Jul 27 to Jul 28
$98 total
Jul 27 - Jul 28
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! (1,145 reviews)
"Staff was always welcoming and made me feel comfortable even though I am a foreigner. Will recommend to everyone and will be back to visit."

Reviewed on Jul 19, 2026

Fairfield by Marriott San Jose Airport Alajuela
Hampton by Hilton San Jose Airport

Hampton by Hilton San Jose Airport

3 out of 5
Hwy 1 Airport Blvd Rio Segundo
$122 nightly
The price is $138 total per night from Jul 25 to Jul 26
$138 total
Jul 25 - Jul 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! (2,594 reviews)
"Hampton Inn in San José Airpot in Costa Rica is a very excellent hotel from check-in to check out. Clean, well maintained, comfortable and all the staff was very interested in please every guest. We also enjoyed the generous breakfast buffet and the closeness to the airport."

Reviewed on Jul 20, 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
$122 nightly
The price is $138 total per night from Jul 26 to Jul 27
$138 total
Jul 26 - Jul 27
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 ...
Hilton Garden Inn San Jose Airport City Mall
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

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
$87 nightly
The price is $98 total per night from Jul 27 to Jul 28
$98 total
Jul 27 - Jul 28
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! (1,145 reviews)
"Staff was always welcoming and made me feel comfortable even though I am a foreigner. Will recommend to everyone and will be back to visit."

Reviewed on Jul 19, 2026

Fairfield by Marriott San Jose Airport Alajuela
Hampton by Hilton San Jose Airport

Hampton by Hilton San Jose Airport

3 out of 5
Hwy 1 Airport Blvd Rio Segundo
$122 nightly
The price is $138 total per night from Jul 25 to Jul 26
$138 total
Jul 25 - Jul 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! (2,594 reviews)
"Hampton Inn in San José Airpot in Costa Rica is a very excellent hotel from check-in to check out. Clean, well maintained, comfortable and all the staff was very interested in please every guest. We also enjoyed the generous breakfast buffet and the closeness to the airport."

Reviewed on Jul 20, 2026

Hampton by Hilton San Jose Airport
DoubleTree by Hilton Cariari - San Jose Costa Rica

DoubleTree by Hilton Cariari - San Jose Costa Rica

5 out of 5
Autopista Grl. Canas, Cruce San Antonio La Asunción
$109 nightly
The price is $123 total per night from Aug 3 to Aug 4
$123 total
Aug 3 - Aug 4
Total with taxes and fees
Book a stay at this luxury hotel in La Asunción. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the breakfast and the pool in our reviews. ...
DoubleTree by Hilton Cariari - San Jose Costa Rica
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
$103 nightly
The price is $117 total per night from Aug 8 to Aug 9
$117 total
Aug 8 - Aug 9
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 ...
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
$99 nightly
The price is $112 total per night from Jul 25 to Jul 26
$112 total
Jul 25 - Jul 26
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. ...
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
$110 nightly
The price is $124 total per night from Jul 21 to Jul 22
$124 total
Jul 21 - Jul 22
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! (999 reviews)
"The grounds garden and pool were very beautiful and clean. The restaurant was amazing and included a full bar. They even had a space that allowed the dog to dine with us. The staff was super friendly and accommodating. The rooms were clean and water pressure in the shower was great! We would stay ..."

Reviewed on Jun 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
$67 nightly
The price is $75 total per night from Jul 24 to Jul 25
$75 total
Jul 24 - Jul 25
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! (744 reviews)
"Super clean room, very nice staff. I loved the pool area, very relaxing. We didn't eat breakfast cause we were sick, but it looked good. I will stay there again for sure."

Reviewed on Jun 30, 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
$77 nightly
The price is $86 total per night from Jul 21 to Jul 22
$86 total
Jul 21 - Jul 22
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! (1,000 reviews)
"Son muy inflexibles con las horas de salida y encontré visible insectos desagradables"

Reviewed on Jun 11, 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
$77 nightly
The price is $86 total per night from Jul 21 to Jul 22
$86 total
Jul 21 - Jul 22
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! (1,000 reviews)

Families like: Kids pool, bicycle rentals nearby, cribs

Travelers say...
"Son muy inflexibles con las horas de salida y encontré visible insectos desagradables"

Reviewed on Jun 11, 2026

Hotel Luisiana
Trapp Family Country Inn

Trapp Family Country Inn

3 out of 5
400m west of soccer field San Antonio Alajuela
$95 nightly
The price is $107 total per night from Jul 21 to Jul 22
$107 total
Jul 21 - Jul 22
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! (710 reviews)
"Very nice for airport layover"

Reviewed on Jul 18, 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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