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$78+ Cheap flights from San Jose, CA (SJC) to Illinois

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 2/26. Fares are subject to change and may not be available on all flights or dates of travel.
SJC — ORD
feb. 6 — feb. 131
vie. 2/6
vie. 2/13
1 adult, Economy
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Cheap flight deals from San Jose to Illinois

Keep the following information in mind while searching for San Jose to Illinois flight deals. Data was last updated enero 7, 2026.

Most accurate provider

Mytrip
3 stars

Most trusted provider

Mytrip
3 stars

Round-trip from

$159
(Kiwi.com)

One-way from

$78
(Booking.com)

Popular in

December

Cheapest in

January

Average price

$283

Good round-trip deal

$411 or less

Good one-way deal

$206 or less
Provider with most accurate pricing for San Jose-Chicago (CHI) flight deals.
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Provider most trusted by Cheapflights users for San Jose-Chicago (CHI) flights.
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From San Jose to Illinois
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One-way flight from San Jose to Illinois
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High demand for flights, 2% potential price rise
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Cheapest flight prices on average. 2% potential price decrease ($12 potential savings vs. average RT price).
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Average for round-trip flights in January 2026
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Price to beat on a round-trip flight from San Jose to Illinois.
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Price to beat on a one-way flight from San Jose to Illinois.
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Find flight deals from San Jose to Illinois

Cheapest flights from San Jose to Illinois
Explore the most affordable flight options available from San Jose to Illinois. Find the lowest fares from popular airlines and budget airlines, with prices last updated on enero 7, 2026.

This Kiwi.com deal was found by Cheapflights users on 1/6. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 2/56:15 amSJC - ORD
1 stop8h 55mHawaiian Airlines
dom. 2/88:00 amORD - SJC
1 stop8h 42mHawaiian Airlines
Deal found 1/6$159
This CheapOair deal was found by Cheapflights users on 1/7. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 2/512:34 pmSJC - STL
1 stop6h 32mFrontier
dom. 2/89:32 pmSTL - SJC
1 stop14h 10mFrontier
Deal found 1/7$178
This Delta deal was found by Cheapflights users on 1/6. 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.
mar. 1/272:25 pmSJC - ORD
1 stop7h 28mDelta
vie. 1/307:30 amORD - SJC
1 stop8h 04mDelta
Deal found 1/6$179
This Delta deal was found by Cheapflights users on 1/7. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 4/2111:30 amSJC - MDW
2 stops19h 17mDelta
lun. 4/277:18 pmMDW - SJC
2 stops17h 32mDelta
Deal found 1/7$190
This Delta deal was found by Cheapflights users on 1/6. 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.
mar. 1/277:45 amSJC - ORD
2 stops12h 07mDelta
jue. 1/297:30 amORD - SJC
2 stops10h 27mDelta
Deal found 1/6$190
This Alaska Airlines deal was found by Cheapflights users on 1/7. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 2/217:00 amSJC - ORD
1 stop14h 59mAlaska Airlines
mar. 2/247:00 amORD - SJC
1 stop15h 00mAlaska Airlines
Deal found 1/7$194
This Delta deal was found by Cheapflights users on 1/7. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 1/262:25 pmSJC - ORD
1 stop7h 28mDelta
jue. 1/297:30 amORD - SJC
1 stop8h 04mDelta
Deal found 1/7$199
This Alaska Airlines deal was found by Cheapflights users on 1/7. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 5/1210:24 amSJC - ORD
1 stop7h 28mAlaska Airlines
sáb. 5/169:00 amORD - SJC
1 stop16h 37mAlaska Airlines
Deal found 1/7$201
This Kiwi.com deal was found by Cheapflights users on 1/6. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 3/510:34 amSJC - ORD
1 stop17h 34mFrontier
lun. 3/97:00 amORD - SJC
2 stops14h 25mFrontier
Deal found 1/6$202
This Delta deal was found by Cheapflights users on 1/7. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 1/269:15 amSJC - ORD
2 stops12h 38mDelta
mié. 1/287:30 amORD - SJC
1 stop8h 04mDelta
Deal found 1/7$205
This Kiwi.com deal was found by Cheapflights users on 1/6. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 2/210:37 amSJC - STL
1 stop8h 13mFrontier
sáb. 2/73:46 pmSTL - SJC
2 stops22h 23mFrontier
Deal found 1/6$206
This Alaska Airlines deal was found by Cheapflights users on 1/7. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 2/211:00 amSJC - ORD
1 stop25h 38mAlaska Airlines
jue. 2/53:44 pmORD - SJC
1 stop20h 03mAlaska Airlines
Deal found 1/7$208

Cheapflights Fare Finder

 
Customize your flight search to find flights from San Jose to Illinois 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 enero 7, 2026.
Use the filters below to find and compare flights from San Jose to Illinois that are best for you.

