Skip to main content
Beginning of main content

Cheap Flights from Chicago to San Jose $240.03

Search over 321,000 hotels worldwide and 400 airlines worldwide.
Secure incredible value with Expedia's Price Guarantee.
No Expedia cancellation fee to change or cancel almost any hotel reservation.

Here are your best fares found in the past 7 days

The lowest fare found for this route is $258.2 on Thu, May 11 from ORD to SJC
Flights Fare Calendar Find minimum fare between origin ORD and destination SJC Click this button to get previous 30 days data Click this button to get next 30 days data $566 $485 $404 $323 $242 $161 $80 $0 Apr May 29 30 1 2 3 4 5 6 7 8 9 10 11 12 13 14 15 16 17 18 19 20 21 22 23 24 25 26 27 28 29 30 31 1 2 3 4 5 6 7 8 9 10 11 12 13 14 15 16 17 18 19 20 21 22 23 24 25 26 27 28 29 30 1 2 3 4 5 6 7 8 9 10 11 12 13 14 15 16 17 18 19 20 21 22 23 24 25 26 27 28 29 30 31 1 2 3 4 5 6 7 8 9 10 11 12 13 14 15 16 S S M T W T F S S M T W T F S S M T W T F S S M T W T F S S M T W T F S S M T W T F S S M T W T F S S M T W T F S S M T W T F S S M T W T F S S M T W T F S S M T W T F S S M T W T F S S M T W T F S S M T W T F S S M T W Price is $ 485.77 on Delta Price is $ 457.4 on Delta Price is $ 446.4 on Alaska Airlines Price is $ 423.0 on Delta Price is $ 384.0 on Delta Price is $ 383.6 on Delta Price is $ 373.4 on United Price is $ 373.4 on American Airlines Price is $ 373.4 on American Airlines Price is $ 373.4 on American Airlines Price is $ 367.6 on Delta Price is $ 357.96 on American Airlines Price is $ 349.6 on Delta Price is $ 342.7 on American Airlines Price is $ 342.6 on American Airlines Price is $ 334.74 on American Airlines Price is $ 332.0 on American Airlines Price is $ 332.0 on American Airlines Price is $ 332.0 on American Airlines Price is $ 332.0 on American Airlines Price is $ 332.0 on American Airlines Price is $ 326.4 on American Airlines Price is $ 323.4 on American Airlines Price is $ 323.4 on American Airlines Price is $ 323.4 on American Airlines Price is $ 323.4 on American Airlines Price is $ 313.94 on Delta Price is $ 313.02 on United Price is $ 311.53 on American Airlines Price is $ 309.0 on American Airlines Price is $ 309.0 on American Airlines Price is $ 309.0 on American Airlines Price is $ 309.0 on American Airlines Price is $ 309.0 on American Airlines Price is $ 309.0 on American Airlines Price is $ 309.0 on American Airlines Price is $ 309.0 on American Airlines Price is $ 309.0 on American Airlines Price is $ 309.0 on American Airlines Price is $ 308.0 on Delta Price is $ 306.7 on American Airlines Price is $ 300.4 on United Price is $ 300.4 on United Price is $ 300.4 on American Airlines Price is $ 300.4 on American Airlines Price is $ 300.4 on American Airlines Price is $ 300.4 on American Airlines Price is $ 300.4 on American Airlines Price is $ 300.4 on American Airlines Price is $ 300.4 on American Airlines Price is $ 300.4 on American Airlines Price is $ 300.4 on American Airlines Price is $ 299.38 on Delta Price is $ 294.8 on American Airlines Price is $ 294.6 on American Airlines Price is $ 294.6 on American Airlines Price is $ 293.96 on Delta Price is $ 293.56 on Delta Price is $ 292.88 on American Airlines Price is $ 291.79 on Delta Price is $ 291.41 on Delta Price is $ 286.34 on Delta Price is $ 278.4 on Delta Price is $ 273.06 on Delta Price is $ 268.96 on Delta Price is $ 263.53 on Delta Price is $ 262.77 on Delta Price is $ 261.02 on Delta Price is $ 258.2 on Delta

Cheapest Flights from Chicago to San Jose (ORD to SJC)

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Interesting Facts About Flights from Chicago to San Jose (ORD to SJC)

Question : How long does it take to get from ORD to SJC?
Answer : American Airlines currently holds the shortest travel time with four hours and 35 minutes. So, you would arrive in San Jose at 12:30 PM PDT if you left Chicago at 9:55 AM CDT. Remember, there is a two-hour time change.

Question : Do travelers from Chicago typically stay in San Jose for very long?
Answer : Over the next two months, passengers from ORD to SJC are planning on staying for 13 days on average.

Question : How many departure times from O'Hare International Airport (ORD) to Norman Y. Mineta San Jose International Airport (SJC) are there on a daily basis?
Answer : It does differ by the day, but on average, you can expect only one flight time when you book. That is lower than the national average of five.

Question : Who struggles with getting their passengers to Norman Y. Mineta San Jose International Airport (SJC) on time?
Answer : NetJets Aviation is late on 100% of flights from O'Hare International Airport (ORD) to Norman Y. Mineta San Jose International Airport (SJC) at the moment. If you should choose this airline, be sure to track the flight status to stay on top of the departure time.

Question : If your plans are flexible, have you considered changing your departure day?
Answer : The best day to fly on a budget this month is Wednesday. Flexibility is paramount when booking travel plans in order to keep travel costs down.

Question : How long will the flight typically be from O'Hare International Airport (ORD) to Norman Y. Mineta San Jose International Airport (SJC)?
Answer : Flying from ORD to SJC typically takes about four hours and 38 minutes.

Question : What is the cheapest round-trip ticket you can get to San Jose?
Answer : Flight prices are hitting as high as $970 over the next three months when flying to SJC from ORD. Check out United Airlines, as they have been booking customers at just $182.