The cheapest times to fly from OAK to ORD are
- January 1st to March 4th
- August 6th to December 16th (except the weeks of November 19th and November 26th)
based on data collected exclusively by Champion Traveler across tens of millions of flights. Among all the dates above, the very cheapest time to fly from OAK to ORD is mid to late September. Prices can be as high as $999 for Sunday flights during early to mid May, or as low as $236 for Tuesday flights around mid to late September.
When to Fly to Chicago
Flying from Oakland, CA (OAK) to Chicago, IL (ORD) will usually cost between $251 to $565 per person if booking more than four weeks in advance. On average the very cheapest time to fly is mid to late September with an average ticket price of $273. Due to high demand the most expensive time to fly is early to mid May, with an average price of $577. Planning your trip to low-cost times can easily save you $305 on economy flights and even more on first-class flights. Generally, any price below $362 can be considered a good price for a round-trip OAK to ORD flight.
See below for a graph of average weekly prices for the OAK to ORD route. All prices are for round-trip tickets in USD.
Compared to other flights, the OAK to ORD flight is much cheaper than the average and costs much less than the average flight leaving from Oakland. The average price per mile (for a direct flight) is $0.12, which is far below average.
Flight Prices by Day of the Week
Tuesday is usually the cheapest day to depart and return on this flight. Sundays are the most expensive days to fly out or take a return trip. Selecting flights on the least expensive days could save you up to $98 (23%) on this flight.
Departing prices are for round-trip flights returning on the day of departure. For example, a flight departing on Tuesday and returning a week later will cost an average of $333. Return trip prices are from the ORD to OAK flight, and often highlight the quality of our data in showing the same trend.
Departing Prices by Day
Return Trip Prices by Day
Nonstop Flights and Layovers
Travelers looking to fly from OAK to ORD can generally find a 0-layover flight. Because there is a direct flight option the real-world direct flight time of 4 hour 17 minutes may be realistic.
Flight Questions Answered
Still have questions about flying from OAK to ORD? We’ve got answers.
Which airlines fly this route?
You can find 6 major airlines flying this route most often: Alaska, American, Delta, JetBlue, Spirit, United, and potentially more during busy seasons.
How far away is it from Chicago O’Hare International Airport to Metropolitan Oakland International Airport?
The distance between the two airports is roughly 1831 miles or 2947 kilometers.
How long does it take to fly from OAK to ORD?
The real-world flight time for a nonstop OAK to ORD flight is about 4 hour 17 minutes.
How many flights go between Oakland, CA and Chicago, IL?
It depends on the day of the week and the date, but a typical day might have around 82 available flights from OAK to ORD.
Airport Location Info
|Origination airport name||Metropolitan Oakland International Airport|
|Country||the United States|
|Destination airport name||Chicago O’Hare International Airport|
|Country||the United States|
Late and Early Flight Data
Flights from OAK to ORD tend to depart as late as the average flight. According to our recently updated data, 29% of flights departed 5 or more minutes late, and 48% of flights left 5 or more minutes early. On average you can expect to leave ORD heading for OAK about 10 minutes late. This does significantly impact arrival time, as the average landing time in Chicago, IL is about 13 minutes late. The numbers below show a recent average of take-off times versus the scheduled departure flight:
- Spirit: 10 minutes late
- Some airlines not reporting
Please note that while we’ve worked hard to analyzed tens of millions of flights to get you this data, we do not calculate current live prices or guarantee pricing. Please see our partners using the links above for current offers.