Find flights
Deals
Insights
When to book
FAQs & Tips
Airlines

OAK - ORD

Find cheap flights from Oakland to Chicago O'Hare Airport from $54

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 4/23. 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 4/18
Thu 4/25

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 47,600,107 times on KAYAK, and here is why:

Save 20% or moreCompare multiple travel sites with one search.

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

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

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

Cheap flight deals from Oakland to O'Hare Intl

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.
7:08 pm - 6:29 amOAK-ORD
9h 21m1 stop
9:27 am - 6:29 pmORD-OAK
11h 02m1 stop
$136Spirit Airlines
Find Deal
Wed, Apr 17 - Tue, Apr 23
5:05 am - 6:03 amOAK-ORD
22h 58m2 stops
9:34 pm - 6:16 pmORD-OAK
22h 42m1 stop
$143Spirit Airlines
Find Deal
Tue, Apr 16 - Tue, Apr 23
7:08 pm - 6:29 amOAK-ORD
9h 21m1 stop
12:29 pm - 11:20 pmORD-OAK
12h 51m2 stops
Wed, Apr 17 - Tue, Apr 23
5:05 am - 12:52 amOAK-ORD
17h 47m2 stops
4:05 pm - 9:08 pmORD-OAK
7h 03m1 stop
Wed, Apr 17 - Sat, Apr 20
6:00 am - 5:45 amOAK-ORD
21h 45m1 stop
1:06 pm - 10:08 pmORD-OAK
11h 02m1 stop
$222Alaska Airlines
Find Deal
Tue, Apr 9 - Wed, Apr 17
8:47 pm - 12:04 pmOAK-ORD
13h 17m1 stop
6:00 am - 11:58 pmORD-OAK
19h 58m1 stop
$227Alaska Airlines
Find Deal
Tue, Apr 9 - Fri, Apr 19
7:00 am - 6:35 pmOAK-ORD
9h 35m2 stops
9:45 am - 5:11 pmORD-OAK
9h 26m2 stops
$248Delta
Find Deal
Wed, Apr 17 - Sat, Apr 20
6:15 pm - 7:06 pmOAK-ORD
22h 51m1 stop
7:30 am - 5:21 pmORD-OAK
11h 51m1 stop
$265Sun Country Air
Find Deal
Mon, Jul 1 - Mon, Jul 8
11:59 pm - 7:06 pmOAK-ORD
17h 07m1 stop
6:25 am - 10:53 pmORD-OAK
18h 28m1 stop
$275Sun Country Air
Find Deal
Thu, Jun 13 - Sun, Jun 16
5:50 am - 1:34 pmOAK-ORD
5h 44m1 stop
7:50 pm - 11:59 pmORD-OAK
6h 09m1 stop
$288Delta
Find Deal
Sat, Apr 13 - Fri, Apr 19

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 Wednesdays and avoid leaving on a Friday, as it's usually the priciest day. When flying back from Chicago O'Hare Airport, Tuesday 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.

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 ($54) and Delta ($119), and the lowest round-trip tickets were found on Spirit Airlines ($136) and Alaska Airlines ($222).

How long does a flight from Oakland to Chicago O'Hare Airport take?

Flying to Chicago O'Hare Airport from Oakland requires at least one layover, as there are no direct flights for this route. The shortest flight duration is 5h 44m.

Good to know

Low season

January

High season

May

Cheapest flight

$54
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 $54 for a one-way ticket and $136 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 $399 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 $503 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

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 KAYAK reviews.
8.1
Alaska AirlinesOverall score based on 9147 reviews
73food
83boarding
86crew
74entertainment
79comfort
81overall
Airline reviews

I arrived at 7:15 for an 8:30am flight. The winds in Burbank were keeping all flights down for the morning. What ensued next was absolute chaos, poor communication and chaos. I had booked a flight last minute because my boyfriends father was dying and o needed to be there immediately. There was absolutely no consideration for communication about what was happening with our flight after there was discovered to be a mechanical error. There was no mention that vouchers had been sent by email For food and I ended up wasting money on my lunch that was horrible. I literally bought the food when I had been emailed about a voucher. . I sat there now at 1:45 and tried to get some answers because the time was ticking. Your lady was so helpful and rushed me to get a flight out of United. I showed up to sfo 6+ hours late and was able to say goodbye to his father. But it was just a horribly communicated day. Please do better

Read more about Alaska Airlines

I arrived at 7:15 for an 8:30am flight. The winds in Burbank were keeping all flights down for the morning. What ensued next was absolute chaos, poor communication and chaos. I had booked a flight last minute because my boyfriends father was dying and o needed to be there immediately. There was absolutely no consideration for communication about what was happening with our flight after there was discovered to be a mechanical error. There was no mention that vouchers had been sent by email For food and I ended up wasting money on my lunch that was horrible. I literally bought the food when I had been emailed about a voucher. . I sat there now at 1:45 and tried to get some answers because the time was ticking. Your lady was so helpful and rushed me to get a flight out of United. I showed up to sfo 6+ hours late and was able to say goodbye to his father. But it was just a horribly communicated day. Please do better

I have taken 4 Alaska flights in the past 3 weeks and every single flight was delayed. They give you a $12 voucher for airport food, sometimes too late, after you’ve already eaten. That might get you a bagel. Reservations, rentals, etc have to be cancelled with no repercussions. Will be avoiding Alaska if possible.

Window seat and a packed plane. A very uncomfortable flight.

