ORD - OAK

$84 Find Cheap Flights from Chicago O'Hare Airport to Oakland

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from O'Hare Intl to Oakland departing on 9/29. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy

KAYAK searches hundreds of travel sites at once for deals on flights to Oakland

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Oakland, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Oakland, as well as popular online travel agencies
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Flight Deals

Cheap Flights from O'Hare Intl to Oakland (ORD-OAK)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from O'Hare Intl to Oakland that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from O'Hare Intl to Oakland

Mon, Sep 29 - Fri, Oct 3
Spirit Airlines Logo
6:05 pm - 11:32 pmORD-OAK
7h 27m1 stop
Spirit Airlines Logo
10:56 am - 9:36 pmOAK-ORD
8h 40m2 stops
$197Spirit Airlines
Find Deal
Tue, Sep 30 - Wed, Oct 1
Spirit Airlines Logo
11:15 am - 11:32 pmORD-OAK
14h 17m1 stop
Spirit Airlines Logo
6:30 am - 9:32 pmOAK-ORD
13h 02m1 stop
$225Spirit Airlines
Find Deal
Wed, Oct 1 - Wed, Oct 8
Multiple Airlines Logo
11:15 am - 11:32 pmORD-OAK
14h 17m1 stop
Multiple Airlines Logo
7:06 pm - 5:01 amOAK-ORD
7h 55m1 stop
$233Multiple Airlines
Find Deal
Tue, Sep 30 - Sat, Oct 4
Multiple Airlines Logo
11:15 am - 11:32 pmORD-OAK
14h 17m1 stop
Multiple Airlines Logo
10:56 am - 9:37 amOAK-ORD
44h 41m2 stops
$236Multiple Airlines
Find Deal
Sat, Oct 25 - Wed, Oct 29
Alaska Airlines Logo
5:59 pm - 12:03 amORD-OAK
8h 04m1 stop
Alaska Airlines Logo
2:49 pm - 12:24 amOAK-ORD
7h 35m1 stop
$261Alaska Airlines
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Sat, Oct 25 - Thu, Oct 30
Alaska Airlines Logo
5:59 pm - 12:03 amORD-OAK
8h 04m1 stop
Alaska Airlines Logo
2:49 pm - 12:24 amOAK-ORD
7h 35m1 stop
$272Alaska Airlines
Find Deal
Fri, Nov 14 - Sat, Nov 15
Hawaiian Airlines Logo
2:05 pm - 7:23 pmORD-OAK
7h 18m1 stop
Hawaiian Airlines Logo
2:49 pm - 12:24 amOAK-ORD
7h 35m1 stop
$276Hawaiian Airlines
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Tue, Oct 14 - Sat, Oct 18
Southwest Logo
6:15 am - 10:45 amORD-OAK
6h 30m1 stop
Southwest Logo
5:00 am - 1:05 pmOAK-ORD
6h 05m1 stop
$307Southwest
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Mon, Nov 17 - Wed, Nov 19
Southwest Logo
2:15 pm - 8:35 pmORD-OAK
8h 20m1 stop
Southwest Logo
12:45 pm - 10:35 pmOAK-ORD
7h 50m2 stops
$308Southwest
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Wed, Oct 1 - Wed, Oct 8
Hawaiian Airlines Logo
6:20 am - 1:36 pmORD-OAK
9h 16m1 stop
Hawaiian Airlines Logo
7:06 pm - 5:01 amOAK-ORD
7h 55m1 stop
$316Hawaiian Airlines
Find Deal

Everything you should know

Top airlines
Spirit Airlines
Cheapest • from $197 (round-trip)
Southwest
Best reviews • 8.0 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
When to travel
September
Cheapest • 33% price drop
August
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
Cheapest round-trip
$197
Overall average: $265
Spirit Airlines
Mon 9/29Fri 10/3
ORD - OAK • 1 stop
Cheapest one-way
$84
Typical prices: $118-254
Spirit Airlines
Mon 9/29
ORD - OAK • 1 stop
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We hope you love your trip to Oakland!
Booking Insights

KAYAK's insights & trends for O'Hare Intl to Oakland flights

Get data-powered insights and trends into flights from O'Hare Intl to Oakland to help you find the cheapest flights, the best time to fly and much more.

