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Cheap flights from San Jose, California to Illinois from $67

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 2/26. 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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0 bags

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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
6:57 pm - 6:47 am
SJC
-
ORD
9h 50m
1 stop
Frontier Logo
7:21 pm - 7:25 pm
ORD
-
SJC
26h 04m
1 stop
$191Frontier
Thu, May 7 - Sat, May 9
Frontier Logo
7:02 pm - 4:59 am
SJC
-
ORD
7h 57m
1 stop
Frontier Logo
12:50 pm - 7:37 pm
ORD
-
SJC
8h 47m
1 stop
$209Frontier
Mon, Mar 30 - Mon, Apr 13
Delta Logo
5:45 am - 1:32 pm
SJC
-
STL
5h 47m
1 stop
Delta Logo
6:00 am - 12:39 pm
STL
-
SJC
8h 39m
1 stop
$257Delta
Sat, Feb 21 - Tue, Feb 24
Delta Logo
10:35 pm - 9:06 am
SJC
-
STL
8h 31m
1 stop
Delta Logo
7:00 am - 5:38 pm
STL
-
SJC
12h 38m
2 stops
$285Delta
Sat, Feb 21 - Wed, Feb 25
Southwest Logo
12:10 pm - 8:25 pm
SJC
-
STL
6h 15m
1 stop
Southwest Logo
5:40 am - 11:55 am
STL
-
SJC
8h 15m
2 stops
$313Southwest
Wed, Feb 25 - Mon, Mar 2
Southwest Logo
10:55 pm - 5:00 am
SJC
-
MDW
4h 05mnonstop
Southwest Logo
5:20 pm - 7:55 pm
MDW
-
SJC
4h 35mnonstop
$349Southwest
Wed, Apr 15 - Sat, Apr 18
United Airlines Logo
10:55 pm - 10:09 am
SJC
-
MLI
9h 14m
1 stop
United Airlines Logo
3:25 pm - 10:59 pm
MLI
-
SJC
9h 34m
1 stop
$424United Airlines
Thu, Mar 12 - Tue, Mar 17
American Airlines Logo
6:00 am - 2:54 pm
SJC
-
EVV
6h 54m
1 stop
American Airlines Logo
3:50 pm - 9:30 pm
EVV
-
SJC
7h 40m
1 stop
$538American Airlines
Sun, Feb 8 - Sun, Feb 15
American Airlines Logo
6:00 am - 2:54 pm
SJC
-
EVV
6h 54m
1 stop
American Airlines Logo
5:10 am - 3:50 pm
EVV
-
SJC
12h 40m
2 stops
$543American Airlines
Sun, Feb 8 - Sun, Feb 15
United Airlines Logo
6:30 am - 4:51 pm
SJC
-
MLI
8h 21m
1 stop
United Airlines Logo
8:55 am - 1:28 pm
MLI
-
SJC
6h 33m
1 stop
$556United Airlines
Tue, May 5 - Sat, May 9

Frontier flights from San Jose, California to Illinois

Our best Frontier deals on San Jose, California to Illinois flight tickets
Frontier
May 7
SJC6:57 pmSan Jose
9h 50m
1 stop
ORD6:47 amChicago O'Hare Intl
May 9
ORD7:21 pmChicago O'Hare Intl
26h 04m
1 stop
SJC7:25 pmSan Jose
$191
Frontier
Mar 30
SJC7:02 pmSan Jose
7h 57m
1 stop
ORD4:59 amChicago O'Hare Intl
Apr 13
ORD12:50 pmChicago O'Hare Intl
8h 47m
1 stop
SJC7:37 pmSan Jose
$209
Frontier
Apr 30
SJC6:57 pmSan Jose
9h 50m
1 stop
ORD6:47 amChicago O'Hare Intl
May 2
ORD7:21 pmChicago O'Hare Intl
26h 04m
1 stop
SJC7:25 pmSan Jose
$212

Hawaiian Airlines flights from San Jose, California to Illinois

Our best Hawaiian Airlines deals on San Jose, California to Illinois flight tickets
Hawaiian Airlines
Mar 10
SJC12:45 pmSan Jose
9h 14m
1 stop
ORD11:59 pmChicago O'Hare Intl
Mar 17
ORD3:07 pmChicago O'Hare Intl
9h 49m
1 stop
SJC10:56 pmSan Jose
$217
Hawaiian Airlines
Feb 24
SJC2:50 pmSan Jose
7h 09m
1 stop
ORD11:59 pmChicago O'Hare Intl
Mar 3
ORD8:20 amChicago O'Hare Intl
7h 53m
1 stop
SJC2:13 pmSan Jose
$243

