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$42+ 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 3/25. Fares are subject to change and may not be available on all flights or dates of travel.
SJC — ORD
Feb 25 — Mar 41
Tue 2/25
Tue 3/4
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 February 20, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$153
(Mytrip)

One-way from

$42
(FlightHub)

Popular in

March

Cheapest in

January

Average price

$407

Good round-trip deal

$399 or less

Good one-way deal

$188 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
Search Deals
Highest demand for flights based on searches. 7% potential increase in price ($35 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($11 potential savings vs. average RT price).
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Average for round-trip flights in February 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 February 20, 2025.

This Mytrip deal was found by Cheapflights users on 2/19. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/192:40 pmSJC - STL
1 stop18h 42mFrontier
Sat 4/266:51 pmSTL - SJC
1 stop18h 43mFrontier
Deal found 2/19$153
This Trip.com deal was found by Cheapflights users on 2/18. 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.
Wed 4/24:03 pmSJC - MDW
1 stop6h 18mFrontier
Mon 4/76:45 amMDW - SJC
2 stops14h 37mFrontier
Deal found 2/18$194
This FlightHub deal was found by Cheapflights users on 2/19. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/51:41 pmSJC - ORD
1 stop15h 01mSpirit Airlines
Thu 4/1011:53 amORD - SJC
1 stop8h 44mSpirit Airlines
Deal found 2/19$194
This CheapOair deal was found by Cheapflights users on 2/20. 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.
Wed 3/57:54 pmSJC - ORD
1 stop8h 48mMultiple Airlines
Sat 3/86:50 amORD - SJC
1 stop10h 13mMultiple Airlines
Deal found 2/20$200
This Frontier deal was found by Cheapflights users on 2/20. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/278:59 amSJC - ORD
1 stop12h 40mFrontier
Wed 3/56:50 amORD - SJC
1 stop10h 13mFrontier
Deal found 2/20$201
This Delta deal was found by Cheapflights users on 2/20. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/245:10 pmSJC - STL
1 stop5h 22mDelta
Sat 3/294:29 pmSTL - SJC
1 stop7h 40mDelta
Deal found 2/20$257
This KAYAK deal was found by Cheapflights users on 2/20. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/252:34 pmSJC - ORD
1 stop7h 19mDelta
Thu 3/277:30 amORD - SJC
1 stop8h 24mDelta
Deal found 2/20$259
This American Airlines deal was found by Cheapflights users on 2/19. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/309:47 amSJC - STL
2 stops7h 42mAmerican Airlines
Wed 5/75:15 amSTL - SJC
1 stop8h 00mAmerican Airlines
Deal found 2/19$262
This Trip.com deal was found by Cheapflights users on 2/20. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/45:40 pmSJC - MDW
2 stops19h 26mMultiple Airlines
Fri 3/76:40 amMDW - SJC
1 stop10h 23mMultiple Airlines
Deal found 2/20$279
This Southwest deal was found by Cheapflights users on 2/20. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/246:55 amSJC - STL
1 stop8h 15mSouthwest
Sat 3/296:15 amSTL - SJC
2 stops8h 40mSouthwest
Deal found 2/20$292
This Hawaiian Airlines deal was found by Cheapflights users on 2/20. 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 Hawaiian Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/2311:55 amSJC - STL
1 stop10h 01mHawaiian Airlines
Fri 10/317:00 amSTL - SJC
1 stop9h 10mHawaiian Airlines
Deal found 2/20$296
This Delta deal was found by Cheapflights users on 2/20. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/166:15 amSJC - MDW
1 stop9h 04mDelta
Tue 4/2210:20 amMDW - SJC
2 stops13h 49mDelta
Deal found 2/20$298

Find flights from San Jose to Illinois within your budget

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 February 20, 2025.

