HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Oakland

$55+ Cheap flights from O'Hare Intl (ORD) to Oakland, CA (OAK)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 5/28. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — OAK
May 4 — May 111
Sun 5/4
Sun 5/11
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from O'Hare Intl to Oakland with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheap flight deals from O'Hare Intl to Oakland

Discover tips and strategies to find the most affordable flight options for your journey from O'Hare Intl (ORD) to Oakland (OAK). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated April 29, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$147
(CheapOair)

One-way from

$55
(Booking.com)

Popular in

April

Cheapest in

September

Average price

$537
Provider with most accurate pricing for Chicago O'Hare Intl-Oakland flight deals.
Search Deals
Provider most trusted by Cheapflights users for Chicago O'Hare Intl-Oakland flights.
Search Deals
From Chicago O'Hare Intl to Oakland
Search Deals
One-way flight from Chicago O'Hare Intl to Oakland
Search Deals
Highest demand for flights based on searches. 4% potential increase in price ($17 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 5% potential price decrease ($18 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in April 2025
Search Deals

Find flight deals from O'Hare Intl to Oakland

Cheapest flights from O'Hare Intl to Oakland
Explore the most affordable flight options available from O'Hare Intl to Oakland. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 29, 2025.

This Mytrip deal was found by Cheapflights users on 4/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/29:02 pmORD - OAK
1 stop15h 54mSpirit Airlines
Tue 6/39:09 pmOAK - ORD
1 stop11h 46mSpirit Airlines
Deal found 4/28$148
This Alaska Airlines deal was found by Cheapflights users on 4/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/286:00 amORD - OAK
1 stop9h 36mAlaska Airlines
Sat 5/312:31 pmOAK - ORD
1 stop7h 28mAlaska Airlines
Deal found 4/28$206
This Delta deal was found by Cheapflights users on 4/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/244:30 pmORD - OAK
1 stop8h 00mDelta
Tue 6/312:39 pmOAK - ORD
1 stop7h 01mDelta
Deal found 4/28$257
This Kiwi.com deal was found by Cheapflights users on 4/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/126:00 amORD - OAK
1 stop9h 43mMultiple Airlines
Thu 6/199:38 pmOAK - ORD
1 stop6h 34mMultiple Airlines
Deal found 4/28$286
This Hawaiian Airlines deal was found by Cheapflights users on 4/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Hawaiian Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/66:00 amORD - OAK
1 stop8h 01mHawaiian Airlines
Tue 5/207:00 amOAK - ORD
1 stop9h 55mHawaiian Airlines
Deal found 4/28$326
This Southwest deal was found by Cheapflights users on 4/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/212:40 pmORD - OAK
2 stops10h 50mSouthwest
Sun 8/35:50 amOAK - ORD
1 stop7h 10mSouthwest
Deal found 4/28$357

Cheapflights Fare Finder

Customize your flight search to find flights from O'Hare Intl to Oakland that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated April 29, 2025.
Use the filters below to find and compare flights from Chicago O'Hare Intl Airport to Oakland that are best for you.

