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$108+ Cheap flights from San Jose (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 8/20. Fares are subject to change and may not be available on all flights or dates of travel.
SJC — ORD
juil. 6 — juil. 131
dim. 7/6
dim. 7/13
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 juillet 1, 2025.

Round-trip from

$242
(Trip.com)

One-way from

$108
(Mytrip)

Popular in

December

Cheapest in

January

Average price

$413

Good round-trip deal

$387 or less

Good one-way deal

$185 or less
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, 9% potential price rise
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Cheapest flight prices on average. 0% potential price decrease ($5 potential savings vs. average RT price).
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Average for round-trip flights in July 2025
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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 juillet 1, 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.
lun. 7/284:22 pmSJC - ORD
2 stops52h 45mMultiple Airlines
lun. 8/49:56 pmORD - SJC
1 stop14h 40mMultiple Airlines
Deal found 6/29$242
This Flightnetwork deal was found by Cheapflights users on 6/30. 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 Flightnetwork is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jeu. 8/1412:18 pmSJC - MDW
1 stop6h 36mFrontier
jeu. 8/213:52 pmMDW - SJC
2 stops27h 40mFrontier
Deal found 6/30$243
This FlightHub 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
ven. 8/86:30 amSJC - ORD
1 stop5h 43mSpirit Airlines
lun. 8/113:18 pmORD - SJC
1 stop10h 36mSpirit Airlines
Deal found 6/29$243
This Frontier deal was found by Cheapflights users on 6/30. 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.
jeu. 8/2812:22 pmSJC - ORD
1 stop10h 10mFrontier
dim. 8/316:00 amORD - SJC
1 stop7h 16mFrontier
Deal found 6/30$246
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.
mar. 10/76:37 amSJC - ORD
1 stop15h 22mAlaska Airlines
mar. 10/147:59 pmORD - SJC
1 stop15h 58mAlaska Airlines
Deal found 6/29$247
This Mytrip deal was found by Cheapflights users on 6/30. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jeu. 9/188:15 amSJC - RFD
1 stop8h 37mMultiple Airlines
lun. 9/2210:37 amRFD - SJC
2 stops13h 12mMultiple Airlines
Deal found 6/30$287
This Mytrip deal was found by Cheapflights users on 7/1. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jeu. 8/1412:39 pmSJC - STL
2 stops22h 53mSpirit Airlines
lun. 8/182:30 pmSTL - SJC
3 stops27h 16mSpirit Airlines
Deal found 7/1$290
This Delta deal was found by Cheapflights users on 6/30. 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.
sam. 8/1610:25 pmSJC - MDW
1 stop8h 10mDelta
mar. 8/191:43 pmMDW - SJC
1 stop8h 54mDelta
Deal found 6/30$295
This Trip.com deal was found by Cheapflights users on 6/30. 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.
jeu. 8/146:00 amSJC - STL
2 stops29h 32mMultiple Airlines
sam. 8/167:29 pmSTL - SJC
1 stop17h 53mMultiple Airlines
Deal found 6/30$296
This Southwest deal was found by Cheapflights users on 6/30. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 8/56:35 amSJC - MDW
Nonstop4h 10mSouthwest
mar. 8/125:40 pmMDW - SJC
Nonstop4h 30mSouthwest
Deal found 6/30$297
This Alaska Airlines deal was found by Cheapflights users on 6/30. 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.
mer. 9/103:15 pmSJC - STL
1 stop21h 26mAlaska Airlines
mer. 10/226:33 amSTL - SJC
1 stop10h 17mAlaska Airlines
Deal found 6/30$312
This FlightHub deal was found by Cheapflights users on 6/30. 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.
jeu. 8/1412:18 pmSJC - STL
1 stop18h 53mFrontier
dim. 8/172:27 pmSTL - SJC
1 stop24h 50mFrontier
Deal found 6/30$314