The person sitting next to me did not fit in one seat, so I effectively only had half a seat to myself. Airlines should come up with a strategy to sit oversized people in a way whereby they are comfortable but don't disrupt or take over other people's seats. It's unfair.

My flights went about as good as they could be. I’ll always take Alaska when possible.

Both of my flights were delayed. This is the 2nd week in a row that Alaska has been delayed. Not a great experience.

Horrible, missed my connecting flight because Alaska did not give me enough time

Flight, itself, was good. Only one person to check people in at the gate. She was nice, but needed help. She asked several times for people to volunteer to check-in their carry-on baggage. When they finally called Group D, I volunteered, but after getting on the plane, I noticed plenty of room still left in the over-head bins. That's OK. I'm just very thankful for a safe trip.

Pretty bad. Delayed flight that potentially could have caused missed connection. Misplaced luggage, inadequate response.

Friendly service. Aircrew was very professional and genuinely positive in attitude and demeanor.

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

Do not get fooled by the term “Delta One” flat bed! The seats were super narrow. The ottoman for the feet was so narrow that when you recline the seat in flat bed position, you can only fit one foot in the 8” width space. There was only 1 flight attendant for First Class. The breakfast took 2 hours to get served. Instead of offering French Toast, the served bread pudding. The champagne with orange juice or Mimosa tasted terrible. Almost all the movies offered were ridiculously old. For a long flight from San Francisco to NY, it was frustrating! I DO NOT RECOMMEND this flight!!!

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

The staff was phenomenal. I can’t think of anything that could be better. Will be flying with UA again

Nothing bad to say about the actual crew or airline. It was nice to have a complimentary FULL can of soda, as well as a snack. Blankets and earbuds were also provided at no cost for this red eye flight. I especially appreciated the free WiFi and movie selection with the Bluetooth option. It helped the flight pass more quickly. No matter who you fly, boarding and disembarking are always SUCH a pain. As I mentioned, this is on the passengers and not the crew!!

Wifi did not work. Cut off on and off every 10 min

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.

Despite a bumpy flight the pilot was great. The rest of the crew on the other hand couldn’t care less if a passenger would colapse and die. Horrible service, robot like, lifeless…

Biggest issue was original flight canceled and booked to another flight 6 hours earlier and received no notification

It was great. It was just a commuter so I splurged on first class and it was wonderful. Wish all seats were this spacious. Enjoyed it and will do it again.

Its so random that they only allow 40 pounds on checked bags when all airlines take 55. They then charge you for each 10 extra pounds, so my checked suitcase was $130 and the flight $30 ... its like whattt, im for sure not traveling with Spirit again

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.

We waited an hour to get off of the plane

My luggage was drag on ground brand new when I got was dusty damage

Quick flight, awful security delay led to almost not boarding the flight.

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.
4/23Tue
1 stopSpirit Airlines
7h 59mOAK-ORD
$54
4/16Tue
2 stopsSpirit Airlines
22h 58mOAK-ORD
$62
5/14Tue
2 stops
28h 14mOAK-ORD
$85
5/7Tue
2 stops
24h 48mOAK-ORD
$90
4/9Tue
1 stopDelta
6h 09mOAK-ORD
$119
4/28Sun
1 stopAlaska Airlines
8h 47mOAK-ORD
$121
4/8Mon
1 stopAlaska Airlines
28h 04mOAK-ORD
$127
6/13Thu
1 stopSun Country Air
9h 34mOAK-ORD
$140
7/18Thu
1 stopSun Country Air
9h 27mOAK-ORD
$148
4/8Mon
2 stopsDelta
11h 55mOAK-ORD
$163

Search by stops

Search by airline

Search by price

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.
3/23Sat
multi-stopSpirit Airlines
10h 07mOAK-ORD
4/8Mon
multi-stopSpirit Airlines
26h 31mORD-OAK
$419
3/23Sat
multi-stopSpirit Airlines
10h 07mOAK-ORD
4/4Thu
multi-stopSpirit Airlines
27h 30mORD-OAK
$438
3/21Thu
multi-stopSpirit Airlines
9h 53mOAK-ORD
4/16Tue
multi-stopSpirit Airlines
12h 04mORD-OAK
$450
3/19Tue
multi-stop
14h 50mOAK-ORD
3/26Tue
multi-stop
29h 23mORD-OAK
$456
3/23Sat
multi-stopSpirit Airlines
14h 16mOAK-ORD
3/29Fri
multi-stopSpirit Airlines
6h 22mORD-OAK
$457
3/23Sat
multi-stopSpirit Airlines
14h 16mOAK-ORD
3/26Tue
multi-stopSpirit Airlines
7h 59mORD-OAK
$459
3/23Sat
multi-stopSpirit Airlines
10h 07mOAK-ORD
4/8Mon
multi-stopSpirit Airlines
16h 59mORD-OAK
$460
3/19Tue
multi-stopAlaska Airlines
8h 46mOAK-ORD
3/21Thu
multi-stopAlaska Airlines
10h 44mORD-OAK
$1,006
3/22Fri
multi-stopAlaska Airlines
8h 46mOAK-ORD
3/24Sun
multi-stopAlaska Airlines
29h 38mORD-OAK
$1,019
3/19Tue
multi-stopAlaska Airlines
11h 28mOAK-ORD
3/21Thu
multi-stopAlaska Airlines
8h 44mORD-OAK
$1,065

Search by stops

Search by airline

Search by price

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: