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O'Hare Intl

$120+ Cheap flights from San José (SJO) to O'Hare Intl (ORD)

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 9/20. Fares are subject to change and may not be available on all flights or dates of travel.
SJO — ORD
Aug 19 — Aug 261
Tue 8/19
Tue 8/26
1 adult, Economy
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Cheapflights Tip: The best prices from San José Juan Santamaria Intl to Chicago O'Hare Intl are usually found in September or March, booked 81 days in advance, depart on a Wednesday or Friday and return on a Tuesday

Cheap flight deals from San José to O'Hare Intl

Discover tips and strategies to find the most affordable flight options for your journey from San José (SJO) to O'Hare Intl (ORD). 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 August 14, 2025.

Round-trip from

$276
(eDestinos)

One-way from

$120
(Kiwi.com)

Popular in

December

Cheapest in

September

Average price

$446

Good round-trip deal

$397 or less

Good one-way deal

$253 or less
From San José Juan Santamaria Intl to Chicago O'Hare Intl
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One-way flight from San José Juan Santamaria Intl to Chicago O'Hare Intl
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Highest demand for flights based on searches. 4% potential increase in price ($21 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($8 potential savings vs. average RT price).
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Average for round-trip flights in August 2025
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Price to beat on a round-trip flight from San José Juan Santamaria Intl to Chicago O'Hare Intl.
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Price to beat on a one-way flight from San José Juan Santamaria Intl to Chicago O'Hare Intl.
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Find flight deals from San José to O'Hare Intl

Cheapest flights from San José to O'Hare Intl
Explore the most affordable flight options available from San José to O'Hare Intl. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 14, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 8/12. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/512:19 pmSJO - ORD
1 stop9h 29mSpirit Airlines
Tue 9/95:05 amORD - SJO
1 stop7h 09mSpirit Airlines
Deal found 8/12$276
This Cheapflightsfares deal was found by Cheapflights users on 8/12. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/1412:19 pmSJO - ORD
1 stop10h 26mSpirit Airlines
Sat 11/85:05 amORD - SJO
1 stop7h 09mSpirit Airlines
Deal found 8/12$277
This Kiwi.com deal was found by Cheapflights users on 8/13. 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.
Tue 9/1612:19 pmSJO - ORD
1 stop9h 29mSpirit Airlines
Mon 9/228:56 pmORD - SJO
2 stops15h 18mSpirit Airlines
Deal found 8/13$278
This Kiwi.com deal was found by Cheapflights users on 8/14. 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 9/1212:19 pmSJO - ORD
1 stop21h 33mSpirit Airlines
Mon 9/156:44 pmORD - SJO
1 stop17h 30mSpirit Airlines
Deal found 8/14$279
This Kiwi.com deal was found by Cheapflights users on 8/12. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/2612:18 pmSJO - ORD
1 stop10h 41mSpirit Airlines
Mon 9/85:05 amORD - SJO
1 stop7h 09mSpirit Airlines
Deal found 8/12$280
This OneTravel deal was found by Cheapflights users on 8/12. 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 OneTravel is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/1412:19 pmSJO - ORD
1 stop28h 20mSpirit Airlines
Sat 9/206:44 pmORD - SJO
1 stop17h 30mSpirit Airlines
Deal found 8/12$282
This Mytrip deal was found by Cheapflights users on 8/11. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/257:30 amSJO - ORD
2 stops15h 29mMultiple Airlines
Wed 8/278:12 pmORD - SJO
1 stop16h 00mMultiple Airlines
Deal found 8/11$283
This FlightHub deal was found by Cheapflights users on 8/11. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/812:19 pmSJO - ORD
1 stop10h 26mSpirit Airlines
Wed 10/157:11 pmORD - SJO
1 stop17h 03mSpirit Airlines
Deal found 8/11$284
This Cheapflightsfares deal was found by Cheapflights users on 8/12. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/1512:19 pmSJO - ORD
1 stop9h 29mSpirit Airlines
Mon 9/226:44 pmORD - SJO
1 stop17h 30mSpirit Airlines
Deal found 8/12$285
This Cheapflightsfares deal was found by Cheapflights users on 8/12. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/2711:27 amSJO - ORD
1 stop9h 55mSpirit Airlines
Fri 8/295:05 amORD - SJO
1 stop7h 07mSpirit Airlines
Deal found 8/12$287

Cheapflights Fare Finder

 
Customize your flight search to find flights from San José to O'Hare Intl 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 August 14, 2025.
Use the filters below to find and compare flights from San José to Chicago O'Hare Intl Airport that are best for you.

