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San José

$98+ 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 4/13. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — SJO
May 2 — May 91
Sat 5/2
Sat 5/9
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

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2. Select your favorite providers

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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 April 2, 2026.

This Expedia deal was found by Cheapflights users on 3/28. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/175:30 pm
ORD
-
SJO
1 stop15h 50m
Frontier
Thu 6/259:35 am
SJO
-
ORD
1 stop12h 39m
Frontier
Deal found 3/28$338
This Kiwi.com deal was found by Cheapflights users on 3/29. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/187:30 am
ORD
-
SJO
2 stops29h 03m
Multiple Airlines
Fri 4/2412:38 pm
SJO
-
ORD
1 stop10h 16m
Multiple Airlines
Deal found 3/29$339
This Mytrip deal was found by Cheapflights users on 3/30. 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 4/135:05 am
ORD
-
SJO
1 stop7h 09m
Spirit Airlines
Thu 4/1612:38 pm
SJO
-
ORD
2 stops20h 45m
Spirit Airlines
Deal found 3/30$340
This Kiwi.com deal was found by Cheapflights users on 3/29. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/137:20 am
ORD
-
SJO
1 stop28h 54m
Multiple Airlines
Fri 4/1712:38 pm
SJO
-
ORD
1 stop9h 16m
Multiple Airlines
Deal found 3/29$342
This CheapOair deal was found by Cheapflights users on 3/28. 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 4/307:15 pm
ORD
-
SJO
1 stop17h 18m
Spirit Airlines
Thu 5/141:00 pm
SJO
-
ORD
1 stop9h 15m
Spirit Airlines
Deal found 3/28$343
This Kiwi.com deal was found by Cheapflights users on 3/28. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/107:20 am
ORD
-
SJO
1 stop28h 54m
Multiple Airlines
Fri 4/2412:38 pm
SJO
-
ORD
1 stop31h 39m
Multiple Airlines
Deal found 3/28$349
This Cheapflightsfares deal was found by Cheapflights users on 3/28. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/187:15 pm
ORD
-
SJO
1 stop17h 18m
Spirit Airlines
Sun 4/2612:38 pm
SJO
-
ORD
1 stop10h 46m
Spirit Airlines
Deal found 3/28$351
This Cheapflightsfares deal was found by Cheapflights users on 3/28. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/205:05 am
ORD
-
SJO
1 stop7h 28m
Spirit Airlines
Sun 4/2612:38 pm
SJO
-
ORD
1 stop10h 46m
Spirit Airlines
Deal found 3/28$352
This Kiwi.com deal was found by Cheapflights users on 3/28. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/27:30 am
ORD
-
SJO
2 stops29h 03m
Multiple Airlines
Fri 5/151:00 pm
SJO
-
ORD
1 stop9h 59m
Multiple Airlines
Deal found 3/28$358
This Kiwi.com deal was found by Cheapflights users on 3/29. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/227:15 pm
ORD
-
SJO
1 stop17h 18m
Multiple Airlines
Fri 4/2412:38 pm
SJO
-
ORD
1 stop10h 16m
Multiple Airlines
Deal found 3/29$359

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 April 2, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$338
(Expedia)

One-way from

$98
(Cheapflightsfares)

Popular in

December

Cheapest in

October

Average price

$513

Good round-trip deal

$515 or less

Good one-way deal

$378 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. 8% potential increase in price ($45 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 April 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 April 2, 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

