Cheap Flights from Oakland (OAK) to Chicago (ORD)

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Popular airlines from Oakland Intl. Airport (OAK) to Chicago O'Hare Intl. Airport (ORD)

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Frequently asked questions

Is it cheaper to buy a plane ticket from Oakland Intl. Airport to O'Hare Airport last minute?
When it comes to booking your flights, being organized pays off. While it's possible to score a last-minute deal on an OAK to ORD flight, fares usually don't get cheaper as the date of departure nears. Based on flight pricing and demand studies in 2022, we have found that the sweet spot to book a domestic flight is between 28 – 35 days ahead. For international travel it's between three and four months.
What airports do you fly into for Chicago from Oakland?
From Oakland, you can travel to Chicago via O'Hare Intl. Airport (ORD), Midway Intl. Airport (MDW) and Lewis University Airport (LOT). Do some research into which hub is best for you before making your decision. If you pick O'Hare Intl. Airport (ORD), it's roughly 26 kilometers northwest of the center of the city. Use the dough you save when booking your fare with Expedia to explore the city's well-known sights, such as Wrigley Field and Millennium Park.
Can I change the date of my flight from Oakland Intl. Airport (OAK) to ORD?
Easily make changes to your OAK to O'Hare Airport journey by logging in to the Expedia Trips portal. But before amending dates or times, browse the fare rules in your itinerary to find out what the airline will let you do and if any charges apply. Some carriers have a change fee per person, on top of any difference in prices. However, if you booked in the last 24 hours, you may be able to cancel for free and arrange new flights. You can also swing by our Customer Service portal for more information and to connect with our Virtual Agent.

Travel information

Origin airport
Oakland Intl.
Destination airport
O'Hare Intl.
Distance
2929 km