Fly from

San Jose

Fly to

Illinois

Route

Depart

Return

Price

San JoseChicago

SJC - ORD

SJCORD

San Jose

vie. 1/30

11:40 am-11:53 pm

1 stop10h 13m

Chicago O'Hare Intl

dom. 2/1

7:30 am-1:34 pm

1 stop8h 04m

$179

San JoseChicago

SJC - ORD

SJCORD

San Jose

sáb. 2/14

2:25 pm-11:52 pm

1 stop7h 27m

Chicago O'Hare Intl

jue. 2/19

2:20 pm-10:05 pm

1 stop9h 45m

$179

San JoseChicago

SJC - ORD

SJCORD

San Jose

mié. 2/11

11:45 am-11:53 pm

1 stop10h 08m

Chicago O'Hare Intl

dom. 2/15

7:40 am-1:37 pm

1 stop7h 57m

$179

San JoseChicago

SJC - ORD

SJCORD

San Jose

vie. 2/20

11:45 am-11:52 pm

1 stop10h 07m

Chicago O'Hare Intl

mar. 2/24

7:40 am-10:05 pm

1 stop16h 25m

$179

San JoseChicago

SJC - ORD

SJCORD

San Jose

mié. 2/4

9:45 am-11:53 pm

2 stops12h 08m

Chicago O'Hare Intl

mié. 2/11

7:30 am-4:20 pm

2 stops10h 50m

$190

San JoseChicago

SJC - ORD

SJCORD

San Jose

sáb. 2/21

7:00 am-11:59 pm

1 stop14h 59m

Chicago O'Hare Intl

mar. 3/3

8:20 am-10:56 pm

1 stop16h 36m

$209

San JoseChicago

SJC - ORD

SJCORD

San Jose

mar. 2/3

12:46 pm-11:37 pm

1 stop8h 51m

Chicago O'Hare Intl

mar. 2/10

3:44 pm-9:50 am

1 stop20h 06m

$209

San JoseSt. Louis

SJC - STL

SJCSTL

San Jose

vie. 2/6

9:35 am-8:48 pm

1 stop9h 13m

Lambert-St Louis

dom. 2/8

9:32 pm-9:42 am

1 stop14h 10m

$221

San JoseChicago

SJC - ORD

SJCORD

San Jose

jue. 2/5

11:45 am-11:53 pm

1 stop10h 08m

Chicago O'Hare Intl

jue. 2/12

7:40 am-1:37 pm

1 stop7h 57m

$229

San JoseSt. Louis

SJC - STL

SJCSTL

San Jose

jue. 2/19

8:00 am-1:51 pm

1 stop27h 51m

Lambert-St Louis

mié. 2/25

7:00 am-9:22 am

1 stop28h 22m

$240

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/7

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

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

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

Currently, October is the cheapest month in which you can book a flight from San Jose, California to Illinois (average of $125). Flying from San Jose, California to Illinois in December is currently the most expensive (average of $233). 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 IL?

Find hourly flight availability from San Jose to Illinois. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated enero 7, 2026.

It’s optimal to fly from San Jose, California to Illinois in the afternoon. By choosing this option you can save up to 26% on the cost of your flight, compared to a flight in the evening.

Reviews of airlines servicing Illinois

Get insights into the airlines that provide service to Illinois. 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 Illinois. Reviews last updated enero 7, 2026.
Read through reviews of airlines operating flights from San Jose to Illinois, such as Alaska Airlines, Southwest, and Delta. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Alaska Airlines
8.0
Very good
11,661 reviews

Boarding

8.1

Entertainment

7.0

Food

7.1

Comfort

7.8

Overall

8.0

Crew

8.5

Reviews

1 / 20
2.0
Mediocre

Art,Dec 2025

SAN - OGG

It was a five hour flight and my seat did not recline. I have had three back surgeries and I’m solid bone for my L3 vertebrae all the way to my tailbone. My body has never hurt so much. There was no TV on this flight and only a small can of soda was free.
Alaska Airlines
8.0
Very good
11,661 reviews
Alaska Airlines
8.0
Very good
11,661 reviews

