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O'Hare Intl

$110+ Cheap flights from San Jose (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 9/6. Fares are subject to change and may not be available on all flights or dates of travel.
SJC — ORD
Jul 5 — Jul 121
Sat 7/5
Sat 7/12
1 adult, Economy
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Cheapflights Tip: The best prices from San Jose to Chicago O'Hare Intl are usually found in September or April, booked 82 days in advance, depart on a Tuesday or Wednesday and return on a Wednesday

Cheap flight deals from San Jose to O'Hare Intl

Discover tips and strategies to find the most affordable flight options for your journey from San Jose (SJC) to O'Hare Intl (ORD). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated June 30, 2025.

Round-trip from

$242
(Trip.com)

One-way from

$110
(FlightHub)

Popular in

November

Cheapest in

September

Average price

$452

Good round-trip deal

$407 or less

Good one-way deal

$224 or less
From San Jose to Chicago O'Hare Intl
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One-way flight from San Jose to Chicago O'Hare Intl
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Highest demand for flights based on searches. 4% potential increase in price ($20 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($6 potential savings vs. average RT price).
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Average for round-trip flights in June 2025
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Price to beat on a round-trip flight from San Jose to Chicago O'Hare Intl.
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Price to beat on a one-way flight from San Jose to Chicago O'Hare Intl.
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Find flight deals from San Jose to O'Hare Intl

Cheapest flights from San Jose to O'Hare Intl
Explore the most affordable flight options available from San Jose to O'Hare Intl. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 30, 2025.

This Trip.com deal was found by Cheapflights users on 6/29. 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.
Mon 7/284:22 pmSJC - ORD
2 stops52h 45mMultiple Airlines
Mon 8/49:56 pmORD - SJC
1 stop14h 40mMultiple Airlines
Deal found 6/29$242
This FlightHub deal was found by Cheapflights users on 6/28. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/16:30 amSJC - ORD
1 stop21h 33mSpirit Airlines
Tue 8/53:18 pmORD - SJC
1 stop10h 36mSpirit Airlines
Deal found 6/28$243
This Frontier deal was found by Cheapflights users on 6/28. 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.
Thu 7/2412:18 pmSJC - ORD
1 stop9h 52mFrontier
Thu 7/315:40 amORD - SJC
1 stop7h 42mFrontier
Deal found 6/28$245
This Alaska Airlines deal was found by Cheapflights users on 6/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/71:30 pmSJC - ORD
1 stop8h 29mAlaska Airlines
Wed 10/156:00 amORD - SJC
2 stops15h 16mAlaska Airlines
Deal found 6/29$280

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 June 30, 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

Mon 7/28

4:22 pm-11:07 pm

2 stops52h 45m

Chicago O'Hare Intl

Mon 8/4

9:56 pm-10:36 am

1 stop14h 40m

$242

San JoseChicago

SJC - ORD

SJCORD

San Jose

Fri 8/1

6:30 am-6:03 am

1 stop21h 33m

Chicago O'Hare Intl

Tue 8/5

3:18 pm-11:54 pm

1 stop10h 36m

$243

San JoseChicago

SJC - ORD

SJCORD

San Jose

Thu 7/24

12:18 pm-12:10 am

1 stop9h 52m

Chicago O'Hare Intl

Thu 7/31

5:40 am-11:22 am

1 stop7h 42m

$245

San JoseChicago

SJC - ORD

SJCORD

San Jose

Tue 10/7

1:30 pm-11:59 pm

1 stop8h 29m

Chicago O'Hare Intl

Wed 10/15

6:00 am-7:16 pm

2 stops15h 16m

$280

San JoseChicago

SJC - ORD

SJCORD

San Jose

Sat 9/6

8:15 am-4:46 am

1 stop18h 31m

$110

San JoseChicago

SJC - ORD

SJCORD

San Jose

Fri 8/29

12:01 pm-12:32 am

1 stop10h 31m

$118

San JoseChicago

SJC - ORD

SJCORD

San Jose

Tue 10/14

1:30 pm-11:59 pm

1 stop8h 29m

$124

San JoseChicago

SJC - ORD

SJCORD

San Jose

Sat 10/11

1:30 pm-11:59 pm

1 stop8h 29m

$143

San JoseChicago

SJC - ORD

SJCORD

San Jose

Thu 10/30

10:48 am-11:31 pm

1 stop10h 43m

$145

San JoseChicago

SJC - ORD

SJCORD

San Jose

Sat 8/16

6:25 am-5:02 pm

1 stop8h 37m

$148

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/30

Showing 1-10 of 12 results
1
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The best insider tips for San Jose to Chicago O'Hare Intl Airport flights

