Southwest® flights from Oakland to Chicago (O'Hare) from $164*

Fly one-way from Oakland to Chicago (O'Hare) starting at $164. Bundle your Southwest Airlines® flight with a hotel or rental car booking and find even more savings.

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Southwest® Flights From Oakland To Chicago (O'Hare) From $164*

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Fly one-way from Oakland to Chicago (O'Hare) starting at $164. Bundle your Southwest Airlines® flight with a hotel or rental car booking and find even more savings.

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Cheap Flights From Oakland (SJC) To Chicago (CHI) - Hotwire

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Cheap Flights From Oakland, CA To Chicago, IL - Kiwi.com

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$53+ Flights From Oakland, CA To Chicago O'Hare Intl Airport

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Oakland — Chicago Southwest Airlines: Flights From $119, Cheap …

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Southwest® Flights From Chicago (O'Hare) To Oakland From $139*

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Fly one-way from Chicago (O'Hare) to Oakland starting at $139. Bundle your Southwest Airlines® flight with a hotel or rental car booking and find even more savings.

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FAQs about Southwest® flights from Oakland to Chicago (O'Hare) from $164* Coupon?

Does Southwest fly to Chicago O'Hare International Airport?

Southwest flies to Chicago O’Hare International Airport often, making planning your next visit convenient. And when you book with Southwest, you can book with confidence, knowing that the process will be straightforward from flight selection to checkout. Of course, having a memorable trip is about more than finding a great deal on a flight. ...

Which plane flies from Oakland to Chicago?

The Boeing 737-800 Passenger/BBJ2 (winglets) is the aircraft model that flies most regularly on the Oakland to Chicago flight route. On which days can I fly direct from Oakland to Chicago? There are nonstop flights from Oakland to Chicago on a daily basis. Which is the best airline for flights from Oakland to Chicago, Alaska Airlines or Delta? ...

Does Southwest Airlines fly to Chicago?

Stand-up and improv comedy are both exceptionally popular there—find an open mic and you might catch an up-and-comer. Book your next flight to Chicago (O’Hare) with Southwest Airlines and get ready to see what Chicagoland has to offer. Southwest flies to Chicago O’Hare International Airport often, making planning your next visit convenient. ...

Does Southwest fly from Oakland to Chicago (Midway)?

Yes, Southwest flies nonstop from Oakland to Chicago (Midway) once per day on Saturdays and Sundays. ...

Why should you book a Southwest flight to Chicago (O'Hare)?

And when you book with Southwest, you can book with confidence, knowing that the process will be straightforward from flight selection to checkout. Of course, having a memorable trip is about more than finding a great deal on a flight. Learn more about the Southwest Experience and book your upcoming flight to Chicago (O’Hare). ...

How much does a flight from Oakland to Chicago O'Hare Intl Airport cost?

The cheapest month for flights from Oakland to Chicago O'Hare Intl Airport is January, where tickets cost $298 on average. On the other hand, the most expensive months are June and May, where the average cost of tickets is $422 and $417 respectively. How far in advance should I book a flight from Oakland to Chicago O'Hare Intl Airport? ...