A spacious airport terminal with high ceilings, check-in counters, and a Starbucks coffee shop.

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

Photo by by O'Hare Intl Airport
Open Photo by by O'Hare Intl Airport

Find the cheapest month to fly from Oakland (OAK) to Chicago (ORD)

November is typically the cheapest month to fly

From RM 944 - RM 2,277 per traveller.

Book with confidence

Perfect flights from Oakland to Chicago

Your Journey from Oakland to Chicago

Start your unforgettable journey with Expedia. Our broad selection of flights from Oakland to Chicago caters to every travel need. Whether you're yearning for a romantic escape, a solo adventure, or a cultural immersion, we've got you covered.

Choosing Your Ideal Flight

With Expedia, you have access to a wide range of airlines, including
. Our selection of flights from Oakland Intl. to O'Hare Intl. caters to every traveler's requirements, ensuring your journey aligns with your schedule. With options from airlines, you're bound to find the perfect flight.

Maximizing Value with Oakland to Chicago Flights

Experience the joy of finding cheap flights from Oakland Intl. to O'Hare Intl. that fit your budget. Keep an eye out for our special deals and discounts, and check our flexible one-way fares
and roundtrip prices
*.

Pre-Flight Essentials

Ensure a smooth journey from Oakland to Chicago with Expedia. From information about check-in times and in-flight amenities to guidance on baggage policies, we provide all the essentials to prepare you for your flight.

Experience the Vibrant Chicago

Picture yourself stepping off the plane in Chicago and immersing yourself in the unique atmosphere of . From local markets to cultural festivals, each city offers its distinct charm. Make the most of your trip by exploring local attractions and indulging in the local cuisine. With Expedia, explore all this and more, tailored to your budget.

Added Convenience on Your Oakland to Chicago Flight

Traveling with Expedia is more than just a flight. We offer details about in-flight amenities, baggage policies, and more to ensure a smooth and hassle-free journey. Choose from our variety of airlines and embark on a memorable journey from Oakland to Chicago.

Beyond the Flight – Exploring Chicago

With Expedia, your adventure extends beyond the flight. Explore Chicago at your own pace by renting a car or booking a hotel. Discover hidden gems off the beaten path and create unforgettable memories.

Book Your Flight from Oakland to Chicago with Confidence

Planning your next great adventure is a breeze with Expedia. Our user-friendly platform, unbeatable prices, and round-the-clock customer support make your travel experience seamless and stress-free. Embark on your journey from Oakland to Chicago with confidence. Book your travel arrangements with Expedia today.
*Note: Prices may vary based on availability and are subject to change.

Frequently Asked Questions

How much is a flight from OAK to O'Hare Intl. Airport (ORD)?

If you're planning on travelling between Oakland Intl. Airport and ORD, round-trip journeys start from . This price is based on fares listed within the last 7 days on Expedia for flights departing within the next year, so don't wait around. Book today and save yourself money and time. Prices and availability are subject to change. Additional terms apply.

Do I need to pay a cancellation fee if I cancel my flight from OAK to ORD?

Each air carrier has its own set of terms and conditions. If you decide to cancel your getaway, visit our Customer Service Portal.

How do I find cheap flights from OAK to O'Hare Intl. Airport (ORD) 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 Oakland Intl. Airport (OAK) to O'Hare Airport flights, you'll see a "no change fees" filter for you to select.

How far is the flight from Oakland Intl. Airport to O'Hare Airport?

Around 3,000 kilometres separates Oakland and Chicago, so pack something to help you fill in a few hours. That latest bestseller you're eager to read will be just the ticket.

Which airlines fly direct from Oakland Intl. Airport to ORD?

If you want to fly straight from OAK to O'Hare Airport, you'll have to book a flight with at least one stop. Unfortunately, there are no airlines that fly directly between these airports.

Are Oakland Intl. Airport (OAK) to O'Hare Airport flight tickets cheaper when they're purchased at the last minute?

Last-minute bookings from Oakland Intl. Airport (OAK) to O'Hare Airport can be hit-or-miss. It is possible to find a bargain, but then again, you could miss out entirely! If you'd prefer to play it safe and start your trip planning early on, Expedia compares flight deals up to 12 months in advance. Just keep in mind that not all airlines publish their prices so far in advance. Our top tip? Check back often as updates are made frequently.

Travel information

Origin airport
Oakland Intl. Airport
Destination airport
Chicago O'Hare Intl. Airport
Distance
2,946 km away
Airlines serving
Alaska Airlines, Frontier Airlines, Delta
Popular airline
Alaska Airlines
*Available to Expedia members.