CA $179 Cheap Flights from Chicago (MDW) to San Jose (SJC)

View CA $179 flight on Tue, Jun 30, 2026Opens in a new window

Popular airlines from Chicago Midway Airport (MDW) to Norman Y. Mineta San Jose Intl. Airport (SJC)

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Cheap flights from Chicago (MDW) to San Jose (SJC)

Prices were available within the past 7 days and start at CA $179 for one-way flights and CA $972 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Delta
Fri, May 15 - Sun, May 17
MDW
Chicago
SJC
San Jose
CA $972 Roundtrip, found 4 days ago
CA $972
Roundtrip
found 4 days ago
Select Delta flight, departing Fri, May 15 from Chicago to San Jose, returning Sun, May 17, priced at CA $972 found 4 days ago
Delta
Fri, May 15 - Sun, May 17
MDW
Chicago
SJC
San Jose
CA $973 Roundtrip, found 4 days ago
CA $973
Roundtrip
found 4 days ago
Select Delta flight, departing Fri, May 15 from Chicago to San Jose, returning Sun, May 17, priced at CA $973 found 4 days ago
Delta
Fri, May 15 - Sun, May 17
MDW
Chicago
SJC
San Jose
CA $1,014 Roundtrip, found 4 days ago
CA $1,014
Roundtrip
found 4 days ago
Select Delta flight, departing Fri, May 15 from Chicago to San Jose, returning Sun, May 17, priced at CA $1,014 found 4 days ago

Frequently asked questions

How much is a flight from Chicago Airport to Norman Y. Mineta San Jose Intl. Airport (SJC)?
If you're travelling between Midway Airport and Norman Y. Mineta San Jose Intl. Airport (SJC), round-trip journeys start from CA $972. This price is based on fares available within the last 7 days on Expedia for flights departing within the next year, so don't delay. Book now and save yourself both money and time. Prices and availability are subject to change. Additional terms apply.
Do I need to pay a cancellation fee if I cancel my flight from Midway Airport to SJC?
Every air carrier has its own set of terms and conditions. If you do decide to cancel, follow the instructions on our Customer Service Portal.
How do I find cheap flights from Midway Airport to SJC that have flexible change policies?
Select our "No change fees" filter to find flexible travel options for your flight from Midway Airport to San Jose Intl. Airport. This allows you to secure a great price in advance and still have the freedom to reschedule without any additional fees. You'll just need to pay the difference in fare.
How many hours is the flight from MDW to San Jose Intl. Airport?
The flight time from MDW to San Jose Intl. Airport is approximately 6 hours and 32 minutes. Put your earphones in, listen to your favourite playlist and the hours will fly by.
How far is the flight from MDW to SJC?
Expect to be up above the clouds for a while, as the flight distance from Chicago to San Jose is 3,000 kilometres. Set up a playlist of your favourite songs before leaving home to keep yourself entertained during your journey.
Which airlines fly direct from Chicago Airport to Norman Y. Mineta San Jose Intl. Airport (SJC)?
Offering 30 monthly flights, Southwest Airlines (WN) is a popular choice when flying straight from Chicago Airport to San Jose Intl. Airport.
Are Chicago Airport to Norman Y. Mineta San Jose Intl. Airport (SJC) flight tickets cheaper when they're purchased at the last minute?
It is possible to score an awesome last-minute deal from Chicago Airport to Norman Y. Mineta San Jose Intl. Airport (SJC), but there's no guarantee. As many airlines release seats up to a year in advance, it's worth keeping an eye on fares early and being ready to book when you see a good bargain. Expedia compares air carrier prices and updates flight deals regularly, so you can rest assured you're always getting the latest offers.

Travel information

Origin airport
Midway Intl.
Destination airport
Norman Y. Mineta San Jose Intl.
Roundtrip price
CA $971
Distance
2933 km
Average flight time
3 hours 44 mins

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