OAK - ORD

$57 Find Cheap Flights from Oakland to Chicago O'Hare Airport

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 3/24. 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.
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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
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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.

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

Recommended round-trip deals departing in the coming months from the most popular airlines that fly from Oakland to O'Hare Intl.
Discover the best prices and deals for you by selecting your travel dates.
Choose your dates
5:52 pm - 6:42 amOAK-ORD
10h 50m1 stop
10:49 am - 4:57 pmORD-OAK
8h 08m1 stop
$118Spirit Airlines
Find Deal
Mon, Mar 10 - Wed, Mar 12
6:29 pm - 6:33 amOAK-ORD
10h 04m1 stop
7:41 am - 5:34 pmORD-OAK
11h 53m1 stop
$122Spirit Airlines
Find Deal
Fri, Apr 11 - Sat, Apr 12
12:55 pm - 9:45 pmOAK-ORD
6h 50m1 stop
7:15 pm - 11:59 pmORD-OAK
6h 44m1 stop
$257Delta
Find Deal
Tue, Mar 25 - Fri, Mar 28
6:00 am - 5:29 pmOAK-ORD
9h 29m2 stops
6:50 pm - 11:43 pmORD-OAK
6h 53m1 stop
$262Delta
Find Deal
Wed, Apr 16 - Mon, Apr 21
12:58 pm - 6:04 amOAK-ORD
15h 06m3 stops
11:45 am - 6:49 amORD-OAK
21h 04m3 stops
Sat, Apr 12 - Sun, Apr 13
5:40 am - 4:45 pmOAK-ORD
9h 05m1 stop
8:00 pm - 12:30 amORD-OAK
6h 30m1 stop
$322Southwest
Find Deal
Tue, Mar 11 - Sat, Mar 15
5:05 am - 2:00 pmOAK-ORD
6h 55m1 stop
6:00 am - 3:40 pmORD-OAK
11h 40m2 stops
$333Southwest
Find Deal
Sat, Mar 15 - Mon, Mar 17
6:49 am - 6:00 pmOAK-ORD
9h 11m1 stop
5:54 pm - 11:43 pmORD-OAK
7h 49m1 stop
$336Alaska Airlines
Find Deal
Thu, Mar 6 - Mon, Mar 10
8:25 pm - 1:05 pmOAK-ORD
14h 40m1 stop
7:00 am - 11:43 pmORD-OAK
18h 43m1 stop
$342Alaska Airlines
Find Deal
Mon, Apr 7 - Thu, Apr 10
7:54 pm - 5:40 amOAK-ORD
7h 46m1 stop
6:00 am - 8:14 pmORD-OAK
16h 14m2 stops
Sat, May 24 - Sat, May 31

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 round-trip flights from Oakland to Chicago O'Hare Intl Airport clicked on KAYAK for each day over the last 12 months.
For Oakland to Chicago O'Hare Airport, Tuesday is the cheapest day to fly on average and Thursday is the most expensive. Flying from Chicago O'Hare Airport back to Oakland, the best deals are generally found on Wednesday, with Friday being the most expensive.

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

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Oakland 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 to Chicago O'Hare Intl Airport is September, where tickets cost $203 (return) on average. On the other hand, the most expensive months are May and December, where the average cost of round-trip tickets is $459 and $390 respectively.

Good to know

Low season

January

High season

July

Cheapest flight

$57
Best time to beat the crowds but there is an average 9% increase in price.
Most popular time to fly and prices are also 5% 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 to Chicago O'Hare Intl Airport?

    In the last 3 days, the lowest price for a flight from Oakland to Chicago O'Hare Intl Airport was $57 for a one-way ticket and $118 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, Southwest or Alaska Airlines?

    The two airlines most popular with KAYAK users for flights from Oakland to Chicago are Southwest and Alaska Airlines. With an average price for the route of $411 and an overall rating of 8.1, Southwest is the most popular choice. Alaska Airlines is also a great choice for the route, with an average price of $377 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

KAYAK’s top tips for finding a cheap flight from Oakland to Chicago O'Hare Intl 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 4 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
SouthwestOverall score based on 4411 reviews
8.7Crew
8.2Boarding
8.1Comfort
7.1Food
7.6Entertainment
Airline reviews

Flight was awfully bumpy and landing was a bit jolting. I was in the restroom when snacks and drinks were served and was not asked if i wanted any. I had to ask for water finally.

10.0 ExcellentRachel, Jan 2025TPA - MDW
Read more Southwest reviews

Flight was awfully bumpy and landing was a bit jolting. I was in the restroom when snacks and drinks were served and was not asked if i wanted any. I had to ask for water finally.

Employees were kind and funny, as always! Flight was late but no announcements were made for people with tight connections to help them transition quickly. No service due to turbulence.

I recently flew Southwest from San Jose to Honolulu. I was very impressed with the flight crew, especially the flight attendant in charge of the front of the plane. She came through the aisle at least five times for drinks and water, and two times for snacks. I have not seen such service since I flew first class. Also, for the first time, they gave us the correct baggage claim number, and the luggage came out quickly. I can't wait for Southwest to have assigned seating! I absolutely hate the Cattle Call boarding procedure and the mad dash to get seats and overhead bins. However, the boarding was efficient.

We had a nice flight. Boarding was easy, our seats were comfortable and the on board service was pleasant.

Service was great, boarding and exiting went smoothly, and the flight was very pleasant.

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.

