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O'Hare Intl

$128+ Cheap flights from San Jose, CA (SJC) 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 11/24. Fares are subject to change and may not be available on all flights or dates of travel.
SJC — ORD
Nov 26 — Dec 31
Wed 11/26
Wed 12/3
1 adult, Economy
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1. Tell us where you want to go

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Cheapflights Tip: The best prices from San Jose to Chicago O'Hare Intl are usually found in September or April, booked 6 days in advance, depart on a Tuesday or Wednesday and return on a Wednesday

Find flight deals from San Jose to O'Hare Intl

Cheapest flights from San Jose to O'Hare Intl
Explore the most affordable flight options available from San Jose to O'Hare Intl. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 27, 2025.

This Kiwi.com deal was found by Cheapflights users on 10/26. 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 11/106:19 pmSJC - ORD
2 stops19h 20mFrontier
Fri 11/146:00 amORD - SJC
1 stop7h 32mFrontier
Deal found 10/26$246
This Cheapflightsfares deal was found by Cheapflights users on 10/26. 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 12/163:09 pmSJC - ORD
1 stop6h 41mAlaska Airlines
Wed 12/178:55 amORD - SJC
1 stop7h 37mAlaska Airlines
Deal found 10/26$247
This Alaska Airlines deal was found by Cheapflights users on 10/25. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/1112:35 pmSJC - ORD
1 stop9h 15mAlaska Airlines
Tue 12/163:05 pmORD - SJC
1 stop25h 27mAlaska Airlines
Deal found 10/25$249
This Kiwi.com deal was found by Cheapflights users on 10/25. 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.
Thu 12/257:43 pmSJC - ORD
1 stop8h 22mMultiple Airlines
Wed 12/317:44 pmORD - SJC
1 stop20h 48mMultiple Airlines
Deal found 10/25$250
This Alaska Airlines deal was found by Cheapflights users on 10/27. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/163:09 pmSJC - ORD
1 stop6h 41mAlaska Airlines
Wed 1/79:00 amORD - SJC
1 stop11h 44mAlaska Airlines
Deal found 10/27$251
This Cheapflightsfares deal was found by Cheapflights users on 10/26. 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 11/173:00 pmSJC - ORD
1 stop6h 59mAlaska Airlines
Wed 11/199:20 amORD - SJC
1 stop7h 03mAlaska Airlines
Deal found 10/26$258
This Alaska Airlines deal was found by Cheapflights users on 10/27. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/47:00 amSJC - ORD
1 stop10h 54mAlaska Airlines
Sun 12/78:59 pmORD - SJC
1 stop14h 52mAlaska Airlines
Deal found 10/27$260
This Alaska Airlines deal was found by Cheapflights users on 10/27. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/1612:35 pmSJC - ORD
1 stop9h 15mAlaska Airlines
Mon 1/58:58 pmORD - SJC
1 stop16h 13mAlaska Airlines
Deal found 10/27$261
This Kiwi.com deal was found by Cheapflights users on 10/26. 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.
Sun 12/217:48 pmSJC - ORD
2 stops40h 29mMultiple Airlines
Wed 1/77:44 pmORD - SJC
1 stop16h 48mMultiple Airlines
Deal found 10/26$266
This Kiwi.com deal was found by Cheapflights users on 10/25. 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 11/1412:27 pmSJC - ORD
2 stops17h 01mMultiple Airlines
Mon 11/176:00 amORD - SJC
1 stop7h 32mMultiple Airlines
Deal found 10/25$267
This Alaska Airlines deal was found by Cheapflights users on 10/26. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/207:00 amSJC - ORD
1 stop14h 59mAlaska Airlines
Tue 12/28:59 pmORD - SJC
1 stop16h 59mAlaska Airlines
Deal found 10/26$270
This Alaska Airlines deal was found by Cheapflights users on 10/27. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/187:00 amSJC - ORD
1 stop11h 02mAlaska Airlines
Wed 1/79:00 amORD - SJC
1 stop11h 44mAlaska Airlines
Deal found 10/27$272

Cheap flight deals from San Jose to O'Hare Intl

Discover tips and strategies to find the most affordable flight options for your journey from San Jose (SJC) 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 October 27, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$242
(Hawaiian Airlines)

One-way from

$128
(Kiwi.com)

Popular in

October

Cheapest in

September

Average price

$544

Good round-trip deal

$437 or less

Good one-way deal

$218 or less
Provider with most accurate pricing for San Jose-Chicago O'Hare Intl flight deals.
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Provider most trusted by Cheapflights users for San Jose-Chicago O'Hare Intl flights.
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From San Jose to Chicago O'Hare Intl
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One-way flight from San Jose to Chicago O'Hare Intl
Search Deals
Highest demand for flights based on searches. 1% potential increase in price ($8 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($7 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in October 2025
Search Deals
Price to beat on a round-trip flight from San Jose to Chicago O'Hare Intl.
Search Deals
Price to beat on a one-way flight from San Jose to Chicago O'Hare Intl.
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Cheapflights Fare Finder

 
Customize your flight search to find flights from San Jose 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 October 27, 2025.
Use the filters below to find and compare flights from San Jose to Chicago O'Hare Intl Airport that are best for you.

