ORD - OAK

$112 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 4/29. 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, 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
$220
Overall average: $566
Alaska Airlines
Fri 4/24Mon 4/27
ORD - OAK • 1 stop
Cheapest one-way
$112
Typical prices: $98-$199
Alaska Airlines
Wed 4/29
ORD - OAK • 1 stop
Top airlines
Alaska Airlines
Cheapest • from $220 (round-trip)
Southwest
Best reviews • 8.0 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
When to travel
September
Cheapest • 35% 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

Fri, Apr 24 - Mon, Apr 27
Alaska Airlines Logo
3:52 pm - 6:15 pm
ORD
-
OAK
28h 23m
1 stop
Alaska Airlines Logo
3:18 pm - 11:43 pm
OAK
-
ORD
6h 25m
1 stop
$220Alaska Airlines
Thu, May 7 - Sun, May 10
Alaska Airlines Logo
7:59 pm - 10:17 am
ORD
-
OAK
16h 18m
1 stop
Alaska Airlines Logo
10:57 am - 11:43 pm
OAK
-
ORD
10h 46m
1 stop
$223Alaska Airlines
Wed, Feb 25 - Sat, Feb 28
Alaska Airlines Logo
3:54 pm - 10:49 pm
ORD
-
OAK
8h 55m
1 stop
Alaska Airlines Logo
6:15 am - 4:33 pm
OAK
-
ORD
8h 18m
1 stop
$237Alaska Airlines
Sun, Mar 1 - Mon, Mar 9
Delta Logo
6:45 pm - 11:51 pm
ORD
-
OAK
7h 06m
1 stop
Delta Logo
4:49 pm - 8:30 am
OAK
-
ORD
13h 41m
2 stops
$242Delta
Tue, Feb 24 - Tue, Mar 3
Delta Logo
2:05 pm - 11:51 pm
ORD
-
OAK
11h 46m
2 stops
Delta Logo
5:55 am - 4:41 pm
OAK
-
ORD
8h 46m
2 stops
$247Delta
Sat, Apr 18 - Tue, Apr 28
Alaska Airlines Logo
6:00 am - 5:46 pm
ORD
-
OAK
13h 46m
1 stop
Alaska Airlines Logo
10:57 am - 1:13 pm
OAK
-
ORD
24h 16m
1 stop
$250Alaska Airlines
Sat, Feb 28 - Wed, Mar 4
Alaska Airlines Logo
2:07 pm - 9:24 am
ORD
-
OAK
21h 17m
1 stop
Alaska Airlines Logo
5:31 pm - 12:01 pm
OAK
-
ORD
16h 30m
1 stop
$255Alaska Airlines
Tue, Apr 7 - Wed, Apr 15
Alaska Airlines Logo
3:22 pm - 11:43 pm
ORD
-
OAK
10h 21m
1 stop
Alaska Airlines Logo
6:40 pm - 6:39 am
OAK
-
ORD
9h 59m
1 stop
$257Alaska Airlines
Fri, May 1 - Tue, May 5
Alaska Airlines Logo
8:50 am - 2:38 pm
ORD
-
OAK
7h 48m
1 stop
Alaska Airlines Logo
6:46 am - 11:59 pm
OAK
-
ORD
15h 13m
2 stops
$258Alaska Airlines
Sat, Mar 7 - Tue, Mar 10
Alaska Airlines Logo
5:29 pm - 11:54 pm
ORD
-
OAK
8h 25m
1 stop
Alaska Airlines Logo
10:04 am - 11:56 pm
OAK
-
ORD
11h 52m
2 stops
$265Alaska Airlines
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 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 August, where the average cost of round-trip tickets is $566 and $503 respectively.

Good to know

Low seasonDecember
Cheapest flight$112
Best time to beat the crowds but there is an average 24% increase in price.
Most popular time to fly with an average 30% 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 $112 for a one-way ticket and $220 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 $430 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 $229 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 4267 reviews
7.5Entertainment
8.0Comfort
8.1Boarding
8.6Crew
7.0Food
Airline reviews

3 hour delay. Had to change plans and was still delayed.

2.0 MediocreAnonymous, Jan 2026
SFO - SAN
Read more Southwest reviews

3 hour delay. Had to change plans and was still delayed.

The staff was very friendly, professional, and courteous. The overall flight was a great experience.

The flight crew was extremely rude and especially not helpful when our flight was delayed.

The boarding and seat assignment system no longer works for me, but I know it is being replaced. Otherwise, I am good with the overall experience.

The lead steward kept singing about "San Francisco" and hotel California---more annoying than humorous....needs work. Flight was smooth and on time.

Still a fan of open seating. Flight was on schedule and arrived on time. The 737 MAX is very comfortable.

San Diego airport is brand new, spacious, airy and very smooth checkin at SW baggage drop.

Plane crashed into a bus or some other vehicle on the ground while pulling out of the gate. No injuries, but wing tip was damaged and returned to gate for “maintenance issues” and we departed 5 hours later because the plane went out of service and new plane was flown in from a nearby airport, Midway.

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

The flight was delayed by 2 hours and we had no food or water or chargers

Horribly late because they had no crew!!! And then jet bridge didn’t work!! Then we arrived at a gate at lax miles away that we had to take a shuttle to a terminal!! I was over 3 hours late to getting the LA! Should have been here at 8:30 and at an appointment at 10:30 and arrived and left lax at 11 am!! Horrible experience!!!

it was terrible. flight was cancelled hours before the flight without a given reason and no other booking available .

Spirit Airlines has a reputation for being a terrible, cheap airline, this is why. I took a gamble on them, having never flown with them before, and the flight got cancelled. First they delayed the flight about 4 times before finally canceling it because a flight attendant didn’t show up to work that day. That’s so stupid. When I asked a ticketing agent she said that’s “company policy”. A company policy that inconveniences hundreds of passengers because a single flight attendant didn’t show is ridiculous and inefficient. I will never, ever try flying Spirit Airlines again.

Cancelled my flight and the earliest that they are willing give me for the next flight which was 3 days later on a weekday. Only accommodation they are willing to give was $30 airline credit that will expire in 1 year

Flight was canceled, huge lines to get baggage returned. Most other airlines had delays but not widespread cancellations like Spirit.

never ever fly spirit airlines you will be screwed in the end

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

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.

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

Information on your arrival and departure airports