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O'Hare Intl

$90+ 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 10/1. Fares are subject to change and may not be available on all flights or dates of travel.
SJC — ORD
Oct 11 — Oct 181
Sat 10/11
Sat 10/18
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 September 11, 2025.

Round-trip from

$207
(United Airlines)

One-way from

$90
(Kiwi.com)

Popular in

October

Cheapest in

September

Average price

$321

Good round-trip deal

$411 or less

Good one-way deal

$251 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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High demand for flights, 4% potential price rise
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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 September 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 September 11, 2025.

This United Airlines deal was found by Cheapflights users on 9/11. 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.
Sat 10/258:45 amSJC - ORD
1 stop9h 10mUnited Airlines
Thu 10/307:35 pmORD - SJC
Nonstop4h 53mUnited Airlines
Deal found 9/11$207
This Priceline deal was found by Cheapflights users on 9/10. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/1012:35 pmSJC - ORD
1 stop10h 24mFrontier
Fri 10/176:50 amORD - SJC
1 stop6h 42mFrontier
Deal found 9/10$210
This Alaska Airlines deal was found by Cheapflights users on 9/10. 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.
Mon 10/207:54 pmSJC - ORD
1 stop21h 05mAlaska Airlines
Wed 11/59:20 amORD - SJC
1 stop7h 03mAlaska Airlines
Deal found 9/10$211
This Alaska Airlines deal was found by Cheapflights users on 9/10. 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.
Wed 10/81:30 pmSJC - ORD
1 stop8h 29mAlaska Airlines
Tue 10/147:59 pmORD - SJC
1 stop15h 58mAlaska Airlines
Deal found 9/10$212
This Kiwi.com deal was found by Cheapflights users on 9/8. 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.
Tue 11/1110:25 amSJC - ORD
1 stop7h 30mMultiple Airlines
Fri 11/146:00 amORD - SJC
1 stop7h 32mMultiple Airlines
Deal found 9/8$213
This Kiwi.com deal was found by Cheapflights users on 9/11. 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.
Thu 9/256:35 amSJC - ORD
1 stop12h 57mMultiple Airlines
Tue 9/306:44 pmORD - SJC
2 stops18h 01mMultiple Airlines
Deal found 9/11$214
This Kiwi.com deal was found by Cheapflights users on 9/11. 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 9/3011:40 amSJC - ORD
2 stops21h 00mMultiple Airlines
Thu 10/25:35 amORD - SJC
1 stop9h 39mMultiple Airlines
Deal found 9/11$215
This Alaska Airlines deal was found by Cheapflights users on 9/9. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/3012:52 pmSJC - ORD
1 stop7h 15mAlaska Airlines
Fri 10/31:01 pmORD - SJC
1 stop7h 59mAlaska Airlines
Deal found 9/9$216
This CheapOair deal was found by Cheapflights users on 9/10. 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 9/252:14 pmSJC - ORD
1 stop17h 23mFrontier
Mon 9/296:00 amORD - SJC
2 stops13h 45mFrontier
Deal found 9/10$217
This Frontier deal was found by Cheapflights users on 9/10. 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.
Fri 11/712:27 pmSJC - ORD
1 stop9h 48mFrontier
Mon 11/106:00 amORD - SJC
1 stop7h 32mFrontier
Deal found 9/10$220
This Alaska Airlines deal was found by Cheapflights users on 9/9. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/2910:25 amSJC - ORD
1 stop6h 34mAlaska Airlines
Mon 11/32:54 pmORD - SJC
1 stop23h 07mAlaska Airlines
Deal found 9/9$221

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 September 11, 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

