$58 Cheap Flights from Oakland to Chicago

Feel at ease with free flight cancellations within 24 hours of booking

Change your flight without a fee on select flights

Find The Best Dates To Fly from Oakland Intl. to O'Hare Intl.

Amazing OAK to ORD Flight Deals

The cheapest flights to O'Hare Intl. found within the past 7 days were $116 round trip and $58 one way. Prices and availability subject to change. Additional terms may apply.

Frequently asked questions

Can I catch a flight from Oakland Intl. Airport (OAK) to O'Hare Airport right now?
For any present O’Hare Airport quarantine requirements and travel advice, visit our Covid-19 Travel Advisor. Look before you book your flight, so you don’t get caught out.
Are there direct flights from Oakland Intl. Airport to O'Hare Intl. Airport (ORD)?
Unfortunately, there are no direct flights from Oakland Intl. Airport to ORD. But we can point you to airlines offering flights with just one stopover. Have a look at Southwest Airlines, Spirit Airlines or Alaska Airlines.
If I am not able to travel due to COVID-19, can I change my booking to a later date?
For more info about changing your flight to O’Hare Intl. Airport (ORD), please visit our Customer Service Portal.
How long is the flight from Oakland Intl. Airport to O'Hare Airport?
The flight time between Oakland Intl. Airport (OAK) and ORD is usually about 6 hours. Make your journey enjoyable by downloading a few podcasts on your laptop or tablet and enjoying them with your seat fully reclined.
What is the flight distance from Oakland Intl. Airport to O'Hare Intl. Airport (ORD)?
The flight distance from Oakland Intl. Airport (OAK) to ORD is 1,850 mi. Be sure to pack a magazine or a crossword puzzle to make your time in the air more entertaining.
What airlines fly from OAK to O'Hare Airport?
You’ll have to make at least one stopover if you’re flying from OAK to O’Hare Intl. Airport (ORD), as no airlines offer direct flights on this route. Get the most out of your layover by giving your legs a stretch, freshening up and engaging in a little retail therapy.
What airlines have practices regarding COVID-19 in place and use social distancing?
From the moment you enter the departure terminal to when you leave the arrivals terminal, if you’re flying with United Airlines, American Airlines or Delta you can be sure that COVID-19 measures and social distancing rules have been adhered to. Many airlines have introduced capped capacity flights and keeping the middle seat empty.
What is the best day to buy a plane ticket?
This just in! Airfares offered on Thursdays tend to be the cheapest, according to flight demand on Travelocity in 2021. Tuesday and Wednesday prices are also good, but you may want to prepare your budget if booking during the weekend, as data shows that is when prices are generally at their highest.
What are the cheapest days to fly?
Frequent travelers may already know this, but earlier in the week can be the cheapest time to fly. In 2021, flights departing on a Monday were generally the cheapest of the week, whereas you may pay a premium for weekend flights when demand is usually high. On average, tickets were most expensive for Saturday departures, so if you need to fly out on a weekend, you might look for deals ahead of time.
How far in advance can you book a flight?
Trying to figure out how early you should book your flight? It’s possible to start comparing international airfares on Travelocity up to 12 months in advance. However, it does depend on the carrier as not all airlines release their prices that far out. According to our 2021 flight demand trends, last minute planners can still bag a bargain with some of the cheapest fares appearing 0-2 weeks prior to their travel dates.*According to flight demand on Travelocity.com from January to December 2021. Savings are subject to change based on departure location, date and destination.

 

Traveling From Oakland Intl.
Traveling To O'Hare Intl.
Shortest Flight Time hours mins
Earliest Departure Time
Latest Departure Time
Lowest Flight Price $116

Route Info

Flight path for flights from Metropolitan Oakland International Airport to O'Hare International Airport

Distance:
2,291.00 miles

Airlines & Aircraft Used on OAK to ORD Flight Routes

Airline Carrier
Aircraft
Alaska Airlines
Airbus A320-100/200
Alaska Airlines
Boeing 767 all pax models
Alaska Airlines
Boeing 777-200 pax
American Airlines
Canadair Regional Jet
Delta Air Lines
Boeing 737-600 pax
Delta Air Lines
Boeing 737-800 (winglets) pax
Delta Air Lines
Boeing 737-800 pax
Delta Air Lines
McDonnell Douglas MD82

Discover our best flights from Oakland OAK to Chicago ORD. 

With 20 airlines to choose from on Travelocity, you can easily find the best option for you. Use our filters to sort by price, compare airlines, and find the most convenient flight times. 

 

Find our best return flights from Oakland OAK to Chicago ORD at the right price  

Airfares to Chicago ORD from Oakland OAK currently cost between $116 and $166. It’s usually cheaper to book a round trip than two separate one-way flights. Prices and availability subject to change. Additional terms may apply. 

 

Book one-way flights from Oakland OAK to Chicago ORD 

If you want to be flexible about when you return, or keep your travel options open ended, a one-way flight could be just the ticket! You’ll find one-way airfares from Oakland OAK to Chicago ORD on Travelocity starting at $58. Prices and availability subject to change. Additional terms may apply. 

 

Get to Chicago ORD from Oakland OAK quicker with direct flights. 

Get to Chicago faster, without the hassle of changing planes and moving baggage, by booking a direct flight. Expect your direct flight to ORD from OAK to take around hour(s) min(s).  

 

Find our cheapest airfares for flights from Oakland OAK to Chicago ORD

Find cheap flight deals by using our search filters to sort results starting with the lowest price airfares to ORD from OAK. Our Price Match Promise means if you find a lower rate on Travelocity.com or on another US-based website within 24 hours of booking, we’ll credit or refund the difference.  

 

Get our best airfare deals for your flight from Oakland OAK to Chicago ORD today 

If you’re flexible about when you travel, February is usually the cheapest month to fly from Oakland OAK to Chicago ORD. If you need to be more specific, search by date and arrival and departure times.Then, compare prices across different airlines, and sort results by lowest price first. 

 

Book flexible airline tickets for flights to Chicago ORD from Oakland OAK 

Some airlines let you change your travel dates without charging a fee. Use our ‘no change fee’ filter to see which flights to ORD from OAK have this option.  

 

Travel with confidence when you book flights to Chicago ORD from Oakland OAK with Travelocity 

We’ve secured fantastic deals with all the main airline carriers and it’s easy to compare, choose, and book with Travelocity. With 24/7 customer service and our free 'App', we’ll always keep you moving. 

*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.