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Cheap flights from Illinois to San Jose from $64

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Illinois to San Jose departing on 11/17. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Cheap round-trip flights

Enter your travel dates to find the best prices.
Frontier Logo
1:07 pm - 5:56 pmSTL-SJC
6h 49m1 stop
Frontier Logo
4:24 pm - 4:49 pmSJC-STL
22h 25m1 stop
$226Frontier
Find Deal
Sun, Jan 18 - Thu, Jan 22
Alaska Airlines Logo
9:00 am - 12:09 pmORD-SJC
29h 09m1 stop
Alaska Airlines Logo
5:45 pm - 2:29 pmSJC-ORD
18h 44m1 stop
$232Alaska Airlines
Find Deal
Mon, Jan 26 - Tue, Feb 10
Multiple Airlines Logo
9:06 pm - 2:32 pmORD-SJC
19h 26m1 stop
Multiple Airlines Logo
11:37 am - 10:58 amSJC-ORD
21h 21m2 stops
$235Multiple Airlines
Find Deal
Thu, Dec 11 - Sun, Jan 18
Alaska Airlines Logo
8:55 am - 2:32 pmORD-SJC
7h 37m1 stop
Alaska Airlines Logo
7:00 am - 8:02 pmSJC-ORD
11h 02m1 stop
$240Alaska Airlines
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Wed, Dec 17 - Thu, Dec 18
Hawaiian Airlines Logo
3:05 pm - 9:51 amORD-SJC
20h 46m1 stop
Hawaiian Airlines Logo
12:35 pm - 11:50 pmSJC-ORD
9h 15m1 stop
$251Hawaiian Airlines
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Sun, Dec 7 - Tue, Dec 16
Delta Logo
7:50 am - 3:54 pmORD-SJC
10h 04m1 stop
Delta Logo
11:40 am - 11:53 pmSJC-ORD
10h 13m1 stop
$263Delta
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Wed, Dec 17 - Sat, Jan 10
Delta Logo
7:50 am - 3:54 pmORD-SJC
10h 04m1 stop
Delta Logo
9:50 am - 11:59 pmSJC-ORD
12h 09m2 stops
$268Delta
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Wed, Dec 3 - Sat, Dec 6
Hawaiian Airlines Logo
2:55 pm - 10:03 pmSTL-SJC
9h 08m1 stop
Hawaiian Airlines Logo
1:00 pm - 11:56 pmSJC-STL
8h 56m1 stop
$302Hawaiian Airlines
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Sat, Feb 28 - Wed, Mar 4
United Airlines Logo
1:35 pm - 5:51 pmSTL-SJC
6h 16m1 stop
United Airlines Logo
8:45 am - 4:28 pmSJC-STL
5h 43m1 stop
$319United Airlines
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Wed, Dec 3 - Wed, Dec 10
United Airlines Logo
8:50 am - 1:26 pmMLI-SJC
6h 36m1 stop
United Airlines Logo
6:40 am - 3:05 pmSJC-MLI
6h 25m1 stop
$486United Airlines
Find Deal
Thu, Apr 16 - Sun, Apr 19

Alaska Airlines flights from Illinois to San Jose, California

Our best Alaska Airlines deals on Illinois to San Jose, California flight tickets
Alaska Airlines
Jan 26
ORD9:00 amChicago O'Hare Intl
29h 09m
1 stop
SJC12:09 pmSan Jose
Feb 10
SJC5:45 pmSan Jose
18h 44m
1 stop
ORD2:29 pmChicago O'Hare Intl
$232
Find similar
Alaska Airlines
Dec 17
ORD8:55 amChicago O'Hare Intl
7h 37m
1 stop
SJC2:32 pmSan Jose
Dec 18
SJC7:00 amSan Jose
11h 02m
1 stop
ORD8:02 pmChicago O'Hare Intl
$240
Find similar
Alaska Airlines
Dec 3
ORD8:55 amChicago O'Hare Intl
7h 37m
1 stop
SJC2:32 pmSan Jose
Dec 8
SJC7:57 pmSan Jose
16h 12m
1 stop
ORD2:09 pmChicago O'Hare Intl
$242
Find similar