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Tue 4/14

1:49 pm-11:59 pm

1 stop11h 10m

San José Juan Santamaria Intl

Sun 4/19

4:18 pm-12:09 pm

1 stop18h 51m

$453

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Mon 9/14

2:53 am-11:59 pm

1 stop22h 06m

San José Juan Santamaria Intl

Tue 9/22

4:15 pm-12:09 pm

1 stop18h 54m

$453

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Tue 5/26

1:49 pm-11:59 pm

1 stop11h 10m

San José Juan Santamaria Intl

Sun 5/31

4:18 pm-12:09 pm

1 stop18h 51m

$454

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Mon 6/1

3:21 pm-9:06 am

1 stop18h 45m

San José Juan Santamaria Intl

Sun 6/7

10:05 am-4:00 am

1 stop16h 55m

$470

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Thu 7/16

3:21 pm-7:12 am

1 stop16h 51m

San José Juan Santamaria Intl

Mon 7/20

10:03 am-4:00 am

1 stop16h 57m

$470

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Fri 5/1

3:21 pm-9:06 am

1 stop18h 45m

San José Juan Santamaria Intl

Mon 5/4

2:59 pm-1:15 am

1 stop9h 16m

$470

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Tue 5/26

3:21 pm-7:09 am

1 stop16h 48m

San José Juan Santamaria Intl

Mon 6/1

4:10 am-2:06 pm

1 stop8h 56m

$470

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Sun 7/26

3:21 pm-9:06 am

1 stop18h 45m

San José Juan Santamaria Intl

Tue 8/4

6:17 pm-1:59 pm

1 stop18h 42m

$470

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Sat 5/9

3:21 pm-9:06 am

1 stop18h 45m

San José Juan Santamaria Intl

Fri 5/15

8:47 am-1:15 am

1 stop15h 28m

$470
Quickest round-trip

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Sat 5/9

7:36 am-11:55 am

Nonstop5h 19m

San José Juan Santamaria Intl

Tue 5/12

7:55 am-9:51 pm

1 stop12h 56m

$478

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/29

Showing 1-10 of 20 resultsSorted by cheapest first
1
2

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 April.
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 March 13, 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, October is the cheapest month in which you can book a flight from Chicago O'Hare Intl Airport to San José (average of $247). Flying from Chicago O'Hare Intl Airport to San José in April is currently the most expensive (average of $348). 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 April 2, 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 April 2, 2026.
See what other customers who have flown with Copa Airlines,United Airlines, andAmerican 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
1,578 reviews

Crew

8.1

Comfort

7.4

Overall

7.5

Boarding

7.8

Food

6.8

Entertainment

6.8

Reviews

1 / 20
2.0
Mediocre

Katerine,Mar 2026

LAX - PTY

Really i was expecting be more friendly with family’s, more when you travel with a infant. We expected like a priority to boarding or be friendly with the spots on the aeroplane.
Copa Airlines
7.5
Good
1,578 reviews
Copa Airlines
7.5
Good
1,578 reviews

Crew

8.1

Comfort

7.4

Overall

7.5

Boarding

7.8

Food

6.8

Entertainment

6.8

Reviews

1 / 20
2.0
Mediocre

Katerine,Mar 2026

LAX - PTY

Really i was expecting be more friendly with family’s, more when you travel with a infant. We expected like a priority to boarding or be friendly with the spots on the aeroplane.
United Airlines
7.4
Good
9,532 reviews
Copa Airlines
7.5
Good
1,578 reviews

Crew

8.1

Comfort

7.4

Overall

7.5

Boarding

7.8

Food

6.8

Entertainment

6.8

Reviews

1 / 20
2.0
Mediocre

Katerine,Mar 2026

LAX - PTY

Really i was expecting be more friendly with family’s, more when you travel with a infant. We expected like a priority to boarding or be friendly with the spots on the aeroplane.
American Airlines
7.1
Good
11,548 reviews
Copa Airlines
7.5
Good
1,578 reviews

Crew

8.1

Comfort

7.4

Overall

7.5

Boarding

7.8

Food

6.8

Entertainment

6.8

Reviews

1 / 20
2.0
Mediocre

Katerine,Mar 2026

LAX - PTY

Really i was expecting be more friendly with family’s, more when you travel with a infant. We expected like a priority to boarding or be friendly with the spots on the aeroplane.
Avianca
6.5
Okay
2,505 reviews
Copa Airlines
7.5
Good
1,578 reviews

Crew

8.1

Comfort

7.4

Overall

7.5

Boarding

7.8

Food

6.8

Entertainment

6.8

Reviews

1 / 20
2.0
Mediocre

Katerine,Mar 2026

LAX - PTY

Really i was expecting be more friendly with family’s, more when you travel with a infant. We expected like a priority to boarding or be friendly with the spots on the aeroplane.
Spirit Airlines
6.3
Okay
8,576 reviews
Copa Airlines
7.5
Good
1,578 reviews

Crew

8.1

Comfort

7.4

Overall

7.5

Boarding

7.8

Food

6.8

Entertainment

6.8

Reviews

1 / 20
2.0
Mediocre

Katerine,Mar 2026

LAX - PTY

Really i was expecting be more friendly with family’s, more when you travel with a infant. We expected like a priority to boarding or be friendly with the spots on the aeroplane.

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 are 0 daily inbound flights 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 7h 09m. Frontier provides one of the quickest options available for as low as $340. The distance between Chicago O'Hare Intl Airport and San José is about 2220 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • 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 $205 and $227, respectively. Avianca is priced at 70% 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), Frontier ($136), and Delta ($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 $320. While the most popular route (Chicago O'Hare Intl - San José Juan Santamaria Intl) can be booked for $299 on average, our data indicates $824 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, October is the cheapest month in which you can book a flight from Chicago O'Hare Intl Airport to San José (average of $247). Flying from Chicago O'Hare Intl Airport to San José in April is currently the most expensive (average of $348). 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

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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 April 2, 2026.
AirlineCheapestAverageFlexibilityOn-time
AviancaCheapest$148Average$385FlexibilityNo cancel feeOn-time71%
DeltaCheapest$205Average$483FlexibilityNo cancel feeOn-timeN/A
Spirit AirlinesCheapest$227Average$350FlexibilityNo cancel feeOn-time65%
FrontierCheapest$271Average$796FlexibilityNo cancel feeOn-time62%
Copa AirlinesCheapest$303Average$477FlexibilityNo cancel feeOn-time70%
American AirlinesCheapest$341Average$565FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$388Average$580FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$395Average$592FlexibilityNo cancel feeOn-time63%

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