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

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

Read more about SJCby Daniel Scheffler
ORD

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

Read more about ORDby Ramsey Qubein
Our travel experts
Ramsey Qubein

Ramsey Qubein

Expert on ORD

Ramsey Qubein

Ramsey Qubein

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

Read more
Daniel Scheffler

Daniel Scheffler

Expert on SJC

Daniel Scheffler

Daniel Scheffler

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

Read more

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 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 June 27, 2025.

The price you pay for your flight from San Jose to Chicago O'Hare Intl Airport may vary depending on when you book. For the best chance of a lower fare, look to book 82 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.

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

Currently, August is the cheapest month in which you can book a flight from San Jose to Chicago O'Hare Intl Airport (average of $245). Flying from San Jose to Chicago O'Hare Intl Airport in March is currently the most expensive (average of $321). 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 June 30, 2025.

One of the essential ways to save on airfare from San Jose 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.

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

Use this chart to determine the cheapest time to fly round-trip from San Jose to O'Hare Intl. Price data was last updated on June 29, 2025.

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

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 June 30, 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
10,000 reviews

Entertainment

7.1

Crew

8.5

Boarding

8.1

Overall

8.0

Comfort

7.8

Food

7.1

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Alaska Airlines
8.0
Very good
10,000 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Entertainment

7.1

Crew

8.5

Boarding

8.1

Overall

8.0

Comfort

7.8

Food

7.1

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Southwest
8.0
Very good
4,278 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Entertainment

7.1

Crew

8.5

Boarding

8.1

Overall

8.0

Comfort

7.8

Food

7.1

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Delta
8.0
Very good
7,969 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Entertainment

7.1

Crew

8.5

Boarding

8.1

Overall

8.0

Comfort

7.8

Food

7.1

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Hawaiian Airlines
7.8
Good
2,533 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Entertainment

7.1

Crew

8.5

Boarding

8.1

Overall

8.0

Comfort

7.8

Food

7.1

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
United Airlines
7.4
Good
8,852 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Entertainment

7.1

Crew

8.5

Boarding

8.1

Overall

8.0

Comfort

7.8

Food

7.1

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.

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.

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

    Flying on Spirit Airlines is currently your cheapest option to Chicago O'Hare Intl Airport, with prices starting at $243. Additional round-trip tickets that might be worth considering are offered by Frontier and Alaska Airlines, with the lowest prices starting at $245 and $280, respectively. Users have found that Spirit Airlines is 47% cheaper than the other options available to this destination.

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

    The cheapest airlines for a one-way flight from San Jose to Chicago O'Hare Intl Airport are Spirit Airlines ($110), Frontier ($118), and Alaska Airlines ($124).

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

    On average you can expect to pay $869 for a flight from San Jose to Chicago O'Hare Intl Airport. The cheapest flight overall is $175 while the most popular route, (San Jose - Chicago O'Hare Intl) is currently priced at $159.

  • 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 to Chicago O'Hare Intl Airport?

    Currently, August is the cheapest month in which you can book a flight from San Jose to Chicago O'Hare Intl Airport (average of $245). Flying from San Jose to Chicago O'Hare Intl Airport in March is currently the most expensive (average of $321). 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 San Jose?

Book flights to San Jose if you plan to visit one of these locations
Schaumburg
Hoffman Estates
Rosemont
Beloit
Elgin
Skokie
Arlington Heights
Naperville
Orland Park
Elk Grove Village
Racine
Rockford
Tinley Park
Merrillville
Bridgeview
Glenview
Des Plaines
Lake Geneva
Gurnee
Joliet

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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 June 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$98Average$265FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$108Average$253FlexibilityNo cancel feeOn-time65%
Alaska AirlinesCheapest$170Average$243FlexibilityNo cancel feeOn-time75%
American AirlinesCheapest$200Average$494FlexibilityNo cancel feeOn-time71%
DeltaCheapest$236Average$352FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$333Average$528FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$370Average$496FlexibilityNo cancel feeOn-time63%

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