ORD - OAK

$116 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 2/14. 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, 0 bags

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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Everything you should know

Cheapest round-trip
$261
Overall average: $445
Delta
Wed 12/3Mon 12/8
ORD - OAK • 1 stop
Cheapest one-way
$116
Typical prices: $111-$146
Hawaiian Airlines
Sat 2/14
ORD - OAK • 1 stop
Top airlines
Delta
Cheapest • from $261 (round-trip)
Southwest
Best reviews • 8.0 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
When to travel
September
Cheapest • 37% price drop
August
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
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KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to Oakland!
Flight Deals
Booking Insights
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

Wed, Dec 3 - Mon, Dec 8
Delta Logo
7:40 pm - 12:08 amORD-OAK
6h 28m1 stop
Delta Logo
12:30 pm - 9:21 pmOAK-ORD
6h 51m1 stop
$261Delta
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Mon, Dec 8 - Thu, Dec 11
Alaska Airlines Logo
6:00 am - 1:32 pmORD-OAK
9h 32m1 stop
Alaska Airlines Logo
6:40 am - 4:55 pmOAK-ORD
8h 15m1 stop
$282Alaska Airlines
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Mon, Mar 2 - Wed, Mar 4
Alaska Airlines Logo
7:45 am - 5:43 pmORD-OAK
11h 58m1 stop
Alaska Airlines Logo
6:30 am - 5:04 amOAK-ORD
20h 34m1 stop
$283Alaska Airlines
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Mon, Mar 2 - Wed, Mar 4
Alaska Airlines Logo
7:45 am - 5:43 pmORD-OAK
11h 58m1 stop
Alaska Airlines Logo
6:35 pm - 1:04 pmOAK-ORD
16h 29m2 stops
$288Alaska Airlines
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Thu, Nov 27 - Thu, Dec 4
Delta Logo
10:10 am - 6:13 pmORD-OAK
10h 03m2 stops
Delta Logo
12:30 pm - 9:21 pmOAK-ORD
6h 51m1 stop
$290Delta
Find Deal
Thu, Nov 27 - Sat, Dec 6
Delta Logo
10:10 am - 6:13 pmORD-OAK
10h 03m2 stops
Delta Logo
12:30 pm - 9:21 pmOAK-ORD
6h 51m1 stop
$291Delta
Find Deal
Wed, Nov 19 - Wed, Dec 3
Alaska Airlines Logo
8:00 am - 11:59 pmORD-OAK
17h 59m1 stop
Alaska Airlines Logo
2:31 pm - 11:59 pmOAK-ORD
7h 28m1 stop
$292Alaska Airlines
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Thu, Nov 27 - Thu, Dec 4
Delta Logo
10:10 am - 6:13 pmORD-OAK
10h 03m2 stops
Delta Logo
5:55 am - 7:55 pmOAK-ORD
12h 00m2 stops
$295Delta
Find Deal
Thu, Nov 27 - Tue, Dec 2
Southwest Logo
7:15 am - 1:35 pmORD-OAK
8h 20m1 stop
Southwest Logo
12:45 pm - 10:35 pmOAK-ORD
7h 50m2 stops
$327Southwest
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Thu, Nov 27 - Mon, Dec 1
Southwest Logo
7:15 am - 1:35 pmORD-OAK
8h 20m1 stop
Southwest Logo
5:40 am - 2:05 pmOAK-ORD
6h 25m1 stop
$340Southwest
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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 $251 (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 $504 respectively.

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Good to know

Low seasonApril
Cheapest flight$116
Best time to beat the crowds but there is an average 42% increase in price.
Most popular time to fly with an average 26% 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 $116 for a one-way ticket and $261 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 is the best airline for flights from Chicago to Oakland, Southwest or Spirit Airlines?

    The two airlines most popular with KAYAK users for flights from Chicago to Oakland are Southwest and Spirit Airlines. With an average price for the route of $438 and an overall rating of 8.0, Southwest is the most popular choice. Spirit Airlines is also a great choice for the route, with an average price of $234 and an overall rating of 6.3.

  • 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 airlines flying 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
8.6Crew
7.5Entertainment
8.0Comfort
Airline reviews

Ever since Southwest starting charging for bags, passengers don't want to pay to check their bags, so the gate agents have to beg people to check their roller bags now because there's "not enough space". This was a terrible business move by Southwest.

8.0 ExcellentGreg, Oct 2025OAK - BUR
Read more Southwest reviews

Ever since Southwest starting charging for bags, passengers don't want to pay to check their bags, so the gate agents have to beg people to check their roller bags now because there's "not enough space". This was a terrible business move by Southwest.

All was good. I just had a hard time getting connected to the WiFi/internet during the flight

Delays delays delays. Late taking off, late landing, wait for a gate, etc.

Connecting flight is on time and boarding was a breeze!

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!

Always comes in handy when I want a quick weekend getaway.

My luggage didn’t arrive at LAX, so that wasn’t a good experience.

I was never aware that I had to pay $100 per luggage to them on the plane that are simply carry-ons. This is discriminatory and I’m going to be alerting my entire family and friends and my Instagram following up over 75,000 of this issue and misunderstanding, including mismanaging.

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.

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.

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.

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

Information on your arrival and departure airports

Chicago O'Hare Airport (ORD)
Oakland (OAK)

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