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O'Hare Intl

$91+ 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 1/15. Fares are subject to change and may not be available on all flights or dates of travel.
SJC — ORD
gen. 27 — febr. 31
dt. 1/27
dt. 2/3
1 adult, Economy
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Cheapflights Tip: The best prices from San Jose to Chicago O'Hare Intl are usually found in December or September, booked 76 days in advance, depart on a Wednesday or Tuesday and return on a Wednesday

Cheap 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 desembre 28, 2025.

This Alaska Airlines deal was found by Cheapflights users on 12/27. 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.
ds. 12/278:07 pmSJC - ORD
1 stop16h 30mAlaska Airlines
ds. 2/213:54 pmORD - SJC
1 stop19h 28mAlaska Airlines
Deal found 12/27$708
This United Airlines deal was found by Cheapflights users on 12/26. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
ds. 12/272:29 pmSJC - ORD
2 stops18h 51mUnited Airlines
dv. 1/27:35 pmORD - SJC
Nonstop4h 59mUnited Airlines
Deal found 12/26$809
This United Airlines deal was found by Cheapflights users on 12/26. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
ds. 12/272:29 pmSJC - ORD
2 stops18h 51mUnited Airlines
dg. 1/43:42 pmORD - SJC
1 stop7h 34mUnited Airlines
Deal found 12/26$819
This Kiwi.com deal was found by Cheapflights users on 12/26. 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.
dg. 12/287:48 pmSJC - ORD
1 stop8h 17mMultiple Airlines
ds. 1/312:39 pmORD - SJC
2 stops32h 14mMultiple Airlines
Deal found 12/26$822
This Alaska Airlines deal was found by Cheapflights users on 12/27. 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.
dt. 12/3012:15 pmSJC - ORD
1 stop9h 44mAlaska Airlines
dl. 1/56:00 amORD - SJC
1 stop9h 52mAlaska Airlines
Deal found 12/27$833
This United Airlines deal was found by Cheapflights users on 12/26. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dv. 12/262:29 pmSJC - ORD
2 stops16h 59mUnited Airlines
dl. 1/57:35 pmORD - SJC
Nonstop4h 59mUnited Airlines
Deal found 12/26$845
This United Airlines deal was found by Cheapflights users on 12/26. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dl. 12/292:29 pmSJC - ORD
2 stops13h 52mUnited Airlines
dv. 1/27:35 pmORD - SJC
Nonstop4h 59mUnited Airlines
Deal found 12/26$848
This United Airlines deal was found by Cheapflights users on 12/26. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dv. 12/262:29 pmSJC - ORD
2 stops15h 29mUnited Airlines
dg. 1/43:42 pmORD - SJC
1 stop7h 34mUnited Airlines
Deal found 12/26$850
This United Airlines deal was found by Cheapflights users on 12/26. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
ds. 12/272:29 pmSJC - ORD
2 stops18h 51mUnited Airlines
ds. 1/32:31 pmORD - SJC
1 stop8h 45mUnited Airlines
Deal found 12/26$853
This United Airlines deal was found by Cheapflights users on 12/26. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
ds. 12/272:29 pmSJC - ORD
2 stops18h 51mUnited Airlines
dl. 1/58:57 amORD - SJC
2 stops14h 19mUnited Airlines
Deal found 12/26$854
This United Airlines deal was found by Cheapflights users on 12/26. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dg. 12/282:29 pmSJC - ORD
2 stops15h 29mUnited Airlines
ds. 1/37:35 pmORD - SJC
Nonstop4h 59mUnited Airlines
Deal found 12/26$867

Find 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 desembre 28, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$211
(Kiwi.com)

One-way from

$91
(Priceline)

Popular in

November

Cheapest in

December

Average price

$337

Good round-trip deal

$524 or less

Good one-way deal

$206 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. 2% potential increase in price ($10 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($10 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 Jose to Chicago O'Hare Intl.
Search Deals
Price to beat on a one-way flight from San Jose to Chicago O'Hare Intl.
Search Deals

