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San Jose

$86+ Cheap flights from O'Hare Intl (ORD) to San Jose, CA (SJC)

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 6/4. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — SJC
Mar 22 — Mar 291
Sun 3/22
Sun 3/29
1 adult, Economy
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Cheapflights Tip: The best prices from Chicago O'Hare Intl to San Jose are usually found in September or August, booked 86 days in advance, depart on a Wednesday or Tuesday and return on a Wednesday

Cheap flight deals from O'Hare Intl to San Jose

Cheapest flights from O'Hare Intl to San Jose
Explore the most affordable flight options available from O'Hare Intl to San Jose. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 20, 2026.

This Expedia deal was found by Cheapflights users on 2/18. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/243:07 pm
ORD
-
SJC
1 stop9h 49m
Multiple Airlines
Fri 2/278:50 am
SJC
-
ORD
1 stop6h 36m
Multiple Airlines
Deal found 2/18$326
This CheapOair deal was found by Cheapflights users on 2/19. 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.
Thu 5/212:10 pm
ORD
-
SJC
1 stop10h 49m
Alaska Airlines
Mon 5/257:59 pm
SJC
-
ORD
1 stop15h 15m
Alaska Airlines
Deal found 2/19$327
This Delta deal was found by Cheapflights users on 2/18. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/16:25 am
ORD
-
SJC
2 stops10h 43m
Delta
Mon 5/411:00 pm
SJC
-
ORD
1 stop7h 40m
Delta
Deal found 2/18$328
This Kiwi.com deal was found by Cheapflights users on 2/16. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/23:54 pm
ORD
-
SJC
1 stop9h 05m
Hawaiian Airlines
Thu 3/512:45 pm
SJC
-
ORD
1 stop9h 14m
Hawaiian Airlines
Deal found 2/16$329
This CheapOair deal was found by Cheapflights users on 2/17. 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.
Thu 3/58:20 am
ORD
-
SJC
1 stop7h 56m
Alaska Airlines
Sun 3/87:00 am
SJC
-
ORD
1 stop14h 59m
Alaska Airlines
Deal found 2/17$330
This Expedia deal was found by Cheapflights users on 2/17. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/237:59 pm
ORD
-
SJC
1 stop15h 59m
Multiple Airlines
Thu 3/267:02 pm
SJC
-
ORD
1 stop9h 06m
Multiple Airlines
Deal found 2/17$331
This United Airlines deal was found by Cheapflights users on 2/16. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/177:59 pm
ORD
-
SJC
Nonstop5h 00m
United Airlines
Sun 3/2210:55 pm
SJC
-
ORD
Nonstop4h 19m
United Airlines
Deal found 2/16$332
This United Airlines deal was found by Cheapflights users on 2/17. 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.
Thu 3/127:59 pm
ORD
-
SJC
Nonstop5h 00m
United Airlines
Wed 3/183:49 pm
SJC
-
ORD
1 stop6h 03m
United Airlines
Deal found 2/17$334
This CheapOair deal was found by Cheapflights users on 2/17. 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 3/102:07 pm
ORD
-
SJC
2 stops10h 49m
Alaska Airlines
Mon 3/162:53 pm
SJC
-
ORD
1 stop7h 06m
Alaska Airlines
Deal found 2/17$335
This Alaska Airlines deal was found by Cheapflights users on 2/18. 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.
Fri 3/63:07 pm
ORD
-
SJC
1 stop9h 49m
Alaska Airlines
Sat 3/72:36 pm
SJC
-
ORD
1 stop7h 20m
Alaska Airlines
Deal found 2/18$337

Find flight deals from O'Hare Intl to San Jose

Discover tips and strategies to find the most affordable flight options for your journey from O'Hare Intl (ORD) to San Jose (SJC). 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 February 20, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$326
(Expedia)

One-way from

$86
(CheapOair)

Popular in

January

Cheapest in

September

Average price

$489

Good round-trip deal

$349 or less

Good one-way deal

$268 or less
Provider with most accurate pricing for Chicago O'Hare Intl-San Jose flight deals.
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Provider most trusted by Cheapflights users for Chicago O'Hare Intl-San Jose flights.
Search Deals
From Chicago O'Hare Intl to San Jose
Search Deals
One-way flight from Chicago O'Hare Intl to San Jose
Search Deals
Highest demand for flights based on searches. 9% potential increase in price ($47 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 February 2026
Search Deals
Price to beat on a round-trip flight from Chicago O'Hare Intl to San Jose.
Search Deals
Price to beat on a one-way flight from Chicago O'Hare Intl to San Jose.
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from O'Hare Intl to San Jose 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 February 20, 2026.
Use the filters below to find and compare flights from Chicago O'Hare Intl Airport to San Jose that are best for you.