Fly from

San Jose

Fly to

O'Hare Intl

Route

Depart

Return

Price

San JoseChicago

SJC - ORD

SJCORD

San Jose

Tue 3/3

10:20 am-11:10 pm

1 stop10h 50m

Chicago O'Hare Intl

Wed 3/4

9:00 am-2:01 pm

1 stop7h 01m

$242

San JoseChicago

SJC - ORD

SJCORD

San Jose

Wed 12/17

12:35 pm-11:50 pm

1 stop9h 15m

Chicago O'Hare Intl

Wed 1/7

9:00 am-6:44 pm

1 stop11h 44m

$251

San JoseChicago

SJC - ORD

SJCORD

San Jose

Mon 12/15

12:35 pm-11:50 pm

1 stop9h 15m

Chicago O'Hare Intl

Thu 12/18

3:37 pm-10:39 pm

1 stop9h 02m

$260

San JoseChicago

SJC - ORD

SJCORD

San Jose

Thu 12/11

12:35 pm-11:50 pm

1 stop9h 15m

Chicago O'Hare Intl

Sat 12/13

3:05 pm-9:51 am

1 stop20h 46m

$260

San JoseChicago

SJC - ORD

SJCORD

San Jose

Thu 12/18

7:00 am-11:59 pm

1 stop14h 59m

Chicago O'Hare Intl

Tue 1/6

8:58 pm-9:50 am

1 stop14h 52m

$272

San JoseChicago

SJC - ORD

SJCORD

San Jose

Wed 12/10

3:11 pm-6:21 am

2 stops13h 10m

Chicago O'Hare Intl

Wed 12/17

8:55 am-2:32 pm

1 stop7h 37m

$276

San JoseChicago

SJC - ORD

SJCORD

San Jose

Thu 12/18

7:00 am-11:59 pm

1 stop14h 59m

Chicago O'Hare Intl

Wed 12/24

6:00 am-4:53 pm

1 stop12h 53m

$342

San JoseChicago

SJC - ORD

SJCORD

San Jose

Tue 11/25

7:00 am-11:32 pm

1 stop14h 32m

Chicago O'Hare Intl

Tue 12/2

8:59 pm-11:58 am

1 stop16h 59m

$351

San JoseChicago

SJC - ORD

SJCORD

San Jose

Tue 12/16

3:09 pm-11:50 pm

1 stop6h 41m

Chicago O'Hare Intl

Sat 1/3

6:00 am-11:59 pm

1 stop19h 59m

$361

San JoseChicago

SJC - ORD

SJCORD

San Jose

Wed 12/17

12:35 pm-11:50 pm

1 stop9h 15m

Chicago O'Hare Intl

Sat 1/3

6:00 am-11:59 pm

1 stop19h 59m

$361

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/27

Showing 1-10 of 23 results
1
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Compare providers for flights from San Jose to O'Hare Intl

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 Jose to O'Hare Intl in October.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
eDreamsPrice Accuracy3 starsTrust 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 Jose, California-Chicago O'Hare Intl Airport flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on San Jose, California-Chicago O'Hare Intl Airport flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from San Jose, California-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 Jose, California-Chicago O'Hare Intl Airport 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 San Jose, California-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 Jose to O'Hare Intl

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

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

Use this chart to determine the optimal time to book a round-trip flight from San Jose to O'Hare Intl. Price data was last updated on October 24, 2025.

Booking 6 days in advance of your planned departure date is, on average, the best time to get cheap flights from San Jose, California to Chicago O'Hare Intl Airport. The general trend is that the closer you book to the departure date, the more expensive your flight will be.

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

Currently, December is the cheapest month in which you can book a flight from San Jose, California to Chicago O'Hare Intl Airport (average of $111). Flying from San Jose, California to Chicago O'Hare Intl Airport in November is currently the most expensive (average of $195). 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 SJC to ORD?

Find hourly flight availability from San Jose 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 October 27, 2025.

One of the essential ways to save on airfare from San Jose, California 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 55% on airfare.

What is the cheapest day to fly from San Jose, California to Chicago O'Hare Intl Airport?

Use this chart to determine the cheapest time to fly round-trip from San Jose to O'Hare Intl. Price data was last updated on October 26, 2025.

Travelers seeking maximum savings on their San Jose, California to Chicago O'Hare Intl Airport flight should consider departing on Wednesday afternoons when fares are most often at their lowest. Saturday evenings flights should be avoided if possible as fares are typically the most expensive at this time.

The best insider tips for San Jose to Chicago O'Hare Intl Airport flights

Snippets provided in this section are AI-generated based on a summarization of Cheapflights-commissioned articles. The articles are presented as-is, for general informational purposes only, and may not be up-to-date. The opinions contained in the articles are original to the author and reflect their authentic experience, which may vary significantly from the experience of others.
Cheapflights partnered with top experts to bring you the best recommendations for your San Jose to Chicago O'Hare Intl Airport trip
Airports
SJC

SJC offers free Wi-Fi throughout the airport, perfect for catching up on work or entertainment before your flight.