Fly from

San José

Fly to

O'Hare Intl

Route

Depart

Return

Price

San JoséChicago

SJO - ORD

SJOORD

San José Juan Santamaria Intl

Fri 9/5

11:37 am-9:58 pm

1 stop9h 21m

Chicago O'Hare Intl

Tue 9/9

6:44 pm-11:14 am

1 stop17h 30m

$276

San JoséChicago

SJO - ORD

SJOORD

San José Juan Santamaria Intl

Wed 9/17

12:19 pm-10:48 pm

1 stop9h 29m

Chicago O'Hare Intl

Mon 9/22

5:05 am-11:14 am

1 stop7h 09m

$276

San JoséChicago

SJO - ORD

SJOORD

San José Juan Santamaria Intl

Sat 9/6

12:19 pm-10:48 pm

1 stop9h 29m

Chicago O'Hare Intl

Mon 9/15

6:44 pm-11:14 am

1 stop17h 30m

$277

San JoséChicago

SJO - ORD

SJOORD

San José Juan Santamaria Intl

Thu 10/2

12:19 pm-10:48 pm

1 stop9h 29m

Chicago O'Hare Intl

Wed 10/8

1:26 pm-11:30 am

2 stops23h 04m

$277

San JoséChicago

SJO - ORD

SJOORD

San José Juan Santamaria Intl

Fri 8/29

12:18 pm-11:59 pm

1 stop10h 41m

Chicago O'Hare Intl

Sun 8/31

5:05 am-11:12 am

1 stop7h 07m

$277

San JoséChicago

SJO - ORD

SJOORD

San José Juan Santamaria Intl

Tue 9/16

12:19 pm-1:09 pm

2 stops23h 50m

Chicago O'Hare Intl

Mon 9/22

5:05 am-11:14 am

1 stop7h 09m

$277

San JoséChicago

SJO - ORD

SJOORD

San José Juan Santamaria Intl

Wed 9/24

12:19 pm-10:48 pm

1 stop9h 29m

Chicago O'Hare Intl

Tue 9/30

2:04 pm-11:14 am

2 stops22h 10m

$277

San JoséChicago

SJO - ORD

SJOORD

San José Juan Santamaria Intl

Fri 9/5

7:30 am-9:58 pm

1 stop13h 28m

Chicago O'Hare Intl

Fri 9/12

6:30 am-3:13 pm

1 stop9h 43m

$279

San JoséChicago

SJO - ORD

SJOORD

San José Juan Santamaria Intl

Wed 10/8

12:35 pm-11:45 pm

1 stop10h 10m

Chicago O'Hare Intl

Wed 10/15

5:05 am-11:30 am

1 stop7h 25m

$279

San JoséChicago

SJO - ORD

SJOORD

San José Juan Santamaria Intl

Fri 9/12

12:19 pm-7:50 pm

2 stops30h 31m

Chicago O'Hare Intl

Mon 9/15

6:44 pm-11:14 am

1 stop17h 30m

$279

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/12

Showing 1-10 of 18 results
1
2

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

Have a flexible travel schedule? Discover the best time to fly to O'Hare Intl from San José 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 San José to Chicago O'Hare Intl Airport

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

Use this chart to determine the optimal time to book a round-trip flight from San José to O'Hare Intl. Price data was last updated on August 8, 2025.

To ensure you get the cheapest price possible for a flight from San José, San José Province to Chicago O'Hare Intl Airport, you should look to book at least 81 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 San José, San José Province to Chicago O'Hare Intl Airport?

Currently, August is the cheapest month in which you can book a flight from San José, San José Province to Chicago O'Hare Intl Airport (average of $245). Flying from San José, San José Province to Chicago O'Hare Intl Airport in March is currently the most expensive (average of $321). 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 SJO to ORD?

Find hourly flight availability from San José to O'Hare Intl. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated August 14, 2025.

One of the essential ways to save on airfare from San José, San José Province to Chicago O'Hare Intl Airport is to remain as flexible as possible. Flights that are at noon tend to be the most expensive. A flight in the afternoon could potentially save you up to 35% on airfare.

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

Reviews of airlines servicing O'Hare Intl

Get insights into the airlines that provide service to O'Hare Intl. 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 O'Hare Intl. Reviews last updated August 14, 2025.
See what other customers who have flown with Copa Airlines, United Airlines, and American Airlines from San José to Chicago O'Hare Intl Airport have to say. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Copa Airlines
7.5
Good
1,509 reviews

Crew

8.1

Comfort

7.4

Boarding

7.8

Overall

7.5

Entertainment

6.8

Food

6.8

Reviews

1 / 20
4.0
Okay

Paul,Jun 2025

PTY - MIA

The boarding process was terrible. No one followed the group numbers. Everyone got up and stood in the tiles upon landing. People kept getting up during the meal and beverage service to go the bathrooms, the crew had to go back and forth in the isles, the service took forever.
Copa Airlines
7.5
Good
1,509 reviews
Copa Airlines
7.5
Good
1,509 reviews

Crew

8.1

Comfort

7.4

Boarding

7.8

Overall

7.5

Entertainment

6.8

Food

6.8

Reviews

1 / 20
4.0
Okay

Paul,Jun 2025

PTY - MIA

The boarding process was terrible. No one followed the group numbers. Everyone got up and stood in the tiles upon landing. People kept getting up during the meal and beverage service to go the bathrooms, the crew had to go back and forth in the isles, the service took forever.
United Airlines
7.4
Good
8,916 reviews
Copa Airlines
7.5
Good
1,509 reviews

