Which airline has the best punctuality record on San José to Chicago flights?

Over the last year, United Airlines have had the lowest number of delays on this route, with just 19% of flights being delayed.

What is the most punctual flight time for San José to Chicago flights?

Historically, flights departing in the morning are less likely to be delayed, whereas flights leaving in the early afternoon tend to experience delays more often.

What day of the week experiences the fewest flight delays on this route?

Sunday tends to have the lowest number of delays on this route, whereas Saturday has historically faced a higher average of delays compared to other days of the week.

How often are flights from San José to Chicago delayed?

About 19% of weekly flights between San José and Chicago have experienced delays in the past year, with the average delay time being 185 minutes.

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

Airlines like United Airlines fly from San José to Chicago O'Hare Intl Airport in about 5h 30m. The time it takes to get you to your destination is usually consistent. San José and Chicago O'Hare Intl Airport are separated by a distance of 2220 mi. Most flights are nonstop.

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

Our cheapest airline available from San José to Chicago O'Hare Intl Airport is Spirit Airlines. Our recent data shows that you can find tickets from as low as $212 on this airline. Additional options worth looking into are Avianca and Copa Airlines, starting at $249 and $311 round-trip. Spirit Airlines is currently priced 53% below the average price you’ll pay for this route.

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

To fly one-way, consider booking your trip with Spirit Airlines, which is currently one of the cheapest options available, starting at $169. Delta flights start at $174 while deals on American Airlines start at $183 one-way.

Weekly flight availability from San José to Chicago O'Hare Intl Airport

The most flights from SJO to ORD are scheduled on a Wednesday (2 on average). You will have fewer flight options on Monday, which is when the least amount of flights are scheduled (1 on average).

In terms of precipitation, rainfall in Chicago O'Hare Intl Airport ranges from 1.7 - 4.9 inches per month. August is typically the wettest month, when rainfall can reach 4.9 in. January is typically the driest time to visit Chicago O'Hare Intl Airport when rainfall is around 1.7 in.

If weather is an important factor for your trip to Chicago O'Hare Intl Airport, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).

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

The cheapest flight price from San José to Chicago O'Hare Intl Airport is $141. On average you can expect to pay $367. The most popular route, (San José Juan Santamaria Intl - Chicago O'Hare Intl), can usually be booked for $288.

What are the most popular airlines that fly from San José to Chicago O'Hare Intl Airport?

When booking a flight from San José to Chicago O'Hare Intl Airport, you may want to consider flying on American Airlines, United Airlines or Copa Airlines as they are the most popular for this route.

Most accurate provider : When it comes to deals on San José-Chicago O'Hare Intl Airport flights, users find the pricing of eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on San José-Chicago O'Hare Intl Airport flight deals on Cheapflights vs. eDreams >95% of the time. Price accuracy is based on data collected from San José-Chicago O'Hare Intl Airport flight searches over the past month and is updated monthly.

Most trusted provider : When it comes to deals on San José-Chicago O'Hare Intl Airport flights, Cheapflights users trust eDreams the most. eDreams 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 San José-Chicago O'Hare Intl Airport flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

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 1 outbound flight 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.

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.

$131+ Flights from San José to Chicago O'Hare Intl Airport

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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 February, booked 63 days in advance, depart on a Tuesday or Monday and return on a Tuesday

Cheap 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 December 8, 2025.

Mon 12/221:31 pmSJO - ORD

1 stop10h 59mSpirit Airlines

Thu 1/228:43 pmORD - SJO

1 stop15h 39mSpirit Airlines

Deal found 12/6

$306

Tue 12/91:31 pmSJO - ORD

1 stop10h 38mSpirit Airlines

Thu 1/88:43 pmORD - SJO

2 stops14h 54mSpirit Airlines

Deal found 12/6

$309

Thu 12/251:31 pmSJO - ORD

1 stop10h 59mSpirit Airlines

Thu 1/88:43 pmORD - SJO

1 stop15h 39mSpirit Airlines

Deal found 12/7

$318

Fri 12/191:31 pmSJO - ORD

1 stop10h 59mSpirit Airlines

Sun 1/113:22 pmORD - SJO

2 stops20h 15mSpirit Airlines

Deal found 12/6

$324

Sat 12/201:31 pmSJO - ORD

1 stop10h 59mSpirit Airlines

Sun 1/118:43 pmORD - SJO

2 stops14h 54mSpirit Airlines

Deal found 12/8

$333

Best flights from San José to O'Hare Intl
Discover carefully curated flight deals from San José to O'Hare Intl that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated December 8, 2025.

