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

Fri, Nov 6 - Mon, Nov 9

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

15h 42m2 stops Denver Intl Los Angeles

9:07 pm - 12:21 amSJC San Jose-ORD Chicago O'Hare Intl

25h 14m2 stops Los Angeles Denver Intl

$334Frontier

Tue, Dec 22 - Tue, Dec 29

7:34 pm - 12:53 pmORD Chicago O'Hare Intl-SJC San Jose

19h 19m1 stop Los Angeles

1:48 pm - 6:02 amSJC San Jose-ORD Chicago O'Hare Intl

14h 14m1 stop Los Angeles

$334Frontier

Tue, Dec 22 - Tue, Jan 5

7:58 pm - 10:50 amORD Chicago O'Hare Intl-SJC San Jose

16h 52m1 stop San Diego

11:39 am - 11:59 pmSJC San Jose-ORD Chicago O'Hare Intl

10h 20m1 stop Seattle/Tacoma Intl

$336Alaska Airlines

Tue, Dec 22 - Wed, Jan 6

7:00 am - 1:55 pmORD Chicago O'Hare Intl-SJC San Jose

8h 55m1 stop San Diego

2:58 pm - 1:15 pmSJC San Jose-ORD Chicago O'Hare Intl

20h 17m1 stop San Diego

$336Alaska Airlines

Thu, Nov 12 - Mon, Nov 16

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

4h 45mnonstop

6:00 am - 12:10 pmSJC San Jose-MDW Chicago Midway

4h 10mnonstop

$337Southwest

Wed, Nov 11 - Wed, Nov 18

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

4h 45mnonstop

6:00 am - 12:10 pmSJC San Jose-MDW Chicago Midway

4h 10mnonstop

$337Southwest

Tue, Nov 10 - Tue, Nov 17

8:12 pm - 10:59 pmORD Chicago O'Hare Intl-SJC San Jose

4h 47mnonstop

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

4h 18mnonstop

$337United Airlines

Wed, Nov 11 - Tue, Nov 17

8:12 pm - 10:59 pmORD Chicago O'Hare Intl-SJC San Jose

4h 47mnonstop

6:30 am - 12:54 pmSJC San Jose-ORD Chicago O'Hare Intl

4h 24mnonstop

$337United Airlines

Fri, Nov 6 - Fri, Nov 13

5:00 pm - 10:08 pmORD Chicago O'Hare Intl-SJC San Jose

7h 08m1 stop Los Angeles

7:00 am - 11:55 pmSJC San Jose-ORD Chicago O'Hare Intl

14h 55m1 stop Los Angeles

$340Delta

Fri, Nov 6 - Sat, Nov 14

12:30 pm - 5:53 pmORD Chicago O'Hare Intl-SJC San Jose

7h 23m1 stop Minneapolis St Paul

7:00 am - 8:55 pmSJC San Jose-ORD Chicago O'Hare Intl

11h 55m1 stop Los Angeles

$340Delta

Recent last minute flight deals from Illinois to San Jose

Thu, Oct 22 - Thu, Nov 5

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

9h 35m1 stop San Diego

3:11 pm - 11:49 pmSJC San Jose-ORD Chicago O'Hare Intl

6h 38m1 stop San Diego

$447Alaska Airlines

Thu, Oct 22 - Sat, Oct 31

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

$479Multiple Airlines

Sun, Oct 25 - Thu, Oct 29

3:30 pm - 1:20 pmORD Chicago O'Hare Intl-SJC San Jose

23h 50m1 stop Las Vegas Harry Reid Intl

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

12h 32m1 stop Las Vegas Harry Reid Intl

$485Frontier

Tue, Oct 20 - Sun, Nov 1

7:00 am - 1:51 pmMLI Moline Quad-City-SJC San Jose

8h 51m1 stop Dallas/Fort Worth

11:56 am - 11:17 pmSJC San Jose-MLI Moline Quad-City

9h 21m1 stop Dallas/Fort Worth

$522American Airlines

Tue, Oct 20 - Sun, Nov 1

6:00 am - 2:13 pmMLI Moline Quad-City-SJC San Jose

10h 13m2 stops Atlanta Hartsfield-Jackson Los Angeles

12:57 pm - 10:30 pmSJC San Jose-MLI Moline Quad-City

7h 33m1 stop Atlanta Hartsfield-Jackson

$527Delta

Tue, Oct 20 - Sun, Nov 1

6:00 am - 5:38 pmMLI Moline Quad-City-SJC San Jose

13h 38m2 stops Atlanta Hartsfield-Jackson Los Angeles

6:34 pm - 10:18 amSJC San Jose-MLI Moline Quad-City

13h 44m2 stops Los Angeles Atlanta Hartsfield-Jackson

$532Delta

Sun, Oct 25 - Wed, Oct 28

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

$539American Airlines

Thu, Oct 22 - Tue, Nov 3

3:49 pm - 10:59 pmORD Chicago O'Hare Intl-SJC San Jose

9h 10m1 stop Seattle/Tacoma Intl

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

9h 22m1 stop San Diego

$541Alaska Airlines

Fri, Oct 23 - Mon, Oct 26

9:05 am - 1:11 pmMLI Moline Quad-City-SJC San Jose

6h 06m1 stop Denver Intl

2:14 pm - 10:59 pmSJC San Jose-MLI Moline Quad-City

6h 45m1 stop Chicago O'Hare Intl

$574United Airlines

Thu, Oct 22 - Sat, Oct 31

7:55 pm - 10:42 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

$712United Airlines

Useful Info

Low season	January
High season	June
Cheapest flight	$169

Best time to beat the crowds but there is an average 2% increase in price.

Most popular time to fly with an average 2% 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.