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 $139 One Way, $352 Round Trip

Prices starting at $352 for return flights and $139 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 - Thu, Aug 27
ORD
Chicago
SJO
San José
$352 Roundtrip, found 5 days ago
$352
Roundtrip
found 5 days ago
Select Frontier Airlines flight, departing Thu, Aug 20 from Chicago to San José, returning Thu, Aug 27, priced at $352 found 5 days ago
Wed, Mar 25 - Wed, Apr 8
ORD
Chicago
SJO
San José
$402 Roundtrip, found 6 days ago
$402
Roundtrip
found 6 days ago
Select Spirit Airlines flight, departing Wed, Mar 25 from Chicago to San José, returning Wed, Apr 8, priced at $402 found 6 days ago
Fri, Dec 4 - Thu, Dec 10
ORD
Chicago
SJO
San José
$462 Roundtrip, found 6 days ago
$462
Roundtrip
found 6 days ago
Select Delta flight, departing Fri, Dec 4 from Chicago to San José, returning Thu, Dec 10, priced at $462 found 6 days ago
Thu, May 28 - Sun, May 31
ORD
Chicago
SJO
San José
$470 Roundtrip, found 2 hours ago
$470
Roundtrip
found 2 hours ago
Select Copa flight, departing Thu, May 28 from Chicago to San José, returning Sun, May 31, priced at $470 found 2 hours ago
Wed, Jan 13 - Wed, Jan 27
ORD
Chicago
SJO
San José
$475 Roundtrip, found 1 day ago
$475
Roundtrip
found 1 day ago
Select American Airlines flight, departing Wed, Jan 13 from Chicago to San José, returning Wed, Jan 27, priced at $475 found 1 day 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 Apr 5 to Apr 6
$155 total
Apr 5 - Apr 6
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! (2,450 reviews)
The staff was very pleasant and made checking in and check out super speedy and efficient!

Reviewed on Mar 14, 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
$163 nightly
The price is $184 total per night from Apr 1 to Apr 2
$184 total
Apr 1 - Apr 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! (1,657 reviews)
Great overnight stay

Reviewed on Mar 14, 2026

Hilton Garden Inn San Jose Airport City Mall
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
$199 nightly
The price is $224 total per night from Mar 31 to Apr 1
$224 total
Mar 31 - Apr 1
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! (1,004 reviews)
Great stay. Always coming back

Reviewed on Mar 15, 2026

Courtyard 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

Barceló San José

Barceló San José

4 out of 5
Autopista General Canas 3km San José San Jose
$65 nightly
The price is $73 total per night from Mar 31 to Apr 1
$73 total
Mar 31 - Apr 1
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! (1,931 reviews)
Great Hotel, excellent, courteous, and friendly staff

Reviewed on Mar 14, 2026

Barceló San José
Wyndham San Jose Herradura Hotel & Convention Center

Wyndham San Jose Herradura Hotel & Convention Center

4 out of 5
Autopista General Canas La Asunción Heredia
$103 nightly
The price is $116 total per night from Mar 29 to Mar 30
$116 total
Mar 29 - Mar 30
Total with taxes and fees
Book a stay at this spa hotel in La Asunción. Enjoy free WiFi, free parking, and 3 outdoor pools. Our guests praise the pool and the helpful staff in our reviews. ...
7.6/10 Good! (2,020 reviews)
Short stay. Beautiful hotel.

Reviewed on Mar 14, 2026

Wyndham San Jose Herradura Hotel & Convention Center
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 Apr 5 to Apr 6
$155 total
Apr 5 - Apr 6
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! (2,450 reviews)
The staff was very pleasant and made checking in and check out super speedy and efficient!

Reviewed on Mar 14, 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.

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
$199 nightly
The price is $224 total per night from Mar 31 to Apr 1
$224 total
Mar 31 - Apr 1
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! (1,004 reviews)
Great stay. Always coming back

Reviewed on Mar 15, 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
$65 nightly
The price is $73 total per night from Mar 31 to Apr 1
$73 total
Mar 31 - Apr 1
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! (1,931 reviews)
Great Hotel, excellent, courteous, and friendly staff

Reviewed on Mar 14, 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
$103 nightly
The price is $116 total per night from Mar 19 to Mar 20
$116 total
Mar 19 - Mar 20
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)
Pick up and drop off at airport is excellent

Reviewed on Mar 11, 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
$116 nightly
The price is $132 total per night from Mar 16 to Mar 17
$132 total
Mar 16 - Mar 17
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! (721 reviews)
The staff was very helpful and friendly.

Reviewed on Feb 22, 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 Mar 16 to Mar 17
$112 total
Mar 16 - Mar 17
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! (1,002 reviews)
It was a really nice property with gated parking, nice outside seating and a great pizza restaurant. The staff was wonderful and very helpful.

Reviewed on Mar 12, 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 Mar 16 to Mar 17
$112 total
Mar 16 - Mar 17
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! (1,002 reviews)

Families like: Kids pool, bicycle rentals nearby, cribs

Travelers say...
It was a really nice property with gated parking, nice outside seating and a great pizza restaurant. The staff was wonderful and very helpful.

Reviewed on Mar 12, 2026

Hotel Luisiana
Trapp Family Country Inn

Trapp Family Country Inn

3 out of 5
400m west of soccer field San Antonio Alajuela
$105 nightly
The price is $119 total per night from Apr 13 to Apr 14
$119 total
Apr 13 - Apr 14
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! (697 reviews)
It was a wonderful stay to end our trip of 2 weeks in Costa Rica. So grateful for the amazing service and very welcoming staff. The pool side was lovely and our room was great. Comfortable beds and a hot shower. The grounds were beautiful to walk around grounds to walk around

Reviewed on Feb 28, 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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