Sun 1/117:45 amSJO - ORD

1 stop24h 33mMultiple Airlines

Thu 1/156:57 pmORD - SJO

1 stop20h 33mMultiple Airlines

Deal found 12/7

$326

Thu 12/252:05 pmSJO - ORD

Nonstop5h 30mUnited Airlines

Wed 12/315:49 amORD - SJO

1 stop14h 50mUnited Airlines

Deal found 12/7

$340

Thu 12/252:21 pmSJO - ORD

1 stop9h 41mDelta

Wed 12/316:02 pmORD - SJO

2 stops18h 54mDelta

Deal found 12/6

$345

Thu 12/252:05 pmSJO - ORD

Nonstop5h 30mUnited Airlines

Sun 1/47:39 amORD - SJO

Nonstop5h 17mUnited Airlines

Deal found 12/6

$340

Tue 12/232:05 pmSJO - ORD

Nonstop5h 30mUnited Airlines

Wed 12/3112:50 pmORD - SJO

1 stop7h 49mUnited Airlines

Deal found 12/7

$340

Fri 12/192:05 pmSJO - ORD

Nonstop5h 30mUnited Airlines

Sun 1/117:39 amORD - SJO

Nonstop5h 17mUnited Airlines

Deal found 12/6

$340

Thu 1/222:05 pmSJO - ORD

Nonstop5h 30mUnited Airlines

Mon 1/267:39 amORD - SJO

Nonstop5h 17mUnited Airlines

Deal found 12/7

$340

Thu 1/222:05 pmSJO - ORD

Nonstop5h 30mUnited Airlines

Wed 1/2810:52 amORD - SJO

1 stop9h 01mUnited Airlines

Deal found 12/7

$344

Wed 1/218:45 amSJO - ORD

1 stop28h 15mUnited Airlines

Wed 1/289:02 amORD - SJO

1 stop10h 51mUnited Airlines

Deal found 12/8

$345

Wed 1/216:30 amSJO - ORD

1 stop25h 17mUnited Airlines

Tue 2/108:54 amORD - SJO

1 stop9h 22mUnited Airlines

Deal found 12/7

$345

Last-minute flights from San José to O'Hare Intl
Discover last-minute flight deals from San José to O'Hare Intl. Data last updated December 8, 2025 and is based on user searches.