Hawaiian Airlines flights from Illinois to San Jose, California

Our best Hawaiian Airlines deals on Illinois to San Jose, California flight tickets
Hawaiian Airlines
Dec 7
ORD3:05 pmChicago O'Hare Intl
20h 46m
1 stop
SJC9:51 amSan Jose
Dec 16
SJC12:35 pmSan Jose
9h 15m
1 stop
ORD11:50 pmChicago O'Hare Intl
$251
Find similar
Hawaiian Airlines
Feb 28
STL2:55 pmLambert-St Louis
9h 08m
1 stop
SJC10:03 pmSan Jose
Mar 4
SJC1:00 pmSan Jose
8h 56m
1 stop
STL11:56 pmLambert-St Louis
$302
Find similar
Hawaiian Airlines
Nov 8
STL7:00 amLambert-St Louis
8h 44m
1 stop
SJC1:44 pmSan Jose
Nov 10
SJC2:39 pmSan Jose
7h 20m
1 stop
STL11:59 pmLambert-St Louis
$995
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Illinois to San Jose, California 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, momondo users made 832,500 searches. Data last updated November 5, 2025.
Use the filters below to find and compare flights from Illinois to San Jose, California that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

St. LouisSan Jose

STL - SJC

STLSJC

Lambert-St Louis

Sun 1/18

1:07 pm-5:56 pm

1 stop6h 49m

San Jose

Thu 1/22

4:24 pm-4:49 pm

1 stop22h 25m

$226

ChicagoSan Jose

ORD - SJC

ORDSJC

Chicago O'Hare Intl

Mon 1/26

9:00 am-12:09 pm

1 stop29h 09m

San Jose

Tue 2/10

5:45 pm-2:29 pm

1 stop18h 44m

$232

ChicagoSan Jose

ORD - SJC

ORDSJC

Chicago O'Hare Intl

Thu 12/11

9:06 pm-2:32 pm

1 stop19h 26m

San Jose

Sun 1/18

11:37 am-10:58 am

2 stops21h 21m

$235

ChicagoSan Jose

ORD - SJC

ORDSJC

Chicago O'Hare Intl

Wed 12/17

8:55 am-2:32 pm

1 stop7h 37m

San Jose

Thu 12/18

7:00 am-8:02 pm

1 stop11h 02m

$240

ChicagoSan Jose

ORD - SJC

ORDSJC

Chicago O'Hare Intl

Sun 12/7

3:05 pm-9:51 am

1 stop20h 46m

San Jose

Tue 12/16

12:35 pm-11:50 pm

1 stop9h 15m

$251

ChicagoSan Jose

ORD - SJC

ORDSJC

Chicago O'Hare Intl

Wed 12/17

7:50 am-3:54 pm

1 stop10h 04m

San Jose

Sat 1/10

11:40 am-11:53 pm

1 stop10h 13m

$263

ChicagoSan Jose

ORD - SJC

ORDSJC

Chicago O'Hare Intl

Wed 12/3

7:50 am-3:54 pm

1 stop10h 04m

San Jose

Sat 12/6

9:50 am-11:59 pm

2 stops12h 09m

$268

St. LouisSan Jose

STL - SJC

STLSJC

Lambert-St Louis

Sat 2/28

2:55 pm-10:03 pm

1 stop9h 08m

San Jose

Wed 3/4

1:00 pm-11:56 pm

1 stop8h 56m

$302

St. LouisSan Jose

STL - SJC

STLSJC

Lambert-St Louis

Wed 12/3

1:35 pm-5:51 pm

1 stop6h 16m

San Jose

Wed 12/10

8:45 am-4:28 pm

1 stop5h 43m

$319

MolineSan Jose

MLI - SJC

MLISJC

Moline Quad-City

Thu 4/16

8:50 am-1:26 pm

1 stop6h 36m

San Jose

Sun 4/19

6:40 am-3:05 pm

1 stop6h 25m

$486

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to San Jose from

How to get the cheapest flight ticket from Illinois to San Jose, California

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest month to fly to San Jose, California?