What’s the cheapest day of the week to fly from Chicago O'Hare Airport to Oakland?

The average price of all round-trip flights from Chicago O'Hare Intl Airport to Oakland clicked on KAYAK for each day over the last 12 months.

Your flight ticket price will generally be cheaper if you fly to Oakland on a Wednesday and more expensive on a Friday. On your return trip to Chicago O'Hare Airport, you should consider flying back on a Tuesday, and avoid Thursdays for better deals.

What is the cheapest month to fly from Chicago O'Hare Intl Airport to Oakland?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Chicago O'Hare Intl Airport to Oakland, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Chicago O'Hare Intl Airport to Oakland is September, where tickets cost $265 (return) on average. On the other hand, the most expensive months are April and November, where the average cost of round-trip tickets is $566 and $549 respectively.

Good to know

Low seasonApril
Cheapest flight$84
Best time to beat the crowds but there is an average 43% increase in price.
Most popular time to fly with an average 27% increase in price.
Flight from Chicago O'Hare Airport to Oakland

When to book flights from O'Hare Intl to Oakland

Are your dates flexible? Find out the best times to travel from O'Hare Intl to Oakland based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking Chicago O'Hare Airport to Oakland flights

  • What is the cheapest flight from Chicago O'Hare Intl Airport to Oakland?

    In the last 3 days, the lowest price for a flight from Chicago O'Hare Intl Airport to Oakland was $84 for a one-way ticket and $197 for a round-trip.

  • Do I need a passport to fly between Chicago O'Hare Airport and Oakland?

    Even though you are not required to have a passport, keep in mind that an official ID is needed to board the airplane.

  • Which aircraft models fly most regularly from Chicago O'Hare Airport to Oakland?

    We unfortunately don’t have that data for this specific route.

  • Which airline alliances offer flights from Chicago O'Hare Airport to Oakland?

    oneworld, and SkyTeam are the airline alliances operating flights between Chicago O'Hare Airport and Oakland, with SkyTeam being the most commonly used for this route.

  • Which is the best airline for flights from Chicago to Oakland, Southwest or United Airlines?

    The two airlines most popular with KAYAK users for flights from Chicago to Oakland are Southwest and United Airlines. With an average price for the route of $430 and an overall rating of 8.0, Southwest is the most popular choice. United Airlines is also a great choice for the route, with an average price of $357 and an overall rating of 7.4.

  • How does KAYAK find such low prices on flights from Chicago O'Hare Airport to Oakland?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Chicago O'Hare Airport to Oakland.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Chicago O'Hare Airport to Oakland?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Oakland from Chicago O'Hare Airport is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Chicago O'Hare Airport to Oakland?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Oakland with an airline and back to Chicago O'Hare Airport with another airline. Booking your flights between Chicago O'Hare Airport and OAK can sometimes prove cheaper using this method.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Chicago O'Hare Airport to Oakland?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Oakland from Chicago O'Hare Airport up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top 3 airlines serving from O'Hare Intl to Oakland

 
See real verified KAYAK customer reviews for airlines flying from Chicago to Oakland. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from O'Hare Intl to Oakland? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
8.0
SouthwestOverall score based on 4242 reviews
8.1Boarding
7.0Food
7.5Entertainment
8.6Crew
8.0Comfort
Airline reviews

Better and more food and drinks. Put msnbc and free speech tv on the news channel selection list.

10.0 ExcellentKevin, Jul 2025MDW - PUJ
Read more Southwest reviews

Better and more food and drinks. Put msnbc and free speech tv on the news channel selection list.

Very smooth checking in our luggage with a super pleasant SW agent. I enjoyed a fun entertaining movie.

after landing, we stay 2 hours on the taxi way before reaching the gate The airline and the crew were good though

First time traveling on Southwest since bag fees were implemented. Usual good service. Just more expensive now.

