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Cheap flights from Illinois to San Jose from $55

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 9/9. 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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Find the cheapest flights from Illinois to San Jose

Cheap round-trip flights

Spirit Airlines Logo
9:00 am - 8:00 pmORD-SJC
13h 00m1 stop
Spirit Airlines Logo
6:35 am - 9:32 pmSJC-ORD
12h 57m1 stop
$114Spirit Airlines
Find Deal
Tue, Sep 9 - Wed, Sep 10
Logo
6:00 am - 11:26 amORD-SJC
7h 26m1 stop
Logo
11:40 am - 9:32 pmSJC-ORD
7h 52m1 stop
$136
Find Deal
Sun, Sep 14 - Wed, Sep 17
Spirit Airlines Logo
12:46 pm - 8:00 pmORD-SJC
9h 14m1 stop
Spirit Airlines Logo
11:40 am - 9:32 pmSJC-ORD
7h 52m1 stop
$137Spirit Airlines
Find Deal
Sat, Sep 13 - Tue, Sep 16
Frontier Logo
6:00 am - 11:30 amORD-SJC
7h 30m1 stop
Frontier Logo
12:25 pm - 11:59 pmSJC-ORD
9h 34m1 stop
$158Frontier
Find Deal
Fri, Sep 19 - Fri, Sep 26
Frontier Logo
6:00 am - 11:26 amORD-SJC
7h 26m1 stop
Frontier Logo
12:25 pm - 11:59 pmSJC-ORD
9h 34m1 stop
$159Frontier
Find Deal
Sun, Sep 14 - Mon, Sep 15
Hawaiian Airlines Logo
8:20 am - 3:05 pmORD-SJC
8h 45m1 stop
Hawaiian Airlines Logo
12:38 pm - 11:59 pmSJC-ORD
9h 21m1 stop
$204Hawaiian Airlines
Find Deal
Wed, Oct 22 - Wed, Oct 29
Alaska Airlines Logo
8:20 am - 3:05 pmORD-SJC
8h 45m1 stop
Alaska Airlines Logo
6:25 am - 11:59 pmSJC-ORD
15h 34m1 stop
$224Alaska Airlines
Find Deal
Wed, Oct 15 - Wed, Oct 22
Alaska Airlines Logo
8:20 am - 3:05 pmORD-SJC
8h 45m1 stop
Alaska Airlines Logo
6:25 am - 11:59 pmSJC-ORD
15h 34m1 stop
$237Alaska Airlines
Find Deal
Thu, Oct 16 - Tue, Oct 21
Delta Logo
1:43 pm - 8:44 pmMDW-SJC
9h 01m1 stop
Delta Logo
6:20 am - 5:35 pmSJC-MDW
9h 15m1 stop
$269Delta
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Wed, Sep 17 - Wed, Sep 24
Delta Logo
1:43 pm - 8:44 pmMDW-SJC
9h 01m1 stop
Delta Logo
8:10 pm - 8:40 amSJC-MDW
10h 30m2 stops
$274Delta
Find Deal
Thu, Oct 2 - Mon, Oct 6

Frontier flights from Illinois to San Jose

Our best Frontier deals on Illinois to San Jose flight tickets
Frontier
Sep 19
ORD6:00 amChicago O'Hare Intl
7h 30m
1 stop
SJC11:30 amSan Jose
Sep 26
SJC12:25 pmSan Jose
9h 34m
1 stop
ORD11:59 pmChicago O'Hare Intl
$158
Find similar
Frontier
Sep 14
ORD6:00 amChicago O'Hare Intl
7h 26m
1 stop
SJC11:26 amSan Jose
Sep 15
SJC12:25 pmSan Jose
9h 34m
1 stop
ORD11:59 pmChicago O'Hare Intl
$159
Find similar
Frontier
Sep 10
STL7:55 pmLambert-St Louis
19h 19m
1 stop
SJC1:14 pmSan Jose
Sep 15
SJC12:25 pmSan Jose
18h 41m
1 stop
STL9:06 amLambert-St Louis
$181
Find similar

American Airlines flights from Illinois to San Jose

Our best American Airlines deals on Illinois to San Jose flight tickets
American Airlines
Oct 3
MLI8:19 amMoline Quad-City
12h 16m
2 stops
SJC6:35 pmSan Jose
Oct 7
SJC1:15 pmSan Jose
8h 21m
1 stop
MLI11:36 pmMoline Quad-City
$294
Find similar
American Airlines
Oct 3
MLI8:19 amMoline Quad-City
12h 16m
2 stops
SJC6:35 pmSan Jose
Oct 7
SJC7:48 amSan Jose
14h 02m
2 stops
MLI11:50 pmMoline Quad-City
$299
Find similar
American Airlines
Sep 3
MLI8:19 amMoline Quad-City
12h 16m
2 stops
SJC6:35 pmSan Jose
Sep 10
SJC6:00 amSan Jose
13h 32m
2 stops
MLI9:32 pmMoline Quad-City
$324
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Illinois to San Jose 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 August 20, 2025.
Use the filters below to find and compare flights from Illinois to San Jose that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

