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 $183 One Way, $327 Round Trip

Prices starting at $327 for return flights and $183 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.

Tue, Sep 8 - Tue, Sep 22
ORD
Chicago
SJO
San José
$327 Roundtrip, found 1 hour ago
$327
Roundtrip
found 1 hour ago
Select JetBlue Airways flight, departing Tue, Sep 8 from Chicago to San José, returning Tue, Sep 22, priced at $327 found 1 hour ago
Sat, Jun 6 - Sat, Jun 13
ORD
Chicago
SJO
San José
$445 Roundtrip, found 1 day ago
$445
Roundtrip
found 1 day ago
Select Air Canada flight, departing Sat, Jun 6 from Chicago to San José, returning Sat, Jun 13, priced at $445 found 1 day ago
Wed, Jul 1 - Mon, Jul 6
ORD
Chicago
SJO
San José
$470 Roundtrip, found 8 hours ago
$470
Roundtrip
found 8 hours ago
Select Copa flight, departing Wed, Jul 1 from Chicago to San José, returning Mon, Jul 6, priced at $470 found 8 hours ago
Sat, Oct 24 - Sat, Oct 31
ORD
Chicago
SJO
San José
$472 Roundtrip, found 13 hours ago
$472
Roundtrip
found 13 hours ago
Select United flight, departing Sat, Oct 24 from Chicago to San José, returning Sat, Oct 31, priced at $472 found 13 hours ago
Wed, Aug 12 - Sat, Aug 15
ORD
Chicago
SJO
San José
$478 Roundtrip, found 5 hours ago
$478
Roundtrip
found 5 hours ago
Select Frontier Airlines flight, departing Wed, Aug 12 from Chicago to San José, returning Sat, Aug 15, priced at $478 found 5 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
$136 nightly
The price is $154 total per night from Jun 17 to Jun 18
$154 total
Jun 17 - Jun 18
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! (2,493 reviews)
"Beautiful place enjoyed always stay there"

Reviewed on Jun 1, 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
$120 nightly
The price is $135 total per night from Jun 15 to Jun 16
$135 total
Jun 15 - Jun 16
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! (1,827 reviews)
"Location and free airport shuttle were a plus."

Reviewed on Jun 1, 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
$131 nightly
The price is $148 total per night from Jun 26 to Jun 27
$148 total
Jun 26 - Jun 27
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! (1,157 reviews)
"We left another horrible hotel in the area and stayed here. It was great. The staff was super helpful. Breakfast was amazing and the airport shuttle was right on time. Thanks for ending our stay in Costa Rica!"

Reviewed on Jun 1, 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

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 19 to Jun 20
$171 total
Jun 19 - Jun 20
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! (1,002 reviews)
"Very comfortable"

Reviewed on May 31, 2026

Costa Rica Marriott Hotel Hacienda Belen
Hampton by Hilton San Jose Airport

Hampton by Hilton San Jose Airport

3 out of 5
Hwy 1 Airport Blvd Rio Segundo
$136 nightly
The price is $154 total per night from Jun 17 to Jun 18
$154 total
Jun 17 - Jun 18
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! (2,493 reviews)
"Beautiful place enjoyed always stay there"

Reviewed on Jun 1, 2026

Hampton by Hilton San Jose Airport
Country Inn & Suites by Radisson, San Jose Aeropuerto, Costa Rica

Country Inn & Suites by Radisson, San Jose Aeropuerto, Costa Rica

3.5 out of 5
Sobre Autopista General Cañas Ulloa Heredia
$99 nightly
The price is $112 total per night from Jun 12 to Jun 13
$112 total
Jun 12 - Jun 13
Total with taxes and fees
Book a stay at this family-friendly hotel in Ulloa. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. ...
8.4/10 Very Good! (3,363 reviews)
"This is my third time staying in this hotel and I will continue to stay here every time. As a solo female traveler, I feel extremely safe here because of the services they provide. They have a shuttle to and from the airport which has been so helpful to get to/from the international and regional ..."

Reviewed on Jun 1, 2026

Country Inn & Suites by Radisson, San Jose Aeropuerto, 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
$139 nightly
The price is $158 total per night from Jun 19 to Jun 20
$158 total
Jun 19 - Jun 20
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! (1,002 reviews)
"Good breakfast, parking, shuttle to airport."

Reviewed on May 31, 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
$104 nightly
The price is $118 total per night from Jun 23 to Jun 24
$118 total
Jun 23 - Jun 24
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! (2,078 reviews)
"The room was great! Loved that there was a weight room and racquetball courts!"

Reviewed on Jun 1, 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
$110 nightly
The price is $124 total per night from Jun 3 to Jun 4
$124 total
Jun 3 - Jun 4
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)
"Staff was very friendly and helpful, and the free breakfast that was included with our stay was delicious. Would definitely stay here again"

Reviewed on May 31, 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 $82 total per night from Jun 7 to Jun 8
$82 total
Jun 7 - Jun 8
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! (736 reviews)
"Muy bueno"

Reviewed on May 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
$99 nightly
The price is $112 total per night from Jun 3 to Jun 4
$112 total
Jun 3 - Jun 4
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)
"Very nice hotel for a good value"

Reviewed on May 6, 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 Jun 3 to Jun 4
$112 total
Jun 3 - Jun 4
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...
"Very nice hotel for a good value"

Reviewed on May 6, 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 Jul 1 to Jul 2
$114 total
Jul 1 - Jul 2
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! (709 reviews)
"They just finished painting the pool edge...looks great. This is our 3 year at the Trapp Family Inn. The only thing that was different was it was warmer than usually in San Jose than in previous years. The rooms were definitely warmer, but we were glad we had ceiling fans. Service, Food, and hospitality ..."

Reviewed on Jun 1, 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

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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