Tue 10/14

3:55 pm-11:59 pm

1 stop6h 04m

Chicago O'Hare Intl

Thu 10/16

5:01 am-9:52 am

1 stop6h 51m

$217

San JoseChicago

SJC - ORD

SJCORD

San Jose

Thu 10/2

9:30 am-5:00 am

1 stop17h 30m

Chicago O'Hare Intl

Tue 10/7

7:59 pm-9:57 am

1 stop15h 58m

$228

San JoseChicago

SJC - ORD

SJCORD

San Jose

Thu 10/30

12:38 pm-11:59 pm

1 stop9h 21m

Chicago O'Hare Intl

Tue 11/4

8:59 pm-12:01 pm

1 stop17h 02m

$233

San JoseChicago

SJC - ORD

SJCORD

San Jose

Tue 11/11

10:25 am-11:59 pm

1 stop11h 34m

Chicago O'Hare Intl

Wed 11/12

9:20 am-2:23 pm

1 stop7h 03m

$242

San JoseChicago

SJC - ORD

SJCORD

San Jose

Tue 12/30

6:10 am-3:24 pm

1 stop7h 14m

Chicago O'Hare Intl

Tue 1/6

7:30 am-4:31 pm

2 stops11h 01m

$254

San JoseChicago

SJC - ORD

SJCORD

San Jose

Thu 10/23

6:20 am-4:50 pm

1 stop8h 30m

Chicago O'Hare Intl

Sat 10/25

5:20 am-11:17 am

1 stop7h 57m

$257

San JoseChicago

SJC - ORD

SJCORD

San Jose

Fri 1/23

6:30 am-8:38 pm

2 stops12h 08m

Chicago O'Hare Intl

Wed 1/28

7:15 am-5:52 pm

2 stops12h 37m

$259

San JoseChicago

SJC - ORD

SJCORD

San Jose

Thu 12/11

6:10 am-4:54 pm

1 stop8h 44m

Chicago O'Hare Intl

Mon 12/15

11:03 am-10:12 pm

2 stops13h 09m

$262

San JoseChicago

SJC - ORD

SJCORD

San Jose

Sun 11/9

7:15 am-5:18 pm

1 stop8h 03m

Chicago O'Hare Intl

Sun 11/16

6:00 am-12:08 pm

1 stop8h 08m

$277

San JoseChicago

SJC - ORD

SJCORD

San Jose

Tue 11/4

11:35 am-11:50 pm

1 stop10h 15m

Chicago O'Hare Intl

Sat 11/8

4:09 pm-10:17 pm

1 stop8h 08m

$277

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/10

Showing 1-10 of 23 results
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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 August 29, 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 September 11, 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 55% 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 September 7, 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 September 11, 2025.
Read reviews from past customers who have flown Southwest, Delta, and United Airlines 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.
Southwest
8.0
Very good
4,248 reviews

Entertainment

7.5

Food

7.0

Overall

8.0

Comfort

8.0

Crew

8.6

Boarding

8.1

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
4,248 reviews
Southwest
8.0
Very good
4,248 reviews

Entertainment

7.5

Food

7.0

Overall

8.0

Comfort

8.0

Crew

8.6

Boarding

8.1

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
7,960 reviews
Southwest
8.0
Very good
4,248 reviews

Entertainment

7.5

Food

7.0

Overall

8.0

Comfort

8.0

Crew

8.6

Boarding

8.1

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
8,937 reviews
Southwest
8.0
Very good
4,248 reviews

Entertainment

7.5

Food

7.0

Overall

8.0

Comfort

8.0

Crew

8.6

Boarding

8.1

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
8,023 reviews
Southwest
8.0
Very good
4,248 reviews

Entertainment

7.5

Food

7.0

Overall

8.0

Comfort

8.0

Crew

8.6

Boarding

8.1

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
3,177 reviews
Southwest
8.0
Very good
4,248 reviews

Entertainment

7.5

Food

7.0

Overall

8.0

Comfort

8.0

Crew

8.6

Boarding

8.1

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 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 to Chicago O'Hare Intl Airport?

    Airlines like United Airlines, Alaska Airlines, and Delta fly from San Jose to Chicago O'Hare Intl Airport in about 6h 04m. The time it takes to get you to your destination can typically vary by up to 11h 26m. Airlines will cover a distance of 1824 mi. Both multi-stop and nonstop flights can be found to your destination and back.

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

    Flying on Frontier is currently your cheapest option to Chicago O'Hare Intl Airport, with prices starting at $98. Additional round-trip tickets that might be worth considering are offered by Spirit Airlines and Alaska Airlines, with the lowest prices starting at $140 and $155, respectively. Users have found that Frontier is 79% cheaper than the other options available to this destination.

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

    On average you can expect to pay $460 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 $173.

  • 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 Chicago O'Hare Intl Airport?

Book flights to Chicago O'Hare Intl Airport if you plan to visit one of these locations
Schaumburg
Rosemont
Skokie
Gurnee
Hoffman Estates
Des Plaines
Elgin
Arlington Heights
Beloit
Racine
Rockford
Orland Park
Oak Brook
Downers Grove
Naperville
Elk Grove Village
Evanston
Merrillville
Bridgeview
Warrenville

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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 September 11, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$98Average$265FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$140Average$232FlexibilityNo cancel feeOn-time65%
Alaska AirlinesCheapest$155Average$217FlexibilityNo cancel feeOn-time75%
DeltaCheapest$236Average$358FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$253Average$353FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$311Average$527FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$370Average$503FlexibilityNo cancel feeOn-time63%

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