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OAK - ORD

Find cheap flights from Oakland to Chicago O'Hare Airport from $60

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Oakland to O'Hare Intl departing on 5/14. 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
0 bags
Thu 5/16
Thu 5/23

Search hundreds of travel sites at once for deals on flights to Chicago O'Hare Airport

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Oakland to Chicago, 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 Oakland to Chicago, as well as popular online travel agencies
In the last 7 days travelers have searched 43,990,755 times on KAYAK, and here is why:

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

Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Oakland to O'Hare Intl 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 and deals for you by selecting your travel dates.
Choose your dates
8:11 pm - 6:40 amOAK-ORD
8h 29m1 stop
10:52 pm - 11:12 amORD-OAK
14h 20m1 stop
$92Spirit Airlines
Find Deal
Wed, May 8 - Tue, May 21
9:29 pm - 6:30 amOAK-ORD
7h 01m1 stop
10:52 pm - 11:12 amORD-OAK
14h 20m1 stop
$94Spirit Airlines
Find Deal
Tue, May 14 - Tue, May 21
5:50 am - 12:12 pmOAK-ORD
28h 22m1 stop
4:05 pm - 11:55 pmORD-OAK
9h 50m1 stop
$107Spirit Airlines
Find Deal
Fri, May 17 - Sat, May 18
7:08 pm - 6:29 amOAK-ORD
9h 21m1 stop
9:34 pm - 11:12 amORD-OAK
15h 38m1 stop
$115Spirit Airlines
Find Deal
Wed, May 1 - Tue, May 7
5:30 am - 9:55 pmOAK-ORD
14h 25m1 stop
10:52 pm - 11:12 amORD-OAK
14h 20m1 stop
$120Spirit Airlines
Find Deal
Wed, May 15 - Tue, May 21
12:02 pm - 9:55 pmOAK-ORD
7h 53m1 stop
10:52 pm - 11:12 amORD-OAK
14h 20m1 stop
$127Spirit Airlines
Find Deal
Wed, May 8 - Tue, May 21
9:29 pm - 6:30 amOAK-ORD
7h 01m1 stop
10:52 pm - 11:12 amORD-OAK
14h 20m1 stop
$128Spirit Airlines
Find Deal
Tue, May 14 - Tue, May 21
8:11 pm - 6:40 amOAK-ORD
8h 29m1 stop
10:52 pm - 11:12 amORD-OAK
14h 20m1 stop
$129Spirit Airlines
Find Deal
Wed, May 8 - Tue, May 14
5:15 am - 8:48 pmOAK-ORD
13h 33m2 stops
12:32 pm - 8:28 pmORD-OAK
9h 56m1 stop
Wed, Jun 12 - Wed, Jun 19
8:48 pm - 6:29 amOAK-ORD
7h 41m1 stop
6:27 pm - 6:29 pmORD-OAK
26h 02m2 stops
Sun, Apr 28 - Mon, Apr 29

Flights from Oakland to O'Hare Intl - Travel Insights & Trends

Get data-powered insights and trends into flights from Oakland to O'Hare Intl 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 Oakland to Chicago O'Hare Airport?

The average price of all flights from Oakland, California to Chicago O'Hare Intl Airport clicked on KAYAK for each day over the last 12 months.
If you are looking for a flight deal from Oakland to Chicago O'Hare Airport, look for departures on Saturdays and avoid leaving on a Friday, as it's usually the priciest day. When flying back from Chicago O'Hare Airport, Wednesday is the cheapest day to fly and Monday is the most expensive.

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

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for flights from Oakland, California to Chicago O'Hare Intl Airport, 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 Oakland, California to Chicago O'Hare Intl Airport is February, where tickets cost $317 on average. On the other hand, the most expensive months are June and November, where the average cost of tickets is $498 and $466 respectively.

How far in advance should I book a flight from Oakland, California to Chicago O'Hare Intl Airport?