Fly from

O'Hare Intl

Fly to

San Jose

Route

Depart

Return

Price

ChicagoSan Jose

ORD - SJC

ORDSJC

Chicago O'Hare Intl

Fri 5/8

6:30 am-12:18 pm

1 stop7h 48m

San Jose

Fri 5/8

8:30 pm-8:25 am

2 stops9h 55m

$328

ChicagoSan Jose

ORD - SJC

ORDSJC

Chicago O'Hare Intl

Fri 3/6

3:07 pm-10:56 pm

1 stop9h 49m

San Jose

Tue 3/10

12:45 pm-11:59 pm

1 stop9h 14m

$330

ChicagoSan Jose

ORD - SJC

ORDSJC

Chicago O'Hare Intl

Tue 3/17

7:59 pm-10:59 pm

Nonstop5h 00m

San Jose

Sun 3/22

10:55 pm-5:14 am

Nonstop4h 19m

$332

ChicagoSan Jose

ORD - SJC

ORDSJC

Chicago O'Hare Intl

Fri 5/15

8:42 am-5:15 pm

2 stops10h 33m

San Jose

Mon 5/18

7:59 pm-8:32 am

2 stops10h 33m

$333

ChicagoSan Jose

ORD - SJC

ORDSJC

Chicago O'Hare Intl

Fri 5/1

6:25 am-1:18 pm

2 stops8h 53m

San Jose

Mon 5/4

11:00 pm-12:45 pm

2 stops11h 45m

$333

ChicagoSan Jose

ORD - SJC

ORDSJC

Chicago O'Hare Intl

Thu 5/7

6:30 am-2:11 pm

2 stops9h 41m

San Jose

Mon 5/11

10:00 pm-10:27 am

2 stops10h 27m

$333

ChicagoSan Jose

ORD - SJC

ORDSJC

Chicago O'Hare Intl

Wed 4/29

7:41 pm-10:36 pm

Nonstop4h 55m

San Jose

Sun 5/10

2:46 pm-12:58 am

1 stop8h 12m

$342

ChicagoSan Jose

ORD - SJC

ORDSJC

Chicago O'Hare Intl

Tue 4/14

7:41 pm-10:36 pm

Nonstop4h 55m

San Jose

Sun 4/26

6:30 am-12:56 pm

Nonstop4h 26m

$343

ChicagoSan Jose

ORD - SJC

ORDSJC

Chicago O'Hare Intl

Wed 4/1

8:20 am-1:58 pm

1 stop7h 38m

San Jose

Mon 4/6

7:05 pm-6:39 am

1 stop9h 34m

$348

ChicagoSan Jose

ORD - SJC

ORDSJC

Chicago O'Hare Intl

Wed 5/20

6:30 am-3:28 pm

2 stops10h 58m

San Jose

Mon 5/25

10:55 pm-7:58 am

1 stop7h 03m

$357

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/18

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

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 O'Hare Intl to San Jose in February.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
MytripPrice Accuracy2 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 Chicago O'Hare Intl Airport-San Jose, California flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago O'Hare Intl Airport-San Jose, California flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Chicago O'Hare Intl Airport-San Jose, California flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Chicago O'Hare Intl Airport-San Jose, California 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 Chicago O'Hare Intl Airport-San Jose, California 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 O'Hare Intl to San Jose

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

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

Use this chart to determine the optimal time to book a round-trip flight from O'Hare Intl to San Jose. Price data was last updated on February 18, 2026.

Booking 85 days in advance of your planned departure date is, on average, the best time to get cheap flights from Chicago O'Hare Intl Airport to San Jose, California. 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 Chicago O'Hare Intl Airport to San Jose, California?

Currently, October is the cheapest month in which you can book a flight from Chicago O'Hare Intl Airport to San Jose, California (average of $80). Flying from Chicago O'Hare Intl Airport to San Jose, California in February is currently the most expensive (average of $211). 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.

