
Popular airlines from Oakland Intl. Airport (OAK) to Chicago O'Hare Intl. Airport (ORD)
- Alaska Airlines
Alaska Airlines
- Southwest Airlines
Southwest Airlines
- Delta
Delta
- Hawaiian Airlines
Hawaiian Airlines
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Cheap flights from Oakland to Chicago (OAK-ORD)
Prices were available within the past 7 days and start at €144 for one-way flights and €505 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Thu, 27 Nov - Wed, 3 Dec
OAK
Oakland
ORD
Chicago
€505 Return, found 5 days ago
€505
Return
found 5 days ago

Thu, 27 Nov - Wed, 3 Dec
OAK
Oakland
ORD
Chicago
€574 Return, found 5 days ago
€574
Return
found 5 days ago

Thu, 27 Nov - Wed, 3 Dec
OAK
Oakland
ORD
Chicago
€634 Return, found 5 days ago
€634
Return
found 5 days ago

Thu, 27 Nov - Wed, 3 Dec
OAK
Oakland
ORD
Chicago
€660 Return, found 5 days ago
€660
Return
found 5 days ago

Thu, 27 Nov - Wed, 3 Dec
OAK
Oakland
ORD
Chicago
€687 Return, found 5 days ago
€687
Return
found 5 days ago

Thu, 27 Nov - Wed, 3 Dec
OAK
Oakland
ORD
Chicago
€705 Return, found 5 days ago
€705
Return
found 5 days ago

Thu, 27 Nov - Wed, 3 Dec
OAK
Oakland
ORD
Chicago
€706 Return, found 5 days ago
€706
Return
found 5 days ago

Thu, 27 Nov - Wed, 3 Dec
OAK
Oakland
ORD
Chicago
€711 Return, found 5 days ago
€711
Return
found 5 days ago

Thu, 27 Nov - Wed, 3 Dec
OAK
Oakland
ORD
Chicago
€711 Return, found 5 days ago
€711
Return
found 5 days ago

Thu, 27 Nov - Wed, 3 Dec
OAK
Oakland
ORD
Chicago
€787 Return, found 5 days ago
€787
Return
found 5 days ago
Find the cheapest month to fly from Oakland (OAK) to Chicago (ORD)
January is typically the cheapest month to fly
From €90 - €280 per traveller.
Frequently asked questions
Travel information
Origin airport | Oakland Intl. |
---|---|
Destination airport | O'Hare Intl. |
Return price | €504 |
Distance | 2929 km |
Book with confidence
Perfect flights from Oakland to Chicago
Embark on an unforgettable journey without breaking the bank with Expedia's incredible deals on cheap flights from Oakland to Chicago. Whether you're aching for a romantic escape with your partner, craving an adventurous solo expedition, or yearning to immerse yourself in the local history and culture, we've got you covered.
Picture yourself strolling through the streets of , surrounded by breathtaking architecture and absorbing the vibrant atmosphere of this captivating city. Indulge in the mouth-watering local specialties, from tantalizing street food to exquisite fine dining. With Expedia, you can experience all of this and more, without sacrificing your budget.
Our flexible Oakland Intl. to O'Hare Intl. ticket options cater to your travel preferences, with incredible one-way fares from €144 and roundtrip prices from €505. Whether you're planning a short city break or a longer adventure, our dynamic pricing ensures that you find the best deals for your journey.
But the magic doesn't stop there. Expedia offers a range of partner services to enhance your trip. Rent a car at O'Hare Intl. and explore and its surrounding areas at your own pace. Discover hidden gems off the beaten path, and create unforgettable memories. We also provide a handpicked selection of accommodations, from charming bed and breakfasts to luxury hotels, ensuring that you have a comfortable and memorable stay.
Planning your next great adventure is a breeze with Expedia. Our user-friendly platform, unbeatable prices, and round-the-clock customer support are designed to make your travel experience seamless and stress-free. So, why wait? Book your to travel arrangements today and embark on the journey of a lifetime in Chicago.
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Top Routes from Oakland
Top Routes to Chicago
- Newark Liberty Intl. Airport to Chicago (EWR - ORD)
- New York to Chicago (LGA - ORD)
- Boston to Chicago (BOS - ORD)
- Cork to Chicago (ORK - ORD)
- Warsaw to Chicago (WAW - ORD)
- New York to Chicago (JFK - ORD)
- Dublin to Chicago (DUB - ORD)
- Shannon to Chicago (SNN - ORD)
- Vilnius to Chicago (VNO - ORD)
- London to Chicago (LHR - ORD)
- Lisbon to Chicago (LIS - ORD)
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