To calculate daily average prices, KAYAK takes all prices for each day before departure over the last year for flights from Oakland, California to Chicago O'Hare Intl Airport, removes the top 0.1% to account for outliers, and then takes the average of all the values for each month.
To get a below average price on the flight from Oakland, California to Chicago O'Hare Intl Airport, you should book around 1 week before departure. For the absolute cheapest price, our data suggests you should book 85 days before departure.

Good to know

Low season

January

High season

May

Cheapest flight

$60
Best time to beat the crowds with an average 53% drop in price.
Most popular time to fly and prices are also 17% lower on average.
Flight from Oakland to Chicago O'Hare Airport

When to book flights from Oakland to O'Hare Intl

Are your dates flexible? Find out the best times to travel from Oakland to O'Hare Intl 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 Oakland to Chicago O'Hare Airport flights

  • Can I rent a car at ORD?

    Alamo, Avis, Budget, Dollar, Enterprise, Hertz, and SIXT are some of the top car rentals that serve ORD. Although none have counters at the airport, they offer their own round-the-clock shuttle service that pick up their passengers at outside of baggage claim on the Arrivals lower level.

  • Where can I receive emergency assistance at ORD?

    If you require emergency housing or transport assistance, you should head to one of Traveler’s Aid’s offices. Traveler’s Aid is a non-profit organization catering to distressed or stranded passengers. At ORD, it has offices in Terminals 1, 2, 3, and 5.

  • Can I breastfeed my baby at OAK?

    You can comfortably breastfeed your baby at OAK, as it features free-standing Mamava suites throughout the airport. Each lactation pod has a fold-down table, a collapsible table, a power outlet, and two benches.

  • Where can I spot art at OAK?

    If you’re an art enthusiast, while waiting for your flight to ORD at OAK, you should visit the baggage claim of Terminal 2 and the airside of Terminal 3. At either, you’ll get to see several pieces of artwork made by local artists.

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

    In the last 3 days, the lowest price for a flight from Oakland, California to Chicago O'Hare Intl Airport was $60 for a one-way ticket and $92 for a round-trip.

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

    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 Oakland to Chicago O'Hare Airport?

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

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

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

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

    The two airlines most popular with KAYAK users for flights from Oakland to Chicago are Alaska Airlines and Delta. With an average price for the route of $403 and an overall rating of 8.1, Alaska Airlines is the most popular choice. Delta is also a great choice for the route, with an average price of $498 and an overall rating of 8.0.

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

    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 Oakland to Chicago O'Hare Airport.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago O'Hare Airport from Oakland 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 Oakland to Chicago O'Hare Airport?

    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 Chicago O'Hare Airport with an airline and back to Oakland with another airline. Booking your flights between Oakland and ORD 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 Oakland to Chicago O'Hare Airport?

    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 Chicago O'Hare Airport from Oakland up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

Top tips for finding a cheap flight from OAK to Chicago O'Hare Airport

  • When traveling to Chicago O’Hare International Airport (ORD) from OAK, we suggest arriving at the airport about 2 hours before your scheduled departure time. This will allow you to check your luggage, pass through security checkpoints, find your gate, and maybe even grab a bite to eat before you take off.
  • While waiting for your flight to ORD, you can relax at OAK’s Escape Lounge. Situated between gates 8 and 8A in Terminal 1, this lounge features premium food, snacks, a television, printers, copiers, and a flight information monitor. Daily, it operates from 4:30 am to 9 pm.
  • ORD is the main international airport serving Illinois’ most populous city, Chicago. It is situated approximately 17 miles northwest of the Loop business district. As of today, this airport serves as a hub for United and American Airlines. Additionally, it serves as a focus city for Spirit Airlines and Polar Air Cargo.
  • If you’d like to stay at a hotel within ORD’s grounds, you’re in luck, as this airport is home to an on-site hotel, the Hilton Chicago O’Hare Airport Hotel. This hotel is located opposite Terminal 2 and connected to ORD’s domestic terminals through an underground walkway.
  • There are various means of public transportation that you can rely on to travel from ORD to your preferred destination in Chicago. If the destination you’re headed to is near one of the commuter train stations in Chicago, you should board a Metra train. On the other hand, if the destination you intend to get to is a bit distant from the stations, it’s in your best interest to board a taxi. You’ll have to head to the airport’s Metra station across from the Multi-Modal Facility to access a Metra train, while to access a taxi, you'll have to get to the curb front on the lower level of your terminal.
See more tips

