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

Mon, Dec 14 - Wed, Dec 16

3:50 pm - 6:30 pmMDW Chicago Midway-SJC San Jose

4h 40mnonstop

9:00 am - 5:25 pmSJC San Jose-MDW Chicago Midway

6h 25m1 stop Denver Intl

$297Southwest

Wed, Nov 4 - Sat, Nov 7

5:45 pm - 10:00 pmMDW Chicago Midway-SJC San Jose

6h 15m1 stop Denver Intl

8:30 am - 2:35 pmSJC San Jose-MDW Chicago Midway

4h 05mnonstop

$297Southwest

Wed, Nov 4 - Wed, Nov 11

7:20 am - 7:36 pmORD Chicago O'Hare Intl-SJC San Jose

14h 16m1 stop San Diego

8:13 pm - 11:49 pmSJC San Jose-ORD Chicago O'Hare Intl

25h 36m1 stop San Diego

$299Alaska Airlines

Tue, Nov 3 - Sat, Nov 14

2:15 pm - 2:43 pmORD Chicago O'Hare Intl-SJC San Jose

26h 28m1 stop San Diego

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

9h 22m1 stop San Diego

$299Alaska Airlines

Thu, Nov 5 - Thu, Nov 12

6:30 am - 1:46 pmORD Chicago O'Hare Intl-SJC San Jose

9h 16m2 stops Denver Intl 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

$301Frontier

Tue, Nov 24 - Mon, Nov 30

5:15 am - 3:30 pmORD Chicago O'Hare Intl-SJC San Jose

12h 15m1 stop Las Vegas Harry Reid Intl

4:15 pm - 5:10 amSJC San Jose-ORD Chicago O'Hare Intl

10h 55m1 stop Las Vegas Harry Reid Intl

$302Frontier

Thu, Nov 5 - Thu, Nov 12

10:12 am - 5:53 pmMDW Chicago Midway-SJC San Jose

9h 41m1 stop Minneapolis St Paul

6:20 am - 4:39 pmSJC San Jose-MDW Chicago Midway

8h 19m1 stop Minneapolis St Paul

$305Delta

Wed, Nov 4 - Sat, Nov 7

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

7h 08m1 stop Los Angeles

11:41 am - 9:32 pmSJC San Jose-ORD Chicago O'Hare Intl

7h 51m1 stop Los Angeles

$305Delta

Tue, Dec 8 - Sat, Dec 12

6:52 am - 12:15 pmORD Chicago O'Hare Intl-SJC San Jose

7h 23m1 stop Phoenix Sky Harbor Intl

2:58 pm - 11:59 pmSJC San Jose-ORD Chicago O'Hare Intl

7h 01m1 stop Dallas/Fort Worth

$305American Airlines

Thu, Nov 5 - Sat, Nov 7

5:00 am - 12:08 pmORD Chicago O'Hare Intl-SJC San Jose

9h 08m1 stop Phoenix Sky Harbor Intl

6:00 am - 4:09 pmSJC San Jose-ORD Chicago O'Hare Intl

8h 09m1 stop Phoenix Sky Harbor Intl

$305American Airlines

Recent last minute flight deals from Illinois to San Jose

Sun, Oct 11 - Thu, Oct 22

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

23h 50m1 stop Las Vegas Harry Reid Intl

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

14h 19m1 stop Los Angeles

$435Frontier

Sun, Oct 11 - Thu, Oct 22

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

23h 50m1 stop Las Vegas Harry Reid Intl

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

6h 14m1 stop Las Vegas Harry Reid Intl

$469Frontier

Tue, Oct 13 - Wed, Oct 21

7:00 am - 3:52 pmORD Chicago O'Hare Intl-SJC San Jose

10h 52m1 stop Seattle/Tacoma Intl

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

7h 38m1 stop San Diego

$522Alaska Airlines

Tue, Oct 13 - Tue, Oct 20

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

9h 35m1 stop San Diego

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

8h 18m1 stop Seattle/Tacoma Intl

$522Alaska Airlines

Sun, Oct 11 - Thu, Oct 15

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

7h 21m1 stop Phoenix Sky Harbor Intl

6:00 am - 4:09 pmSJC San Jose-ORD Chicago O'Hare Intl

8h 09m1 stop Phoenix Sky Harbor Intl

$536American Airlines

Tue, Oct 13 - Wed, Oct 14

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

7h 21m1 stop Phoenix Sky Harbor Intl

12:02 pm - 10:10 pmSJC San Jose-ORD Chicago O'Hare Intl

8h 08m1 stop Dallas/Fort Worth

$536American Airlines

Mon, Oct 12 - Fri, Oct 30

7:15 pm - 11:50 pmORD Chicago O'Hare Intl-SJC San Jose

6h 35m1 stop Salt Lake City

8:32 pm - 8:53 amSJC San Jose-ORD Chicago O'Hare Intl

10h 21m2 stops Los Angeles Minneapolis St Paul

$662Delta

Mon, Oct 12 - Fri, Oct 30

10:12 am - 4:20 pmMDW Chicago Midway-SJC San Jose

8h 08m2 stops Minneapolis St Paul Salt Lake City

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

7h 36m1 stop Atlanta Hartsfield-Jackson

$662Delta

Fri, Oct 9 - Mon, Oct 12

6:32 am - 12:01 pmMLI Moline Quad-City-SJC San Jose

7h 29m1 stop Chicago O'Hare Intl

1:00 pm - 8:43 pmSJC San Jose-MLI Moline Quad-City

5h 43m1 stop Denver Intl

$694United Airlines

Mon, Oct 12 - Fri, Oct 30

7:55 pm - 10:42 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

$697United Airlines

Useful Info

Low season	January
High season	May
Cheapest flight	$169

Best time to beat the crowds with an average 2% drop in price.

Most popular time to fly with an average 2% 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.