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San José

$128+ Cheap flights from O'Hare Intl (ORD) to San José (SJO)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 2/25. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — SJO
Mar 15 — Mar 221
Sun 3/15
Sun 3/22
1 adult, Economy
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Find cheap flights from O'Hare Intl to San José with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

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Cheapflights Tip: The best prices from Chicago O'Hare Intl to San José Juan Santamaria Intl are usually found in October or September, booked 9 days in advance, depart on a Tuesday or Monday and return on a Tuesday

Cheap flight deals from O'Hare Intl to San José

Cheapest flights from O'Hare Intl to San José
Explore the most affordable flight options available from O'Hare Intl to San José. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 13, 2026.

This CheapOair deal was found by Cheapflights users on 2/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/78:16 pm
ORD
-
SJO
1 stop15h 06m
Spirit Airlines
Sun 3/1511:38 am
SJO
-
ORD
1 stop28h 18m
Spirit Airlines
Deal found 2/11$316
This CheapOair deal was found by Cheapflights users on 2/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/258:16 pm
ORD
-
SJO
1 stop16h 06m
Spirit Airlines
Wed 3/412:35 pm
SJO
-
ORD
2 stops11h 12m
Spirit Airlines
Deal found 2/11$317
This FlightHub deal was found by Cheapflights users on 2/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/44:43 pm
ORD
-
SJO
2 stops18h 57m
Spirit Airlines
Mon 3/911:35 am
SJO
-
ORD
2 stops11h 12m
Spirit Airlines
Deal found 2/10$318
This CheapOair deal was found by Cheapflights users on 2/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/115:15 am
ORD
-
SJO
1 stop7h 07m
Spirit Airlines
Wed 3/1812:19 pm
SJO
-
ORD
2 stops30h 44m
Spirit Airlines
Deal found 2/10$319
This CheapOair deal was found by Cheapflights users on 2/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/285:15 am
ORD
-
SJO
1 stop7h 07m
Spirit Airlines
Wed 3/412:35 pm
SJO
-
ORD
1 stop29h 11m
Spirit Airlines
Deal found 2/10$320
This Mytrip deal was found by Cheapflights users on 2/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/15:15 am
ORD
-
SJO
1 stop7h 07m
Multiple Airlines
Sat 3/77:22 am
SJO
-
ORD
2 stops13h 51m
Multiple Airlines
Deal found 2/12$321
This CheapOair deal was found by Cheapflights users on 2/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/105:05 am
ORD
-
SJO
1 stop7h 09m
Spirit Airlines
Mon 4/1311:38 am
SJO
-
ORD
2 stops20h 12m
Spirit Airlines
Deal found 2/12$322
This Mytrip deal was found by Cheapflights users on 2/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/24:43 pm
ORD
-
SJO
2 stops18h 57m
Spirit Airlines
Thu 3/512:35 pm
SJO
-
ORD
3 stops28h 28m
Spirit Airlines
Deal found 2/10$323
This Priceline deal was found by Cheapflights users on 2/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/215:05 am
ORD
-
SJO
1 stop8h 10m
Multiple Airlines
Sat 2/281:31 pm
SJO
-
ORD
1 stop7h 42m
Multiple Airlines
Deal found 2/11$324
This CheapOair deal was found by Cheapflights users on 2/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/215:05 am
ORD
-
SJO
1 stop8h 10m
Multiple Airlines
Thu 2/261:31 pm
SJO
-
ORD
1 stop10h 16m
Multiple Airlines
Deal found 2/12$325
This CheapOair deal was found by Cheapflights users on 2/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/96:10 pm
ORD
-
SJO
1 stop18h 04m
Spirit Airlines
Thu 4/1612:31 pm
SJO
-
ORD
1 stop10h 10m
Spirit Airlines
Deal found 2/11$326
This CheapOair deal was found by Cheapflights users on 2/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/278:16 pm
ORD
-
SJO
1 stop16h 06m
Spirit Airlines
Mon 3/21:31 pm
SJO
-
ORD
2 stops28h 15m
Spirit Airlines
Deal found 2/10$327