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 hell hole of an airport. It is the new LaGuardia. Everything Cobbled together. Security gates closed. Terri directional signage

I used to fly SWA all the time. I know the crew has their little acts that are often fun, and entertaining. On this flight one of the crew was just not nice. Very surprising.

I like that it was on time and the staff was friendly.

The plane arrived 25 minutes late, and the Wi-Fi was slower than it usually is.

All good. Great food and entertainment when there isn’t any on a one hour flight

Flight was delayed twice, I was forced to check my bag, and the only offered water or apple juice on the flight

The flight was delayed for an hour, while we sat in the plane.

The flight was delayed over two and a half hours thus causing me to miss my best friend’s funeral. All because the flight crew had to get more rest. That was the reason stated. I understand however very unfortunate. Glad everyone is well rested and resting in peace.

Flight was late to board, then overweight. I booked a non stop flight for a reason, ended up having to re-fuel in Texas, arrived three hours late.

Quick boarding, efficient and pleasant crew. Wish they worked the mic better in the terminal to be understood more clearly.

Our flight experience started at the check in kiosk. Jennifer  Polete smf 498304 greeted us and assisted us with our tags and check in guidance. She was so pleasant, helpful and friendly. This was the start of my experience with American Airlines and it made such a wonderful impression. The staff on the airplane were also kind, courteous, and attentive. I would definitely fly American Airlines again

All good except both the outbound and return flights were delayed about 1 1/2 hrs.

Not great. My flight was canceled due to a mechanical problem and I could not get rebooked for the same day. I needed to get to my destination yesterday, not today. I was able to book with another airline but it was a layover and ultimately a 1 hour flight took me 12 hours. Normally I like Alaska much more than Southwest, but Southwest came through with a not terrible price for same day.

The flight was canceled so i booked another flight with Delta, so essentially there was absolutely nothing that i enjoyed about my experience with this flight

Boarding is, as it always is… horrible. Gate lice. Slow moving zones. Too many people with carry ons

It was terrible, if they ran flights on time it would make a big difference.

Delta seems to be improving in many areas, except they are super bad with the food available. Bring back normal food service on long flights.

I actually received a notification from kayak on email but not one by text from Delta when my departure gait changed and I almost missed my flight

New boarding doesn't make sense. Filling front first is slow.

Delta flight was great from the check in all the way to arrival. However, I had a very bad experience. I requested a wheelchair and the wheelchair employee that went to pick me up from the plane in Boston to bring me to the baggage claims told me I have to pay him. I was under the impression that it was a free service and I usually give tips but the person forced me to pay and since I said no because I was upset with his demand when my daughter walked in to pick me up he demanded payment from my daughter who paid him thinking maybe now it is a charged service.

Horrible. Grateful to be alive but spent 13 hours at airport only to return back to my familys house and flight changed to next day. They tried to fix a part on plane, had no back up plane and after 10 hours , reattempted the flight and it STILL wasn't fixed. We got a meal voucher and rescheduled flight but there should be some other compensation for the 15 hours spent in airport

5 hour delay. They blamed the weather but it was the computer issues they had been dealing with for days.

My seat was changed at the last minute and I was moved to the last row, right next to the bathroom despite selecting my seat well in advance. I was also made to check my carry on due to space but when I got on the plane there was significant empty overhead space. Picking up my carry on from the luggage carousel added time to my trip which had already been extended due to delay.

There was plenty of overhead room but half of the passengers were told they had to check their carryon bags. My partner and I checked in as early as possible and our seats were split across the aisle.

Terrible-extreme delay with very little communication, plane was overfull, luggage was returned on baggage claim in filthy condition.

Lower cost is the reason to fly Spirit. Should give free baggage with credit card.

Very difficult. Flew out on Dec 24th and it was a mess. They know it is going to be the busiest time of the year and they had no organization. Finally they called for people going on certiam flights so they could get them thru thw line then we had to rush to our gate to get in li e to board.We missed our flight do to being stuck at the border of Mexico. They would not work with us to make an affordable price so we had to wait a day with no where to go and pay 280 more for our flights. I would think that a complimentary drink would be nice. But we had to pay 4.49 for a coke. Not an overall good experience

I very late and supose be in home at 12 pm from yesterday but I stiill in detroi airport

I’ve now flown Spirit a few times and while the general perception of Spirit I feel is poor, I’ve had a great experience each time. They do charge extra for everything but you should know that going in

Horrible. Take off was delayed by an hour. They were letting people board d the plane right before takeoff. I was delayed an hour when I arrived and late for my meeting. Spirit is NEVER on time.

The flight landed with a delay and we had to wait almost an hour to be off boarded. So typical of spirit.

The gate employees and the flight crew were friendly and professional. Afterboarding we waited 20 minutes for another flight; a complimentary beverage would have ben appreciated for the inconvenience.

Doubt that you care, the flight from OAK to Las Vegas took longer on the runway when we arrived. The flight attendants & pilot announced that they knew a lot of us were getting on a connection to Dallas & that it was waiting for us. Lied. Ended up having to take another layover & it’s added way more time to my flights. The ticketing staff at the gates were extremely rude. I don’t think I ever want to fly Spirit again.

Spirit airlines flight delays caused me to miss my connecting flight. I was rebooked in a different flight that routed through Texas. The flight from LAS to Houston was miserable, the person seated next to me was visibly intoxicated, and was served more alcohol in the plane. Upon arrival in Houston nothing was open, even TSA. I had to spend 6 hours just waiting in the airport. All in all, I arrived home a full 12 hours after my originally planned travel which out my family in a bad position. Do better!!!

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

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