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San Jose

$112+ 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 8/19. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — SJC
Jun 9 — Jun 161
Tue 6/9
Tue 6/16
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 Chicago O'Hare Intl to San Jose are usually found in August or July, booked 73 days in advance, depart on a Wednesday or Thursday 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 May 10, 2026.

This Booking.com deal was found by Cheapflights users on 5/8. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/298:46 pm
ORD
-
SJC
1 stop17h 13m
Frontier
Sun 5/3112:57 pm
SJC
-
ORD
1 stop15h 37m
Frontier
Deal found 5/8$273
This Delta deal was found by Cheapflights users on 5/9. 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.
Wed 7/16:30 am
ORD
-
SJC
1 stop7h 35m
Delta
Wed 7/152:55 pm
SJC
-
ORD
1 stop6h 43m
Delta
Deal found 5/9$277
This CheapOair deal was found by Cheapflights users on 5/5. 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.
Fri 8/289:07 pm
ORD
-
SJC
1 stop16h 55m
Frontier
Sun 8/3012:57 pm
SJC
-
ORD
1 stop15h 22m
Frontier
Deal found 5/5$280
This Delta deal was found by Cheapflights users on 5/6. 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.
Wed 7/15:30 am
ORD
-
SJC
1 stop8h 06m
Delta
Wed 7/88:19 pm
SJC
-
ORD
2 stops10h 11m
Delta
Deal found 5/6$282
This Booking.com deal was found by Cheapflights users on 5/6. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/207:20 am
ORD
-
SJC
1 stop7h 57m
Frontier
Sat 6/272:12 pm
SJC
-
ORD
1 stop12h 55m
Frontier
Deal found 5/6$283
This United Airlines deal was found by Cheapflights users on 5/8. 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.
Wed 9/28:03 pm
ORD
-
SJC
Nonstop4h 47m
United Airlines
Tue 9/86:30 am
SJC
-
ORD
Nonstop4h 23m
United Airlines
Deal found 5/8$284
This Expedia deal was found by Cheapflights users on 5/7. 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.
Wed 6/32:10 pm
ORD
-
SJC
1 stop7h 12m
Alaska Airlines
Tue 6/98:00 am
SJC
-
ORD
1 stop19h 00m
Alaska Airlines
Deal found 5/7$287
This Delta deal was found by Cheapflights users on 5/5. 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.
Tue 6/26:24 am
ORD
-
SJC
2 stops11h 08m
Delta
Tue 6/97:00 am
SJC
-
ORD
2 stops12h 57m
Delta
Deal found 5/5$288
This Expedia deal was found by Cheapflights users on 5/9. 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.
Thu 6/117:20 am
ORD
-
SJC
1 stop7h 57m
Frontier
Mon 6/152:12 pm
SJC
-
ORD
1 stop12h 55m
Frontier
Deal found 5/9$290
This Kiwi.com deal was found by Cheapflights users on 5/8. 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 5/298:46 pm
ORD
-
SJC
1 stop17h 13m
Frontier
Thu 8/132:12 pm
SJC
-
ORD
1 stop13h 16m
Frontier
Deal found 5/8$291
This CheapOair deal was found by Cheapflights users on 5/6. 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 6/97:40 am
ORD
-
SJC
1 stop8h 00m
Alaska Airlines
Tue 6/235:02 pm
SJC
-
ORD
1 stop18h 19m
Alaska Airlines
Deal found 5/6$292
This Expedia deal was found by Cheapflights users on 5/9. 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 8/177:15 am
ORD
-
SJC
1 stop8h 02m
Multiple Airlines
Thu 8/207:29 am
SJC
-
ORD
1 stop9h 34m
Multiple Airlines
Deal found 5/9$293

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 May 10, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$273
(Booking.com)

One-way from

$112
(Kiwi.com)

Popular in

January

Cheapest in

August

Average price

$397

Good round-trip deal

$394 or less

Good one-way deal

$324 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
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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 ($48 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 May 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 May 10, 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