ChicagoSan Jose

ORD - SJC

ORDSJC

Chicago O'Hare Intl

Tue 9/9

9:00 am-8:00 pm

1 stop13h 00m

San Jose

Wed 9/10

6:35 am-9:32 pm

1 stop12h 57m

$114

ChicagoSan Jose

ORD - SJC

ORDSJC

Chicago O'Hare Intl

Sun 9/14

6:00 am-11:26 am

1 stop7h 26m

San Jose

Wed 9/17

11:40 am-9:32 pm

1 stop7h 52m

$136

ChicagoSan Jose

ORD - SJC

ORDSJC

Chicago O'Hare Intl

Sat 9/13

12:46 pm-8:00 pm

1 stop9h 14m

San Jose

Tue 9/16

11:40 am-9:32 pm

1 stop7h 52m

$137

ChicagoSan Jose

ORD - SJC

ORDSJC

Chicago O'Hare Intl

Fri 9/19

6:00 am-11:30 am

1 stop7h 30m

San Jose

Fri 9/26

12:25 pm-11:59 pm

1 stop9h 34m

$158

ChicagoSan Jose

ORD - SJC

ORDSJC

Chicago O'Hare Intl

Sun 9/14

6:00 am-11:26 am

1 stop7h 26m

San Jose

Mon 9/15

12:25 pm-11:59 pm

1 stop9h 34m

$159

ChicagoSan Jose

ORD - SJC

ORDSJC

Chicago O'Hare Intl

Wed 10/22

8:20 am-3:05 pm

1 stop8h 45m

San Jose

Wed 10/29

12:38 pm-11:59 pm

1 stop9h 21m

$204

ChicagoSan Jose

ORD - SJC

ORDSJC

Chicago O'Hare Intl

Wed 10/15

8:20 am-3:05 pm

1 stop8h 45m

San Jose

Wed 10/22

6:25 am-11:59 pm

1 stop15h 34m

$224

ChicagoSan Jose

ORD - SJC

ORDSJC

Chicago O'Hare Intl

Thu 10/16

8:20 am-3:05 pm

1 stop8h 45m

San Jose

Tue 10/21

6:25 am-11:59 pm

1 stop15h 34m

$237

ChicagoSan Jose

MDW - SJC

MDWSJC

Chicago Midway

Wed 9/17

1:43 pm-8:44 pm

1 stop9h 01m

San Jose

Wed 9/24

6:20 am-5:35 pm

1 stop9h 15m

$269

ChicagoSan Jose

MDW - SJC

MDWSJC

Chicago Midway

Thu 10/2

1:43 pm-8:44 pm

1 stop9h 01m

San Jose

Mon 10/6

8:10 pm-8:40 am

2 stops10h 30m

$274

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

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?

In general, October is the cheapest month to fly from Illinois to San Jose. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around $335. If you aren’t able to travel to San Jose during the month of October, then flying in August is also cheap. Prices for this month can be found on momondo for an average of $371.

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

The cheapest day to depart on your flight to San Jose is on a Wednesday when prices can be found for as low as $442. This is often the case because there is less demand to fly during this day of the week. Be sure to avoid booking your departure on a Sunday as prices are generally higher than usual. According to our data, the average ticket price to San Jose on Sunday is $566.

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

Our most recent data shows that the best time of day to fly to San Jose is in the afternoon. Flights from Illinois to San Jose during this time can be as low as $441. In contrast, the most expensive time of day to depart to San Jose is in the evening when prices are around $521.

What is the cheapest Illinois to San Jose flight route?

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

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

You are more likely to see cheaper flights to San Jose from Illinois when booking weeks ahead of your departure date. In general, you can expect to find flights to San Jose for around $430 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to San Jose from Illinois for as low as $305 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 flights?

You could potentially save up to 32% on your flight if you consider stops on a Illinois to San Jose flight.

Cheap Illinois to San Jose flight deals and tips

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

Best Price Found

$187

Fastest flight time

4h 30m

Direct flights

Every day

Airports in San Jose

1 airport
The best one-way flight to San Jose from Illinois in the past 72 hours is $187. The best round-trip flight deal from Illinois to San Jose found on momondo in the last 72 hours is $365.
The fastest flight from Illinois to San Jose takes 4h 30m
Direct flights go from Illinois to San Jose every day.
There is 1 airport near San Jose: 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?

Best airlines flying from Illinois to San Jose

Compare and see reviews for airlines that fly from Illinois to San Jose with momondo
Airline
Rating
Free Cancellation
Price
FrontierPriceFrom $90Free CancellationRating
5.8
3,207 reviews
Search Frontier flights
Spirit AirlinesPriceFrom $133Free CancellationRating
6.3
8,039 reviews
Search Spirit Airlines flights
American AirlinesPriceFrom $273Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
DeltaPriceFrom $274Free CancellationRating
7.9
7,982 reviews
Search Delta flights
United AirlinesPriceFrom $288Free CancellationRating
7.4
8,928 reviews
Search United Airlines flights
SouthwestPriceFrom $350Free CancellationRating
8.0
4,246 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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