Top 5 airlines serving from Oakland to O'Hare Intl

 
See real verified KAYAK customer reviews for airlines flying from Oakland to Chicago. 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 Oakland to O'Hare Intl? 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.
8.1
Alaska AirlinesOverall score based on 9085 reviews
8.2boarding
8.6crew
7.9comfort
7.3food
7.3entertainment
Airline reviews

I was not given a seat when I bought the ticket. I know airlines are trying to squeeze every penny out ot the customer, but we are buying a seat on the airplane, right? I find this irritating with all airlines, but especially Alaska because I fly it so often. No sense of customer use and loyalty.

6.0 GoodMary, Apr 2024LAX - PDX
Read more about Alaska Airlines reviews

I was not given a seat when I bought the ticket. I know airlines are trying to squeeze every penny out ot the customer, but we are buying a seat on the airplane, right? I find this irritating with all airlines, but especially Alaska because I fly it so often. No sense of customer use and loyalty.

WiFi connection bad. Food is really awful. Crew very nice and efficient

It was the worst experience because they delayed the flight by 2 and half hours. We were supposed to depart by 3:41 but they did the depart by 6 pm. It was so boring!!

Due to delayed flight, we missed our connecting flight as well as had to wait for 11 hours for next availaible flight. Not good experience

The flight was diverted and departed from San Jose instead of San Francisco. This could’ve been executed more smoothly because after arriving in San Jose it seemed like nothing was being processed correctly as needed for the gate agents to do their jobs well and the flight to leave on time

I’m a first time mom and traveled with my 18mo old boy and it was not a great experience with the flight attendants. They were not friendly or helpful at all. It’s hard enough traveling with a toddler and have people be rude and unkind does not help.

It was adequate nothing special no entertain because flight was short. Crew pleasant.

Good! Although I wish I didn’t have to check my bag at the gate, when I got on the plane there was plenty of room for the bag.

My experience with Alaska Airlines flights is dominated by the fact that today’s economy class is barely humane. Everyone is so tightly packed together that one cannot move an inch for the entire flight…. and if it’s a bicoastal trip, that’s almost five hours of discomfort!! And if you’re above average in height and/or weight it’s absolute hell! Moreover, still all Economy classes are basically the same across airline carriers, it doesn’t matter who you fly with.

The cabin stewart took care of my garment bag and then made sure I did not forget it on my way out. The stewardess gave me water after I missed the earlier service (I was asleep). I received good service overall.

I didn’t not like that I could not select my seat and ended up with the worse seat.

The landing was bad and the hostess came two times and i was sleeping but when she served the person that nexts to me I woke up and she didn’t even asked me if I need any drink or snacks two times!!!!

Plane was late because of a mechanical malfunction and the food listed as available was not. Flight attendants seem over worked and under paid. They just done seem happy. And that can be seen in their faces.

Waited 3 hours on a plane to de-ice due to manpower issues. Waited another hour and a half once we landed because of a gate issue. Missed my connections. Created. A total of 13 hours of delay.

Great, on time departure, friendly and accommodating crew, great leg room, Smith flight

Plane was turned around due to fog half way into the flight, Delta did not properly direct passengers to stay on same flight and instead failed to properly rebook on Alaska

Like most domestic flights in the US, you are basically on your own with this airline when it comes to food, so be sure to purchase meals and drinks ahead of time or expect to arrive starving and dehydrated (like I was).

You need to be a hacker to get the (Free) WiFi

I guess they don’t serve drinks on planes anymore

The flight was overbooked and the staff at the gate started calling for volunteers to drop out and offering incentives. That delayed the flight

The flight was delayed instead of leaving at 11 it left at 12.20

United WiFi is consistently unusable (it can take 10 mins to load a single web page). If you need Wifi to do work, be prepared to lose half a day of productivity.

Good movies, iffy pay WiFi, food ok- on time though and that was great!