Crew

8.1

Comfort

7.4

Boarding

7.8

Overall

7.5

Entertainment

6.8

Food

6.8

Reviews

1 / 20
4.0
Okay

Paul,Jun 2025

PTY - MIA

The boarding process was terrible. No one followed the group numbers. Everyone got up and stood in the tiles upon landing. People kept getting up during the meal and beverage service to go the bathrooms, the crew had to go back and forth in the isles, the service took forever.
American Airlines
7.2
Good
10,000 reviews
Copa Airlines
7.5
Good
1,509 reviews

Crew

8.1

Comfort

7.4

Boarding

7.8

Overall

7.5

Entertainment

6.8

Food

6.8

Reviews

1 / 20
4.0
Okay

Paul,Jun 2025

PTY - MIA

The boarding process was terrible. No one followed the group numbers. Everyone got up and stood in the tiles upon landing. People kept getting up during the meal and beverage service to go the bathrooms, the crew had to go back and forth in the isles, the service took forever.
Avianca
6.7
Okay
2,401 reviews
Copa Airlines
7.5
Good
1,509 reviews

Crew

8.1

Comfort

7.4

Boarding

7.8

Overall

7.5

Entertainment

6.8

Food

6.8

Reviews

1 / 20
4.0
Okay

Paul,Jun 2025

PTY - MIA

The boarding process was terrible. No one followed the group numbers. Everyone got up and stood in the tiles upon landing. People kept getting up during the meal and beverage service to go the bathrooms, the crew had to go back and forth in the isles, the service took forever.
Spirit Airlines
6.3
Okay
8,046 reviews
Copa Airlines
7.5
Good
1,509 reviews

Crew

8.1

Comfort

7.4

Boarding

7.8

Overall

7.5

Entertainment

6.8

Food

6.8

Reviews

1 / 20
4.0
Okay

Paul,Jun 2025

PTY - MIA

The boarding process was terrible. No one followed the group numbers. Everyone got up and stood in the tiles upon landing. People kept getting up during the meal and beverage service to go the bathrooms, the crew had to go back and forth in the isles, the service took forever.

Related info for your journey

Find useful and relevant information for your journey from San José to O'Hare Intl. 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 from for flights from San José to Chicago O'Hare Intl?

    San José Juan Santamaria Intl (SJO) is the airport you will fly out of if you book a flight from San José to Chicago O'Hare Intl. You should not have trouble finding flights to Chicago O'Hare Intl from Juan Santamaria Intl; the airport handles an average of 0 outbound flights to Chicago O'Hare Intl per day. You should also have plenty of airline options to choose from since 6 airlines have flights from the San José airport to Chicago O'Hare Intl. It is only a 8.8 mi journey to Juan Santamaria Intl (SJO) from San José’s city center.

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

    Avianca, at $261, was found to be the cheapest airline from San José, San José Province to Chicago O'Hare Intl Airport.Alternate airlines to your destination round-trip include Spirit Airlines and Copa Airlines. Avianca is priced at 45% lower than the current average price of a flight leaving 3 months from now.

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

    The cheapest flight price from San José, San José Province to Chicago O'Hare Intl Airport is $154. On average you can expect to pay $391. The most popular route, (San José Juan Santamaria Intl - Chicago O'Hare Intl), can usually be booked for $219.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from San José to O'Hare Intl 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 San José, San José Province to Chicago O'Hare Intl Airport?

    Currently, August is the cheapest month in which you can book a flight from San José, San José Province to Chicago O'Hare Intl Airport (average of $245). Flying from San José, San José Province to Chicago O'Hare Intl Airport in March is currently the most expensive (average of $321). 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 Chicago O'Hare Intl Airport?

Book flights to Chicago O'Hare Intl Airport if you plan to visit one of these locations
Schaumburg
Rosemont
Beloit
Hoffman Estates
Skokie
Des Plaines
Elgin
Gurnee
Arlington Heights
Racine
Rockford
Great Lakes
Orland Park
Merrillville
Naperville
Waukegan
Elk Grove Village
Downers Grove
Tinley Park
Evanston

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Alternative routes for San José to O'Hare Intl

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

Top 6 airlines flying from San José to O'Hare Intl

Discover the top 6 airlines that operate flights from San José to O'Hare Intl. 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 August 14, 2025.
AirlineCheapestAverageFlexibilityOn-time
AviancaCheapest$261Average$463FlexibilityNo cancel feeOn-time71%
Spirit AirlinesCheapest$266Average$412FlexibilityNo cancel feeOn-time65%
Copa AirlinesCheapest$314Average$480FlexibilityNo cancel feeOn-time70%
SouthwestCheapest$425Average$527FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$437Average$621FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$443Average$563FlexibilityNo cancel feeOn-time71%

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