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$62+ 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 2/19. Fares are subject to change and may not be available on all flights or dates of travel.
SJC — ORD
Feb 20 — Feb 271
Fri 2/20
Fri 2/27
1 adult, Economy
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Cheap 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 January 21, 2026.

This Kiwi.com deal was found by Cheapflights users on 1/20. 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 2/2610:34 am
SJC
-
STL
1 stop8h 52m
Frontier
Sun 3/110:11 pm
STL
-
SJC
1 stop12h 29m
Frontier
Deal found 1/20$155
This Kiwi.com deal was found by Cheapflights users on 1/20. 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 3/237:42 pm
SJC
-
ORD
1 stop8h 26m
Frontier
Wed 3/254:28 pm
ORD
-
SJC
2 stops27h 39m
Frontier
Deal found 1/20$189
This eDestinos deal was found by Cheapflights users on 1/20. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/1910:34 am
SJC
-
ORD
1 stop8h 29m
Multiple Airlines
Sun 2/228:20 am
ORD
-
SJC
2 stops26h 20m
Multiple Airlines
Deal found 1/20$201
This CheapOair deal was found by Cheapflights users on 1/21. 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.
Mon 3/97:02 pm
SJC
-
ORD
1 stop7h 47m
Frontier
Wed 3/118:55 pm
ORD
-
SJC
1 stop23h 12m
Frontier
Deal found 1/21$214
This CheapOair deal was found by Cheapflights users on 1/20. 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 2/512:34 pm
SJC
-
STL
1 stop6h 32m
Frontier
Sun 2/89:32 pm
STL
-
SJC
1 stop14h 10m
Frontier
Deal found 1/20$215
This CheapOair deal was found by Cheapflights users on 1/19. 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 3/510:34 am
SJC
-
STL
1 stop22h 45m
Frontier
Mon 3/912:14 pm
STL
-
SJC
1 stop7h 53m
Frontier
Deal found 1/19$219
This Frontier deal was found by Cheapflights users on 1/21. 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 4/68:32 pm
SJC
-
ORD
1 stop7h 07m
Frontier
Mon 4/1312:50 pm
ORD
-
SJC
1 stop8h 47m
Frontier
Deal found 1/21$230
This Expedia deal was found by Cheapflights users on 1/20. 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.
Thu 3/510:34 am
SJC
-
ORD
1 stop17h 34m
Multiple Airlines
Tue 3/103:07 pm
ORD
-
SJC
1 stop9h 49m
Multiple Airlines
Deal found 1/20$233
This CheapOair deal was found by Cheapflights users on 1/21. 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.
Fri 4/108:32 pm
SJC
-
ORD
1 stop7h 07m
Frontier
Mon 4/1312:50 pm
ORD
-
SJC
1 stop8h 47m
Frontier
Deal found 1/21$235
This Alaska Airlines deal was found by Cheapflights users on 1/19. 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 3/1012:45 pm
SJC
-
ORD
1 stop9h 14m
Alaska Airlines
Tue 3/177:40 am
ORD
-
SJC
1 stop8h 33m
Alaska Airlines
Deal found 1/19$237
This CheapOair deal was found by Cheapflights users on 1/21. 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 2/1910:34 am
SJC
-
ORD
1 stop8h 29m
Frontier
Thu 2/266:34 pm
ORD
-
SJC
1 stop15h 21m
Frontier
Deal found 1/21$241
This Alaska Airlines deal was found by Cheapflights users on 1/19. 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 3/112:36 pm
SJC
-
ORD
1 stop7h 20m
Alaska Airlines
Tue 3/173:07 pm
ORD
-
SJC
1 stop9h 49m
Alaska Airlines
Deal found 1/19$247

Find 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 January 21, 2026.

Most accurate provider

Mytrip
3 stars

Most trusted provider

Mytrip
3 stars

Round-trip from

$155
(Kiwi.com)

One-way from

$62
(Trip.com)

Popular in

December

Cheapest in

January

Average price

$283

Good round-trip deal

$387 or less

Good one-way deal

$205 or less
Provider with most accurate pricing for San Jose-Chicago (CHI) flight deals.
Search Deals
Provider most trusted by Cheapflights users for San Jose-Chicago (CHI) flights.
Search Deals
From San Jose to Illinois
Search Deals
One-way flight from San Jose to Illinois
Search Deals
High demand for flights, 2% potential price rise
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($11 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 2026
Search Deals
Price to beat on a round-trip flight from San Jose to Illinois.
Search Deals
Price to beat on a one-way flight from San Jose to Illinois.
Search Deals

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 January 21, 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