Mon 1/122:58 pmSJO - ORD

1 stop21h 10mMultiple Airlines

Sun 1/181:13 pmORD - SJO

1 stop23h 09mMultiple Airlines

Deal found 12/7

$271

Thu 1/151:30 pmSJO - ORD

1 stop10h 16mSpirit Airlines

Mon 1/198:43 pmORD - SJO

2 stops14h 54mSpirit Airlines

Deal found 12/7

$269

Fri 1/231:30 pmSJO - ORD

1 stop30h 14mMultiple Airlines

Sun 2/13:05 pmORD - SJO

1 stop21h 17mMultiple Airlines

Deal found 12/7

$263

Sat 1/241:30 pmSJO - ORD

1 stop10h 16mSpirit Airlines

Sat 1/315:32 pmORD - SJO

1 stop18h 50mSpirit Airlines

Deal found 12/7

$276

Mon 1/261:30 pmSJO - ORD

1 stop10h 16mSpirit Airlines

Fri 1/308:43 pmORD - SJO

1 stop15h 39mSpirit Airlines

Deal found 12/6

$262

Wed 1/287:50 pmSJO - ORD

2 stops17h 42mMultiple Airlines

Thu 2/58:43 pmORD - SJO

1 stop15h 39mMultiple Airlines

Deal found 12/8

$265

Thu 1/2912:33 pmSJO - ORD

2 stops11h 13mSpirit Airlines

Sun 2/13:22 pmORD - SJO

2 stops21h 00mSpirit Airlines

Deal found 12/7

$270

Thu 1/293:05 pmSJO - ORD

3 stops18h 07mMultiple Airlines

Thu 2/58:43 pmORD - SJO

1 stop15h 39mMultiple Airlines

Deal found 12/8

$277

Fri 1/301:30 pmSJO - ORD

1 stop18h 48mSpirit Airlines

Wed 2/45:32 pmORD - SJO

2 stops18h 05mSpirit Airlines

Deal found 12/8

$264

Sat 1/311:30 pmSJO - ORD

1 stop8h 33mSpirit Airlines

Wed 2/45:32 pmORD - SJO

1 stop18h 50mSpirit Airlines

Deal found 12/8

$267

One-way flights from San José to O'Hare Intl
Search for one-way flight options from San José to O'Hare Intl. Find affordable one-way fares based on user searches. Data last updated December 8, 2025.

Thu 2/51:30 pmSJO - ORD

1 stop9h 06mMultiple Airlines

Deal found 12/6

$131

Wed 12/171:31 pmSJO - ORD

1 stop25h 31mMultiple Airlines

Deal found 12/8

$139

Mon 2/91:30 pmSJO - ORD

1 stop21h 52mSpirit Airlines

Deal found 12/8

$142

Mon 2/21:30 pmSJO - ORD

1 stop21h 52mSpirit Airlines

Deal found 12/7

$143

Wed 2/251:31 pmSJO - ORD

1 stop29h 58mMultiple Airlines

Deal found 12/7

$144

Tue 12/161:31 pmSJO - ORD

1 stop10h 38mSpirit Airlines

Deal found 12/8

$148

Fri 2/61:30 pmSJO - ORD

1 stop30h 14mMultiple Airlines

Deal found 12/8

$150

Mon 12/151:31 pmSJO - ORD

2 stops29h 15mMultiple Airlines

Deal found 12/6

$151

Wed 2/412:33 pmSJO - ORD

2 stops34h 03mMultiple Airlines

Deal found 12/8

$152

Mon 2/21:30 pmSJO - ORD

2 stops24h 28mMultiple Airlines

Deal found 12/7

$156

Wed 12/242:52 pmSJO - ORD

1 stop31h 32mFrontier

Deal found 12/6

$157

Find flight deals from San José to O'Hare Intl

Most accurate provider	eDreams 3 stars
Most trusted provider	eDreams 3 stars
Round-trip from	$262 (KAYAK)
One-way from	$131 (Kiwi.com)
Popular in	April
Cheapest in	September
Average price	$473
Good round-trip deal	$396 or less
Good one-way deal	$149 or less

Provider with most accurate pricing for San José Juan Santamaria Intl-Chicago O'Hare Intl flight deals.

Search Deals

Provider most trusted by Cheapflights users for San José Juan Santamaria Intl-Chicago O'Hare Intl flights.

Search Deals

From San José Juan Santamaria Intl to Chicago O'Hare Intl

Search Deals

One-way flight from San José Juan Santamaria Intl to Chicago O'Hare Intl

Search Deals

Highest demand for flights based on searches. 3% potential increase in price ($16 potential increase over avg. RT price).

Search Deals

Cheapest flight prices on average. 1% potential price decrease ($6 potential savings vs. average RT price).

Search Deals

Average for round-trip flights in December 2025

Search Deals

Price to beat on a round-trip flight from San José Juan Santamaria Intl to Chicago O'Hare Intl.

Search Deals

Price to beat on a one-way flight from San José Juan Santamaria Intl to Chicago O'Hare Intl.

