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OAK - ORD

Find cheap flights from Oakland to Chicago O'Hare Airport from $53

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 6/4. 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 6/6
Thu 6/13

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 43,707,506 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
9:29 pm - 6:36 amOAK-ORD
7h 07m1 stop
10:01 pm - 11:12 amORD-OAK
15h 11m1 stop
$111Spirit Airlines
Find Deal
Tue, Jun 4 - Tue, Jun 11
12:02 pm - 9:55 pmOAK-ORD
7h 53m1 stop
10:52 pm - 12:25 pmORD-OAK
15h 33m2 stops
$113Spirit Airlines
Find Deal
Wed, May 29 - Tue, Jun 4
5:30 am - 2:12 pmOAK-ORD
6h 42m1 stop
10:52 pm - 12:25 pmORD-OAK
15h 33m2 stops
$114Spirit Airlines
Find Deal
Tue, Jun 4 - Tue, Jun 4
9:29 pm - 6:36 amOAK-ORD
7h 07m1 stop
10:01 pm - 12:25 pmORD-OAK
16h 24m2 stops
$115Spirit Airlines
Find Deal
Tue, Jun 4 - Tue, Jun 11
9:29 pm - 6:30 amOAK-ORD
7h 01m1 stop
10:52 pm - 12:25 pmORD-OAK
15h 33m2 stops
$119Spirit Airlines
Find Deal
Tue, May 28 - Tue, Jun 4
9:29 pm - 6:36 amOAK-ORD
7h 07m1 stop
12:32 pm - 10:49 pmORD-OAK
12h 17m1 stop
$123Spirit Airlines
Find Deal
Tue, Jun 4 - Wed, Jun 5
12:02 pm - 9:55 pmOAK-ORD
7h 53m1 stop
1:13 pm - 7:32 pmORD-OAK
8h 19m1 stop
$124Spirit Airlines
Find Deal
Wed, May 29 - Tue, Jun 4
11:59 pm - 7:06 pmOAK-ORD
17h 07m1 stop
10:01 pm - 12:25 pmORD-OAK
16h 24m2 stops
Sun, Jun 9 - Tue, Jun 11
6:09 pm - 11:38 amOAK-ORD
15h 29m1 stop
8:30 am - 10:44 pmORD-OAK
16h 14m1 stop
$258Sun Country Air
Find Deal
Thu, May 23 - Sun, May 26
6:09 pm - 11:38 amOAK-ORD
15h 29m1 stop
8:30 am - 10:44 pmORD-OAK
16h 14m1 stop
$275Sun Country Air
Find Deal
Thu, May 23 - Sun, May 26

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 Wednesday, 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 January, where tickets cost $298 on average. On the other hand, the most expensive months are June and May, where the average cost of tickets is $462 and $427 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.

Which airlines provide the cheapest flights from Oakland to Chicago O'Hare Airport?

The cheapest price for the route for each airline clicked by KAYAK users in the last 72 hours.
In the past 3 days, the cheapest one-way tickets to Chicago O'Hare Airport from Oakland were found on Spirit Airlines ($53) and Sun Country Air ($76), and the lowest round-trip tickets were found on Spirit Airlines ($111) and Sun Country Air ($258).

Good to know

Low season

January

High season

May

Cheapest flight

$53
Best time to beat the crowds with an average 35% drop in price.
Most popular time to fly with an average 53% increase in price.
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 $53 for a one-way ticket and $111 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?

    oneworld, and SkyTeam 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, Delta or Alaska Airlines?

    The two airlines most popular with KAYAK users for flights from Oakland to Chicago are Delta and Alaska Airlines. With an average price for the route of $496 and an overall rating of 8.0, Delta is the most popular choice. Alaska Airlines is also a great choice for the route, with an average price of $438 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.
8.0
Alaska AirlinesOverall score based on 9147 reviews
7.3Entertainment
8.2Boarding
8.6Crew
7.3Food
7.9Comfort
Airline reviews

Boarded the plain and had to wait 1 hour for crew Captain to arrive from another flight

4.0 OkayRandy, May 2024SFO - SEA
Read more about Alaska Airlines reviews

Boarded the plain and had to wait 1 hour for crew Captain to arrive from another flight

The space for legs in coach is better than other Airlines you can even cross your legs!!

Comfortable seat, plenty of leg room which is so rare, overhead bin comfortably accommodated my carry-on bag. Deli box was tasty, service was good, bathrooms were clean. Uneventful flight, which I appreciate. Departed on time and landed early.

Honestly, there was not much they could do. Due to wind, the flight was delayed for several hours because we had to be diverted to San Jose where we needed to refuel before departing to Hawaii. Wish they had offered some snacks during the delays/diversion because we had to wait such a long time to finally get our food served during the flight after leaving California.

They canceled the flight 30 minutes prior to departure without any heads up.