The month of November is, on average, the cheapest month to fly to San Jose, California from Illinois, with most prices found around $369. If you are unable to visit San Jose, California during the month of November, then departing from Illinois during the month October is also very affordable. Most momondo users find prices during this month for around $372.

What is the cheapest day to depart on your flight to San Jose, California?

On average, the least expensive day to fly to San Jose, California from Illinois is on a Wednesday. momondo users have found tickets for Wednesday departures for as low as $441. However, this price may fluctuate depending on the airline, the season, and holidays. When flying out on a Sunday, the most expensive travel day of the week, you can expect to see flight prices from Illinois to San Jose, California for around $623.

What is the cheapest time of day to depart on your flight to San Jose, California?

The cheapest time of day to fly to San Jose, California is in the afternoon when flights can be purchased for as low as $434. In the morning is when there is more demand to fly to San Jose, California, so prices are often more expensive at around $512 per ticket.

What is the cheapest Illinois to San Jose flight route?

Fly from Chicago Midway to San Jose for the best Illinois - San Jose flight prices

How far in advance should I book a flight to San Jose, California?

You are more likely to see cheaper flights to San Jose, California from Illinois when booking weeks ahead of your departure date. In general, you can expect to find flights to San Jose, California for around $426 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to San Jose, California from Illinois for as low as $340 on momondo.

What cabin class options are available on Illinois to San Jose flights?

There are 4 cabin classes available to choose from on Illinois to San Jose flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Illinois to San Jose, California flights?

You could potentially save up to 28% on your flight if you consider stops on a Illinois to San Jose, California flight.

Cheap Illinois to San Jose, California flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Illinois to San Jose, California

Best Price Found

$189

Fastest flight time

4h 35m

Direct flights

Every day

Airports in San Jose, California

1 airport
The best one-way flight to San Jose, California from Illinois in the past 72 hours is $189. The best round-trip flight deal from Illinois to San Jose, California found on momondo in the last 72 hours is $475.
The fastest flight from Illinois to San Jose, California takes 4h 35m
Direct flights go from Illinois to San Jose, California every day.
There is 1 airport near San Jose, California: San Jose (SJC)
Search flight deals

  • When did momondo last update prices for flights from Illinois to San Jose Airport?

    Prices for flights from Illinois to San Jose Airport refresh daily.

  • How many operators does momondo search for flights from Illinois to San Jose Airport?

  • How old do you have to be to fly from Illinois to San Jose Airport?

    Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Illinois to San Jose Airport.

  • What documentation or ID do you need to fly to San Jose Airport?

    The required travel and health documents for your San Jose Airport trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at San Jose Airport. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

  • What is the most popular plane model from Illinois to San Jose, California?

Best airlines flying from Illinois to San Jose, California

Compare and see reviews for airlines that fly from Illinois to San Jose, California with momondo
Airline
Rating
Free Cancellation
Price
FrontierPriceFrom $80Free CancellationRating
5.8
3,115 reviews
Search Frontier flights
Spirit AirlinesPriceFrom $142Free CancellationRating
6.3
8,113 reviews
Search Spirit Airlines flights
Alaska AirlinesPriceFrom $260Free CancellationRating
8.0
11,241 reviews
Search Alaska Airlines flights
DeltaPriceFrom $265Free CancellationRating
7.9
8,004 reviews
Search Delta flights
American AirlinesPriceFrom $288Free CancellationRating
7.2
11,039 reviews
Search American Airlines flights
United AirlinesPriceFrom $288Free CancellationRating
7.4
9,001 reviews
Search United Airlines flights
SouthwestPriceFrom $333Free CancellationRating
8.0
4,239 reviews
Search Southwest flights

Why use momondo?

Why should I use momondo to find a flight deal from Illinois to San Jose?

To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to San Jose from Illinois.

Can I find flights from Illinois to San Jose with flexible booking policies on momondo?

Flights from Illinois to San Jose with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.

How can momondo help me find flights from Illinois to San Jose?

momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight from Illinois to San Jose.

I’m not ready to book a flight from Illinois to San Jose right now. Can momondo alert me if prices change?

If you are simply researching potential flights to San Jose, momondo offers a useful price alert feature which will track prices for flights to San Jose from Illinois and alert you when they change.

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