The best insider tips for Chicago O'Hare Intl Airport to San Jose 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 Chicago O'Hare Intl Airport to San Jose trip
Our travel experts
Ramsey Qubein

Ramsey Qubein

Expert on ORD

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 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 San Jose

Get insights into the airlines that provide service to San Jose. 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 San Jose. Reviews last updated February 20, 2026.
Read through reviews of airlines operating flights from Chicago O'Hare Intl Airport to San Jose, such as Alaska Airlines, Southwest, and Delta. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Alaska Airlines
8.0
Very good
11,907 reviews

Boarding

8.1

Comfort

7.8

Entertainment

7.0

Overall

8.0

Crew

8.5

Food

7.1

Reviews

1 / 20
10.0
Excellent

robert,Feb 2026

LAS - SAN

The good customer service team made you fell welcome on the flight.
Alaska Airlines
8.0
Very good
11,907 reviews
Alaska Airlines
8.0
Very good
11,907 reviews

Boarding

8.1

Comfort

7.8

Entertainment

7.0

Overall

8.0

Crew

8.5

Food

7.1

Reviews

1 / 20
10.0
Excellent

robert,Feb 2026

LAS - SAN

The good customer service team made you fell welcome on the flight.
Southwest
8.0
Very good
4,295 reviews
Alaska Airlines
8.0
Very good
11,907 reviews

Boarding

8.1

Comfort

7.8

Entertainment

7.0

Overall

8.0

Crew

8.5

Food

7.1

Reviews

1 / 20
10.0
Excellent

robert,Feb 2026

LAS - SAN

The good customer service team made you fell welcome on the flight.
Delta
7.9
Good
8,215 reviews
Alaska Airlines
8.0
Very good
11,907 reviews

Boarding

8.1

Comfort

7.8

Entertainment

7.0

Overall

8.0

Crew

8.5

Food

7.1

Reviews

1 / 20
10.0
Excellent

robert,Feb 2026

LAS - SAN

The good customer service team made you fell welcome on the flight.
United Airlines
7.4
Good
9,325 reviews
Alaska Airlines
8.0
Very good
11,907 reviews

Boarding

8.1

Comfort

7.8

Entertainment

7.0

Overall

8.0

Crew

8.5

Food

7.1

Reviews

1 / 20
10.0
Excellent

robert,Feb 2026

LAS - SAN

The good customer service team made you fell welcome on the flight.
American Airlines
7.2
Good
11,320 reviews
Alaska Airlines
8.0
Very good
11,907 reviews

Boarding

8.1

Comfort

7.8

Entertainment

7.0

Overall

8.0

Crew

8.5

Food

7.1

Reviews

1 / 20
10.0
Excellent

robert,Feb 2026

LAS - SAN

The good customer service team made you fell welcome on the flight.

Related info for your journey

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

    Located just 2.9 mi from the city center, San Jose is the airport most travelers will use when flying to San Jose from Chicago O'Hare Intl. Booking flights from Chicago O'Hare Intl to San Jose (SJC) should be relatively easy as there are 0 daily inbound flights from Chicago O'Hare Intl from 7 different airlines.

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

    A quick flight from Chicago O'Hare Intl Airport to San Jose, California can take about 5h. Delta provides one of the quickest options available for as low as $332. There are 1824 mi between Chicago O'Hare Intl Airport and San Jose, California. This flight may include one or multiple stops.

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

    Cheapflights users have booked flights from Chicago O'Hare Intl Airport to San Jose, California round-trip from $80. Other airlines that can offer you cheap pricing are Spirit Airlines, from $142, and Delta, from $189. You may be able to fly from Chicago O'Hare Intl Airport to San Jose, California for 81% less than the average price by searching for these airlines.

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

    For one-way options, check prices for Frontier. According to our data, you can fly for as low as $80. Users have also found prices from $88 and $98 on Spirit Airlines and Alaska Airlines, respectively.

  • What are the most reliable airlines from Chicago O'Hare Intl Airport to San Jose, California?

    Looking for the most reliable airlines to get you to your destination on time? Our data shows these are most likely to get you from Chicago O'Hare Intl Airport to San Jose, California on time: American Airlines (83%), United Airlines (80%), Qatar Airways (50%).

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

    Looking for the cheapest flight from Chicago O'Hare Intl Airport to San Jose, California? While on average our users pay $329, our data indicates the cheapest price to be $258. The most popular route (Chicago O'Hare Intl - San Jose), is priced around $158.

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

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

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

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

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

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

    Currently, October is the cheapest month in which you can book a flight from Chicago O'Hare Intl Airport to San Jose, California (average of $80). Flying from Chicago O'Hare Intl Airport to San Jose, California in February is currently the most expensive (average of $211). 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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Top 7 airlines flying from O'Hare Intl to San Jose

Discover the top 7 airlines that operate flights from O'Hare Intl to San Jose. 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 February 20, 2026.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$80Average$193FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$142Average$198FlexibilityNo cancel feeOn-time65%
DeltaCheapest$189Average$384FlexibilityNo cancel feeOn-timeN/A
Alaska AirlinesCheapest$262Average$366FlexibilityNo cancel feeOn-time75%
United AirlinesCheapest$337Average$479FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$342Average$481FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$370Average$545FlexibilityNo cancel feeOn-time71%

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