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San Jose

$64+ Cheap flights from Illinois 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 11/17. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — SJC
Dec 3 — Dec 101
Wed 12/3
Wed 12/10
1 adult, Economy
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Cheap flight deals from Illinois to San Jose

Keep the following information in mind while searching for Illinois to San Jose flight deals. Data was last updated November 3, 2025.

Most accurate provider

Gotogate
3 stars

Most trusted provider

Gotogate
3 stars

Round-trip from

$233
(Booking.com)

One-way from

$64
(Kiwi.com)

Popular in

July

Cheapest in

November

Average price

$369

Good round-trip deal

$475 or less

Good one-way deal

$189 or less
Provider with most accurate pricing for Chicago (CHI)-San Jose flight deals.
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Provider most trusted by Cheapflights users for Chicago (CHI)-San Jose flights.
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From Illinois to San Jose
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One-way flight from Illinois to San Jose
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Highest demand for flights based on searches. 5% potential increase in price ($25 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 November 2025
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Price to beat on a round-trip flight from Illinois to San Jose.
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Price to beat on a one-way flight from Illinois to San Jose.
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Find flight deals from Illinois to San Jose

Cheapest flights from Illinois to San Jose
Explore the most affordable flight options available from Illinois to San Jose. Find the lowest fares from popular airlines and budget airlines, with prices last updated on November 3, 2025.

This Expedia deal was found by Cheapflights users on 11/1. 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 12/98:55 amORD - SJC
1 stop7h 37mAlaska Airlines
Tue 12/1612:35 pmSJC - ORD
1 stop9h 15mAlaska Airlines
Deal found 11/1$238
This Frontier deal was found by Cheapflights users on 11/1. 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 11/146:00 amORD - SJC
1 stop7h 32mFrontier
Mon 11/1712:27 pmSJC - ORD
1 stop9h 48mFrontier
Deal found 11/1$239
This Kiwi.com deal was found by Cheapflights users on 11/2. 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 12/247:44 pmORD - SJC
1 stop20h 48mMultiple Airlines
Thu 1/17:43 pmSJC - ORD
1 stop8h 22mMultiple Airlines
Deal found 11/2$245
This KAYAK deal was found by Cheapflights users on 11/1. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/43:05 pmORD - SJC
1 stop9h 37mAlaska Airlines
Tue 12/912:35 pmSJC - ORD
1 stop9h 15mAlaska Airlines
Deal found 11/1$250
This Kiwi.com deal was found by Cheapflights users on 11/3. 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.
Sun 12/73:05 pmORD - SJC
1 stop20h 46mHawaiian Airlines
Tue 12/1612:35 pmSJC - ORD
1 stop9h 15mHawaiian Airlines
Deal found 11/3$251
This CheapOair deal was found by Cheapflights users on 11/2. 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 11/67:45 pmSTL - SJC
1 stop17h 47mFrontier
Mon 11/1012:27 pmSJC - STL
1 stop18h 40mFrontier
Deal found 11/2$252
This KAYAK deal was found by Cheapflights users on 11/2. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/168:00 amORD - SJC
1 stop9h 54mAlaska Airlines
Tue 1/2012:46 pmSJC - ORD
1 stop8h 51mAlaska Airlines
Deal found 11/2$258
This Alaska Airlines deal was found by Cheapflights users on 11/3. 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 12/88:59 pmORD - SJC
1 stop16h 59mAlaska Airlines
Mon 12/1512:35 pmSJC - ORD
1 stop23h 34mAlaska Airlines
Deal found 11/3$270
This Alaska Airlines deal was found by Cheapflights users on 11/1. 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 12/243:37 pmORD - SJC
1 stop9h 02mAlaska Airlines
Tue 12/307:00 amSJC - ORD
1 stop14h 59mAlaska Airlines
Deal found 11/1$272
This Kiwi.com deal was found by Cheapflights users on 11/1. 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 11/176:00 amORD - SJC
1 stop7h 32mMultiple Airlines
Fri 11/216:19 pmSJC - ORD
1 stop9h 13mMultiple Airlines
Deal found 11/1$274
This Delta deal was found by Cheapflights users on 11/3. 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 12/910:49 amMDW - SJC
2 stops13h 23mDelta
Fri 12/127:45 pmSJC - MDW
2 stops11h 34mDelta
Deal found 11/3$314
This CheapOair deal was found by Cheapflights users on 11/3. 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.
Sat 12/2010:10 pmSTL - SJC
1 stop22h 43mFrontier
Sun 1/43:27 pmSJC - STL
1 stop27h 58mFrontier
Deal found 11/3$316

Cheapflights Fare Finder

 
Customize your flight search to find flights from Illinois 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 November 3, 2025.
Use the filters below to find and compare flights from Illinois to San Jose that are best for you.

