ORD - OAK

$66 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 6/3. 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

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
Travelers love KAYAK
41,299,237 searches in the past 7 days on KAYAK

Save 22% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Bundle and saveSave money when you bundle your flight + hotel.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Flights Deals
Useful Info
Flights Deals

Cheap Flight Deals 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.

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

KAYAK's recommended round-trip deals from the most popular airlines that fly from O'Hare Intl to Oakland.
Discover the best prices for you by selecting your travel dates on KAYAK.
Spirit Airlines Logo
11:50 am - 8:14 pmORD-OAK
10h 24m1 stop
Spirit Airlines Logo
9:09 pm - 10:55 amOAK-ORD
11h 46m1 stop
$136Spirit Airlines
Find Deal
Tue, Jun 3 - Mon, Jun 9
Spirit Airlines Logo
11:50 am - 10:25 pmORD-OAK
12h 35m1 stop
Spirit Airlines Logo
9:09 pm - 5:25 amOAK-ORD
6h 16m1 stop
$142Spirit Airlines
Find Deal
Wed, May 21 - Sun, May 25
Spirit Airlines Logo
9:02 pm - 10:56 amORD-OAK
15h 54m1 stop
Spirit Airlines Logo
9:09 pm - 10:55 amOAK-ORD
11h 46m1 stop
$151Spirit Airlines
Find Deal
Mon, Jun 2 - Tue, Jun 3
Alaska Airlines Logo
8:00 am - 1:36 pmORD-OAK
7h 36m1 stop
Alaska Airlines Logo
12:48 pm - 11:59 pmOAK-ORD
9h 11m1 stop
$206Alaska Airlines
Find Deal
Wed, May 28 - Sat, May 31
Alaska Airlines Logo
6:00 am - 1:36 pmORD-OAK
9h 36m1 stop
Alaska Airlines Logo
12:48 pm - 11:59 pmOAK-ORD
9h 11m1 stop
$216Alaska Airlines
Find Deal
Tue, Jun 3 - Wed, Jun 11
 Logo
6:00 am - 1:36 pmORD-OAK
9h 36m1 stop
 Logo
9:09 pm - 10:55 amOAK-ORD
11h 46m1 stop
Thu, May 29 - Thu, Jun 5
 Logo
9:35 pm - 11:26 pmORD-OAK
27h 51m1 stop
 Logo
5:03 pm - 5:21 pmOAK-ORD
22h 18m1 stop
Fri, Jun 20 - Sun, Jun 22
Delta Logo
7:15 pm - 11:49 pmORD-OAK
6h 34m1 stop
Delta Logo
12:30 pm - 10:09 pmOAK-ORD
7h 39m1 stop
$257Delta
Find Deal
Thu, Jun 5 - Tue, Jun 10
Delta Logo
8:40 am - 4:15 pmORD-OAK
9h 35m2 stops
Delta Logo
12:30 pm - 10:09 pmOAK-ORD
7h 39m1 stop
$262Delta
Find Deal
Wed, Jun 4 - Sat, Jun 14
Southwest Logo
6:15 am - 12:15 pmORD-OAK
8h 00m1 stop
Southwest Logo
11:30 am - 10:20 pmOAK-ORD
8h 50m1 stop
$273Southwest
Find Deal
Fri, Jun 13 - Fri, Sep 12
Useful Info

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 $155 (return) on average. On the other hand, the most expensive months are April and November, where the average cost of round-trip tickets is $537 and $512 respectively.

Good to know

Low seasonFebruary
High seasonAugust
Cheapest flight$66
Best time to beat the crowds with an average 7% drop in price.
Most popular time to fly and prices are also 5% lower on average.
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 $66 for a one-way ticket and $136 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?

    SkyTeam, and oneworld 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 Alaska Airlines?

    The two airlines most popular with KAYAK users for flights from Chicago to Oakland are Southwest and Alaska Airlines. With an average price for the route of $416 and an overall rating of 8.0, Southwest is the most popular choice. Alaska Airlines is also a great choice for the route, with an average price of $362 and an overall rating of 8.0.

  • 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.

Top 4 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
Alaska AirlinesOverall score based on 9968 reviews
8.2Boarding
7.1Food
7.9Comfort
7.1Entertainment
8.5Crew
Airline reviews

Boarding was quick and easy as always the crew is on their game as always I always have an enjoyable flight so I’m good.

10.0 ExcellentAnonymous, Apr 2025EUG - LAX
Read more Alaska Airlines reviews

Boarding was quick and easy as always the crew is on their game as always I always have an enjoyable flight so I’m good.