Boarding

8.1

Entertainment

7.0

Food

7.1

Comfort

7.8

Overall

8.0

Crew

8.5

Reviews

1 / 20
2.0
Mediocre

Art,Dec 2025

SAN - OGG

It was a five hour flight and my seat did not recline. I have had three back surgeries and I’m solid bone for my L3 vertebrae all the way to my tailbone. My body has never hurt so much. There was no TV on this flight and only a small can of soda was free.
Southwest
8.0
Very good
4,250 reviews
Alaska Airlines
8.0
Very good
11,661 reviews

Boarding

8.1

Entertainment

7.0

Food

7.1

Comfort

7.8

Overall

8.0

Crew

8.5

Reviews

1 / 20
2.0
Mediocre

Art,Dec 2025

SAN - OGG

It was a five hour flight and my seat did not recline. I have had three back surgeries and I’m solid bone for my L3 vertebrae all the way to my tailbone. My body has never hurt so much. There was no TV on this flight and only a small can of soda was free.
Delta
7.9
Good
8,025 reviews
Alaska Airlines
8.0
Very good
11,661 reviews

Boarding

8.1

Entertainment

7.0

Food

7.1

Comfort

7.8

Overall

8.0

Crew

8.5

Reviews

1 / 20
2.0
Mediocre

Art,Dec 2025

SAN - OGG

It was a five hour flight and my seat did not recline. I have had three back surgeries and I’m solid bone for my L3 vertebrae all the way to my tailbone. My body has never hurt so much. There was no TV on this flight and only a small can of soda was free.
United Airlines
7.4
Good
9,139 reviews
Alaska Airlines
8.0
Very good
11,661 reviews

Boarding

8.1

Entertainment

7.0

Food

7.1

Comfort

7.8

Overall

8.0

Crew

8.5

Reviews

1 / 20
2.0
Mediocre

Art,Dec 2025

SAN - OGG

It was a five hour flight and my seat did not recline. I have had three back surgeries and I’m solid bone for my L3 vertebrae all the way to my tailbone. My body has never hurt so much. There was no TV on this flight and only a small can of soda was free.
American Airlines
7.2
Good
11,095 reviews
Alaska Airlines
8.0
Very good
11,661 reviews

Boarding

8.1

Entertainment

7.0

Food

7.1

Comfort

7.8

Overall

8.0

Crew

8.5

Reviews

1 / 20
2.0
Mediocre

Art,Dec 2025

SAN - OGG

It was a five hour flight and my seat did not recline. I have had three back surgeries and I’m solid bone for my L3 vertebrae all the way to my tailbone. My body has never hurt so much. There was no TV on this flight and only a small can of soda was free.

Related info for your journey

Find useful and relevant information for your journey from San Jose to Illinois. 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 Illinois?

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

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

    Departing from San Jose, California to Illinois will take you 9h 13m. There are 1710 mi between San Jose, California and Illinois. Both multi-stop and nonstop flights can be found to your destination and back.

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

    For one-way options, check prices for Spirit Airlines. According to our data, you can fly for as low as $57. Users have also found prices from $65 and $89 on Frontier and American Airlines, respectively.

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

    The most popular route from San Jose, California to Illinois is San Jose - Chicago O'Hare Intl. You may also consider San Jose - Chicago Midway or San Jose - Lambert-St Louis.

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

    While on average a flight from San Jose, California to Illinois is generally $952, our data shows the cheapest flight currently is $186. When looking at the most popular route, (San Jose - Chicago O'Hare Intl), you can expect to pay $159 for that flight.

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

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

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

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

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

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

    Currently, October is the cheapest month in which you can book a flight from San Jose, California to Illinois (average of $125). Flying from San Jose, California to Illinois in December is currently the most expensive (average of $233). 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.

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Alternative routes for San Jose to Illinois

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 Illinois

Discover the top 7 airlines that operate flights from San Jose to Illinois. 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 enero 7, 2026.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$65Average$244FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$125Average$231FlexibilityNo cancel feeOn-time65%
Alaska AirlinesCheapest$170Average$315FlexibilityNo cancel feeOn-time75%
American AirlinesCheapest$253Average$591FlexibilityNo cancel feeOn-time71%
DeltaCheapest$256Average$380FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$297Average$468FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$330Average$502FlexibilityNo cancel feeOn-time63%

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