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 juillet 1, 2025.
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

lun. 7/28

4:22 pm-11:07 pm

2 stops52h 45m

Chicago O'Hare Intl

lun. 8/4

9:56 pm-10:36 am

1 stop14h 40m

$242

San JoseChicago

SJC - MDW

SJCMDW

San Jose

jeu. 8/14

12:18 pm-8:54 pm

1 stop6h 36m

Chicago Midway

jeu. 8/21

3:52 pm-5:32 pm

2 stops27h 40m

$243

San JoseChicago

SJC - ORD

SJCORD

San Jose

ven. 8/8

6:30 am-2:13 pm

1 stop5h 43m

Chicago O'Hare Intl

lun. 8/11

3:18 pm-11:54 pm

1 stop10h 36m

$243

San JoseChicago

SJC - ORD

SJCORD

San Jose

jeu. 8/28

12:22 pm-12:32 am

1 stop10h 10m

Chicago O'Hare Intl

dim. 8/31

6:00 am-11:16 am

1 stop7h 16m

$246

San JoseChicago

SJC - ORD

SJCORD

San Jose

mar. 10/7

6:37 am-11:59 pm

1 stop15h 22m

Chicago O'Hare Intl

mar. 10/14

7:59 pm-9:57 am

1 stop15h 58m

$247

San JoseChicago

SJC - RFD

SJCRFD

San Jose

jeu. 9/18

8:15 am-6:52 pm

1 stop8h 37m

Chicago Greater Rockford

lun. 9/22

10:37 am-9:49 pm

2 stops13h 12m

$287

San JoseSt. Louis

SJC - STL

SJCSTL

San Jose

jeu. 8/14

12:39 pm-1:32 pm

2 stops22h 53m

Lambert-St Louis

lun. 8/18

2:30 pm-3:46 pm

3 stops27h 16m

$290

San JoseChicago

SJC - MDW

SJCMDW

San Jose

sam. 8/16

10:25 pm-8:35 am

1 stop8h 10m

Chicago Midway

mar. 8/19

1:43 pm-8:37 pm

1 stop8h 54m

$295

San JoseSt. Louis

SJC - STL

SJCSTL

San Jose

jeu. 8/14

6:00 am-1:32 pm

2 stops29h 32m

Lambert-St Louis

sam. 8/16

7:29 pm-11:22 am

1 stop17h 53m

$296

San JoseChicago

SJC - MDW

SJCMDW

San Jose

mar. 8/5

6:35 am-12:45 pm

Nonstop4h 10m

Chicago Midway

mar. 8/12

5:40 pm-8:10 pm

Nonstop4h 30m

$297

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/1

Showing 1-10 of 59 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 to Illinois?

Currently, August is the cheapest month in which you can book a flight from San Jose to Illinois (average of $245). Flying from San Jose to Illinois 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 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 juillet 1, 2025.

When flying from San Jose to Illinois, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

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 juillet 1, 2025.
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
10,000 reviews

Overall

8.0

Comfort

7.8

Crew

8.5

Boarding

8.1

Entertainment

7.1

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

Overall

8.0

Comfort

7.8

Crew

8.5

Boarding

8.1

Entertainment

7.1

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
4,275 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Overall

8.0

Comfort

7.8

Crew

8.5

Boarding

8.1

Entertainment

7.1

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
7,974 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Overall

8.0

Comfort

7.8

Crew

8.5

Boarding

8.1

Entertainment

7.1

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
2,538 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Overall

8.0

Comfort

7.8

Crew

8.5

Boarding

8.1

Entertainment

7.1

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
8,858 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Overall

8.0

Comfort

7.8

Crew

8.5

Boarding

8.1

Entertainment

7.1

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 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.

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

    The cheapest airlines for a one-way flight from San Jose to Illinois are Spirit Airlines ($108), Frontier ($112), and Alaska Airlines ($124).

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

    The most popular route from San Jose 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 to Illinois?

    While on average a flight from San Jose to Illinois is generally $1,619, our data shows the cheapest flight currently is $175. 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 to Illinois?

    Currently, August is the cheapest month in which you can book a flight from San Jose to Illinois (average of $245). Flying from San Jose to Illinois 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.

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Alternative routes for San Jose to Illinois

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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 juillet 1, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$98Average$252FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$108Average$246FlexibilityNo cancel feeOn-time65%
Alaska AirlinesCheapest$170Average$243FlexibilityNo cancel feeOn-time75%
American AirlinesCheapest$200Average$530FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$212Average$474FlexibilityNo cancel feeOn-time69%
DeltaCheapest$236Average$353FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$358Average$491FlexibilityNo cancel feeOn-time63%

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