Awful…flight was delayed more than 12hrs, missed all connections to Fort Wayne, IN, had to get flight to another city 2 hours from my destination, flight was again delayed by 40 mins because they did not have enough fuel, again missed a connection, finally arrived in Indiana at 11pm…but before my 2 hour drive home, ay, no Five That Our Luggage Never Made On The plane and Still In Chicago

Boarding was friendly and quick. While the plane model was older with no live tv, the entertainment was full of movies and tv shows. All food was available. Pilots were very communicative with status of the flight. Flight landed on time.

The Palm Springs to Chicago O’Hare was on Time and Palm Springs airport is easier navigate. As our connection was only an approximately 50 minutes, we asked staff for insights for the Chicago airport in terms of transferring into the other terminal from which our flight left, and they were unhelpful. However, the United App was very helpful in terms of notifications and even providing directions. The Chicago to Detroit flight was significantly delayed which we all know does happen. However, there were very few updates or notifications as to why this was happening when we would actually arrive. It took nearly 30 minutes for bags to make it to baggage claim. We arrived nearly 1 hour late on a 40 minute flight.

Flight cancelled due to fog. No other flights available for 36 hours. Directed by United to book passage on another carrier, and submit receipts for reimbursement. Did that. United now states they will not reimburse. Currently out 2 grand.

The flight was delayed by 4 hours !!!!! It was very uncomfortable , and they told us only one our before departure

The flights from Ottawa to Albuquerque went smoothly enough though on on flight they didn't have how water for coffee or tea and on another there there was no ice. The return flights from Albuquerque were delayed by mechanical problems on both flights. Ottawa was a ground crew maintenance issue.

The male air hostess was rude and didn’t provide good customer service. Didn’t even offer me a drink

Average - flew with Jet Blue internal and it was far more comfortable and better food and entertainment. Notable difference

The flight got canceled due to mechanical issues, and he to be rebooked and missed my appointments for that day

The flight was scheduled to depart DCA at 12:30 pm but was delayed twice on the ground so that we were finally scheduled to depart at around 4:00 pm. Once we boarded, it was announced that takeoff would be delayed again to fix a hydraulic problem which delayed our eventual takeoff until around 5:00 pm. Once we departed, it was a smooth flight back to ORD. We did not get any explanation about what caused the original significant delay. In my experience, this happens frequently with AA.

The only problem experienced was a ground stop in Chicago due to weather. But the crew handled everything professionally. They prioritized rebooking those passengers who had connecting flights and then deplaning the other passengers. When the hold was lifted, they efficiently re-boarded all the passengers so that we could depart before our departure limit expired.

Our second leg to Jackson WY was unable to land due to weather. We were flown back to Dallas after stopping in SLC. We were given hotel rooms and vouchers. We were told that we would be back on the same plane in the morning. Instead we were given a different flight with different seats. Not a good experience. No one knew what was going on.

Turn on the heat. Flight was way too cold from Arizona to Chicago.

Perfect flight. On time departure and early arrival. Smooth flight.

Overall pleasant was delayed and caused transportation issue when landing

The arriving flight was a few minutes late, but the gate crew helped to deplane and board our outgoing flight quickly and efficiently. We were able to depart quickly and arrive at ORD almost at the posted time. Great job.

Nothing, flight was supposed to leave at 758 am. My flight didn’t leave until 430 pm. Spent the whole day at the airport.

The seat are terrible. Don’t even think of sleeping on a Spirit flight. The kids that run the plane aka flight attendants are pretty rude and straight forward. They get the job done but without class.

I had a death in my family and booked my flight on Spirit. My flight was cancelled the morning of my flight, no explanation, no help to rebook, nobody to talk to. The next available flight was 2days later !!!! Terrible airline, will NEVER fly with them again!

They took a horrible route with a lot of turbulence and I eneded up getting sick. Even if the flight takes longer. Don't put people life at risk just to get to the airport on time.

Every thing was fine ,low price,easy on time ,clean, good staff, really no issues

Had to board plan 2x due to lack of security check after 1st boarding

Miserable. The crew was rude, the flight was delayed 5 hours for mechanical reasons and then “weather” even though other planes were leaving.