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 desembre 28, 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

dc. 2/18

10:26 am-11:59 pm

1 stop11h 33m

Chicago O'Hare Intl

dl. 2/23

3:07 pm-9:47 am

1 stop20h 40m

$272

San JoseChicago

SJC - ORD

SJCORD

San Jose

dt. 2/17

8:05 pm-11:59 pm

1 stop25h 54m

Chicago O'Hare Intl

dl. 2/23

3:07 pm-9:47 am

1 stop20h 40m

$272

San JoseChicago

SJC - ORD

SJCORD

San Jose

dl. 4/27

5:03 pm-2:41 pm

1 stop19h 38m

Chicago O'Hare Intl

dc. 4/29

8:50 am-6:51 pm

1 stop12h 01m

$277

San JoseChicago

SJC - ORD

SJCORD

San Jose

dt. 5/12

10:21 am-7:03 pm

1 stop6h 42m

Chicago O'Hare Intl

ds. 5/16

9:00 am-11:37 pm

1 stop16h 37m

$282

San JoseChicago

SJC - ORD

SJCORD

San Jose

dj. 2/12

11:45 am-11:52 pm

1 stop10h 07m

Chicago O'Hare Intl

dc. 2/18

2:20 pm-10:05 pm

1 stop9h 45m

$283

San JoseChicago

SJC - ORD

SJCORD

San Jose

dv. 1/30

11:40 am-11:53 pm

1 stop10h 13m

Chicago O'Hare Intl

dl. 2/2

2:20 pm-10:07 pm

1 stop9h 47m

$283

San JoseChicago

SJC - ORD

SJCORD

San Jose

dc. 1/21

2:25 pm-11:53 pm

1 stop7h 28m

Chicago O'Hare Intl

dg. 2/1

7:30 am-1:34 pm

1 stop8h 04m

$283

San JoseChicago

SJC - ORD

SJCORD

San Jose

dc. 2/18

11:45 am-11:52 pm

1 stop10h 07m

Chicago O'Hare Intl

dv. 2/20

7:40 am-1:37 pm

1 stop7h 57m

$283

San JoseChicago

SJC - ORD

SJCORD

San Jose

dl. 1/26

11:40 am-11:53 pm

1 stop10h 13m

Chicago O'Hare Intl

dg. 2/1

7:30 am-1:34 pm

1 stop8h 04m

$283

San JoseChicago

SJC - ORD

SJCORD

San Jose

dv. 1/30

9:15 am-11:53 pm

2 stops12h 38m

Chicago O'Hare Intl

dv. 2/6

7:30 am-5:40 pm

1 stop12h 10m

$288

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/25

Showing 1-10 of 22 results
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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 December.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on San Jose, California-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 Jose, California-Chicago O'Hare Intl Airport flight deals on Cheapflights vs. eDreams >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 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 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 December 26, 2025.

Booking 45 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 $107). Flying from San Jose, California to Chicago O'Hare Intl Airport in November is currently the most expensive (average of $257). 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 desembre 28, 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 54% on airfare.

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

AI-powered summary based on content written by travel experts. AI can make mistakes.
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 desembre 28, 2025.
Read reviews from past customers who have flown Alaska Airlines, Southwest, and Delta 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.
Alaska Airlines
8.0
Very good
11,549 reviews

Overall

8.0

Food

7.1

Boarding

8.1

Entertainment

7.0

Comfort

7.8

Crew

8.5

Reviews

1 / 20
2.0
Mediocre

Art,Dec 2025

SAN - OGG

It was a five hour flight and my seat did not recline. I have had three back surgeries and I’m solid bone for my L3 vertebrae all the way to my tailbone. My body has never hurt so much. There was no TV on this flight and only a small can of soda was free.
Alaska Airlines
8.0
Very good
11,549 reviews
Alaska Airlines
8.0
Very good
11,549 reviews