Fly to

Route

Depart

Return

Price

Cheapest round-trip
Quickest round-trip

ChicagoSan Jose

ORD - SJC

ORDSJC

Chicago O'Hare Intl

Sat 8/29

8:40 am-11:25 am

Nonstop4h 45m

San Jose

Tue 9/1

6:30 am-12:53 pm

Nonstop4h 23m

$332

ChicagoSan Jose

ORD - SJC

ORDSJC

Chicago O'Hare Intl

Sat 5/30

5:52 pm-11:31 pm

1 stop7h 39m

San Jose

Sat 8/8

6:37 pm-5:00 am

1 stop8h 23m

$347

ChicagoSan Jose

ORD - SJC

ORDSJC

Chicago O'Hare Intl

Tue 8/25

6:01 am-1:45 pm

1 stop9h 44m

San Jose

Wed 8/26

7:29 am-7:03 pm

1 stop9h 34m

$347

ChicagoSan Jose

ORD - SJC

ORDSJC

Chicago O'Hare Intl

Tue 6/9

8:36 am-5:17 pm

2 stops10h 41m

San Jose

Mon 6/15

1:40 pm-9:57 pm

1 stop6h 17m

$357

ChicagoSan Jose

ORD - SJC

ORDSJC

Chicago O'Hare Intl

Sat 8/29

6:01 am-10:59 am

1 stop6h 58m

San Jose

Fri 9/11

11:56 am-11:41 pm

1 stop9h 45m

$357

ChicagoSan Jose

ORD - SJC

ORDSJC

Chicago O'Hare Intl

Wed 6/3

5:41 pm-11:41 pm

2 stops8h 00m

San Jose

Mon 6/8

8:19 pm-8:35 am

2 stops10h 16m

$372

ChicagoSan Jose

ORD - SJC

ORDSJC

Chicago O'Hare Intl

Wed 5/27

5:44 pm-11:31 pm

1 stop7h 47m

San Jose

Tue 8/11

3:15 pm-11:36 pm

1 stop6h 21m

$402

ChicagoSan Jose

ORD - SJC

ORDSJC

Chicago O'Hare Intl

Wed 6/3

8:42 am-4:09 pm

2 stops9h 27m

San Jose

Wed 6/10

10:00 pm-8:38 am

1 stop8h 38m

$428

ChicagoSan Jose

ORD - SJC

ORDSJC

Chicago O'Hare Intl

Tue 10/20

8:15 am-4:15 pm

2 stops10h 00m

San Jose

Mon 10/26

9:05 am-5:21 pm

1 stop6h 16m

$430

ChicagoSan Jose

ORD - SJC

ORDSJC

Chicago O'Hare Intl

Fri 8/28

2:12 pm-10:13 pm

2 stops10h 01m

San Jose

Sun 8/30

1:46 pm-9:58 pm

1 stop6h 12m

$432

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/5

Showing 1-10 of 23 resultsSorted by cheapest first
1
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3

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 May.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
CheapOairPrice Accuracy3 starsTrust Score*3 stars
eDreamsPrice Accuracy2 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?

Booking 71 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, August is the cheapest month in which you can book a flight from Chicago O'Hare Intl Airport to San Jose, California (average of $372). Flying from Chicago O'Hare Intl Airport to San Jose, California in January is currently the most expensive (average of $545). 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 ORD to SJC?

Find hourly flight availability from O'Hare Intl to San Jose. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated May 10, 2026.

When flying from Chicago O'Hare Intl Airport to San Jose, California, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

How much does it cost to fly round-trip from Chicago O'Hare Intl Airport to San Jose, California?

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 May 10, 2026.
Read through reviews of airlines operating flights from Chicago O'Hare Intl Airport to San Jose, such as Southwest,Alaska Airlines, andDelta. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,304 reviews

Overall

8.0

Crew

8.6

Entertainment

7.5

Comfort

8.0

Food

7.0

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
Southwest
8.0
Very good
4,304 reviews
Southwest
8.0
Very good
4,304 reviews

Overall

8.0

Crew

8.6

Entertainment

7.5

Comfort

8.0

Food

7.0

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
Alaska Airlines
7.9
Good
12,348 reviews
Southwest
8.0
Very good
4,304 reviews

Overall

8.0

Crew

8.6

Entertainment

7.5

Comfort

8.0

Food

7.0

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
Delta
7.9
Good
8,454 reviews
Southwest
8.0
Very good
4,304 reviews

Overall

8.0

Crew

8.6

Entertainment

7.5

Comfort

8.0

Food

7.0

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
United Airlines
7.4
Good
9,694 reviews
Southwest
8.0
Very good
4,304 reviews

Overall

8.0

Crew

8.6

Entertainment

7.5

Comfort

8.0

Food

7.0

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
American Airlines
7.1
Good
11,667 reviews
Southwest
8.0
Very good
4,304 reviews

Overall

8.0

Crew

8.6

Entertainment

7.5

Comfort

8.0

Food

7.0

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

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 6 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 4h 45m. United Airlines 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 Delta, from $189, and Alaska Airlines, from $240. 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 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 $633, our data indicates the cheapest price to be $205. The most popular route (Chicago O'Hare Intl - San Jose), is priced around $250.

  • 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, August is the cheapest month in which you can book a flight from Chicago O'Hare Intl Airport to San Jose, California (average of $372). Flying from Chicago O'Hare Intl Airport to San Jose, California in January is currently the most expensive (average of $545). 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

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Top 5 airlines flying from O'Hare Intl to San Jose

Discover the top 5 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 May 10, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$189Average$384FlexibilityNo cancel feeOn-timeN/A
Alaska AirlinesCheapest$232Average$342FlexibilityNo cancel feeOn-time75%
United AirlinesCheapest$337Average$481FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$342Average$452FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$406Average$620FlexibilityNo cancel feeOn-time71%

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