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San Jose

$79+ Cheap flights from O'Hare Intl (ORD) to San Jose (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 10/3. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — SJC
Oct 16 — Oct 231
Thu 10/16
Thu 10/23
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 53 days in advance, depart on a Wednesday or Thursday and return on a Wednesday

Cheap 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 September 16, 2025.

Round-trip from

$192
(Kiwi.com)

One-way from

$79
(Kiwi.com)

Popular in

December

Cheapest in

September

Average price

$343

Good round-trip deal

$392 or less

Good one-way deal

$216 or less
From Chicago O'Hare Intl to San Jose
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One-way flight from Chicago O'Hare Intl to San Jose
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Highest demand for flights based on searches. 5% potential increase in price ($24 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($8 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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Price to beat on a round-trip flight from Chicago O'Hare Intl to San Jose.
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Price to beat on a one-way flight from Chicago O'Hare Intl to San Jose.
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Find 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 September 16, 2025.

This Trip.com deal was found by Cheapflights users on 9/15. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/3011:15 amORD - SJC
1 stop10h 45mMultiple Airlines
Sun 10/512:26 pmSJC - ORD
1 stop19h 11mMultiple Airlines
Deal found 9/15$200
This Orbitz deal was found by Cheapflights users on 9/15. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/276:50 amORD - SJC
1 stop6h 42mMultiple Airlines
Wed 10/2910:25 amSJC - ORD
1 stop6h 34mMultiple Airlines
Deal found 9/15$204
This CheapOair deal was found by Cheapflights users on 9/15. 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 10/25:35 amORD - SJC
1 stop9h 39mFrontier
Mon 10/66:45 pmSJC - ORD
2 stops27h 08mFrontier
Deal found 9/15$206
This Frontier deal was found by Cheapflights users on 9/16. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/296:00 amORD - SJC
1 stop7h 30mFrontier
Thu 10/22:14 pmSJC - ORD
1 stop7h 45mFrontier
Deal found 9/16$210
This Kiwi.com deal was found by Cheapflights users on 9/14. 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 10/176:50 amORD - SJC
1 stop6h 42mFrontier
Mon 10/206:43 pmSJC - ORD
2 stops27h 10mFrontier
Deal found 9/14$218
This Expedia deal was found by Cheapflights users on 9/14. 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 9/3011:15 amORD - SJC
1 stop10h 45mMultiple Airlines
Wed 10/156:25 amSJC - ORD
1 stop10h 34mMultiple Airlines
Deal found 9/14$219
This Kiwi.com deal was found by Cheapflights users on 9/15. 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 9/296:05 pmORD - SJC
1 stop18h 40mMultiple Airlines
Mon 10/66:45 pmSJC - ORD
2 stops27h 08mMultiple Airlines
Deal found 9/15$220
This Orbitz deal was found by Cheapflights users on 9/14. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/111:15 amORD - SJC
1 stop10h 45mMultiple Airlines
Wed 10/86:42 amSJC - ORD
1 stop10h 17mMultiple Airlines
Deal found 9/14$221
This Kiwi.com deal was found by Cheapflights users on 9/14. 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 10/36:00 amORD - SJC
1 stop7h 30mMultiple Airlines
Mon 10/66:45 pmSJC - ORD
1 stop24h 03mMultiple Airlines
Deal found 9/14$222
This Kiwi.com deal was found by Cheapflights users on 9/14. 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.
Wed 10/111:15 amORD - SJC
1 stop10h 45mMultiple Airlines
Tue 10/71:30 pmSJC - ORD
1 stop8h 29mMultiple Airlines
Deal found 9/14$223
This Kiwi.com deal was found by Cheapflights users on 9/15. 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.
Tue 9/3011:15 amORD - SJC
1 stop10h 45mMultiple Airlines
Wed 10/111:40 amSJC - ORD
2 stops19h 57mMultiple Airlines
Deal found 9/15$225

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 September 16, 2025.
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

