₹22,624 Cheap Flights from Chicago (MDW) to San Jose (SJC)

View ₹22,624 flight on Mon, 6 Oct 2025Opens 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 ₹22,624 for one-way flights and for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Find the cheapest month to fly from Chicago (MDW) to San Jose (SJC)

October is typically the cheapest month to fly

From ₹12,096 - ₹53,220 per traveller.

Graph displaying average flight prices per month

Flight from Chicago to San Jose route information
Origin airport
Midway Intl.
Destination airport
Norman Y. Mineta San Jose Intl.
Distance
2933 km
Average flight time
3 hours 11 mins

Chicago to San Jose Flights

Sometimes you just need to get out of town or maybe you’re looking for a change of scenery. Regardless of the reason, a flight from Chicago to San Jose will do just the trick! Go on, plan to see all the famous landmarks and eat your weight in the local cuisine. Your trip is beckoning, so answer the call by packing your suitcase and filling your travel itinerary with exploring San Jose.

Whether you’re flying for business or jet-setting on your personal time, you’ve come to the right place. Here at Expedia.com, we’ll pair you up with MDW to SJC flights that won’t make your bank account wince. Ready to temporarily leave behind Chicago for new horizons? Browse through our cheap airfare, and filter by flight times and dates until you find just what you had in mind. From flights without layovers to ones that arrive early in the morning, you’ll come across plane tickets that suit your travel preferences. You can even bundle your flight to SJC with hotels and car rentals to score even bigger savings.

All set to hit the clouds? Book your travel arrangements with us today and have left-over money to put toward your travel outings and adventures.

Frequently asked questions

How much is a flight from MDW to San Jose Intl. Airport?
Round-trip journeys from Midway Airport to Norman Y. Mineta San Jose Intl. Airport (SJC) start from . This price is based on fares advertised within the last 7 days on Expedia for flights departing within the next year — book now to avoid missing out. 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 San Jose Intl. Airport?
Most flights can be cancelled online, but every air carrier has different terms and conditions. If you do have to cancel your flight, go to our Customer Service Portal and follow the instructions.
How do I find cheap flights from Midway Airport to Norman Y. Mineta San Jose Intl. Airport (SJC) that have flexible change policies?
Many airlines offer the option to reschedule your flight without a change fee. All you pay is the difference between the original flight and the new flight. When you're searching for MDW to SJC flights, you'll see a "no change fees" filter for you to select.
How many hours is the flight from Midway Airport to San Jose Intl. Airport?
It takes approximately 6 hours and 18 minutes to fly from MDW (MDW) to San Jose Intl. Airport (SJC). But with some movies and a few interesting magazines, the time will go by quicker.
How far is the flight from Chicago Airport to San Jose Intl. Airport?
It's around 3,000 kilometres between Chicago and San Jose, so you'll be in your seat for a while. Keep yourself occupied by packing things like playing cards (if you're travelling with friends) or a thrilling novel.
Which airlines fly direct from MDW to San Jose Intl. Airport?
Check out the airfares with Southwest Airlines (WN) if you want to fly directly from MDW to San Jose Intl. Airport. This top airline offers 30 flights monthly, so you're sure to find one that fits your schedule.
Are Midway Airport to San Jose Intl. Airport flight tickets cheaper when they're purchased at the last minute?
It is possible to nab a fantastic last-minute deal from Chicago Airport to SJC, but it's also possible to miss out entirely! 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 bargain. Expedia compares air carrier prices and updates flight deals frequently, so you can be certain you're always getting the latest offers.

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San Jose Airports

San Francisco

Chicago to San Francisco Intl.
₹27,461.00
Chicago Airports

Chicago

O'Hare Intl. to San Jose
₹25,434.00
*Available to Expedia members.