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 $118 One Way, $353 Round Trip

Prices starting at $353 for return flights and $118 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 - Sat, Oct 24
ORD
Chicago
SJO
San José
$353 Roundtrip, found 3 hours ago
$353
Roundtrip
found 3 hours ago
Select Frontier Airlines flight, departing Fri, Oct 16 from Chicago to San José, returning Sat, Oct 24, priced at $353 found 3 hours ago
Fri, Nov 13 - Thu, Nov 19
ORD
Chicago
SJO
San José
$366 Roundtrip, found 23 hours ago
$366
Roundtrip
found 23 hours ago
Select Copa flight, departing Fri, Nov 13 from Chicago to San José, returning Thu, Nov 19, priced at $366 found 23 hours ago
Wed, Feb 3 - Fri, Feb 12
ORD
Chicago
SJO
San José
$374 Roundtrip, found 1 hour ago
$374
Roundtrip
found 1 hour ago
Select United flight, departing Wed, Feb 3 from Chicago to San José, returning Fri, Feb 12, priced at $374 found 1 hour ago
Fri, Nov 13 - Thu, Nov 19
ORD
Chicago
SJO
San José
$378 Roundtrip, found 23 hours ago
$378
Roundtrip
found 23 hours ago
Select Delta flight, departing Fri, Nov 13 from Chicago to San José, returning Thu, Nov 19, priced at $378 found 23 hours ago
Thu, Nov 12 - Thu, Nov 19
ORD
Chicago
SJO
San José
$378 Roundtrip, found 1 hour ago
$378
Roundtrip
found 1 hour ago
Select American Airlines flight, departing Thu, Nov 12 from Chicago to San José, returning Thu, Nov 19, priced at $378 found 1 hour 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 Sep 16 to Sep 17
$98 total
Sep 16 - Sep 17
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! (1,178 reviews)
"I paid for a room with two beds. We arrived late from a long travel and the rooms were all sold out except for one queen bed. They said they no longer had a room with two beds and were unable to give me a credit for the charge."

Reviewed on Aug 19, 2026

Fairfield by Marriott San Jose Airport Alajuela
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 Sep 5 to Sep 6
$117 total
Sep 5 - Sep 6
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! (1,007 reviews)
"Clean room and the staff were friendly. We had dinner at the hotel restaurant and it was a large portion. Would recommend for a good night stay before leaving from the airport."

Reviewed on Aug 16, 2026

Courtyard 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
$114 nightly
The price is $129 total per night from Sep 4 to Sep 5
$129 total
Sep 4 - Sep 5
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 ...
Hampton by Hilton San Jose Airport
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 Sep 16 to Sep 17
$98 total
Sep 16 - Sep 17
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! (1,178 reviews)
"I paid for a room with two beds. We arrived late from a long travel and the rooms were all sold out except for one queen bed. They said they no longer had a room with two beds and were unable to give me a credit for the charge."

Reviewed on Aug 19, 2026

Fairfield by Marriott San Jose Airport Alajuela
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
$99 nightly
The price is $112 total per night from Sep 4 to Sep 5
$112 total
Sep 4 - Sep 5
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. ...
9/10 Wonderful! (1,008 reviews)
"I very much enjoyed my stay at the hotel. The staff was very friendly and helpful at all times. The hotel is located in a quiet neighborhood so, there was not a lot of street noise. The food and service at the restaurant were very good as well."

Reviewed on Aug 19, 2026

DoubleTree by Hilton Cariari - San Jose Costa Rica
Homewood Suites By Hilton Cariari San Jose

Homewood Suites By Hilton Cariari San Jose

3 out of 5
Pan American Highway La Asunción Heredia
$103 nightly
The price is $117 total per night from Sep 4 to Sep 5
$117 total
Sep 4 - Sep 5
Total with taxes and fees
Book a stay at this business-friendly hotel in La Asunción. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Multiplaza Mall Escazu and ...
9.6/10 Exceptional! (596 reviews)
"Clean, quite, comfortable, great food, awesome staff."

Reviewed on Aug 18, 2026

Homewood Suites By Hilton Cariari San Jose
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 Sep 5 to Sep 6
$117 total
Sep 5 - Sep 6
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! (1,007 reviews)
"Clean room and the staff were friendly. We had dinner at the hotel restaurant and it was a large portion. Would recommend for a good night stay before leaving from the airport."

Reviewed on Aug 16, 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
$81 nightly
The price is $92 total per night from Aug 24 to Aug 25
$92 total
Aug 24 - Aug 25
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! (2,137 reviews)
"Great staff, gym is nice with super hot jacuzzi, steam room and sauna"

Reviewed on Aug 19, 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 Aug 20 to Aug 21
$124 total
Aug 20 - Aug 21
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! (1,006 reviews)
"Beautiful property but it is dated, really needs some work in the rooms and bathrooms"

Reviewed on Aug 18, 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
$63 nightly
The price is $71 total per night from Aug 20 to Aug 21
$71 total
Aug 20 - Aug 21
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! (749 reviews)
"Rooms not clean. Old furniture and beds. breakfast good."

Reviewed on Aug 3, 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 Aug 20 to Aug 21
$86 total
Aug 20 - Aug 21
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 Aug 20 to Aug 21
$86 total
Aug 20 - Aug 21
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

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
$86 nightly
The price is $97 total per night from Aug 20 to Aug 21
$97 total
Aug 20 - Aug 21
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 ...
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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