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O'Hare Intl

$107+ 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 10/2. Fares are subject to change and may not be available on all flights or dates of travel.
SJO — ORD
Oct 16 — Oct 231
Thu 10/16
Thu 10/23
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 November or September, booked 81 days in advance, depart on a Friday or Thursday 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 September 16, 2025.

Round-trip from

$184
(Cheapflightsfares)

One-way from

$107
(Cheapflightsfares)

Popular in

May

Cheapest in

November

Average price

$436

Good round-trip deal

$395 or less

Good one-way deal

$224 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. 7% potential increase in price ($38 potential increase over avg. RT price).
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Cheapest flight prices on average. 0% potential price decrease ($5 potential savings vs. average RT price).
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Average for round-trip flights in September 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 September 16, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 9/15. 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 10/812:35 pmSJO - ORD
1 stop10h 10mSpirit Airlines
Tue 10/145:05 amORD - SJO
1 stop7h 25mSpirit Airlines
Deal found 9/15$184
This Cheapflightsfares deal was found by Cheapflights users on 9/15. 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 10/112:19 pmSJO - ORD
1 stop9h 29mSpirit Airlines
Sat 10/117:43 pmORD - SJO
1 stop16h 47mSpirit Airlines
Deal found 9/15$187
This eDestinos deal was found by Cheapflights users on 9/14. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/2512:19 pmSJO - ORD
1 stop9h 29mSpirit Airlines
Thu 10/26:44 pmORD - SJO
1 stop17h 30mSpirit Airlines
Deal found 9/14$192
This Cheapflightsfares deal was found by Cheapflights users on 9/14. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/812:35 pmSJO - ORD
1 stop10h 10mSpirit Airlines
Thu 10/167:43 pmORD - SJO
1 stop16h 47mSpirit Airlines
Deal found 9/14$195
This Priceline deal was found by Cheapflights users on 9/15. 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.
Wed 10/812:35 pmSJO - ORD
1 stop10h 10mSpirit Airlines
Sat 10/187:43 pmORD - SJO
1 stop16h 47mSpirit Airlines
Deal found 9/15$198
This CheapOair deal was found by Cheapflights users on 9/16. 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.
Tue 9/2312:19 pmSJO - ORD
1 stop9h 29mSpirit Airlines
Tue 9/305:05 amORD - SJO
1 stop7h 09mSpirit Airlines
Deal found 9/16$199
This Cheapflightsfares deal was found by Cheapflights users on 9/14. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/312:19 pmSJO - ORD
1 stop9h 29mSpirit Airlines
Fri 10/107:43 pmORD - SJO
1 stop16h 47mSpirit Airlines
Deal found 9/14$200
This Cheapflightsfares deal was found by Cheapflights users on 9/14. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/212:19 pmSJO - ORD
1 stop9h 29mSpirit Airlines
Thu 10/97:43 pmORD - SJO
1 stop16h 47mSpirit Airlines
Deal found 9/14$202
This Cheapflightsfares deal was found by Cheapflights users on 9/14. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/1012:35 pmSJO - ORD
1 stop10h 10mSpirit Airlines
Sat 10/187:43 pmORD - SJO
1 stop16h 47mSpirit Airlines
Deal found 9/14$204
This Cheapflightsfares deal was found by Cheapflights users on 9/15. 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 10/112:19 pmSJO - ORD
1 stop9h 29mSpirit Airlines
Tue 10/77:43 pmORD - SJO
1 stop16h 47mSpirit Airlines
Deal found 9/15$207

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 September 16, 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