Find flight deals from O'Hare Intl to San José

Discover tips and strategies to find the most affordable flight options for your journey from O'Hare Intl (ORD) to San José (SJO). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated February 13, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$316
(CheapOair)

One-way from

$128
(Super.com)

Popular in

December

Cheapest in

October

Average price

$519

Good round-trip deal

$412 or less

Good one-way deal

$335 or less
Provider with most accurate pricing for Chicago O'Hare Intl-San José Juan Santamaria Intl flight deals.
Search Deals
Provider most trusted by Cheapflights users for Chicago O'Hare Intl-San José Juan Santamaria Intl flights.
Search Deals
From Chicago O'Hare Intl to San José Juan Santamaria Intl
Search Deals
One-way flight from Chicago O'Hare Intl to San José Juan Santamaria Intl
Search Deals
Highest demand for flights based on searches. 7% potential increase in price ($41 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($16 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in February 2026
Search Deals
Price to beat on a round-trip flight from Chicago O'Hare Intl to San José Juan Santamaria Intl.
Search Deals
Price to beat on a one-way flight from Chicago O'Hare Intl to San José Juan Santamaria Intl.
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from O'Hare Intl to San José that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated February 13, 2026.
Use the filters below to find and compare flights from Chicago O'Hare Intl Airport to San José that are best for you.

Fly from

O'Hare Intl

Fly to

San José

Route

Depart

Return

Price

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Thu 4/9

3:21 pm-4:48 pm

3 stops26h 27m

San José Juan Santamaria Intl

Thu 4/16

5:56 pm-1:58 pm

1 stop19h 02m

$319

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Thu 4/23

3:21 pm-4:48 pm

3 stops26h 27m

San José Juan Santamaria Intl

Tue 4/28

4:09 am-1:58 pm

1 stop8h 49m

$319

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Thu 4/30

3:21 pm-4:47 pm

3 stops26h 26m

San José Juan Santamaria Intl

Mon 5/4

5:57 pm-2:06 pm

1 stop19h 09m

$319

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Thu 3/5

2:22 pm-4:46 pm

3 stops26h 24m

San José Juan Santamaria Intl

Thu 3/12

11:01 am-1:04 am

1 stop13h 03m

$319

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Mon 3/30

3:28 pm-8:20 am

1 stop17h 52m

San José Juan Santamaria Intl

Mon 4/13

10:04 am-1:13 am

1 stop14h 09m

$336

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Tue 3/24

3:22 pm-8:20 am

1 stop17h 58m

San José Juan Santamaria Intl

Thu 4/2

8:30 am-1:13 am

1 stop15h 43m

$336

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Thu 4/23

3:05 pm-7:08 am

1 stop17h 03m

San José Juan Santamaria Intl

Mon 4/27

6:18 pm-1:50 pm

1 stop18h 32m

$336

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Sun 3/15

3:22 pm-7:05 am

1 stop16h 43m

San José Juan Santamaria Intl

Thu 3/19

8:11 am-1:04 am

1 stop15h 53m

$336

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Tue 3/10

7:39 am-11:56 am

Nonstop5h 17m

San José Juan Santamaria Intl

Tue 3/17

1:05 pm-7:35 pm

Nonstop5h 30m

$344

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Sat 2/21

7:39 am-12:56 pm

Nonstop5h 17m

San José Juan Santamaria Intl

Thu 2/26

2:20 pm-11:04 pm

1 stop8h 44m

$355

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/12

Showing 1-10 of 21 results
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Compare providers for flights from O'Hare Intl to San José

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from O'Hare Intl to San José in February.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
OvagoPrice Accuracy2 starsTrust Score*3 stars
AranGrantPrice Accuracy2 starsTrust Score*2 stars
CheapflightsfaresPrice Accuracy2 starsTrust Score*2 stars
CheapfaremartPrice Accuracy-Trust Score*1 star

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Chicago O'Hare Intl Airport-San José flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago O'Hare Intl Airport-San José flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Chicago O'Hare Intl Airport-San José flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Chicago O'Hare Intl Airport-San José flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Chicago O'Hare Intl Airport-San José flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from O'Hare Intl to San José

Have a flexible travel schedule? Discover the best time to fly to San José from O'Hare Intl with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Chicago O'Hare Intl Airport to San José

How far ahead should I book a flight from Chicago O'Hare Intl Airport to San José?

