
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
- Be in the knowGet alerts if flight prices drop or rise*
- Book smarterSave up to 15% on select hotels after you book a flight*
Cheap flights from Oakland to Chicago (OAK-ORD)
Prices were available within the past 7 days and start at for one-way flights and €209 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Mon, 12 Jan - Wed, 21 Jan
OAK
Oakland
ORD
Chicago
€209 Return, found 6 days ago
€209
Return
found 6 days ago

Sat, 10 Jan - Sat, 17 Jan
OAK
Oakland
ORD
Chicago
€221 Return, found 1 day ago
€221
Return
found 1 day ago

Sat, 10 Jan - Sat, 17 Jan
OAK
Oakland
ORD
Chicago
€237 Return, found 1 day ago
€237
Return
found 1 day ago

Mon, 12 Jan - Wed, 21 Jan
OAK
Oakland
ORD
Chicago
€237 Return, found 6 days ago
€237
Return
found 6 days ago

Mon, 12 Jan - Wed, 21 Jan
OAK
Oakland
ORD
Chicago
€247 Return, found 6 days ago
€247
Return
found 6 days ago

Mon, 12 Jan - Wed, 21 Jan
OAK
Oakland
ORD
Chicago
€276 Return, found 6 days ago
€276
Return
found 6 days ago

Mon, 12 Jan - Wed, 21 Jan
OAK
Oakland
ORD
Chicago
€847 Return, found 6 days ago
€847
Return
found 6 days ago

Sat, 10 Jan - Sat, 17 Jan
OAK
Oakland
ORD
Chicago
€853 Return, found 1 day ago
€853
Return
found 1 day ago

Mon, 12 Jan - Wed, 21 Jan
OAK
Oakland
ORD
Chicago
€864 Return, found 6 days ago
€864
Return
found 6 days ago

Mon, 12 Jan - Wed, 21 Jan
OAK
Oakland
ORD
Chicago
€866 Return, found 6 days ago
€866
Return
found 6 days ago

Mon, 12 Jan - Wed, 21 Jan
OAK
Oakland
ORD
Chicago
€890 Return, found 6 days ago
€890
Return
found 6 days ago

Mon, 12 Jan - Wed, 21 Jan
OAK
Oakland
ORD
Chicago
€894 Return, found 6 days ago
€894
Return
found 6 days ago

Sat, 10 Jan - Sat, 17 Jan
OAK
Oakland
ORD
Chicago
€901 Return, found 1 day ago
€901
Return
found 1 day ago

Mon, 12 Jan - Wed, 21 Jan
OAK
Oakland
ORD
Chicago
€907 Return, found 6 days ago
€907
Return
found 6 days ago

Mon, 12 Jan - Wed, 21 Jan
OAK
Oakland
ORD
Chicago
€908 Return, found 6 days ago
€908
Return
found 6 days ago

Mon, 12 Jan - Wed, 21 Jan
OAK
Oakland
ORD
Chicago
€909 Return, found 6 days ago
€909
Return
found 6 days ago

Sat, 10 Jan - Sat, 17 Jan
OAK
Oakland
ORD
Chicago
€914 Return, found 1 day ago
€914
Return
found 1 day ago

Sat, 10 Jan - Sat, 17 Jan
OAK
Oakland
ORD
Chicago
€917 Return, found 1 day ago
€917
Return
found 1 day ago

Mon, 12 Jan - Wed, 21 Jan
OAK
Oakland
ORD
Chicago
€920 Return, found 6 days ago
€920
Return
found 6 days ago

Mon, 12 Jan - Wed, 21 Jan
OAK
Oakland
ORD
Chicago
€937 Return, found 6 days ago
€937
Return
found 6 days ago
Find the cheapest month to fly from Oakland (OAK) to Chicago (ORD)
February is typically the cheapest month to fly
From €95 - €284 per traveller.
Origin airport | Oakland Intl. |
|---|---|
Destination airport | O'Hare Intl. |
Return price | €209 |
Distance | 2929 km |
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 and roundtrip prices from €209. 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)
- Vienna to Chicago (VIE - ORD)
- Vilnius to Chicago (VNO - ORD)
- Lisbon to Chicago (LIS - ORD)
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- Flights from Dublin (DUB) to Chicago (ORD)
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- Flights from Dublin (DUB) to Santa Ana (SNA)
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