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$87+ 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 9/25. Fares are subject to change and may not be available on all flights or dates of travel.
SJC — ORD
oct. 17 — oct. 241
vie. 10/17
vie. 10/24
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 septiembre 17, 2025.

Round-trip from

$199
(Booking.com)

One-way from

$87
(Mytrip)

Popular in

June

Cheapest in

January

Average price

$394

Good round-trip deal

$350 or less

Good one-way deal

$218 or less
From San Jose to Illinois
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One-way flight from San Jose to Illinois
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Highest demand for flights based on searches. 9% potential increase in price ($43 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($6 potential savings vs. average RT price).
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Average for round-trip flights in September 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 septiembre 17, 2025.

This Booking.com deal was found by Cheapflights users on 9/16. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 9/2612:25 pmSJC - STL
1 stop18h 41mFrontier
dom. 9/287:55 pmSTL - SJC
1 stop17h 35mFrontier
Deal found 9/16$178
This Booking.com deal was found by Cheapflights users on 9/16. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom. 9/2812:26 pmSJC - STL
1 stop18h 40mFrontier
sáb. 10/47:55 pmSTL - SJC
1 stop17h 31mFrontier
Deal found 9/16$199
This CheapOair deal was found by Cheapflights users on 9/15. 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.
lun. 10/206:43 pmSJC - ORD
2 stops27h 10mFrontier
dom. 10/266:50 amORD - SJC
1 stop6h 42mFrontier
Deal found 9/15$206
This Booking.com deal was found by Cheapflights users on 9/16. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 9/2612:25 pmSJC - ORD
1 stop9h 34mFrontier
dom. 9/2810:42 amORD - SJC
1 stop26h 48mFrontier
Deal found 9/16$208
This Kiwi.com deal was found by Cheapflights users on 9/15. 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.
mar. 9/306:35 amSJC - ORD
2 stops26h 05mMultiple Airlines
vie. 10/36:00 amORD - SJC
1 stop7h 30mMultiple Airlines
Deal found 9/15$209
This Priceline deal was found by Cheapflights users on 9/16. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 10/1712:27 pmSJC - ORD
1 stop10h 32mFrontier
lun. 10/206:50 amORD - SJC
1 stop6h 42mFrontier
Deal found 9/16$210
This Priceline deal was found by Cheapflights users on 9/15. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 9/252:14 pmSJC - ORD
1 stop7h 45mFrontier
dom. 9/286:00 amORD - SJC
1 stop7h 26mFrontier
Deal found 9/15$211
This Kiwi.com deal was found by Cheapflights users on 9/15. 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.
mié. 11/510:25 amSJC - ORD
1 stop7h 30mMultiple Airlines
lun. 11/106:00 amORD - SJC
1 stop7h 32mMultiple Airlines
Deal found 9/15$215
This Travelocity deal was found by Cheapflights users on 9/15. 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 Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 10/3112:27 pmSJC - ORD
1 stop9h 49mMultiple Airlines
mar. 11/48:59 pmORD - SJC
1 stop17h 02mMultiple Airlines
Deal found 9/15$216
This Orbitz deal was found by Cheapflights users on 9/15. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 10/2910:25 amSJC - ORD
1 stop6h 34mMultiple Airlines
lun. 11/36:00 amORD - SJC
1 stop7h 32mMultiple Airlines
Deal found 9/15$218
This Priceline deal was found by Cheapflights users on 9/15. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 10/211:40 amSJC - ORD
1 stop7h 56mMultiple Airlines
lun. 10/66:10 amORD - SJC
1 stop7h 20mMultiple Airlines
Deal found 9/15$219
This Kiwi.com deal was found by Cheapflights users on 9/15. 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. 9/296:45 pmSJC - ORD
2 stops24h 43mFrontier
jue. 10/25:35 amORD - SJC
1 stop9h 39mFrontier
Deal found 9/15$221

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 septiembre 17, 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. 11/10

8:05 pm-1:54 pm

1 stop15h 49m

Chicago O'Hare Intl

mar. 11/18

2:54 pm-2:23 pm

1 stop25h 29m

$238

San JoseChicago

SJC - ORD

SJCORD

San Jose

sáb. 10/18

6:25 am-11:59 pm

1 stop15h 34m

Chicago O'Hare Intl

mié. 10/22

7:59 pm-9:57 am

1 stop15h 58m

$248

San JoseChicago

SJC - ORD

SJCORD

San Jose

mié. 12/10

3:03 pm-11:50 pm

1 stop6h 47m

Chicago O'Hare Intl

dom. 12/14

7:59 pm-9:51 am

1 stop15h 52m

$257

San JoseChicago

SJC - ORD

SJCORD

San Jose

sáb. 11/15

3:00 pm-11:59 pm

1 stop6h 59m

Chicago O'Hare Intl

jue. 11/20

2:54 pm-10:37 pm

1 stop9h 43m

$257

San JoseChicago

SJC - ORD

SJCORD

San Jose

mar. 10/7

1:30 pm-11:59 pm

1 stop8h 29m

Chicago O'Hare Intl

sáb. 2/7

9:00 am-4:43 pm

1 stop9h 43m

$261

San JoseChicago

SJC - ORD

SJCORD

San Jose

mar. 10/7

6:42 am-6:59 pm

1 stop10h 17m

Chicago O'Hare Intl

mié. 10/8

7:59 pm-9:57 am

1 stop15h 58m

$268

San JoseChicago

SJC - ORD

SJCORD

San Jose

jue. 11/20

7:00 am-7:55 pm

1 stop10h 55m

Chicago O'Hare Intl

dom. 11/23

8:49 pm-9:52 am

1 stop15h 03m

$277

San JoseChicago

SJC - ORD

SJCORD

San Jose

mié. 11/19

3:00 pm-5:01 am

2 stops12h 01m

Chicago O'Hare Intl

dom. 11/23

8:49 pm-9:52 am

1 stop15h 03m

$285

San JoseChicago

SJC - ORD

SJCORD

San Jose

mié. 11/5

3:00 pm-11:59 pm

1 stop6h 59m

Chicago O'Hare Intl

vie. 11/7

9:20 am-2:23 pm

1 stop7h 03m

$290

San JoseChicago

SJC - ORD

SJCORD

San Jose

vie. 10/31

2:39 pm-12:24 am

1 stop7h 45m

Chicago O'Hare Intl

mar. 11/4

8:59 pm-12:01 pm

1 stop17h 02m

$291

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/15

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 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 septiembre 17, 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.

Weekly flight availability from San Jose to Illinois

Explore weekly flight availability from San Jose to Illinois. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated septiembre 17, 2025.

The most flights from SJC to USIL are scheduled on a Monday (1 on average). You will have fewer flight options on Monday, which is when the least amount of flights are scheduled (1 on average).

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 septiembre 17, 2025.
Read through reviews of airlines operating flights from San Jose to Illinois, such as Southwest, United Airlines, and American Airlines. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,242 reviews

Overall

8.0

Boarding

8.1

Food

7.0

Comfort

8.0

Crew

8.6

Entertainment

7.5

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
Southwest
8.0
Very good
4,242 reviews
Southwest
8.0
Very good
4,242 reviews

Overall

8.0

Boarding

8.1

Food

7.0

Comfort

8.0

Crew

8.6

Entertainment

7.5

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
United Airlines
7.4
Good
8,926 reviews
Southwest
8.0
Very good
4,242 reviews

Overall

8.0

Boarding

8.1

Food

7.0

Comfort

8.0

Crew

8.6

Entertainment

7.5

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,242 reviews

Overall

8.0

Boarding

8.1

Food

7.0

Comfort

8.0

Crew

8.6

Entertainment

7.5

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
Spirit Airlines
6.3
Okay
8,023 reviews
Southwest
8.0
Very good
4,242 reviews

Overall

8.0

Boarding

8.1

Food

7.0

Comfort

8.0

Crew

8.6

Entertainment

7.5

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
Frontier
5.8
Fair
3,173 reviews
Southwest
8.0
Very good
4,242 reviews

Overall

8.0

Boarding

8.1

Food

7.0

Comfort

8.0

Crew

8.6

Entertainment

7.5

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.

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 to Illinois?

    Alaska Airlines, Delta, and Southwest can get you from San Jose to Illinois in just under 4h 05m. Your travel time can differ by up to 11h 44m. The distance from San Jose to Illinois is about 1832 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • 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 Hawaiian Airlines ($119), Frontier ($124), and Delta ($141).

  • 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 $644, 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 $199 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 septiembre 17, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$98Average$259FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$140Average$240FlexibilityNo cancel feeOn-time65%
Alaska AirlinesCheapest$155Average$217FlexibilityNo cancel feeOn-time75%
United AirlinesCheapest$212Average$492FlexibilityNo cancel feeOn-time69%
DeltaCheapest$236Average$358FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$253Average$568FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$331Average$499FlexibilityNo cancel feeOn-time63%

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