¥19,840 Cheap Flights from San Jose (SJC) to Chicago (MDW)

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

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Cheap Flights from San Jose to Chicago (SJC-MDW)

Prices were available within the past 7 days and start at ¥19,840 for one-way flights and ¥63,660 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

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

October is typically the cheapest month to fly

From ¥20,363 - ¥85,249 per traveler.

Graph displaying average flight prices per month

Flights from San Jose (SJC) to Chicago (MDW)
Origin airport
Norman Y. Mineta San Jose Intl.
Destination airport
Midway Intl.
Roundtrip price
¥63,660
Distance
2933 km
Average flight time
8 hours 30 mins

San Jose to Chicago 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 San Jose to 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 Chicago.

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 SJC to MDW flights that won’t make your bank account wince. Ready to temporarily leave behind San Jose 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 MDW 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 San Jose Intl. Airport to Midway Intl. Airport (MDW)?
Within the past 7 days on Expedia, for flights departing within the next year, the lowest price advertised for a round-trip flight from San Jose Intl. Airport to MDW was ¥63,660. Cheap fares don't stick around for long, so book yours today. Prices and availability are subject to change. Additional terms apply.
Do I need to pay a cancellation fee if I cancel my flight from Norman Y. Mineta San Jose Intl. Airport (SJC) to MDW?
We understand that things crop up unexpectedly, so we've made it as simple as possible for you to cancel your trip online. Just visit the Customer Service Portal and follow the instructions.
How do I find cheap flights from San Jose Intl. Airport to MDW 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 Norman Y. Mineta San Jose Intl. Airport (SJC) to Midway Airport flights, you'll see a "no change fees" filter for you to select.
How many hours is the flight from Norman Y. Mineta San Jose Intl. Airport (SJC) to MDW?
The flight time from San Jose Intl. Airport to Chicago Airport is around 6 hours and 45 minutes. Put on your earphones, listen to your favorite podcast and your time in the air will fly by.
How far is the flight from San Jose Intl. Airport to Chicago Airport?
You'll be cruising at altitude for a while, as the flight distance between San Jose and Chicago is 3,000 kilometers. Put together a playlist of your favorite songs before leaving home to keep yourself entertained during the flight.
Which airlines fly direct from SJC to MDW?
Currently, no airlines offer flights directly from Norman Y. Mineta San Jose Intl. Airport (SJC) to Midway Airport. You'll need to book a flight with at least one stop. To get the best price and connections, lock in your fare well ahead of time.
Are SJC to Chicago Airport flight tickets cheaper when they're purchased at the last minute?
Flight prices always go up and down, so not always. While last-minute deals between San Jose Intl. Airport and Chicago Airport are of course possible, it's also a good idea to keep an eye on prices well before you fly. In fact, some air carriers publish their prices up to 12 months ahead of the departure date. Expedia is constantly updating the biggest airfare bargains around, so check back often and be ready to lock in your seat when the price dips.

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