Fly from

Illinois

Fly to

San Jose

Route

Depart

Return

Price

ChicagoSan Jose

ORD - SJC

ORDSJC

Chicago O'Hare Intl

Sat 1/24

9:00 am-10:35 pm

1 stop15h 35m

San Jose

Fri 1/30

5:45 pm-11:37 pm

1 stop27h 52m

$262

ChicagoSan Jose

ORD - SJC

ORDSJC

Chicago O'Hare Intl

Tue 12/9

8:55 am-2:32 pm

1 stop7h 37m

San Jose

Thu 12/11

7:00 am-11:50 pm

1 stop14h 50m

$270

ChicagoSan Jose

ORD - SJC

ORDSJC

Chicago O'Hare Intl

Fri 12/5

3:05 pm-10:42 pm

1 stop9h 37m

San Jose

Tue 12/9

12:35 pm-11:50 pm

1 stop9h 15m

$270

ChicagoSan Jose

ORD - SJC

ORDSJC

Chicago O'Hare Intl

Wed 12/17

8:55 am-2:32 pm

1 stop7h 37m

San Jose

Sun 1/11

3:36 pm-1:10 pm

2 stops19h 34m

$286

ChicagoSan Jose

ORD - SJC

ORDSJC

Chicago O'Hare Intl

Sun 12/21

8:58 pm-5:46 pm

1 stop22h 48m

San Jose

Mon 1/5

2:53 pm-8:02 pm

1 stop27h 09m

$309

ChicagoSan Jose

MDW - SJC

MDWSJC

Chicago Midway

Tue 12/9

10:49 am-10:12 pm

2 stops13h 23m

San Jose

Fri 12/12

7:45 pm-9:19 am

2 stops11h 34m

$314

St. LouisSan Jose

STL - SJC

STLSJC

Lambert-St Louis

Sat 12/20

10:10 pm-6:53 pm

1 stop22h 43m

San Jose

Sun 1/4

3:27 pm-9:25 pm

1 stop27h 58m

$316

ChicagoSan Jose

ORD - SJC

ORDSJC

Chicago O'Hare Intl

Thu 12/25

6:00 am-4:53 pm

1 stop12h 53m

San Jose

Tue 12/30

7:00 am-11:59 pm

1 stop14h 59m

$322

ChicagoSan Jose

ORD - SJC

ORDSJC

Chicago O'Hare Intl

Mon 12/8

6:00 am-5:37 pm

2 stops13h 37m

San Jose

Thu 12/11

7:00 am-7:54 pm

1 stop10h 54m

$348

ChicagoSan Jose

MDW - SJC

MDWSJC

Chicago Midway

Tue 12/16

1:14 pm-10:12 pm

2 stops10h 58m

San Jose

Wed 12/17

6:35 am-4:34 pm

1 stop7h 59m

$350

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/1

Showing 1-10 of 60 results
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Best time to book a flight from Illinois to San Jose

Have a flexible travel schedule? Discover the best time to fly to San Jose from Illinois 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 Illinois to San Jose

What is the cheapest month to book a flight from Illinois to San Jose, California?

Currently, October is the cheapest month in which you can book a flight from Illinois to San Jose, California (average of $80). Flying from Illinois to San Jose, California in December is currently the most expensive (average of $203). 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 IL to SJC?

Find hourly flight availability from Illinois 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 November 3, 2025.

Unlike at noon, when flights are generally more expensive, you can save up to 17% on flights from Illinois to San Jose, California by exploring options for tickets in the evening.

What is the cheapest day to fly from Illinois to San Jose, California?

Use this chart to determine the cheapest time to fly round-trip from Illinois to San Jose. Price data was last updated on December 16, 2024.

Travelers seeking maximum savings on their Illinois to San Jose, California flight should consider departing on Wednesday at noon when fares are most often at their lowest. Monday evenings flights should be avoided if possible as fares are typically the most expensive at this time.

Related info for your journey

Find useful and relevant information for your journey from Illinois 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 Illinois?

    For a flight from Illinois to San Jose, you will be flying into San Jose. San Jose (SJC) is just 2.9 mi from the center of the city.

  • How long is the flight from Illinois to San Jose, California?

    Departing from Illinois to San Jose, California will take you 13h 23m. Illinois and San Jose, California are separated by a distance of 1832 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • What are the cheapest airlines to fly from Illinois to San Jose, California one-way?

    One-way options have recently been found by users for as low as $137 on Alaska Airlines. Other airlines that offer cheap prices include Delta from $137 and Southwest from $184 one-way.

  • What are the most popular routes from Illinois to San Jose, California?

    The most popular flight routes from Illinois to San Jose, California are Chicago O'Hare Intl - San Jose, Chicago Midway - San Jose and Lambert-St Louis - San Jose.

  • What are the cheapest flights from Illinois to San Jose, California?

    On average you can expect to pay $460 for a flight from Illinois to San Jose, California. The cheapest flight overall is $188 while the most popular route, (Chicago O'Hare Intl - San Jose) is currently priced at $134.

  • Can I find deals for flights from Illinois to San Jose that include hotel bookings?

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

  • How can I find direct flights from Illinois to San Jose?

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

  • Can I find deals for business class flights from Illinois to San Jose?

    Yes. Cheapflights offers flight deals from Illinois 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 Illinois to San Jose, California?

    Currently, October is the cheapest month in which you can book a flight from Illinois to San Jose, California (average of $80). Flying from Illinois to San Jose, California in December is currently the most expensive (average of $203). 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 7 airlines flying from Illinois to San Jose

Discover the top 7 airlines that operate flights from Illinois 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 November 3, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$80Average$238FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$142Average$220FlexibilityNo cancel feeOn-time65%
DeltaCheapest$265Average$363FlexibilityNo cancel feeOn-timeN/A
Alaska AirlinesCheapest$267Average$338FlexibilityNo cancel feeOn-time75%
American AirlinesCheapest$288Average$540FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$288Average$507FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$333Average$477FlexibilityNo cancel feeOn-time63%

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