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 January 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

San JoseChicago

SJC - ORD

SJCORD

San Jose

Thu 5/7

6:57 pm-6:47 am

1 stop9h 50m

Chicago O'Hare Intl

Sat 5/9

7:21 pm-7:25 pm

1 stop26h 04m

$191

San JoseChicago

SJC - ORD

SJCORD

San Jose

Mon 3/30

7:02 pm-4:59 am

1 stop7h 57m

Chicago O'Hare Intl

Mon 4/13

12:50 pm-7:37 pm

1 stop8h 47m

$209

San JoseSt. Louis

SJC - STL

SJCSTL

San Jose

Sat 2/21

5:45 am-1:32 pm

1 stop5h 47m

Lambert-St Louis

Tue 2/24

6:00 am-12:39 pm

1 stop8h 39m

$257

San JoseSt. Louis

SJC - STL

SJCSTL

San Jose

Sat 2/21

10:35 pm-9:06 am

1 stop8h 31m

Lambert-St Louis

Wed 2/25

7:00 am-5:38 pm

2 stops12h 38m

$285

San JoseSt. Louis

SJC - STL

SJCSTL

San Jose

Wed 2/25

12:10 pm-8:25 pm

1 stop6h 15m

Lambert-St Louis

Mon 3/2

5:40 am-11:55 am

2 stops8h 15m

$313

San JoseChicago

SJC - MDW

SJCMDW

San Jose

Wed 4/15

10:55 pm-5:00 am

Nonstop4h 05m

Chicago Midway

Sat 4/18

5:20 pm-7:55 pm

Nonstop4h 35m

$349

San JoseMoline

SJC - MLI

SJCMLI

San Jose

Thu 3/12

10:55 pm-10:09 am

1 stop9h 14m

Moline Quad-City

Tue 3/17

3:25 pm-10:59 pm

1 stop9h 34m

$424

San JoseEvansville

SJC - EVV

SJCEVV

San Jose

Sun 2/8

6:00 am-2:54 pm

1 stop6h 54m

Evansville Dress Regional

Sun 2/15

3:50 pm-9:30 pm

1 stop7h 40m

$538

San JoseEvansville

SJC - EVV

SJCEVV

San Jose

Sun 2/8

6:00 am-2:54 pm

1 stop6h 54m

Evansville Dress Regional

Sun 2/15

5:10 am-3:50 pm

2 stops12h 40m

$543

San JoseMoline

SJC - MLI

SJCMLI

San Jose

Tue 5/5

6:30 am-4:51 pm

1 stop8h 21m

Moline Quad-City

Sat 5/9

8:55 am-1:28 pm

1 stop6h 33m

$556

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 February. Flight prices, which tend to average around $387, 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 February, then flying in March is also cheap. Prices for this month can be found on momondo for an average of $387.

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 Tuesday when prices can be found for as low as $438. Flights from San Jose, California to Illinois on a Sunday will generally be more expensive and average around $530. 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 in the afternoon. Flights from San Jose, California to Illinois during this time can be as low as $433. Flights in the evening are often more expensive with an average ticket price of $609.

What is the cheapest San Jose to Illinois flight route?

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

How far in advance should I book a flight 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 $454 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 $262 on momondo.

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

There are 4 cabin classes available to choose from on San Jose 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

$205

Fastest flight time

4h 05m

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 $205. The best round-trip flight deal from San Jose, California to Illinois found on momondo in the last 72 hours is $404.
The fastest flight from San Jose, California to Illinois takes 4h 05m
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

  • 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 $62Free CancellationRating
5.7
3,058 reviews
Search Frontier flights
Spirit AirlinesPriceFrom $125Free CancellationRating
6.3
8,379 reviews
Search Spirit Airlines flights
Alaska AirlinesPriceFrom $170Free CancellationRating
8.0
11,792 reviews
Search Alaska Airlines flights
DeltaPriceFrom $208Free CancellationRating
7.9
8,113 reviews
Search Delta flights
American AirlinesPriceFrom $253Free CancellationRating
7.2
11,189 reviews
Search American Airlines flights
United AirlinesPriceFrom $297Free CancellationRating
7.4
9,200 reviews
Search United Airlines flights
SouthwestPriceFrom $330Free CancellationRating
8.0
4,268 reviews
Search Southwest 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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