Need to get on train for second flight it’s much nicer when all the gates are together for obvious reasons

Cramped, crowded aircraft. Poorly organized boarding. Tasteless crackers to eat. 40 minutes late. A standard US air travel experience.

It was my first time flying Alaska Airlines and first time flying from Santa Rosa airport. The staff was very professional and friendly. Their instructions were clear and any question was answered satisfactorily. My seat was comfortable and the in-flight beverage service very adequate for the duration of the flight. We arrived ahead of the scheduled landing time and deplaning was simple. I look forward to flying with Alaska again.

Flight attendant took my carefully folded coat and flung it across the aisle to the bin across the way. Where one of the passengers rescued it for me, because that just wasn’t right!!

the flight was delayed twice and then delayed from taking off.

Crew was very good. Problem was not Alaska Airlines’ fault, there was a horrible, squealing, screaming kid near me.

Ted. F/A in fist class did a great job! Very nice

This was my first trip in years with Alaska. I don’t think I’ll do it again. The planes are old and tired looking. The seats are small with zero legroom. The JFK terminal is one of the worst I’ve been in. On this flight the pilot had to abort the landing and circle the Bay before trying again. I think I’ll stick with the usual suspects …

Flight was over an hour late, and we got notified every 15 minutes, beginning right at boarding, that it would only be 15 more minutes until we finally left about 75 minutes late. Of course, no compensation was offered.

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.

Plane late from DC to Austin 30 minutes. Crew made up much of the time enroute to San Diego.

Fine, but how to board on SW versus othrr airlines, is just lame. Goood staff though and all was solid otherwise.

One of the crew performed a hilarious skit to accompany the standard instructions. Passengers enjoyed it so much they applauded at the end!

Excellent experience. WiFi worked on this leg of My trip

Was as expected. Crowed planes. Too many carryons delaying takeoff. But the ride only took an hour and saved me a lot of time SFO is a not a great airport.

This had nothing to do with Delta… The flights were on time and flawless. The service was excellent. We purchased seats in (aisle/middle) comfort plus since this was a cross country flight. Unfortunately, the woman seated at the window was 300+ pounds and, as might be expected, covered up about a third of the middle seat also. there was absolutely nothing that Delta could have done about that… I just don’t know what the answer should be. If you purchase a seat, you should should be able to use the entire seat and not just the portion that someone else is not sitting/oozing in. Disappointing…there should be something that could be done….I'm just not sure what solution could be.

Seats are much much more comfortable than United, which is what I usually fly

If I pay extra for "comfort+" I expect leg room where I can stretch my legs. I was seated with an attendant's seat blocking my feet. Knee space was fine but my feet had less room than the non-"comfort+" seats. Also, don't go cheap on food when you have flights of 3+ hours. It's insulting.

Only one side of the heafphone jack work. Crew was friendly and helpful.

Great. Flight departed early and arrived early. Deplaning and baggage claim ww were quick.

They separated our seats and moved us to the back of the plane. Hundreds of dollars and thousands of miles used and this was my platinum member experience.

AC barely worked on a 50 minute flight. It was very warm the whole flight. Flight was very bumpy and hard landing.

Got on the plane and then needed to deboard the plane because they didn’t have any pilots?

The flight was canceled two hours before departure, it took over five hours to rebook us on another flight.

Rough day of travel all the way around. Wrong info given to us multiple times and mistakes in their booking making our trip 10 hours longer than planned. I’m bummed because I fly Delta all the time and love them. Mistakes happen. Just bummed that this was a rare trip our whole family was traveling together.

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.

Unclear pricing; ended up being charged an extra $52 just to get onboard

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.

would be great to get basic water, soda at least and stop charging for carry ons

WiFi could have been a little more consistent - otherwise a phenomenal and positive experience. The 1000 mile giveaway was awesome!!!

Your crew is a representation of your Standards and Values. The crew from Seattle to LAX, was very disappointing. The crew was more interested in hanging out at the lobby area. Talking, laughing loudly and eating all the snacks. They did not do regular rounds to see if customers needed anything. This was a huge disappointment. I will no longer be flying with your airlines moving forward.

Loved staff help @ kiosk, staff on airplane. Commitment to punctuality. I sat in a "blocked" row, where the middle seat had no passenger & loved it! I appreciate not having to pay for water, which I've experienced even on international flights. Only negative was how dirty the bathroom was for a 4.5 hrs flight. But I don't think flight attendants monitor this.

- flight attendants not very friendly. - Paid for WiFi and plane didn’t have it working , never got a refund.

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

Information on your arrival and departure airports

Not what you’re looking for? Find thousands of other hotels, flights, car rentals and package deals with KAYAK.