Wed 10/1

10:58 am-12:21 am

1 stop12h 23m

Chicago O'Hare Intl

Fri 10/17

3:07 pm-8:19 am

1 stop18h 12m

$323

San JoséChicago

SJO - ORD

SJOORD

San José Juan Santamaria Intl

Mon 12/1

6:07 pm-12:52 pm

1 stop18h 45m

Chicago O'Hare Intl

Mon 12/8

2:07 pm-7:10 am

1 stop17h 03m

$327

San JoséChicago

SJO - ORD

SJOORD

San José Juan Santamaria Intl

Thu 10/2

10:08 am-12:21 am

1 stop13h 13m

Chicago O'Hare Intl

Thu 10/9

3:07 pm-4:52 pm

3 stops26h 45m

$328

San JoséChicago

SJO - ORD

SJOORD

San José Juan Santamaria Intl

Sat 10/4

2:54 pm-12:21 am

1 stop8h 27m

Chicago O'Hare Intl

Sun 10/12

3:07 pm-4:52 pm

3 stops26h 45m

$328

San JoséChicago

SJO - ORD

SJOORD

San José Juan Santamaria Intl

Tue 10/7

8:49 am-12:21 am

1 stop14h 32m

Chicago O'Hare Intl

Thu 10/9

3:07 pm-4:52 pm

3 stops26h 45m

$328

San JoséChicago

SJO - ORD

SJOORD

San José Juan Santamaria Intl

Tue 10/21

5:55 pm-1:41 pm

1 stop18h 46m

Chicago O'Hare Intl

Thu 10/23

3:07 pm-4:52 pm

3 stops26h 45m

$328

San JoséChicago

SJO - ORD

SJOORD

San José Juan Santamaria Intl

Fri 11/7

5:49 am-12:05 am

1 stop18h 16m

Chicago O'Hare Intl

Sun 11/16

2:07 pm-4:50 pm

3 stops26h 43m

$332

San JoséChicago

SJO - ORD

SJOORD

San José Juan Santamaria Intl

Mon 11/17

2:31 pm-12:02 am

1 stop9h 31m

Chicago O'Hare Intl

Mon 11/24

6:45 am-10:07 pm

1 stop15h 22m

$341

San JoséChicago

SJO - ORD

SJOORD

San José Juan Santamaria Intl

Sat 11/22

8:26 am-3:02 pm

2 stops30h 36m

Chicago O'Hare Intl

Sat 11/29

6:40 am-10:07 pm

1 stop15h 27m

$341

San JoséChicago

SJO - ORD

SJOORD

San José Juan Santamaria Intl

Wed 10/29

12:35 pm-1:03 am

1 stop11h 28m

$140

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/14

Showing 1-10 of 20 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 September 12, 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 September 16, 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 36% on airfare.

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 September 16, 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
7.6
Good
1,531 reviews

Comfort

7.4

Overall

7.6

Boarding

7.8

Entertainment

6.8

Food

6.8

Crew

8.1

Reviews

1 / 20
4.0
Okay

Juan Pablo,Sep 2025

PTY - VVI

not a good expirience, the plane was packed, the seats wear very unconftrable, coudent conect with the entratainmente service on the plane, the onboarding was in charge of a very angry lady i really had a unplesent trip
Copa Airlines
7.6
Good
1,531 reviews
Copa Airlines
7.6
Good
1,531 reviews

Comfort

7.4

Overall

7.6

Boarding

7.8

Entertainment

6.8

Food

6.8

Crew

8.1

Reviews

1 / 20
4.0
Okay

Juan Pablo,Sep 2025

PTY - VVI

not a good expirience, the plane was packed, the seats wear very unconftrable, coudent conect with the entratainmente service on the plane, the onboarding was in charge of a very angry lady i really had a unplesent trip
United Airlines
7.4
Good
8,924 reviews
Copa Airlines
7.6
Good
1,531 reviews

Comfort

7.4

Overall

7.6

Boarding

7.8

Entertainment

6.8

Food

6.8

Crew

8.1

Reviews

1 / 20
4.0
Okay

Juan Pablo,Sep 2025

PTY - VVI

not a good expirience, the plane was packed, the seats wear very unconftrable, coudent conect with the entratainmente service on the plane, the onboarding was in charge of a very angry lady i really had a unplesent trip
American Airlines
7.2
Good
10,000 reviews
Copa Airlines
7.6
Good
1,531 reviews

Comfort

7.4

Overall

7.6

Boarding

7.8

Entertainment

6.8

Food

6.8

Crew

8.1

Reviews

1 / 20
4.0
Okay

Juan Pablo,Sep 2025

PTY - VVI

not a good expirience, the plane was packed, the seats wear very unconftrable, coudent conect with the entratainmente service on the plane, the onboarding was in charge of a very angry lady i really had a unplesent trip
Avianca
6.7
Okay
2,435 reviews
Copa Airlines
7.6
Good
1,531 reviews

Comfort

7.4

Overall

7.6

Boarding

7.8

Entertainment

6.8

Food

6.8

Crew

8.1

Reviews

1 / 20
4.0
Okay

Juan Pablo,Sep 2025

PTY - VVI

not a good expirience, the plane was packed, the seats wear very unconftrable, coudent conect with the entratainmente service on the plane, the onboarding was in charge of a very angry lady i really had a unplesent trip
Spirit Airlines
6.3
Okay
8,019 reviews
Copa Airlines
7.6
Good
1,531 reviews

Comfort

7.4

Overall

7.6

Boarding

7.8

Entertainment

6.8

Food

6.8

Crew

8.1

Reviews

1 / 20
4.0
Okay

Juan Pablo,Sep 2025

PTY - VVI

not a good expirience, the plane was packed, the seats wear very unconftrable, coudent conect with the entratainmente service on the plane, the onboarding was in charge of a very angry lady i really had a unplesent trip

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.

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

    A quick flight from San José, San José Province to Chicago O'Hare Intl Airport can take about 12h 23m. Copa Airlines provides one of the quickest options available for as low as $323. San José, San José Province and Chicago O'Hare Intl Airport are separated by a distance of 2220 mi.

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

    Avianca, at $249, 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 47% 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 $132. On average you can expect to pay $328. The most popular route, (San José Juan Santamaria Intl - Chicago O'Hare Intl), can usually be booked for $184.

  • 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
Skokie
Gurnee
Hoffman Estates
Des Plaines
Elgin
Arlington Heights
Orland Park
Beloit
Racine
Rockford
Oak Brook
Elk Grove Village
Downers Grove
Naperville
Evanston
Merrillville
Bridgeview
Warrenville

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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 September 16, 2025.
AirlineCheapestAverageFlexibilityOn-time
AviancaCheapest$249Average$485FlexibilityNo cancel feeOn-time71%
Spirit AirlinesCheapest$264Average$417FlexibilityNo cancel feeOn-time65%
Copa AirlinesCheapest$314Average$478FlexibilityNo cancel feeOn-time70%
American AirlinesCheapest$377Average$560FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$425Average$527FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$437Average$620FlexibilityNo cancel feeOn-time69%

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