Sun 11/16

8:59 pm-9:48 am

1 stop14h 49m

San Jose

Wed 11/19

10:25 am-7:55 pm

1 stop7h 30m

$257

ChicagoSan Jose

ORD - SJC

ORDSJC

Chicago O'Hare Intl

Tue 11/11

8:59 pm-10:37 pm

1 stop27h 38m

San Jose

Sun 11/16

10:25 am-7:55 pm

1 stop7h 30m

$257

ChicagoSan Jose

ORD - SJC

ORDSJC

Chicago O'Hare Intl

Fri 2/20

2:05 pm-12:15 pm

1 stop24h 10m

San Jose

Sun 2/22

12:45 pm-11:10 pm

1 stop8h 25m

$275

ChicagoSan Jose

ORD - SJC

ORDSJC

Chicago O'Hare Intl

Sun 12/7

7:59 pm-12:02 pm

1 stop18h 03m

San Jose

Sun 12/14

12:39 pm-11:50 pm

1 stop9h 11m

$280

ChicagoSan Jose

ORD - SJC

ORDSJC

Chicago O'Hare Intl

Fri 10/31

5:53 pm-8:55 am

2 stops17h 02m

San Jose

Mon 11/3

8:05 pm-1:54 pm

1 stop15h 49m

$287

ChicagoSan Jose

ORD - SJC

ORDSJC

Chicago O'Hare Intl

Fri 11/7

9:20 am-2:23 pm

1 stop7h 03m

San Jose

Tue 11/11

10:25 am-7:55 pm

1 stop7h 30m

$290

ChicagoSan Jose

ORD - SJC

ORDSJC

Chicago O'Hare Intl

Thu 10/9

3:50 pm-10:39 pm

1 stop8h 49m

San Jose

Mon 10/13

7:54 pm-2:50 pm

1 stop16h 56m

$308

ChicagoSan Jose

ORD - SJC

ORDSJC

Chicago O'Hare Intl

Fri 2/6

9:00 am-4:43 pm

1 stop9h 43m

San Jose

Mon 2/9

9:30 am-11:59 pm

2 stops12h 29m

$315

ChicagoSan Jose

ORD - SJC

ORDSJC

Chicago O'Hare Intl

Wed 10/22

8:20 am-3:05 pm

1 stop8h 45m

San Jose

Wed 10/22

5:05 pm-6:24 am

2 stops11h 19m

$320

ChicagoSan Jose

ORD - SJC

ORDSJC

Chicago O'Hare Intl

Thu 2/26

2:05 pm-10:09 pm

2 stops10h 04m

San Jose

Sun 3/1

3:00 pm-11:10 pm

1 stop6h 10m

$325

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/14

Showing 1-10 of 21 results
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The best insider tips for Chicago O'Hare Intl Airport to San Jose 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 Chicago O'Hare Intl Airport to San Jose trip
Airports
ORD

For a quick departure, use the 'L' train from downtown Chicago to avoid traffic delays when heading to ORD.

Read more about ORDby Ramsey Qubein
SJC

For a fast exit from SJC, use rideshare services with designated pick-up spots at all terminals.

Read more about SJCby Daniel Scheffler
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

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?

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 September 12, 2025.

To ensure you get the cheapest price possible for a flight from Chicago O'Hare Intl Airport to San Jose, you should look to book at least 53 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.

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

Currently, September is the cheapest month in which you can book a flight from Chicago O'Hare Intl Airport to San Jose (average of $255). Flying from Chicago O'Hare Intl Airport to San Jose in June is currently the most expensive (average of $359). 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 September 16, 2025.

When flying from Chicago O'Hare Intl Airport to San Jose, the time of day you fly usually plays a role in the price. Save by searching for a flight at noon, which can drop the price by up to 48% versus a flight in the morning.

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

Use this chart to determine the cheapest time to fly round-trip from O'Hare Intl to San Jose. Price data was last updated on September 14, 2025.

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

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 September 16, 2025.
Read through reviews of airlines operating flights from Chicago O'Hare Intl Airport to San Jose, such as Southwest, Delta, and United Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,242 reviews

Boarding

8.1

Crew

8.6

Entertainment

7.5

Overall

8.0

Food

7.0

Comfort

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
4,242 reviews
Southwest
8.0
Very good
4,242 reviews

Boarding

8.1

Crew

8.6

Entertainment

7.5

Overall

8.0

Food

7.0

Comfort

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
8.0
Very good
7,957 reviews
Southwest
8.0
Very good
4,242 reviews

Boarding

8.1

Crew

8.6

Entertainment

7.5

Overall

8.0

Food

7.0

Comfort

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
8,924 reviews
Southwest
8.0
Very good
4,242 reviews

Boarding

8.1

Crew

8.6

Entertainment

7.5

Overall

8.0

Food

7.0

Comfort

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
8,019 reviews
Southwest
8.0
Very good
4,242 reviews

Boarding

8.1

Crew

8.6

Entertainment

7.5

Overall

8.0

Food

7.0

Comfort

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
3,174 reviews
Southwest
8.0
Very good
4,242 reviews

Boarding

8.1

Crew

8.6

Entertainment

7.5

Overall

8.0

Food

7.0

Comfort

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 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 is 1 daily inbound flight from Chicago O'Hare Intl from 7 different airlines.

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

    Departing from Chicago O'Hare Intl Airport to San Jose will take you 14h 49m. The distance from Chicago O'Hare Intl Airport to San Jose is about 1824 mi.

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

    Cheapflights users have booked flights from Chicago O'Hare Intl Airport to San Jose round-trip from $90. Other airlines that can offer you cheap pricing are Spirit Airlines, from $133, and Alaska Airlines, from $188. Frontier is priced at 78% lower than the current average price of a flight leaving 3 months from now.

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

    Looking for the cheapest flight from Chicago O'Hare Intl Airport to San Jose? While on average our users pay $398, our data indicates the cheapest price to be $131. The most popular route (Chicago O'Hare Intl - San Jose), is priced around $195.

  • 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?

    Currently, September is the cheapest month in which you can book a flight from Chicago O'Hare Intl Airport to San Jose (average of $255). Flying from Chicago O'Hare Intl Airport to San Jose in June is currently the most expensive (average of $359). 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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Alternative routes for O'Hare Intl to San Jose

See prices for flight routes from nearby airports that may be better suited for you.
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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 September 16, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$90Average$244FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$133Average$257FlexibilityNo cancel feeOn-time65%
Alaska AirlinesCheapest$188Average$371FlexibilityNo cancel feeOn-time75%
DeltaCheapest$265Average$382FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$314Average$515FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$348Average$506FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$352Average$530FlexibilityNo cancel feeOn-time71%

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