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Cheap flights from San Jose, California to Illinois from $136

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from San Jose, California to Illinois departing on 9/17. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
1 adult, Economy, 0 bags

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from San Jose, California to Illinois

Cheap round-trip flights

Enter your travel dates to find the best prices.
Frontier Logo
1:38 pm - 11:32 am
SJC
-
STL
19h 54m
1 stop
Frontier Logo
12:17 pm - 12:43 pm
STL
-
SJC
26h 26m
1 stop
$252Frontier
Mon, Sep 14 - Wed, Sep 16
Frontier Logo
2:24 pm - 11:51 am
SJC
-
STL
19h 27m
1 stop
Frontier Logo
12:46 pm - 8:13 am
STL
-
SJC
21h 27m
1 stop
$256Frontier
Fri, Sep 18 - Sat, Sep 26
Alaska Airlines Logo
8:17 pm - 5:10 pm
SJC
-
STL
18h 53m
2 stops
Alaska Airlines Logo
6:29 am - 7:09 pm
STL
-
SJC
14h 40m
2 stops
$284Alaska Airlines
Mon, Sep 14 - Wed, Sep 16
Southwest Logo
8:00 am - 5:25 pm
SJC
-
MDW
7h 25m
2 stops
Southwest Logo
7:00 am - 12:45 pm
MDW
-
SJC
7h 45m
1 stop
$319Southwest
Thu, Oct 1 - Mon, Oct 5
Delta Logo
2:45 pm - 11:29 pm
SJC
-
ORD
6h 44m
1 stop
Delta Logo
6:00 am - 12:27 pm
ORD
-
SJC
8h 27m
1 stop
$320Delta
Mon, Aug 17 - Thu, Aug 20
United Airlines Logo
12:51 pm - 10:46 pm
SJC
-
ORD
7h 55m
1 stop
United Airlines Logo
8:03 pm - 10:50 pm
ORD
-
SJC
4h 47mnonstop
$321United Airlines
Tue, Aug 18 - Tue, Aug 25
Alaska Airlines Logo
8:29 am - 7:21 pm
SJC
-
ORD
8h 52m
1 stop
Alaska Airlines Logo
8:00 am - 6:04 pm
ORD
-
SJC
12h 04m
2 stops
$322Alaska Airlines
Wed, Sep 2 - Wed, Sep 9
Southwest Logo
2:50 pm - 11:20 pm
SJC
-
MDW
6h 30m
1 stop
Southwest Logo
7:10 am - 12:50 pm
MDW
-
SJC
7h 40m
2 stops
$323Southwest
Thu, Aug 13 - Mon, Aug 17
United Airlines Logo
12:51 pm - 11:59 pm
SJC
-
ORD
9h 08m
1 stop
United Airlines Logo
8:03 pm - 10:50 pm
ORD
-
SJC
4h 47mnonstop
$325United Airlines
Thu, Aug 20 - Thu, Aug 27
Delta Logo
12:51 pm - 10:44 pm
SJC
-
MDW
7h 53m
1 stop
Delta Logo
12:39 pm - 9:22 pm
MDW
-
SJC
10h 43m
1 stop
$335Delta
Wed, Sep 16 - Fri, Sep 25

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Alaska Airlines flights from San Jose, California to Illinois

Our best Alaska Airlines deals on San Jose, California to Illinois flight tickets
Alaska Airlines
Sep 14
SJC8:17 pmSan Jose
18h 53m
2 stops
STL5:10 pmLambert-St Louis
Sep 16
STL6:29 amLambert-St Louis
14h 40m
2 stops
SJC7:09 pmSan Jose
$284
Alaska Airlines
Aug 28
SJC8:17 pmSan Jose
18h 53m
2 stops
STL5:10 pmLambert-St Louis
Sep 1
STL6:35 amLambert-St Louis
13h 29m
2 stops
SJC6:04 pmSan Jose
$294
Alaska Airlines
Sep 15
SJC8:17 pmSan Jose
18h 53m
2 stops
STL5:10 pmLambert-St Louis
Sep 17
STL6:08 pmLambert-St Louis
16h 54m
1 stop
SJC9:02 amSan Jose
$321

Frontier flights from San Jose, California to Illinois

Our best Frontier deals on San Jose, California to Illinois flight tickets
Frontier
Sep 14
SJC1:38 pmSan Jose
19h 54m
1 stop
STL11:32 amLambert-St Louis
Sep 16
STL12:17 pmLambert-St Louis
26h 26m
1 stop
SJC12:43 pmSan Jose
$252
Frontier
Sep 18
SJC2:24 pmSan Jose
19h 27m
1 stop
STL11:51 amLambert-St Louis
Sep 26
STL12:46 pmLambert-St Louis
21h 27m
1 stop
SJC8:13 amSan Jose
$256
Frontier
Sep 18
SJC2:24 pmSan Jose
19h 27m
1 stop
STL11:51 amLambert-St Louis
Sep 20
STL12:46 pmLambert-St Louis
26h 43m
1 stop
SJC1:29 pmSan Jose
$257

momondo Fare Finder

 
Customize your flight search to find flights from San Jose, California 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, momondo users made 832,500 searches. Data last updated July 26, 2026.
Use the filters below to find and compare flights from San Jose, California to Illinois that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

