₩226,500 Cheap Flights from San Jose (SJC) to Chicago (ORD)

View ₩226,500 flight on Wed, Apr 9, 2025Opens in a new window

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

Prices were available within the past 7 days and start at ₩226,500 for one-way flights and ₩555,900 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Hawaiian Airlines
Tue, Mar 11 - Sat, Mar 15
SJC
San Jose
ORD
Chicago
₩555,900 Roundtrip, found 17 hours ago
₩555,900
Roundtrip
found 17 hours ago
Select Hawaiian Airlines flight, departing Tue, Mar 11 from San Jose to Chicago, returning Sat, Mar 15, priced at ₩555,900 found 17 hours ago
Delta
Tue, Mar 11 - Sat, Mar 15
SJC
San Jose
ORD
Chicago
₩556,100 Roundtrip, found 17 hours ago
₩556,100
Roundtrip
found 17 hours ago
Select Delta flight, departing Tue, Mar 11 from San Jose to Chicago, returning Sat, Mar 15, priced at ₩556,100 found 17 hours ago
Hawaiian Airlines
Tue, Mar 11 - Sat, Mar 15
SJC
San Jose
ORD
Chicago
₩567,100 Roundtrip, found 17 hours ago
₩567,100
Roundtrip
found 17 hours ago
Select Hawaiian Airlines flight, departing Tue, Mar 11 from San Jose to Chicago, returning Sat, Mar 15, priced at ₩567,100 found 17 hours ago
Delta
Tue, Mar 11 - Sat, Mar 15
SJC
San Jose
ORD
Chicago
₩567,300 Roundtrip, found 17 hours ago
₩567,300
Roundtrip
found 17 hours ago
Select Delta flight, departing Tue, Mar 11 from San Jose to Chicago, returning Sat, Mar 15, priced at ₩567,300 found 17 hours ago
Hawaiian Airlines
Mon, Mar 10 - Fri, Mar 14
SJC
San Jose
ORD
Chicago
₩568,300 Roundtrip, found 2 hours ago
₩568,300
Roundtrip
found 2 hours ago
Select Hawaiian Airlines flight, departing Mon, Mar 10 from San Jose to Chicago, returning Fri, Mar 14, priced at ₩568,300 found 2 hours ago
Delta
Mon, Mar 10 - Fri, Mar 14
SJC
San Jose
ORD
Chicago
₩568,600 Roundtrip, found 2 hours ago
₩568,600
Roundtrip
found 2 hours ago
Select Delta flight, departing Mon, Mar 10 from San Jose to Chicago, returning Fri, Mar 14, priced at ₩568,600 found 2 hours ago
Delta
Tue, Mar 11 - Sat, Mar 15
SJC
San Jose
ORD
Chicago
₩573,600 Roundtrip, found 17 hours ago
₩573,600
Roundtrip
found 17 hours ago
Select Delta flight, departing Tue, Mar 11 from San Jose to Chicago, returning Sat, Mar 15, priced at ₩573,600 found 17 hours ago
Hawaiian Airlines
Tue, Mar 11 - Sat, Mar 15
SJC
San Jose
ORD
Chicago
₩581,300 Roundtrip, found 17 hours ago
₩581,300
Roundtrip
found 17 hours ago
Select Hawaiian Airlines flight, departing Tue, Mar 11 from San Jose to Chicago, returning Sat, Mar 15, priced at ₩581,300 found 17 hours ago
United
Tue, Mar 11 - Sat, Mar 15
SJC
San Jose
ORD
Chicago
₩606,800 Roundtrip, found 17 hours ago
₩606,800
Roundtrip
found 17 hours ago
Select United flight, departing Tue, Mar 11 from San Jose to Chicago, returning Sat, Mar 15, priced at ₩606,800 found 17 hours ago
American Airlines
Thu, Apr 10 - Sun, Apr 13
SJC
San Jose
ORD
Chicago
₩724,200 Roundtrip, found 4 days ago
₩724,200
Roundtrip
found 4 days ago
Select American Airlines flight, departing Thu, Apr 10 from San Jose to Chicago, returning Sun, Apr 13, priced at ₩724,200 found 4 days ago
Flights from San Jose (SJC) to Chicago (ORD)
Origin airport
Norman Y. Mineta San Jose Intl.
Destination airport
O'Hare Intl.
Airlines serving
American Airlines, Delta, Hawaiian Airlines, United
Roundtrip price
₩555,900
Distance
2919 km
Average flight time
4 hours 15 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 Chicago 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 ORD 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 ORD 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 SJC to O'Hare Airport?
Round-trip journeys from SJC to O’Hare Intl. Airport (ORD) start from ₩555,900. This price is based on fares listed within the last 7 days on Expedia for flights departing within the next year — make your booking ASAP 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 San Jose Intl. Airport to O'Hare Intl. Airport (ORD)?
Most flights can be canceled online, but every airline has a different set of terms and conditions. If you do have to cancel your flight, check out our Customer Service Portal and follow the instructions.
How do I find cheap flights from SJC to O'Hare Airport 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 SJC to ORD flights, you’ll see a “no change fees” filter for you to select.
How far is the flight from SJC to ORD?
The flight distance between SJC and ORD is 2,900 kilometers. Pack yourself a drink, a few snacks and an interesting book to read. Keep yourself occupied and the hours will zip by.
Which airlines fly direct from Norman Y. Mineta San Jose Intl. Airport (SJC) to ORD?
Operating 30 flights every month, United Airlines (UA) is a great choice when flying directly from San Jose Intl. Airport to O’Hare Airport.
Are Norman Y. Mineta San Jose Intl. Airport (SJC) to O'Hare Airport flight tickets cheaper when they're purchased at the last minute?
Late planners can sometimes nab a bargain, with some super cheap airfares from Norman Y. Mineta San Jose Intl. Airport (SJC) to O’Hare Airport arising a few weeks prior to the departure date. If you’d rather plan ahead, Expedia compares and updates the best flight deals continually — as early as a year in advance in some cases. It does depend on the carrier though, as not all airlines publish prices that far in advance.
Chicago nearby Airports

Chicago

San Jose nearby Airports

San Francisco

San Francisco Intl. to Chicago
₩297,300
*Available to Expedia members.