Use this chart to determine the optimal time to book a round-trip flight from O'Hare Intl to San José. Price data was last updated on February 6, 2026.

To ensure you get the cheapest price possible for a flight from Chicago O'Hare Intl Airport to San José, you should look to book at least 9 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.

What is the cheapest month to book a flight from Chicago O'Hare Intl Airport to San José?

Currently, May is the cheapest month in which you can book a flight from Chicago O'Hare Intl Airport to San José (average of $216). Flying from Chicago O'Hare Intl Airport to San José in March is currently the most expensive (average of $346). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from ORD to SJO?

Find hourly flight availability from O'Hare Intl to San José. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated February 13, 2026.

When flying from Chicago O'Hare Intl Airport to San José, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

How much does it cost to fly round-trip from Chicago O'Hare Intl Airport to San José?

Reviews of airlines servicing San José

Get insights into the airlines that provide service to San José. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to San José. Reviews last updated February 13, 2026.
See what other customers who have flown with Copa Airlines, United Airlines, and American Airlines from Chicago O'Hare Intl Airport to San José have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Copa Airlines
7.5
Good
1,559 reviews

Crew

8.1

Entertainment

6.8

Comfort

7.4

Boarding

7.8

Food

6.8

Overall

7.5

Reviews

1 / 20
2.0
Mediocre

Maria,Dec 2025

PTY - SLA

Old plain no entertainment , no outlet for cell or computer! And online they said you have all that! Almost 6 hrs looking to the floor..terrible expirencw and I pay a lot of money for it
Copa Airlines
7.5
Good
1,559 reviews
Copa Airlines
7.5
Good
1,559 reviews

Crew

8.1

Entertainment

6.8

Comfort

7.4

Boarding

7.8

Food

6.8

Overall

7.5

Reviews

1 / 20
2.0
Mediocre

Maria,Dec 2025

PTY - SLA

Old plain no entertainment , no outlet for cell or computer! And online they said you have all that! Almost 6 hrs looking to the floor..terrible expirencw and I pay a lot of money for it
United Airlines
7.4
Good
9,285 reviews
Copa Airlines
7.5
Good
1,559 reviews

Crew

8.1

Entertainment

6.8

Comfort

7.4

Boarding

7.8

Food

6.8

Overall

7.5

Reviews

1 / 20
2.0
Mediocre

Maria,Dec 2025

PTY - SLA

Old plain no entertainment , no outlet for cell or computer! And online they said you have all that! Almost 6 hrs looking to the floor..terrible expirencw and I pay a lot of money for it
American Airlines
7.2
Good
11,276 reviews
Copa Airlines
7.5
Good
1,559 reviews

Crew

8.1

Entertainment

6.8

Comfort

7.4

Boarding

7.8

Food

6.8

Overall

7.5

Reviews

1 / 20
2.0
Mediocre

Maria,Dec 2025

PTY - SLA

Old plain no entertainment , no outlet for cell or computer! And online they said you have all that! Almost 6 hrs looking to the floor..terrible expirencw and I pay a lot of money for it
Avianca
6.5
Okay
2,495 reviews
Copa Airlines
7.5
Good
1,559 reviews

Crew

8.1

Entertainment

6.8

Comfort

7.4

Boarding

7.8

Food

6.8

Overall

7.5

Reviews

1 / 20
2.0
Mediocre

Maria,Dec 2025

PTY - SLA

Old plain no entertainment , no outlet for cell or computer! And online they said you have all that! Almost 6 hrs looking to the floor..terrible expirencw and I pay a lot of money for it
Spirit Airlines
6.3
Okay
8,451 reviews
Copa Airlines
7.5
Good
1,559 reviews

Crew

8.1

Entertainment

6.8

Comfort

7.4

Boarding

7.8

Food

6.8

Overall

7.5

Reviews

1 / 20
2.0
Mediocre

Maria,Dec 2025

PTY - SLA

Old plain no entertainment , no outlet for cell or computer! And online they said you have all that! Almost 6 hrs looking to the floor..terrible expirencw and I pay a lot of money for it

Related info for your journey

Find useful and relevant information for your journey from O'Hare Intl to San José. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly into for flights to San José from Chicago O'Hare Intl?

