Illinois

$61+ 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 1/7. Fares are subject to change and may not be available on all flights or dates of travel.
SJC — ORD
ene. 3 — ene. 101
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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 diciembre 4, 2025.

This deal was found by Cheapflights users on 12/3. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 12/182:53 pmSJC - ORD
1 stop7h 06mAlaska Airlines
mar. 1/68:39 amORD - SJC
1 stop7h 37mAlaska Airlines
Deal found 12/3$356
This Delta deal was found by Cheapflights users on 12/2. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 12/246:20 amSJC - MDW
1 stop8h 59mDelta
sáb. 1/176:45 amMDW - SJC
1 stop8h 11mDelta
Deal found 12/2$368
This Delta deal was found by Cheapflights users on 12/2. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 12/2412:31 pmSJC - ORD
1 stop9h 31mDelta
dom. 1/185:20 pmORD - SJC
1 stop6h 20mDelta
Deal found 12/2$368
This Kiwi.com deal was found by Cheapflights users on 12/2. 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.
jue. 12/257:43 pmSJC - ORD
1 stop8h 22mMultiple Airlines
mar. 12/307:01 pmORD - SJC
2 stops45h 31mMultiple Airlines
Deal found 12/2$369
This Southwest deal was found by Cheapflights users on 12/3. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 12/312:55 pmSJC - STL
1 stop5h 25mSouthwest
lun. 1/55:15 pmSTL - SJC
1 stop7h 35mSouthwest
Deal found 12/3$371
This Delta deal was found by Cheapflights users on 12/2. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 12/2412:31 pmSJC - MDW
1 stop7h 51mDelta
mié. 1/149:32 amMDW - SJC
2 stops13h 48mDelta
Deal found 12/2$373
This Delta deal was found by Cheapflights users on 12/2. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 12/255:40 pmSJC - MDW
2 stops13h 09mDelta
lun. 1/191:26 pmMDW - SJC
2 stops10h 46mDelta
Deal found 12/2$378
This Delta deal was found by Cheapflights users on 12/1. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 12/1811:40 amSJC - ORD
1 stop10h 19mDelta
mar. 1/67:30 amORD - SJC
2 stops13h 42mDelta
Deal found 12/1$378
This Southwest deal was found by Cheapflights users on 12/2. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 12/178:30 pmSJC - MDW
1 stop6h 35mSouthwest
mié. 1/712:15 pmMDW - SJC
1 stop9h 20mSouthwest
Deal found 12/2$379
This Delta deal was found by Cheapflights users on 12/2. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 12/177:00 amSJC - ORD
2 stops12h 21mDelta
mié. 1/72:20 pmORD - SJC
2 stops10h 35mDelta
Deal found 12/2$383
This Alaska Airlines deal was found by Cheapflights users on 12/3. 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.
mié. 12/319:35 amSJC - ORD
2 stops12h 24mAlaska Airlines
lun. 1/58:58 pmORD - SJC
1 stop16h 13mAlaska Airlines
Deal found 12/3$388
This Southwest deal was found by Cheapflights users on 12/3. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 12/2911:35 amSJC - ORD
2 stops9h 00mSouthwest
mar. 1/131:00 pmORD - SJC
2 stops8h 30mSouthwest
Deal found 12/3$391

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 diciembre 4, 2025.

Most accurate provider

Mytrip
3 stars

Most trusted provider

Mytrip
3 stars

Round-trip from

$220
(Orbitz)

One-way from

$61
(Alaska Airlines)

Popular in

December

Cheapest in

January

Average price

$468

Good round-trip deal

$445 or less

Good one-way deal

$175 or less
Provider with most accurate pricing for San Jose-Chicago (CHI) flight deals.
Provider most trusted by Cheapflights users for San Jose-Chicago (CHI) flights.
From San Jose to Illinois
One-way flight from San Jose to Illinois
High demand for flights, 7% potential price rise
Cheapest flight prices on average. 1% potential price decrease ($5 potential savings vs. average RT price).
Average for round-trip flights in December 2025
Price to beat on a round-trip flight from San Jose to Illinois.
Price to beat on a one-way flight from San Jose to Illinois.

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 diciembre 4, 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 JoseSt. Louis

