How does KAYAK find such low prices on flights from Illinois to San Jose?

KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Illinois to San Jose.

How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Illinois to San Jose?

KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to San Jose from Illinois is likely to change within 7 days, so travelers know whether to wait or book now.

What is the Hacker Fare option on flights from Illinois to San Jose?

Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to San Jose with an airline and back to Illinois with another airline.

What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Illinois to San Jose?

Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to San Jose from Illinois up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

$143 CHEAP FLIGHTS from Illinois to San Jose

Save 21% or more on flights. Compare deals from all over the web.

Never overpay with our price tracking tools.

Filter searches by price, airline and more to find your best flights.

Flight Deals

Cheap Flights from Illinois to San Jose

Discover the best prices for you by selecting your travel dates on KAYAK.

Round-trip

One-way

Last minute

Direct

Recent round-trip flight deals from Illinois to San Jose

Wed, Oct 21 - Thu, Oct 29

8:01 pm - 8:07 pmORD Chicago O'Hare Intl-SJC San Jose

26h 06m1 stop Los Angeles

2:41 pm - 5:13 amSJC San Jose-ORD Chicago O'Hare Intl

12h 32m1 stop Las Vegas Harry Reid Intl

$274Frontier

Thu, Oct 22 - Mon, Oct 26

8:01 pm - 8:07 pmORD Chicago O'Hare Intl-SJC San Jose

26h 06m1 stop Los Angeles

8:44 pm - 5:40 amSJC San Jose-ORD Chicago O'Hare Intl

6h 56m1 stop Seattle/Tacoma Intl

$283Multiple Airlines

Wed, Nov 4 - Wed, Nov 11

7:20 am - 2:43 pmORD Chicago O'Hare Intl-SJC San Jose

9h 23m1 stop San Diego

7:37 am - 6:59 pmSJC San Jose-ORD Chicago O'Hare Intl

9h 22m1 stop San Diego

$287Alaska Airlines

Wed, Nov 4 - Wed, Nov 11

7:20 am - 2:43 pmORD Chicago O'Hare Intl-SJC San Jose

9h 23m1 stop San Diego

7:37 am - 6:59 pmSJC San Jose-ORD Chicago O'Hare Intl

9h 22m1 stop San Diego

$288Alaska Airlines

Sat, Oct 10 - Tue, Oct 13

6:48 am - 12:09 pmORD Chicago O'Hare Intl-SJC San Jose

7h 21m1 stop Phoenix Sky Harbor Intl

2:41 pm - 11:59 pmSJC San Jose-ORD Chicago O'Hare Intl

7h 18m1 stop Dallas/Fort Worth

$305American Airlines

Sat, Oct 24 - Thu, Oct 29

12:30 pm - 10:08 pmORD Chicago O'Hare Intl-SJC San Jose

11h 38m2 stops Minneapolis St Paul Los Angeles

11:41 am - 11:47 pmSJC San Jose-ORD Chicago O'Hare Intl

10h 06m1 stop Los Angeles

$328Delta

Wed, Oct 21 - Wed, Oct 28

6:20 am - 5:38 pmORD Chicago O'Hare Intl-SJC San Jose

13h 18m2 stops Minneapolis St Paul Los Angeles

11:41 am - 11:47 pmSJC San Jose-ORD Chicago O'Hare Intl

10h 06m1 stop Los Angeles

$328Delta

Thu, Feb 25 - Mon, Mar 1

8:00 pm - 10:36 pmORD Chicago O'Hare Intl-SJC San Jose

4h 36mnonstop

2:15 pm - 8:37 pmSJC San Jose-ORD Chicago O'Hare Intl

4h 22mnonstop

$337United Airlines

Mon, Oct 19 - Wed, Oct 21

7:55 pm - 10:42 pmORD Chicago O'Hare Intl-SJC San Jose

4h 47mnonstop

2:08 pm - 8:35 pmSJC San Jose-ORD Chicago O'Hare Intl

4h 27mnonstop

$337United Airlines

Tue, Dec 1 - Thu, Dec 31

5:00 am - 11:06 amORD Chicago O'Hare Intl-SJC San Jose

8h 06m1 stop Dallas/Fort Worth

12:01 pm - 10:00 pmSJC San Jose-ORD Chicago O'Hare Intl

7h 59m1 stop Dallas/Fort Worth

$357American Airlines

Recent last minute flight deals from Illinois to San Jose

Mon, Sep 28 - Thu, Oct 8

7:20 am - 1:45 pmORD Chicago O'Hare Intl-SJC San Jose

8h 25m1 stop San Diego

9:02 pm - 5:16 amSJC San Jose-ORD Chicago O'Hare Intl

6h 14m1 stop Las Vegas Harry Reid Intl

$519Multiple Airlines

Thu, Sep 24 - Thu, Oct 1

8:55 pm - 12:43 pmORD Chicago O'Hare Intl-SJC San Jose

17h 48m1 stop Las Vegas Harry Reid Intl

1:38 pm - 5:38 amSJC San Jose-ORD Chicago O'Hare Intl

14h 00m1 stop Las Vegas Harry Reid Intl

$520Frontier

Mon, Sep 28 - Wed, Oct 7

7:20 am - 1:45 pmORD Chicago O'Hare Intl-SJC San Jose

8h 25m1 stop San Diego

9:15 am - 6:53 pmSJC San Jose-ORD Chicago O'Hare Intl

7h 38m1 stop San Diego

$522Alaska Airlines

Mon, Sep 28 - Fri, Oct 2

2:18 pm - 7:09 pmORD Chicago O'Hare Intl-SJC San Jose

6h 51m1 stop San Diego

8:17 pm - 1:25 pmSJC San Jose-ORD Chicago O'Hare Intl

15h 08m1 stop San Diego

$522Alaska Airlines

Sat, Sep 26 - Wed, Sep 30

4:43 pm - 10:01 pmPIA Greater Peoria-SJC San Jose

7h 18m1 stop Dallas/Fort Worth

12:02 pm - 11:15 pmSJC San Jose-PIA Greater Peoria

9h 13m1 stop Dallas/Fort Worth

$539American Airlines

Sat, Sep 26 - Wed, Sep 30

7:00 am - 1:38 pmPIA Greater Peoria-SJC San Jose

8h 38m1 stop Dallas/Fort Worth

2:36 pm - 11:15 pmSJC San Jose-PIA Greater Peoria

6h 39m1 stop Dallas/Fort Worth

$539American Airlines

Mon, Sep 28 - Fri, Oct 2

10:48 am - 6:57 pmMDW Chicago Midway-SJC San Jose

10h 09m1 stop Atlanta Hartsfield-Jackson

10:50 pm - 10:36 amSJC San Jose-MDW Chicago Midway

9h 46m1 stop Atlanta Hartsfield-Jackson

$712Delta

Mon, Sep 28 - Fri, Oct 2

1:55 pm - 10:06 pmORD Chicago O'Hare Intl-SJC San Jose

10h 11m2 stops Detroit Metropolitan Wayne County Los Angeles

2:56 pm - 11:31 pmSJC San Jose-ORD Chicago O'Hare Intl

6h 35m1 stop Los Angeles

$717Delta

Mon, Sep 28 - Mon, Oct 5

7:55 pm - 10:42 pmORD Chicago O'Hare Intl-SJC San Jose

4h 47mnonstop

2:08 pm - 8:35 pmSJC San Jose-ORD Chicago O'Hare Intl

4h 27mnonstop

$752United Airlines

Mon, Sep 28 - Thu, Oct 8

7:55 pm - 10:42 pmORD Chicago O'Hare Intl-SJC San Jose

4h 47mnonstop

2:08 pm - 8:35 pmSJC San Jose-ORD Chicago O'Hare Intl

4h 27mnonstop

$752United Airlines

Useful Info

Low season	January
High season	May
Cheapest flight	$143

Best time to beat the crowds but there is an average 5% increase in price.

Most popular time to fly with an average 11% increase in price.

Flight from Chicago O'Hare Airport to San Jose

How does KAYAK find such low prices on flights from Illinois to San Jose?
KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Illinois to San Jose.
How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Illinois to San Jose?
KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to San Jose from Illinois is likely to change within 7 days, so travelers know whether to wait or book now.
What is the Hacker Fare option on flights from Illinois to San Jose?
Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to San Jose with an airline and back to Illinois with another airline.
What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Illinois to San Jose?
Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to San Jose from Illinois up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.