Tue 3/3

10:24 am-11:59 pm

1 stop11h 35m

Chicago O'Hare Intl

Tue 3/10

8:20 am-2:13 pm

1 stop7h 53m

$237

San JoseChicago

SJC - ORD

SJCORD

San Jose

Wed 3/11

2:36 pm-11:56 pm

1 stop7h 20m

Chicago O'Hare Intl

Tue 3/17

3:07 pm-10:56 pm

1 stop9h 49m

$247

San JoseSt. Louis

SJC - STL

SJCSTL

San Jose

Fri 2/27

11:45 am-12:25 am

2 stops10h 40m

Lambert-St Louis

Wed 3/4

2:22 pm-10:05 pm

2 stops9h 43m

$254

San JoseChicago

SJC - ORD

SJCORD

San Jose

Wed 3/18

6:15 am-6:26 pm

1 stop10h 11m

Chicago O'Hare Intl

Tue 3/24

8:20 am-1:58 pm

1 stop7h 38m

$266

San JoseChicago

SJC - ORD

SJCORD

San Jose

Thu 2/19

11:45 am-11:52 pm

1 stop10h 07m

Chicago O'Hare Intl

Mon 2/23

2:20 pm-11:59 pm

2 stops11h 39m

$269

San JoseChicago

SJC - ORD

SJCORD

San Jose

Tue 3/3

9:50 am-11:52 pm

2 stops12h 02m

Chicago O'Hare Intl

Tue 3/10

7:25 am-5:25 pm

2 stops12h 00m

$274

San JoseSt. Louis

SJC - STL

SJCSTL

San Jose

Sun 3/1

8:57 pm-1:09 pm

2 stops14h 12m

Lambert-St Louis

Fri 3/6

12:14 pm-6:07 pm

1 stop7h 53m

$286

San JoseChicago

SJC - ORD

SJCORD

San Jose

Tue 4/14

9:59 am-11:58 pm

2 stops11h 59m

Chicago O'Hare Intl

Tue 4/21

7:00 am-4:08 pm

2 stops11h 08m

$294

San JoseChicago

SJC - ORD

SJCORD

San Jose

Tue 4/14

6:30 am-12:56 pm

Nonstop4h 26m

Chicago O'Hare Intl

Tue 4/21

7:41 pm-10:36 pm

Nonstop4h 55m

$297

San JoseChicago

SJC - ORD

SJCORD

San Jose

Fri 2/20

2:25 pm-11:52 pm

1 stop7h 27m

Chicago O'Hare Intl

Tue 2/24

7:40 am-8:19 pm

2 stops14h 39m

$299

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/21

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 January 21, 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 January 21, 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
11,775 reviews

Crew

8.5

Food

7.1

Entertainment

7.0

Boarding

8.1

Comfort

7.8

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Anonymous,Jan 2026

STS - LAX

Enjoyed staff assistance from ticking thru tsa , boarding and in the plane Couldn’t pick a seat except upgrading
Alaska Airlines
8.0
Very good
11,775 reviews
Alaska Airlines
8.0
Very good
11,775 reviews

Crew

8.5

Food

7.1

Entertainment

7.0

Boarding

8.1

Comfort

7.8

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Anonymous,Jan 2026

STS - LAX

Enjoyed staff assistance from ticking thru tsa , boarding and in the plane Couldn’t pick a seat except upgrading
Southwest
8.0
Very good
4,266 reviews
Alaska Airlines
8.0
Very good
11,775 reviews

Crew

8.5

Food

7.1

Entertainment

7.0

Boarding

8.1

Comfort

7.8

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Anonymous,Jan 2026

STS - LAX

Enjoyed staff assistance from ticking thru tsa , boarding and in the plane Couldn’t pick a seat except upgrading
Delta
7.9
Good
8,089 reviews
Alaska Airlines
8.0
Very good
11,775 reviews

Crew

8.5

Food

7.1

Entertainment

7.0

Boarding

8.1

Comfort

7.8

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Anonymous,Jan 2026

STS - LAX

Enjoyed staff assistance from ticking thru tsa , boarding and in the plane Couldn’t pick a seat except upgrading
United Airlines
7.4
Good
9,191 reviews
Alaska Airlines
8.0
Very good
11,775 reviews

Crew

8.5

Food

7.1

Entertainment

7.0

Boarding

8.1

Comfort

7.8

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Anonymous,Jan 2026

STS - LAX

Enjoyed staff assistance from ticking thru tsa , boarding and in the plane Couldn’t pick a seat except upgrading
American Airlines
7.2
Good
11,174 reviews
Alaska Airlines
8.0
Very good
11,775 reviews

Crew

8.5

Food

7.1

Entertainment

7.0

Boarding

8.1

Comfort

7.8

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Anonymous,Jan 2026

STS - LAX

Enjoyed staff assistance from ticking thru tsa , boarding and in the plane Couldn’t pick a seat except upgrading

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 10h 40m. 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 $937, 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 $219 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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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 January 21, 2026.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$62Average$244FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$125Average$230FlexibilityNo cancel feeOn-time65%
Alaska AirlinesCheapest$170Average$315FlexibilityNo cancel feeOn-time75%
DeltaCheapest$208Average$380FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$253Average$587FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$297Average$467FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$330Average$501FlexibilityNo cancel feeOn-time63%

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