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 $202 One Way, $366 Round Trip

Prices starting at $366 for return flights and $202 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.

Sun, Sep 27 - Fri, Oct 2
ORD
Chicago
SJO
San José
$366 Roundtrip, found 5 hours ago
$366
Roundtrip
found 5 hours ago
Select Copa flight, departing Sun, Sep 27 from Chicago to San José, returning Fri, Oct 2, priced at $366 found 5 hours ago
Fri, Jan 22 - Tue, Jan 26
ORD
Chicago
SJO
San José
$374 Roundtrip, found 16 hours ago
$374
Roundtrip
found 16 hours ago
Select United flight, departing Fri, Jan 22 from Chicago to San José, returning Tue, Jan 26, priced at $374 found 16 hours ago
Fri, Dec 4 - Fri, Dec 11
ORD
Chicago
SJO
San José
$378 Roundtrip, found 7 hours ago
$378
Roundtrip
found 7 hours ago
Select Delta flight, departing Fri, Dec 4 from Chicago to San José, returning Fri, Dec 11, priced at $378 found 7 hours ago
Fri, Nov 13 - Wed, Nov 18
ORD
Chicago
SJO
San José
$468 Roundtrip, found 15 hours ago
$468
Roundtrip
found 15 hours ago
Select JetBlue Airways flight, departing Fri, Nov 13 from Chicago to San José, returning Wed, Nov 18, priced at $468 found 15 hours ago
Thu, Nov 19 - Fri, Nov 27
ORD
Chicago
SJO
San José
$495 Roundtrip, found 13 hours ago
$495
Roundtrip
found 13 hours ago
Select Viva flight, departing Thu, Nov 19 from Chicago to San José, returning Fri, Nov 27, priced at $495 found 13 hours 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
$95 nightly
The price is $107 total per night from Sep 2 to Sep 3
$107 total
Sep 2 - Sep 3
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! (1,161 reviews)
"Very close to the airport. Very convenient for early morning travelers."

Reviewed on Aug 9, 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 4 to Sep 5
$117 total
Sep 4 - Sep 5
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)
"Not my favorite place. The rooms were clean. The staff were not very personable. For the price of the room, the breakfast was expensive for what it was."

Reviewed on Aug 8, 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 1 to Sep 2
$129 total
Sep 1 - Sep 2
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! (2,650 reviews)
"Clean room and a very nice breakfast. Shuttle service to the airport was quick."

Reviewed on Aug 8, 2026

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
$95 nightly
The price is $107 total per night from Sep 2 to Sep 3
$107 total
Sep 2 - Sep 3
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! (1,161 reviews)
"Very close to the airport. Very convenient for early morning travelers."

Reviewed on Aug 9, 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
$112 nightly
The price is $126 total per night from Aug 21 to Aug 22
$126 total
Aug 21 - Aug 22
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! (1,004 reviews)
"The staff there are rude. They spy and harassed my daughter on a daily basis. they charge different prices different day and the food was disgusting."

Reviewed on Aug 6, 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
$117 nightly
The price is $133 total per night from Aug 17 to Aug 18
$133 total
Aug 17 - Aug 18
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! (577 reviews)
"We enjoyed our stay at the Homewood. Clean room and bathroom, family friendly, nice pool. Super convenient location, close to a bunch of restaurants. The reason why I am not giving it a 5 stars is because I asked for an extra towel multiple times and they never delivered. Besides that breakfast was ..."

Reviewed on Aug 9, 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 4 to Sep 5
$117 total
Sep 4 - Sep 5
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)
"Not my favorite place. The rooms were clean. The staff were not very personable. For the price of the room, the breakfast was expensive for what it was."

Reviewed on Aug 8, 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
$91 nightly
The price is $103 total per night from Aug 17 to Aug 18
$103 total
Aug 17 - Aug 18
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
$104 nightly
The price is $117 total per night from Aug 28 to Aug 29
$117 total
Aug 28 - Aug 29
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 perfect spot to stay in town before heading off to other adventures"

Reviewed on Jul 27, 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
$65 nightly
The price is $74 total per night from Aug 14 to Aug 15
$74 total
Aug 14 - Aug 15
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 10 to Aug 11
$86 total
Aug 10 - Aug 11
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! (1,001 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 10 to Aug 11
$86 total
Aug 10 - Aug 11
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! (1,001 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
$89 nightly
The price is $101 total per night from Sep 7 to Sep 8
$101 total
Sep 7 - Sep 8
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! (711 reviews)
"Old school Costa Rican property by airport. Food is delicious A bit of runway noise and no AC. Big rooms. Good showers and ceiling fans work well."

Reviewed on Jul 27, 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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