Overall

8.0

Food

7.1

Boarding

8.1

Entertainment

7.0

Comfort

7.8

Crew

8.5

Reviews

1 / 20
2.0
Mediocre

Art,Dec 2025

SAN - OGG

It was a five hour flight and my seat did not recline. I have had three back surgeries and I’m solid bone for my L3 vertebrae all the way to my tailbone. My body has never hurt so much. There was no TV on this flight and only a small can of soda was free.
Southwest
8.0
Very good
4,256 reviews
Alaska Airlines
8.0
Very good
11,549 reviews

Overall

8.0

Food

7.1

Boarding

8.1

Entertainment

7.0

Comfort

7.8

Crew

8.5

Reviews

1 / 20
2.0
Mediocre

Art,Dec 2025

SAN - OGG

It was a five hour flight and my seat did not recline. I have had three back surgeries and I’m solid bone for my L3 vertebrae all the way to my tailbone. My body has never hurt so much. There was no TV on this flight and only a small can of soda was free.
Delta
7.9
Good
8,019 reviews
Alaska Airlines
8.0
Very good
11,549 reviews

Overall

8.0

Food

7.1

Boarding

8.1

Entertainment

7.0

Comfort

7.8

Crew

8.5

Reviews

1 / 20
2.0
Mediocre

Art,Dec 2025

SAN - OGG

It was a five hour flight and my seat did not recline. I have had three back surgeries and I’m solid bone for my L3 vertebrae all the way to my tailbone. My body has never hurt so much. There was no TV on this flight and only a small can of soda was free.
United Airlines
7.4
Good
9,113 reviews
Alaska Airlines
8.0
Very good
11,549 reviews

Overall

8.0

Food

7.1

Boarding

8.1

Entertainment

7.0

Comfort

7.8

Crew

8.5

Reviews

1 / 20
2.0
Mediocre

Art,Dec 2025

SAN - OGG

It was a five hour flight and my seat did not recline. I have had three back surgeries and I’m solid bone for my L3 vertebrae all the way to my tailbone. My body has never hurt so much. There was no TV on this flight and only a small can of soda was free.
Spirit Airlines
6.3
Okay
8,211 reviews
Alaska Airlines
8.0
Very good
11,549 reviews

Overall

8.0

Food

7.1

Boarding

8.1

Entertainment

7.0

Comfort

7.8

Crew

8.5

Reviews

1 / 20
2.0
Mediocre

Art,Dec 2025

SAN - OGG

It was a five hour flight and my seat did not recline. I have had three back surgeries and I’m solid bone for my L3 vertebrae all the way to my tailbone. My body has never hurt so much. There was no TV on this flight and only a small can of soda was free.

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 10h 07m. 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 $62. Other airlines that can offer you cheap pricing are Spirit Airlines, from $125, and Alaska Airlines, from $170. Users have found that Frontier is 86% cheaper than the other options available to this destination.

  • What are the cheapest airlines to fly from San Jose, California to Chicago O'Hare Intl Airport one-way?

    For one-way options, check prices for Spirit Airlines. According to our data, you can fly for as low as $60. Users have also found prices from $65 and $98 on Frontier and Alaska Airlines, respectively.

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

    On average you can expect to pay $986 for a flight from San Jose, California to Chicago O'Hare Intl Airport. The cheapest flight overall is $124 while the most popular route, (San Jose - Chicago O'Hare Intl) is currently priced at $252.

  • 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 $107). Flying from San Jose, California to Chicago O'Hare Intl Airport in November is currently the most expensive (average of $257). 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
Gurnee
Elgin
Naperville
Hoffman Estates
Beloit
Delavan
Oak Brook
Downers Grove
Des Plaines
Elk Grove Village
Skokie
Lake Geneva
Bridgeview
Kenosha
Warrenville
Waukegan
Aurora
Evanston

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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 desembre 28, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$65Average$244FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$125Average$230FlexibilityNo cancel feeOn-time65%
Alaska AirlinesCheapest$170Average$315FlexibilityNo cancel feeOn-time75%
American AirlinesCheapest$200Average$353FlexibilityNo cancel feeOn-time71%
DeltaCheapest$256Average$380FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$298Average$518FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$370Average$494FlexibilityNo cancel feeOn-time63%

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