SJC - STL

SJCSTL

San Jose

mié. 1/14

2:32 pm-10:55 pm

1 stop6h 23m

Lambert-St Louis

mié. 1/21

9:25 am-6:34 pm

2 stops11h 09m

$210

San JoseSt. Louis

SJC - STL

SJCSTL

San Jose

mié. 1/28

6:30 am-1:55 pm

1 stop5h 25m

Lambert-St Louis

jue. 1/29

2:20 pm-7:35 pm

1 stop7h 15m

$235

San JoseSt. Louis

SJC - STL

SJCSTL

San Jose

mié. 3/4

11:45 am-12:25 am

2 stops10h 40m

Lambert-St Louis

mar. 3/10

6:32 am-5:29 pm

2 stops12h 57m

$254

San JoseSt. Louis

SJC - STL

SJCSTL

San Jose

jue. 2/5

8:55 am-5:50 pm

2 stops6h 55m

Lambert-St Louis

mar. 2/10

2:20 pm-9:55 pm

2 stops9h 35m

$282

San JoseSt. Louis

SJC - STL

SJCSTL

San Jose

dom. 1/18

11:14 am-9:14 pm

1 stop8h 00m

Lambert-St Louis

jue. 1/22

10:01 pm-8:40 am

1 stop12h 39m

$288

San JoseSt. Louis

SJC - STL

SJCSTL

San Jose

vie. 1/9

6:00 am-1:53 pm

1 stop5h 53m

Lambert-St Louis

dom. 1/11

3:37 pm-10:49 pm

2 stops9h 12m

$349

San JoseSt. Louis

SJC - STL

SJCSTL

San Jose

dom. 1/18

1:40 pm-9:38 pm

1 stop5h 58m

Lambert-St Louis

jue. 1/22

6:40 am-7:12 pm

2 stops14h 32m

$354

San JoseChicago

SJC - MDW

SJCMDW

San Jose

vie. 2/6

10:45 pm-12:46 pm

2 stops12h 01m

Chicago Midway

dom. 2/8

6:00 am-4:20 pm

2 stops12h 20m

$358

San JoseChicago

SJC - ORD

SJCORD

San Jose

vie. 1/16

9:15 am-9:05 pm

2 stops9h 50m

Chicago O'Hare Intl

lun. 1/19

8:50 am-4:20 pm

2 stops9h 30m

$358

San JoseMoline

SJC - MLI

SJCMLI

San Jose

mar. 1/27

7:00 am-10:33 pm

2 stops13h 33m

Moline Quad-City

sáb. 1/31

5:51 am-12:56 pm

1 stop9h 05m

$359

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/2

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, December is the cheapest month in which you can book a flight from San Jose, California to Illinois (average of $110). Flying from San Jose, California to Illinois in March is currently the most expensive (average of $194). 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 diciembre 4, 2025.

It’s optimal to fly from San Jose, California to Illinois in the afternoon. By choosing this option you can save up to 30% on the cost of your flight, compared to a flight in the evening.

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

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

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

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 diciembre 4, 2025.
Read through reviews of airlines operating flights from San Jose to Illinois, such as Southwest, Delta, and United Airlines. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.

Food

7.0

Crew

8.6

Boarding

8.1

Overall

8.0

Entertainment

7.5

Comfort

8.0

Reviews

1 / 20
10.0
Excellent

William Drew,Nov 2025

SJC - HNL

Flight crew was amazing! Usually they're very good on Southwest, but this crew went above and beyond. I have never ever seen so many rounds of drink service on a flight before.

Food

7.0

Crew

8.6

Boarding

8.1

Overall

8.0

Entertainment

7.5

Comfort

8.0

Reviews

1 / 20
10.0
Excellent

William Drew,Nov 2025

SJC - HNL

Flight crew was amazing! Usually they're very good on Southwest, but this crew went above and beyond. I have never ever seen so many rounds of drink service on a flight before.

Food

7.0

Crew

8.6

Boarding

8.1

Overall

8.0

Entertainment

7.5

Comfort

8.0

Reviews

1 / 20
10.0
Excellent

William Drew,Nov 2025

SJC - HNL

Flight crew was amazing! Usually they're very good on Southwest, but this crew went above and beyond. I have never ever seen so many rounds of drink service on a flight before.

Food

7.0

Crew

8.6

Boarding

8.1

Overall

8.0

Entertainment

7.5

Comfort

8.0

Reviews

1 / 20
10.0
Excellent

William Drew,Nov 2025

SJC - HNL

Flight crew was amazing! Usually they're very good on Southwest, but this crew went above and beyond. I have never ever seen so many rounds of drink service on a flight before.

Food

7.0

Crew

8.6

Boarding

8.1

Overall

8.0

Entertainment

7.5

Comfort

8.0

Reviews

1 / 20
10.0
Excellent

William Drew,Nov 2025

SJC - HNL

Flight crew was amazing! Usually they're very good on Southwest, but this crew went above and beyond. I have never ever seen so many rounds of drink service on a flight before.

Food

7.0

Crew

8.6

Boarding

8.1

Overall

8.0

Entertainment

7.5

Comfort

8.0

Reviews

1 / 20
10.0
Excellent

William Drew,Nov 2025

SJC - HNL

Flight crew was amazing! Usually they're very good on Southwest, but this crew went above and beyond. I have never ever seen so many rounds of drink service on a flight before.

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 5h 25m. 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 Frontier. According to our data, you can fly for as low as $43. Users have also found prices from $57 and $89 on Spirit Airlines and American Airlines, respectively.

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

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

    While on average a flight from San Jose, California to Illinois is generally $397, our data shows the cheapest flight currently is $148. When looking at the most popular route, (San Jose - Chicago O'Hare Intl), you can expect to pay $141 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, December is the cheapest month in which you can book a flight from San Jose, California to Illinois (average of $110). Flying from San Jose, California to Illinois in March is currently the most expensive (average of $194). 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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Alternative routes for San Jose to Illinois

See prices for flight routes from nearby airports that may be better suited for you.

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 diciembre 4, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$98Average$282FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$125Average$260FlexibilityNo cancel feeOn-time65%
Alaska AirlinesCheapest$170Average$315FlexibilityNo cancel feeOn-time75%
American AirlinesCheapest$200Average$577FlexibilityNo cancel feeOn-time71%
DeltaCheapest$256Average$399FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$287Average$443FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$330Average$504FlexibilityNo cancel feeOn-time63%

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