I'm not a fan of Southwest's model. I don't like the herding style of boarding.

It was a perfect flight in all aspects! Both legs!

Boarding process, crew were good. But the seats were so uncomfortable that was all I could focus on. I literally had to sit forward so that all 3 of us could fit in row. I will try to avoid Southwest in the future for any flights over 60 minutes.

Great flight, 47 passengers on a 180 seat plane. Stewardess was pleasant and cheerful.

Great experience flying Southwest. The crew was really kind and helpful, and very friendly with our toddler.

My flight to Chicago left and landed early. My return flight left two minutes late and arrived 2 minutes late. My seat selections were ideal! There were no snacks going to Chicago and no snacks on the return trip. There are no charging outlets on board.

Once we got in the air the pilot made up some of the time of the delay. So that was really nice.

Excellent flight. Boarding was efficient and departure was on time. Smooth flight with on time arrival. Deplaning was also efficient.

It was delayed instead of departing at 9:20pm, we departed at 11pm… putting us in Columbus after 2am! It was awful. Had I known about the delay, I could have spent some time in the United Lounge… I was starving because I started my journey in Budapest… so I was exhausted and hungry. Plus I had to make new arrangements to be picked up at the airport in Columbus, instead of midnight it was 2:30 am after getting luggage and out of airport. Not feasible. I would have just stayed in Chicago for the night and gotten a morning flight.

It was great, I’m very grateful for the pilots and crew flight attendants for everything.

Evidently, my seat had the only broken TV. I couldn’t plug it in, get it to come on, or watch anything, and of course, no one could fix it while we were on the plane. The service was good and the boarding was quick

I was charged for my daughters bag when I am supposed to receive two free checked bags with my United Explorer card.

The schedule to Moline changed 5 times. The gate changed 6 times. That is a pathetic way to run an airline. No wonder that no one in our company flies on United Express to or from Moline. Changes happen most of the time. I learned my lesson on this trip…never again!

Flight was great. Efficient boarding. Short flight. Early arrival. Friendly flight crew. The entertainment system did not work well. Could not access it until the aircraft reached 10K feet or more. Lots of glitches.

A bit rush for transit. Food and entertainment are not available

Smooth boarding process. Early departure, smooth flight, early arrival. The entertainment package has very good recent movie options. The flight crew were friendly and professional.

No Tumberlence smooth flight. Try to change the menu on Snacks.

Cancelled my flight last minute and did not help me rebook. It was a horrible experience.

Late departure by 1:45min. No explanation why. During boarding inconsistent policing of their baggage rules. Before takeoff and lamdimg strange obsession with window shade and armrest positions. Don't know why they care. 15 min tarmac delay on arrival, they blamed airport congestion but we were the o lh flight waiting, it was clear it was due to poor staff planning (only one ground crew to receive airplanes and multiple arrivals) Got there but was rrally lame the whole trip.

It was very bad it got delayed by 2 hours.Never going to travel with spirit airlines in future.

The flight times got delayed multiple times due to weather which is understandable, but later the time got prepared 30min. Made to the flight barely but got stressed too much.

Boarding was a breeze, however, two of the flights that I boarded with Spirit did not have Wi-Fi available.

Worst airline ever! The guy weighing my bag had his foot on the metal plate and when I called him out on it, I got this stupid little smirk. La is a scam and so is Spirit Airlines. All the flight attendants looked like they hated our flight just as much as we did.

Very dissatisfied with spirit airlines after buying my ticket's they cancelled our flights with no reasoning.

Spirit is awful. Too expensive for what you get. Stop nickel and diming.

Good crew and safe. However, comfort and being nickeled-and-dimed are my issues. $75 each way for luggage is exhortation. The space to the next seat is so close you cannot open a laptop. The magazine rack doesn’t hold your items. Not a fan.

Everything you need to know for your flight from O'Hare Intl to Oakland

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