San JoseSt. Louis

SJC - STL

SJCSTL

San Jose

Mon 9/14

1:38 pm-11:32 am

1 stop19h 54m

Lambert-St Louis

Wed 9/16

12:17 pm-12:43 pm

1 stop26h 26m

$252

San JoseSt. Louis

SJC - STL

SJCSTL

San Jose

Fri 9/18

2:24 pm-11:51 am

1 stop19h 27m

Lambert-St Louis

Sat 9/26

12:46 pm-8:13 am

1 stop21h 27m

$256

San JoseSt. Louis

SJC - STL

SJCSTL

San Jose

Mon 9/14

8:17 pm-5:10 pm

2 stops18h 53m

Lambert-St Louis

Wed 9/16

6:29 am-7:09 pm

2 stops14h 40m

$284

San JoseChicago

SJC - MDW

SJCMDW

San Jose

Thu 10/1

8:00 am-5:25 pm

2 stops7h 25m

Chicago Midway

Mon 10/5

7:00 am-12:45 pm

1 stop7h 45m

$319

San JoseChicago

SJC - ORD

SJCORD

San Jose

Mon 8/17

2:45 pm-11:29 pm

1 stop6h 44m

Chicago O'Hare Intl

Thu 8/20

6:00 am-12:27 pm

1 stop8h 27m

$320
Quickest round-trip

San JoseChicago

SJC - ORD

SJCORD

San Jose

Tue 8/18

12:51 pm-10:46 pm

1 stop7h 55m

Chicago O'Hare Intl

Tue 8/25

8:03 pm-10:50 pm

Nonstop4h 47m

$321

San JoseChicago

SJC - ORD

SJCORD

San Jose

Wed 9/2

8:29 am-7:21 pm

1 stop8h 52m

Chicago O'Hare Intl

Wed 9/9

8:00 am-6:04 pm

2 stops12h 04m

$322

San JoseChicago

SJC - MDW

SJCMDW

San Jose

Thu 8/13

2:50 pm-11:20 pm

1 stop6h 30m

Chicago Midway

Mon 8/17

7:10 am-12:50 pm

2 stops7h 40m

$323

San JoseChicago

SJC - ORD

SJCORD

San Jose

Thu 8/20

12:51 pm-11:59 pm

1 stop9h 08m

Chicago O'Hare Intl

Thu 8/27

8:03 pm-10:50 pm

Nonstop4h 47m

$325

San JoseChicago

SJC - MDW

SJCMDW

San Jose

Wed 9/16

12:51 pm-10:44 pm

1 stop7h 53m

Chicago Midway

Fri 9/25

12:39 pm-9:22 pm

1 stop10h 43m

$335

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 Illinois from

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

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 Illinois?

The cheapest month to fly to Illinois from San Jose, California is in April. Flight prices, which tend to average around $405, are often lower during this time because this is during the off-season. If you aren’t able to travel to Illinois during the month of April, then flying in September is also cheap. Prices for this month can be found on momondo for an average of $415.

What is the cheapest day to depart on your flight to Illinois?

The cheapest day to depart from San Jose, California to Illinois is on a Wednesday when prices can be found for as low as $461. Flights from San Jose, California to Illinois on a Sunday will generally be more expensive and average around $666. Keep in mind that these prices on both days could fluctuate depending on the season and the demand.

What is the cheapest time of day to depart on your flight to Illinois?

Our most recent data shows that the best time of day to fly to Illinois is at noon. Flights from San Jose, California to Illinois during this time can be as low as $429. Flights in the morning are often more expensive with an average ticket price of $546.

What is the cheapest San Jose to Illinois flight route?

Fly from San Jose to Chicago O'Hare Intl for the best San Jose - Illinois flight prices

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

You are more likely to see cheaper flights to Illinois from San Jose, California when booking weeks ahead of your departure date. In general, you can expect to find flights to Illinois for around $460 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Illinois from San Jose, California for as low as $229 on momondo.

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

There are 4 cabin classes available to choose from on San Jose, California to Illinois 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 San Jose, California to Illinois flights?

No. A direct flight is the cheapest option for a flight between San Jose, California to Illinois.

Cheap San Jose, California to Illinois flight deals and tips

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

Best Price Found

$223

Fastest flight time

4h 00m

Direct flights

Every day

Airports in Illinois

98 airports
The best one-way flight to Illinois from San Jose, California in the past 72 hours is $223. The best round-trip flight deal from San Jose, California to Illinois found on momondo in the last 72 hours is $377.
The fastest flight from San Jose, California to Illinois takes 4h 00m
Direct flights go from San Jose, California to Illinois every day.
There are 98 airports in Illinois. From San Jose, California there are direct flights to Chicago O'Hare Intl (ORD), Chicago Midway (MDW).
Search flight deals

Frequently asked questions about flying from San Jose, California to Illinois

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

    Prices for flights from San Jose Airport to Illinois are updated daily.

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

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

    The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from San Jose Airport to Illinois.

  • What documentation or ID do you need to fly to Illinois?

    The travel and health documents required for your trip to Illinois can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Illinois. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

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

Best airlines flying from San Jose, California to Illinois

Compare and see reviews for airlines that fly from San Jose, California to Illinois with momondo
Airline
Rating
Free Cancellation
Price
FrontierPriceFrom $157Free CancellationRating
5.6
2,770 reviews
Search Frontier flights
American AirlinesPriceFrom $200Free CancellationRating
7.1
11,845 reviews
Search American Airlines flights
Alaska AirlinesPriceFrom $235Free CancellationRating
7.9
12,715 reviews
Search Alaska Airlines flights
DeltaPriceFrom $236Free CancellationRating
7.8
8,485 reviews
Search Delta flights
SouthwestPriceFrom $270Free CancellationRating
8.0
4,233 reviews
Search Southwest flights
United AirlinesPriceFrom $296Free CancellationRating
7.4
10,035 reviews
Search United Airlines flights

Why use momondo?

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

momondo collates all your flight options in one place and lets you filter them to find the perfect flight from San Jose to Illinois. momondo saves you time and could save you money on your trip.

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

Yes. momondo enables you to select and highlight flights to Illinois from San Jose with this policy.

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

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 San Jose to Illinois.

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

Price alerts on flights to Illinois from San Jose are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.

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