    Located just 8.8 mi from the city center, San José Juan Santamaria Intl is the airport most travelers will use when flying to San José from Chicago O'Hare Intl. Booking flights from Chicago O'Hare Intl to Juan Santamaria Intl (SJO) should be relatively easy as there is 1 daily inbound flight from Chicago O'Hare Intl from 8 different airlines.

  • How long is the flight from Chicago O'Hare Intl Airport to San José?

    A quick flight from Chicago O'Hare Intl Airport to San José can take about 26h 27m. Copa Airlines provides one of the quickest options available for as low as $319. The distance between Chicago O'Hare Intl Airport and San José is about 2220 mi.

  • What are the cheapest airlines flying from Chicago O'Hare Intl Airport to San José round-trip?

    Flying on Avianca is currently your cheapest option to San José, with prices starting at $148. Additional round-trip tickets that might be worth considering are offered by Delta and Spirit Airlines, with the lowest prices starting at $206 and $248, respectively. Avianca is priced at 71% lower than the current average price of a flight leaving 3 months from now.

  • What are the cheapest airlines to fly from Chicago O'Hare Intl Airport to San José one-way?

    The cheapest airlines for a one-way flight from Chicago O'Hare Intl Airport to San José are Spirit Airlines ($88), Delta ($136), and Frontier ($136).

  • What are the cheapest flights from Chicago O'Hare Intl Airport to San José?

    Looking at all options, your cheapest flight can be booked for $266. While the most popular route (Chicago O'Hare Intl - San José Juan Santamaria Intl) can be booked for $263 on average, our data indicates $680 when flying from Chicago O'Hare Intl Airport to San José.

  • Can I find deals for flights from O'Hare Intl to San José that include hotel bookings?

    Yes. In addition to deals on O'Hare Intl to San José flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from O'Hare Intl to San José?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from O'Hare Intl to San José.

  • Can I find deals for business class flights from O'Hare Intl to San José?

    Yes. Cheapflights offers flight deals from O'Hare Intl to San José by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Chicago O'Hare Intl Airport to San José?

    Currently, May is the cheapest month in which you can book a flight from Chicago O'Hare Intl Airport to San José (average of $216). Flying from Chicago O'Hare Intl Airport to San José in March is currently the most expensive (average of $346). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near San José?

Book flights to San José if you plan to visit one of these locations
Alajuela
Monteverde
Jacó
Heredia
Dominical
Manuel Antonio

Browse thousands of different options on Cheapflights for your next trip

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Alternative routes for O'Hare Intl to San José

See prices for flight routes from nearby airports that may be better suited for you.
O'Hare Intl to Liberia flights
Midway to San José flights
Midway to Liberia flights

Top 8 airlines flying from O'Hare Intl to San José

Discover the top 8 airlines that operate flights from O'Hare Intl to San José. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated February 13, 2026.
AirlineCheapestAverageFlexibilityOn-time
AviancaCheapest$148Average$396FlexibilityNo cancel feeOn-time71%
DeltaCheapest$206Average$525FlexibilityNo cancel feeOn-timeN/A
Spirit AirlinesCheapest$248Average$379FlexibilityNo cancel feeOn-time65%
Copa AirlinesCheapest$256Average$469FlexibilityNo cancel feeOn-time70%
American AirlinesCheapest$339Average$559FlexibilityNo cancel feeOn-time71%
FrontierCheapest$345Average$796FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$393Average$601FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$427Average$613FlexibilityNo cancel feeOn-time63%

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