They kept Changing the flight times. It was delayed several times and at one point it was supposed to depart at 3.40am! At which point we ended up staying overnight and booked long a separate United flight for early morning departure. The spirit flight then got moved up and left at 1.30 in the morning when it was supposed to leave at 9.40pm the night before.

Flight was delayed...not horribly late. Just before push back engine shut down for a quick replacement item that took about five minutes. After that, everything was smooth and the pilot was able to make up time in the air so that our arrival time was not too far off the original anticipated arrival time.

Only inflight purchases for food and water. Nothing comes with ticket price. Have to purchase bags, food...

The flight was delayed almost two hours on the front end, and an hour on the backend once we landed and waited for a gate to open up. We were told to remain in our seats during that whole delay and I had to go to the bathroom badly. I was unable to hold it and was forced to urinate in my pants while in my seat. I then had to sit in it until we finally deboarded and I was able to change my clothes.

Book cheap flights from Oakland to Chicago

Recent one-way flight deals

 
Only flying one-way? Below are some of the best one-way flight deals from Oakland to Chicago found on KAYAK in the last 72 hours.
5/14Tue
1 stopSpirit Airlines
7h 01mOAK-ORD
$60
5/8Wed
1 stopSpirit Airlines
14h 25mOAK-ORD
$61
5/22Wed
1 stop
14h 58mOAK-ORD
$82
5/22Wed
2 stops
11h 11mOAK-ORD
$99
7/15Mon
1 stopSun Country Air
15h 44mOAK-ORD
$118
8/21Wed
1 stopDelta
10h 39mOAK-ORD
$124
6/2Sun
1 stopSun Country Air
15h 19mOAK-ORD
$128
6/11Tue
1 stopAlaska Airlines
21h 40mOAK-ORD
$138
5/21Tue
2 stopsAlaska Airlines
10h 54mOAK-ORD
$168
7/20Sat
2 stopsDelta
12h 32mOAK-ORD
$179

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Last minute flights from Oakland to O'Hare Intl

Last minute flight, train and bus deals

 
These last-minute flight deals are the cheapest flights found on KAYAK in the last 72 hours for flights from Oakland to Chicago that are departing in the next 10 days.
4/18Thu
multi-stopSpirit Airlines
6h 08mOAK-ORD
5/21Tue
multi-stopSpirit Airlines
14h 20mORD-OAK
$297
4/19Fri
multi-stopSpirit Airlines
23h 24mOAK-ORD
5/20Mon
multi-stopSpirit Airlines
29h 24mORD-OAK
$325
4/19Fri
multi-stopSpirit Airlines
22h 22mOAK-ORD
5/20Mon
multi-stopSpirit Airlines
29h 24mORD-OAK
$329
4/18Thu
multi-stop
6h 08mOAK-ORD
4/22Mon
multi-stop
17h 35mORD-OAK
$369
4/19Fri
multi-stop
11h 34mOAK-ORD
4/21Sun
multi-stop
14h 24mORD-OAK
$387
4/17Wed
multi-stopDelta
6h 09mOAK-ORD
4/20Sat
multi-stopDelta
7h 31mORD-OAK
$470
4/17Wed
multi-stopSouthwest
9h 40mOAK-ORD
4/20Sat
multi-stopSouthwest
7h 55mORD-OAK
$489
4/18Thu
multi-stopDelta
8h 45mOAK-ORD
4/20Sat
multi-stopDelta
7h 31mORD-OAK
$525
4/17Wed
multi-stopAlaska Airlines
7h 50mOAK-ORD
4/20Sat
multi-stopAlaska Airlines
17h 23mORD-OAK
$822
4/18Thu
multi-stopAlaska Airlines
7h 50mOAK-ORD
4/21Sun
multi-stopAlaska Airlines
10h 40mORD-OAK
$1,006

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Oakland - Chicago O'Hare Airport Flights

Departure:

Oakland (OAK)United States

Destination:

Chicago O'Hare Airport (ORD)United States

Return flight deals:

Chicago O'Hare Airport - Oakland

Cabin classes: