Flights from Oakland (OAK) to Chicago (ORD)

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

Prices were available within the past 7 days for one-way flights and round trip tickets for the period specified. Prices and availability are subject to change. Additional terms apply.

Hawaiian Airlines
Hawaiian Airlines
Delta
Hawaiian Airlines
Alaska Airlines

Oakland to Chicago Flight Information

Find the Cheapest Flights from Oakland (OAK) to Chicago (ORD)

Work hard, travel harder! Wotif brings you the cheapest Oakland to Chicago flights, making it possible to have a five star holiday without that five star price tag. Browse and compare our top OAK to ORD routes and airport options. So, go ahead and treat yourself, your sweetheart, or the kids to an unforgettable holiday this year.

to Information

Traveling From
Oakland Intl.
Origin Airport
Origin Airport IATA Code
OAK
Traveling To
O'Hare Intl.
Destination Airport
Destination Airport IATA Code
ORD
Number of Airlines Serving
Average Flight Time
hours mins
Direct Flight Time
hours mins
Flight Price
AU$335
Address:
10000 West O'Hare
Chicago IL, 60666
United States
IATA code:
ORD
Longitude:
-87.904876
Latitude:
41.976912
Time zone:
America/Chicago
Address:
1 Airport Drive
Oakland CA, 94621
United States
IATA code:
OAK
Longitude:
-122.212011
Latitude:
37.71188
Time zone:
America/Los_Angeles

Oakland to Chicago Flight Deals from AU$335

Considering a quick trip to Chicago, but not sure which is the best route for you? Well, you’re in luck! Wotif has done the hard work, so all you need to do is check out these flights from OAK to ORD. With heaps of cheap fares from Oakland, we guarantee you’ll be arriving to your holiday destination in style without emptying your bank account in the process.

It’s easy to book flights to Chicago from Oakland  

For a huge choice of flights, simply enter your travel dates and hit search and we’ll hunt out fantastic deals on one-way, return and multi-city airfares to Chicago from Oakland from 10 different airlines. If you click the ‘direct flights’ box, you see flights that’ll get you to Chicago in just hour(s) and mins, too.   

Snap up great deals on flights to Chicago from Oakland 

Choose from flights a day on average, with prices starting at AU$335 and rising to AU$624 depending on the cabin class, travel dates, and airline carrier. And if you’re up for a last-minute getaway, you can get great deals on flights from Oakland to Chicago today!  

Find cheap airfares to Chicago from Oakland 

Here are our insider tips for bagging a flight bargain: 

  • Look for midweek flights and late night, early morning arrival and departure times
  • Check out other airports near Oakland and Chicago
  • Avoid peak season (prices tend to be lower in August)
  • Be flexible with your travel dates and you can usually get cheaper options  

Reasons to book your flights to Chicago from Oakland with Wotif

Wotif is a super-easy way to find the best flight for you to Chicago. Get more bang for your buck on flight and hotel or car rental combos and download the free Wotif app to tap into exclusive deals. Book now with Wotif and have a great flight!

 

Great places to stay after flight from Oakland to Chicago

Hilton Chicago O'Hare Airport
Hilton Chicago O'Hare Airport
4 out of 5
O'Hare International Airport, Chicago, IL
Stay at this 4-star business-friendly hotel in Chicago. Enjoy 2 restaurants, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful ...
8/10 Very Good! (2,062 reviews)
"Last minute layover stay. Expensive but worth how close to the airport."

Reviewed on 22 Jun. 2025

Hilton Chicago O'Hare Airport
Hyatt Regency O'Hare Chicago
Hyatt Regency O'Hare Chicago
4 out of 5
9300 Bryn Mawr Ave, Rosemont, IL
Book a stay at this eco-certified hotel in Rosemont. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff ...
8.6/10 Excellent! (1,638 reviews)
"Good but trims not exactly as described"

Reviewed on 18 Jun. 2025

Hyatt Regency O'Hare Chicago
Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG
Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG
3.5 out of 5
5440 N River Rd, Rosemont, IL
Stay at this 3.5-star business-friendly hotel in Rosemont. Enjoy free WiFi, 3 restaurants, and breakfast (surcharge). Our guests praise the breakfast and the ...
8.6/10 Excellent! (2,226 reviews)
"Close to shopping"

Reviewed on 21 Jun. 2025

Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

^Savings based on all package bookings made with Flight + Hotel on Wotif.com from , as compared to the price of the same components booked separately. Savings will vary based on origin/destination, length of trip, stay dates and selected travel supplier(s). Savings not available on all packages.