Search Deals

Cheapflights Fare Finder

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

Fly to

Route

Depart

Return

Price

San JoséChicago

SJO - ORD

SJOORD

San José Juan Santamaria Intl

Sun 1/11

7:45 am-8:18 am

1 stop24h 33m

Chicago O'Hare Intl

Thu 1/15

6:57 pm-3:30 pm

1 stop20h 33m

$326

San JoséChicago

SJO - ORD

SJOORD

San José Juan Santamaria Intl

Thu 12/25

2:05 pm-7:35 pm

Nonstop5h 30m

Chicago O'Hare Intl

Wed 12/31

5:49 am-8:39 pm

1 stop14h 50m

$340

San JoséChicago

SJO - ORD

SJOORD

San José Juan Santamaria Intl

Thu 12/25

2:05 pm-7:35 pm

Nonstop5h 30m

Chicago O'Hare Intl

Sun 1/4

7:39 am-12:56 pm

Nonstop5h 17m

$340

San JoséChicago

SJO - ORD

SJOORD

San José Juan Santamaria Intl

Tue 12/23

2:05 pm-7:35 pm

Nonstop5h 30m

Chicago O'Hare Intl

Wed 12/31

12:50 pm-8:39 pm

1 stop7h 49m

$340

San JoséChicago

SJO - ORD

SJOORD

San José Juan Santamaria Intl

Fri 12/19

2:05 pm-7:35 pm

Nonstop5h 30m

Chicago O'Hare Intl

Sun 1/11

7:39 am-12:56 pm

Nonstop5h 17m

$340

San JoséChicago

SJO - ORD

SJOORD

San José Juan Santamaria Intl

Thu 1/22

2:05 pm-7:35 pm

Nonstop5h 30m

Chicago O'Hare Intl

Mon 1/26

7:39 am-12:56 pm

Nonstop5h 17m

$340

San JoséChicago

SJO - ORD

SJOORD

San José Juan Santamaria Intl

Thu 1/22

2:05 pm-7:35 pm

Nonstop5h 30m

Chicago O'Hare Intl

Wed 1/28

10:52 am-7:53 pm

1 stop9h 01m

$344

San JoséChicago

SJO - ORD

SJOORD

San José Juan Santamaria Intl

Thu 12/25

2:21 pm-12:02 am

1 stop9h 41m

Chicago O'Hare Intl

Wed 12/31

6:02 pm-12:56 pm

2 stops18h 54m

$345

San JoséChicago

SJO - ORD

SJOORD

San José Juan Santamaria Intl

Wed 1/21

8:45 am-1:00 pm

1 stop28h 15m

Chicago O'Hare Intl

Wed 1/28

9:02 am-7:53 pm

1 stop10h 51m

$345

San JoséChicago

SJO - ORD

SJOORD

San José Juan Santamaria Intl

Wed 1/21

6:30 am-7:47 am

1 stop25h 17m

Chicago O'Hare Intl

Tue 2/10

8:54 am-6:16 pm

1 stop9h 22m

$345

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/7

Showing 1-10 of 22 results

Compare providers for flights from San José to O'Hare Intl

Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from San José to O'Hare Intl in December.

Provider	Price Accuracy	Trust Score*
Expedia	Price Accuracy2 stars	Trust Score*3 stars
FlightHub	Price Accuracy3 stars	Trust Score*1 star
eDreams	Price Accuracy3 stars	Trust Score*3 stars
AranGrant	Price Accuracy2 stars	Trust Score*3 stars

*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 San José-Chicago O'Hare Intl Airport flights, users find the pricing of eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on San José-Chicago O'Hare Intl Airport flight deals on Cheapflights vs. eDreams >95% of the time. Price accuracy is based on data collected from San José-Chicago O'Hare Intl Airport flight searches over the past month and is updated monthly.
Most trusted provider: When it comes to deals on San José-Chicago O'Hare Intl Airport flights, Cheapflights users trust eDreams the most. eDreams 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 San José-Chicago O'Hare Intl Airport 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 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

Prices

Airlines

Delays

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

The price you pay for your flight from San José to Chicago O'Hare Intl Airport may vary depending on when you book. For the best chance of a lower fare, look to book 63 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.

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

Currently, October is the cheapest month in which you can book a flight from San José to Chicago O'Hare Intl Airport (average of $195). Flying from San José to Chicago O'Hare Intl Airport in March is currently the most expensive (average of $338). 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?

One of the essential ways to save on airfare from San José to Chicago O'Hare Intl Airport is to remain as flexible as possible. Flights that are in the evening tend to be the most expensive. A flight in the afternoon could potentially save you up to 25% on airfare.