Read more about SJCby Daniel Scheffler
ORD

For quick city access, take the “L” train from ORD to downtown Chicago, avoiding traffic delays.

Read more about ORDby Ramsey Qubein
Our travel experts
Ramsey Qubein

Ramsey Qubein

Expert on ORD

Ramsey Qubein

Ramsey Qubein

An avid traveler and aviation expert who has visited 173 countries, all 50 states and seven continents, Ramsey Qubein flies nearly 400,000 miles a year. As a North Carolina-based freelance journalist for publications including Conde Nast Traveler, Forbes, USA Today and Bloomberg among others, he explores the latest trends in aviation, hospitality, cruises and business.

Read more
Daniel Scheffler

Daniel Scheffler

Expert on SJC

Daniel Scheffler

Daniel Scheffler

Daniel Scheffler is a travel writer, podcaster, and producer. Born in Africa, bred in Europe and now living in America he has traveled to 140 countries (and all 50 U.S. states). Plus he has stayed at over 2500 hotels across the globe. His original shows Everywhere and Without Maps (available on Spotify) showcase his beliefs, travel is about humanity and sharing that beauty. And thus it reminds you that you shouldn’t believe everything you think.

Read more

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 October 27, 2025.
Read reviews from past customers who have flown Southwest, Delta, and United Airlines from San Jose to Chicago O'Hare Intl Airport. 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.
Southwest
8.0
Very good
4,238 reviews

Entertainment

7.5

Food

7.0

Crew

8.6

Boarding

8.1

Comfort

8.0

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
Southwest
8.0
Very good
4,238 reviews
Southwest
8.0
Very good
4,238 reviews

Entertainment

7.5

Food

7.0

Crew

8.6

Boarding

8.1

Comfort

8.0

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
Delta
7.9
Good
7,996 reviews
Southwest
8.0
Very good
4,238 reviews

Entertainment

7.5

Food

7.0

Crew

8.6

Boarding

8.1

Comfort

8.0

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
United Airlines
7.4
Good
8,999 reviews
Southwest
8.0
Very good
4,238 reviews

Entertainment

7.5

Food

7.0

Crew

8.6

Boarding

8.1

Comfort

8.0

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
Spirit Airlines
6.3
Okay
8,112 reviews
Southwest
8.0
Very good
4,238 reviews

Entertainment

7.5

Food

7.0

Crew

8.6

Boarding

8.1

Comfort

8.0

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
Frontier
5.8
Fair
3,123 reviews
Southwest
8.0
Very good
4,238 reviews

Entertainment

7.5

Food

7.0

Crew

8.6

Boarding

8.1

Comfort

8.0

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.

Related info for your journey

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

    If you book a flight to Chicago O'Hare Intl from San Jose, you will be flying from San Jose, which is the city’s only airport. San Jose (SJC) is located 2.9 mi from the center of San Jose. There are 0 flights from San Jose to Chicago O'Hare Intl per day from 7 different airlines.

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

    Departing from San Jose, California to Chicago O'Hare Intl Airport will take you 9h 15m. There are 1824 mi between San Jose, California and Chicago O'Hare Intl Airport. This flight may include one or multiple stops.

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

    Cheapflights users have booked flights from San Jose, California to Chicago O'Hare Intl Airport round-trip from $98. Other airlines that can offer you cheap pricing are Spirit Airlines, from $125, and Alaska Airlines, from $170. Users have found that Frontier is 79% cheaper than the other options available to this destination.

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

    On average you can expect to pay $658 for a flight from San Jose, California to Chicago O'Hare Intl Airport. The cheapest flight overall is $171 while the most popular route, (San Jose - Chicago O'Hare Intl) is currently priced at $204.

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

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

  • How can I find direct flights from San Jose 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 Jose to O'Hare Intl.

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

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

    Currently, December is the cheapest month in which you can book a flight from San Jose, California to Chicago O'Hare Intl Airport (average of $111). Flying from San Jose, California to Chicago O'Hare Intl Airport in November is currently the most expensive (average of $195). 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
Des Plaines
Gurnee
Hoffman Estates
Elgin
Oak Brook
Elk Grove Village
Beloit
Rockford
Naperville
Racine
Downers Grove
Orland Park
Merrillville
Bridgeview
Warrenville
Joliet
Waukegan

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Alternative routes for San Jose to O'Hare Intl

See prices for flight routes from nearby airports that may be better suited for you.
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Top 7 airlines flying from San Jose to O'Hare Intl

Discover the top 7 airlines that operate flights from San Jose 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 October 27, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$98Average$268FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$125Average$260FlexibilityNo cancel feeOn-time65%
Alaska AirlinesCheapest$170Average$331FlexibilityNo cancel feeOn-time75%
American AirlinesCheapest$200Average$353FlexibilityNo cancel feeOn-time71%
DeltaCheapest$256Average$385FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$299Average$520FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$370Average$496FlexibilityNo cancel feeOn-time63%

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