All parts were excellent, especially staff at bag tag printing and inflight crew. Just the normal differences from past air travel could be improved but we’ve learned to accept those—cramped seats, minimal food/beverage, etc.

Better organizing of entry and exit onto the plane regarding all of the baggage people haul on. There should be a better system so those with no baggage can get in and out more quickly. The baggage haul-on situation is absurd.

Attentive crew. Best of all was the empty seat between me and my rowmate.

We had a very scary attempted landing in Palm Springs and were redirected to Ontario. It was a stressful flight.

Every thing means , crew, service, timing, boarding is very good.

There was a loud squeaky sound the whole time we were flying.

I usually have a positive experience with Delta. Complimentary upgrades are always nice!

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 was told we'd have a hot breakfast option in first class, so I chose not get a hot breakfast. It was a very strange meal, but the fresh fruit was very good quality. Service was excellent from ORD to ELP. No service from MBS to ORD, not even water. However, when flying American from FNT to ORD, which is a shorter flight, they at least pass out snacks and offer water.

The delays (5 hrs) were a comedy of errors, and the multiple safety issues encountered were very concerning.

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 CX617 from HK to BKK was delayed more than 1.5 hours.

This flight is frequently delayed. The connections seemingly are more frequently delayed. I’ve missed connections as a result twice on the same route to charlotte then Charleston. Final destination arrival has been the next day, twice in a row. No pilots, no crew. Too many excuses. Unfortunately, my days with American are over.

Entertainment was okay not because anything was wrong but it is a short flight so having no wifi is annoying but understandable. Crew was outstanding as usual

Those seats were way too narrow. I had the middle seat, one person was a very skinny person and we still couldn’t avoid touching each other anytime one of us moved. The other person was larger and we were basically sitting in each others lap the entire flight. There was zero entertainment. The flight was long enough to justify tvs, but no. Gotta sit there in your infant seat and twiddle your thumbs.

Flight was fine. It took an unusually long time to have baggage delivered to the carousel in ORD.

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.

Crew was nice, explained emergency protocol very well. Flight took off and arrived on time. Pilot explained the small delay that occurred with docking and providing updates. I would definitely fly spirit again.

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...

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.
6/4Tue
1 stopSpirit Airlines
7h 07mOAK-ORD
$53
6/4Tue
1 stopSpirit Airlines
7h 07mOAK-ORD
$54
6/2Sun
1 stopSun Country Air
15h 19mOAK-ORD
$76
5/30Thu
2 stops
28h 08mOAK-ORD
$80
5/30Thu
2 stops
28h 08mOAK-ORD
$87
7/14Sun
1 stopSun Country Air
17h 11mOAK-ORD
$96
5/14Tue
1 stopAlaska Airlines
7h 50mOAK-ORD
$198
5/14Tue
1 stopDelta
6h 12mOAK-ORD
$204
7/29Mon
2 stopsAlaska Airlines
10h 25mOAK-ORD
$224
5/21Tue
1 stopDelta
6h 12mOAK-ORD
$259

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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.
5/12Sun
multi-stopSpirit Airlines
23h 10mOAK-ORD
5/21Tue
multi-stopSpirit Airlines
11h 55mORD-OAK
$232
5/11Sat
multi-stopSpirit Airlines
12h 48mOAK-ORD
5/18Sat
multi-stopSpirit Airlines
11h 42mORD-OAK
$259
5/12Sun
multi-stopSpirit Airlines
23h 10mOAK-ORD
5/22Wed
multi-stopSpirit Airlines
26h 54mORD-OAK
$279
5/9Thu
multi-stopSpirit Airlines
14h 25mOAK-ORD
5/14Tue
multi-stopSpirit Airlines
11h 55mORD-OAK
$282
5/12Sun
multi-stopSpirit Airlines
23h 10mOAK-ORD
5/13Mon
multi-stopSpirit Airlines
26h 05mORD-OAK
$287
5/11Sat
multi-stopSpirit Airlines
10h 48mOAK-ORD
5/21Tue
multi-stopSpirit Airlines
19h 56mORD-OAK
$288
5/12Sun
multi-stopSpirit Airlines
7h 59mOAK-ORD
5/29Wed
multi-stopSpirit Airlines
8h 08mORD-OAK
$290
5/12Sun
multi-stop
20h 22mOAK-ORD
5/14Tue
multi-stop
28h 06mORD-OAK
$410
5/8Wed
multi-stopDelta
6h 12mOAK-ORD
5/11Sat
multi-stopDelta
7h 27mORD-OAK
$520
5/8Wed
multi-stopDelta
6h 12mOAK-ORD
5/9Thu
multi-stopDelta
6h 29mORD-OAK
$570

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Oakland - Chicago O'Hare Airport Flights

Departure:

Oakland (undefined)United States

Destination:

Chicago O'Hare Airport (ORD)United States

Return flight deals:

Chicago O'Hare Airport - Oakland

Cabin classes: