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.

$169 CHEAP FLIGHTS from Illinois to San Jose

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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

Sat, Oct 24 - Mon, Oct 26

2:21 pm - 10:52 pmORD Chicago O'Hare Intl-SJC San Jose

10h 31m1 stop San Diego

8:06 pm - 1:25 pmSJC San Jose-ORD Chicago O'Hare Intl

15h 19m1 stop San Diego

$297Alaska Airlines

Wed, Nov 4 - Mon, Nov 9

2:07 pm - 7:46 pmORD Chicago O'Hare Intl-SJC San Jose

7h 39m1 stop Portland

11:20 am - 11:49 pmSJC San Jose-ORD Chicago O'Hare Intl

10h 29m1 stop San Diego

$297Alaska Airlines

Fri, Dec 4 - Mon, Dec 7

6:21 am - 2:59 pmORD Chicago O'Hare Intl-SJC San Jose

10h 38m1 stop Las Vegas Harry Reid Intl

3:48 pm - 5:01 amSJC San Jose-ORD Chicago O'Hare Intl

11h 13m1 stop Las Vegas Harry Reid Intl

$298Frontier

Thu, Nov 12 - Fri, Nov 13

6:30 am - 8:12 pmORD Chicago O'Hare Intl-SJC San Jose

15h 42m2 stops Denver Intl Los Angeles

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

12h 32m1 stop Las Vegas Harry Reid Intl

$301Frontier

Wed, Nov 4 - Sat, Nov 7

9:30 am - 5:38 pmORD Chicago O'Hare Intl-SJC San Jose

10h 08m1 stop Los Angeles

6:55 am - 9:32 pmSJC San Jose-ORD Chicago O'Hare Intl

12h 37m1 stop Los Angeles

$303Delta

Mon, Nov 9 - Mon, Nov 16

7:45 am - 10:12 pmORD Chicago O'Hare Intl-SJC San Jose

16h 27m1 stop Los Angeles

8:40 pm - 1:37 pmSJC San Jose-ORD Chicago O'Hare Intl

14h 57m1 stop Los Angeles

$303Delta

Thu, Oct 29 - Mon, Nov 2

8:08 pm - 10:59 pmORD Chicago O'Hare Intl-SJC San Jose

4h 51mnonstop

2:14 pm - 8:32 pmSJC San Jose-ORD Chicago O'Hare Intl

4h 18mnonstop

$337United Airlines

Thu, Oct 22 - Wed, Oct 28

9:14 am - 12:01 pmORD Chicago O'Hare Intl-SJC San Jose

4h 47mnonstop

2:14 pm - 8:30 pmSJC San Jose-ORD Chicago O'Hare Intl

4h 16mnonstop

$337United Airlines

Thu, Oct 29 - Thu, Nov 5

9:50 am - 12:25 pmMDW Chicago Midway-SJC San Jose

4h 35mnonstop

11:00 pm - 5:00 amSJC San Jose-MDW Chicago Midway

4h 00mnonstop

$337Southwest

Thu, Dec 3 - Mon, Dec 7

10:10 am - 12:55 pmMDW Chicago Midway-SJC San Jose

4h 45mnonstop

11:10 am - 5:15 pmSJC San Jose-MDW Chicago Midway

4h 05mnonstop

$337Southwest

Recent last minute flight deals from Illinois to San Jose

Sat, Oct 10 - Sat, Oct 24

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

26h 06m1 stop Los Angeles

8:02 am - 6:20 pmSJC San Jose-ORD Chicago O'Hare Intl

8h 18m1 stop Seattle/Tacoma Intl

$416Multiple Airlines

Sat, Oct 10 - Mon, Oct 12

7:20 am - 2:55 pmORD Chicago O'Hare Intl-SJC San Jose

9h 35m1 stop San Diego

2:15 pm - 6:34 amSJC San Jose-ORD Chicago O'Hare Intl

14h 19m1 stop Los Angeles

$499Multiple Airlines

Fri, Oct 9 - Thu, Oct 15

2:21 pm - 7:29 pmORD Chicago O'Hare Intl-SJC San Jose

7h 08m1 stop San Diego

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

7h 38m1 stop San Diego

$522Alaska Airlines

Fri, Oct 9 - Sat, Oct 17

2:21 pm - 7:29 pmORD Chicago O'Hare Intl-SJC San Jose

7h 08m1 stop San Diego

8:02 am - 6:20 pmSJC San Jose-ORD Chicago O'Hare Intl

8h 18m1 stop Seattle/Tacoma Intl

$522Alaska Airlines

Sat, Oct 10 - Sat, Oct 17

6:05 am - 3:41 pmBMI Bloomington-Normal-SJC San Jose

11h 36m2 stops Dallas/Fort Worth Phoenix Sky Harbor Intl

6:00 am - 3:28 pmSJC San Jose-BMI Bloomington-Normal

7h 28m1 stop Dallas/Fort Worth

$534American Airlines

Sat, Oct 10 - Sat, Oct 24

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

$617United Airlines

Sat, Oct 10 - Sat, Oct 24

7:00 am - 1:11 pmORD Chicago O'Hare Intl-SJC San Jose

8h 11m1 stop Denver Intl

6:30 am - 12:52 pmSJC San Jose-ORD Chicago O'Hare Intl

4h 22mnonstop

$627United Airlines

Sat, Oct 10 - Sat, Oct 17

6:05 am - 1:51 pmBMI Bloomington-Normal-SJC San Jose

9h 46m1 stop Dallas/Fort Worth

6:00 am - 3:28 pmSJC San Jose-BMI Bloomington-Normal

7h 28m1 stop Dallas/Fort Worth

$672American Airlines

Fri, Oct 9 - Sat, Oct 17

6:04 am - 11:44 amMDW Chicago Midway-SJC San Jose

7h 40m1 stop Atlanta Hartsfield-Jackson

12:57 pm - 10:33 pmSJC San Jose-MDW Chicago Midway

7h 36m1 stop Atlanta Hartsfield-Jackson

$712Delta

Thu, Oct 8 - Fri, Oct 16

6:04 am - 11:44 amMDW Chicago Midway-SJC San Jose

7h 40m1 stop Atlanta Hartsfield-Jackson

12:57 pm - 10:33 pmSJC San Jose-MDW Chicago Midway

7h 36m1 stop Atlanta Hartsfield-Jackson

$712Delta

Useful Info

Low season	January
High season	May
Cheapest flight	$169

Best time to beat the crowds but there is an average 3% increase in price.

Most popular time to fly with an average 10% increase in price.

Flight from Chicago Midway 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.