Reviews of airlines servicing O'Hare Intl

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

1,557 reviews

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

1,557 reviews

Copa Airlines

7.6

Good

1,557 reviews

Reviews

1 / 20

4.0

Okay

Juan Pablo,Sep 2025

PTY - VVI

United Airlines

7.4

Good

9,078 reviews

Copa Airlines

7.6

Good

1,557 reviews

Reviews

1 / 20

4.0

Okay

Juan Pablo,Sep 2025

PTY - VVI

American Airlines

7.2

Good

11,044 reviews

Copa Airlines

7.6

Good

1,557 reviews

Reviews

1 / 20

4.0

Okay

Juan Pablo,Sep 2025

PTY - VVI

Avianca

6.6

Okay

2,475 reviews

Copa Airlines

7.6

Good

1,557 reviews

Reviews

1 / 20

4.0

Okay

Juan Pablo,Sep 2025

PTY - VVI

Spirit Airlines

6.3

Okay

8,166 reviews

Copa Airlines

7.6

Good

1,557 reviews

Reviews

1 / 20

4.0

Okay

Juan Pablo,Sep 2025

PTY - VVI

Related info for your journey

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 1 outbound flight 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 to Chicago O'Hare Intl Airport?
Airlines like United Airlines fly from San José to Chicago O'Hare Intl Airport in about 5h 30m. The time it takes to get you to your destination is usually consistent. San José and Chicago O'Hare Intl Airport are separated by a distance of 2220 mi. Most flights are nonstop.
What are the cheapest airlines flying from San José to Chicago O'Hare Intl Airport round-trip?
Our cheapest airline available from San José to Chicago O'Hare Intl Airport is Spirit Airlines. Our recent data shows that you can find tickets from as low as $212 on this airline. Additional options worth looking into are Avianca and Copa Airlines, starting at $249 and $311 round-trip. Spirit Airlines is currently priced 53% below the average price you’ll pay for this route.
What are the cheapest airlines to fly from San José to Chicago O'Hare Intl Airport one-way?
To fly one-way, consider booking your trip with Spirit Airlines, which is currently one of the cheapest options available, starting at $169. Delta flights start at $174 while deals on American Airlines start at $183 one-way.
What are the cheapest flights from San José to Chicago O'Hare Intl Airport?
The cheapest flight price from San José to Chicago O'Hare Intl Airport is $141. On average you can expect to pay $367. The most popular route, (San José Juan Santamaria Intl - Chicago O'Hare Intl), can usually be booked for $288.
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 to Chicago O'Hare Intl Airport?
Currently, October is the cheapest month in which you can book a flight from San José to Chicago O'Hare Intl Airport (average of $195). Flying from San José to Chicago O'Hare Intl Airport in March is currently the most expensive (average of $338). 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.

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

Airline	Cheapest	Average	Flexibility	On-time
Spirit Airlines	Cheapest$228	Average$363	FlexibilityNo cancel fee	On-time65%
Avianca	Cheapest$249	Average$484	FlexibilityNo cancel fee	On-time71%
Copa Airlines	Cheapest$314	Average$456	FlexibilityNo cancel fee	On-time70%
American Airlines	Cheapest$324	Average$472	FlexibilityNo cancel fee	On-time71%
Southwest	Cheapest$425	Average$527	FlexibilityNo cancel fee	On-time63%
United Airlines	Cheapest$426	Average$530	FlexibilityNo cancel fee	On-time69%

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$131+ 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 2/5. Fares are subject to change and may not be available on all flights or dates of travel.

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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 February, booked 63 days in advance, depart on a Tuesday or Monday and return on a Tuesday

Cheap flight deals from San José to O'Hare Intl

Cheapest flights from San José to O'Hare IntlExplore 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 December 8, 2025.

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 December 8, 2025.

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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 San José to O'Hare Intl in December.

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.

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 to Chicago O'Hare Intl Airport?

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

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

Weekly flight availability from San José to Chicago O'Hare Intl Airport

How often are flights from San José to Chicago delayed?

What is the most punctual flight time for San José to Chicago flights?

What day of the week experiences the fewest flight delays on this route?

Which airline has the best punctuality record on San José to Chicago flights?

Reviews of airlines servicing O'Hare Intl

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?

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

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

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

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

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

How can I 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?

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

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Alternative routes for San José to O'Hare Intl

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

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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 December 8, 2025.