Fly from

San Jose

Fly to

Illinois

Route

Depart

Return

Price

San JoseSt. Louis

SJC - STL

SJCSTL

San Jose

Sat 4/19

2:40 pm-11:22 am

1 stop18h 42m

Lambert-St Louis

Sat 4/26

6:51 pm-11:34 am

1 stop18h 43m

$153

San JoseChicago

SJC - ORD

SJCORD

San Jose

Sat 4/5

1:41 pm-6:42 am

1 stop15h 01m

Chicago O'Hare Intl

Thu 4/10

11:53 am-6:37 pm

1 stop8h 44m

$194

San JoseChicago

SJC - MDW

SJCMDW

San Jose

Wed 4/2

4:03 pm-12:21 am

1 stop6h 18m

Chicago Midway

Mon 4/7

6:45 am-7:22 pm

2 stops14h 37m

$194

San JoseChicago

SJC - ORD

SJCORD

San Jose

Wed 3/5

7:54 pm-6:42 am

1 stop8h 48m

Chicago O'Hare Intl

Sat 3/8

6:50 am-3:03 pm

1 stop10h 13m

$200

San JoseChicago

SJC - ORD

SJCORD

San Jose

Mon 3/3

4:03 pm-12:44 am

1 stop6h 41m

Chicago O'Hare Intl

Wed 3/5

6:50 am-3:03 pm

1 stop10h 13m

$210

San JoseSt. Louis

SJC - STL

SJCSTL

San Jose

Mon 3/24

5:10 pm-12:32 am

1 stop5h 22m

Lambert-St Louis

Sat 3/29

4:29 pm-10:09 pm

1 stop7h 40m

$257

San JoseChicago

SJC - ORD

SJCORD

San Jose

Tue 3/25

2:34 pm-11:53 pm

1 stop7h 19m

Chicago O'Hare Intl

Thu 3/27

7:30 am-1:54 pm

1 stop8h 24m

$259

San JoseSt. Louis

SJC - STL

SJCSTL

San Jose

Wed 4/30

9:47 am-7:29 pm

2 stops7h 42m

Lambert-St Louis

Wed 5/7

5:15 am-11:15 am

1 stop8h 00m

$262

San JoseChicago

SJC - MDW

SJCMDW

San Jose

Tue 3/4

5:40 pm-3:06 pm

2 stops19h 26m

Chicago Midway

Fri 3/7

6:40 am-3:03 pm

1 stop10h 23m

$279

San JoseSt. Louis

SJC - STL

SJCSTL

San Jose

Mon 3/24

6:55 am-5:10 pm

1 stop8h 15m

Lambert-St Louis

Sat 3/29

6:15 am-12:55 pm

2 stops8h 40m

$292

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/19

Showing 1-10 of 56 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.

Travel insights for flights from San Jose to Illinois

Get recent, data-driven insights about flights from San Jose to Illinois including ideal travel times, pricing trends, and more.

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 February 20, 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.

Rainfall in Illinois by month

Plan your trip to Illinois by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Illinois ranges from 1.7 - 4.9 inches per month. August is typically the wettest month, when rainfall can reach 4.9 in. January is typically the driest time to visit Illinois when rainfall is around 1.7 in.

Temperature in Illinois by month

Plan your trip to Illinois by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Illinois, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).

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 February 20, 2025.
Read through reviews of airlines operating flights from San Jose to Illinois, such as Southwest, Alaska Airlines and Delta. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.1
Very good
4,411 reviews

Crew

8.7

Comfort

8.1

Entertainment

7.6

Overall

8.1

Boarding

8.2

Food

7.1

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Southwest
8.1
Very good
4,411 reviews
Southwest
8.1
Very good
4,411 reviews

Crew

8.7

Comfort

8.1

Entertainment

7.6

Overall

8.1

Boarding

8.2

Food

7.1

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Alaska Airlines
8.0
Very good
9,692 reviews
Southwest
8.1
Very good
4,411 reviews

Crew

8.7

Comfort

8.1

Entertainment

7.6

Overall

8.1

Boarding

8.2

Food

7.1

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Delta
8.0
Very good
8,220 reviews
Southwest
8.1
Very good
4,411 reviews

Crew

8.7

Comfort

8.1

Entertainment

7.6

Overall

8.1

Boarding

8.2

Food

7.1

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Hawaiian Airlines
7.9
Good
2,317 reviews
Southwest
8.1
Very good
4,411 reviews

Crew

8.7

Comfort

8.1

Entertainment

7.6

Overall

8.1

Boarding

8.2

Food

7.1

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

United Airlines
7.4
Good
8,766 reviews
Southwest
8.1
Very good
4,411 reviews

Crew

8.7

Comfort

8.1

Entertainment

7.6

Overall

8.1

Boarding

8.2

Food

7.1

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

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 ($42), Frontier ($63), and Delta ($97).

  • 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 $945, our data shows the cheapest flight currently is $124. When looking at the most popular route, (San Jose - Chicago O'Hare Intl), you can expect to pay $105 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.

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.
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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 February 20, 2025.
AirlineCheapestAverageFlexibilityOn-time
Alaska AirlinesCheapest$100Average$273FlexibilityNo cancel feeOn-time75%
FrontierCheapest$106Average$230FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$134Average$258FlexibilityNo cancel feeOn-time65%
United AirlinesCheapest$203Average$485FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$234Average$496FlexibilityNo cancel feeOn-time71%
DeltaCheapest$236Average$497FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$367Average$514FlexibilityNo cancel feeOn-time63%
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