Fly from

O'Hare Intl

Fly to

Oakland

Route

Depart

Return

Price

ChicagoOakland

ORD - OAK

ORDOAK

Chicago O'Hare Intl

Mon 6/2

9:02 pm-10:56 am

1 stop15h 54m

Oakland

Tue 6/3

9:09 pm-10:55 am

1 stop11h 46m

$148

ChicagoOakland

ORD - OAK

ORDOAK

Chicago O'Hare Intl

Wed 5/28

6:00 am-1:36 pm

1 stop9h 36m

Oakland

Sat 5/31

2:31 pm-11:59 pm

1 stop7h 28m

$206

ChicagoOakland

ORD - OAK

ORDOAK

Chicago O'Hare Intl

Sat 5/24

4:30 pm-10:30 pm

1 stop8h 00m

Oakland

Tue 6/3

12:39 pm-9:40 pm

1 stop7h 01m

$257

ChicagoOakland

ORD - OAK

ORDOAK

Chicago O'Hare Intl

Thu 7/3

6:55 pm-12:05 am

1 stop7h 10m

Oakland

Tue 7/8

3:25 pm-11:40 pm

1 stop6h 15m

$285

ChicagoOakland

ORD - OAK

ORDOAK

Chicago O'Hare Intl

Thu 6/12

6:00 am-1:43 pm

1 stop9h 43m

Oakland

Thu 6/19

9:38 pm-6:12 am

1 stop6h 34m

$286

ChicagoOakland

ORD - OAK

ORDOAK

Chicago O'Hare Intl

Sat 5/10

3:44 pm-9:16 pm

1 stop7h 32m

Oakland

Tue 5/20

9:25 am-6:55 pm

1 stop7h 30m

$326

ChicagoOakland

ORD - OAK

ORDOAK

Chicago O'Hare Intl

Wed 5/28

9:02 pm-9:41 am

2 stops14h 39m

$69

ChicagoOakland

ORD - OAK

ORDOAK

Chicago O'Hare Intl

Wed 7/2

6:15 am-1:00 pm

1 stop8h 45m

$100

ChicagoOakland

ORD - OAK

ORDOAK

Chicago O'Hare Intl

Sat 5/31

6:00 am-1:36 pm

1 stop9h 36m

$103

ChicagoOakland

ORD - OAK

ORDOAK

Chicago O'Hare Intl

Sun 6/15

9:56 pm-11:26 pm

1 stop27h 30m

$126

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/28

Showing 1-10 of 13 results
1
2

Compare providers for flights from O'Hare Intl to Oakland

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from O'Hare Intl to Oakland in April.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*2 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars
CheapflightsfaresPrice Accuracy3 starsTrust Score*2 stars
PricelinePrice Accuracy2 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Chicago O'Hare Intl Airport-Oakland, California flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago O'Hare Intl Airport-Oakland, California flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Chicago O'Hare Intl Airport-Oakland, California flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Chicago O'Hare Intl Airport-Oakland, California flights, Cheapflights users trust eDreams the most. eDreams has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Chicago O'Hare Intl Airport-Oakland, California flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from O'Hare Intl to Oakland

Have a flexible travel schedule? Discover the best time to fly to Oakland from O'Hare Intl with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Chicago O'Hare Intl Airport to Oakland

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

Currently, April is the cheapest month in which you can book a flight from Chicago O'Hare Intl Airport to Oakland, California (average of $183). Flying from Chicago O'Hare Intl Airport to Oakland, California in November is currently the most expensive (average of $259). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from ORD to OAK?

Find hourly flight availability from O'Hare Intl to Oakland. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated April 29, 2025.

It’s typically best to fly out from Chicago O'Hare Intl Airport to Oakland, California in the afternoon. Doing so could potentially save you 35% on the flight price compared to flying in the evening, which is usually more expensive.

Rainfall in Oakland by month

Plan your trip to Oakland by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Oakland, California ranges from 0.0 - 4.8 inches per month. January is typically the wettest month, when rainfall can reach 4.8 in. July is typically the driest time to visit Oakland, California when rainfall is around 0.0 in.

Temperature in Oakland by month

Plan your trip to Oakland by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Oakland, California, use this chart to help with planning. For those seeking warmer temperatures, August is the ideal time of year to visit, when temperatures reach an average of 66.2 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 51.8 F).

Reviews of airlines servicing Oakland

Get insights into the airlines that provide service to Oakland. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Oakland. Reviews last updated April 29, 2025.
Read through reviews of airlines operating flights from Chicago to Oakland, such as Alaska Airlines, Southwest and Delta. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Alaska Airlines
8.0
Very good
9,961 reviews

Crew

8.5

Entertainment

7.1

Comfort

7.9

Boarding

8.2

Food

7.1

Overall

8.0

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Alaska Airlines
8.0
Very good
9,961 reviews
Alaska Airlines
8.0
Very good
9,961 reviews

Crew

8.5

Entertainment

7.1

Comfort

7.9

Boarding

8.2

Food

7.1

Overall

8.0

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Southwest
8.0
Very good
4,292 reviews
Alaska Airlines
8.0
Very good
9,961 reviews

Crew

8.5

Entertainment

7.1

Comfort

7.9

Boarding

8.2

Food

7.1

Overall

8.0

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Delta
8.0
Very good
7,929 reviews
Alaska Airlines
8.0
Very good
9,961 reviews

Crew

8.5

Entertainment

7.1

Comfort

7.9

Boarding

8.2

Food

7.1

Overall

8.0

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Hawaiian Airlines
7.9
Good
2,402 reviews
Alaska Airlines
8.0
Very good
9,961 reviews

Crew

8.5

Entertainment

7.1

Comfort

7.9

Boarding

8.2

Food

7.1

Overall

8.0

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Spirit Airlines
6.3
Okay
7,956 reviews
Alaska Airlines
8.0
Very good
9,961 reviews

Crew

8.5

Entertainment

7.1

Comfort

7.9

Boarding

8.2

Food

7.1

Overall

8.0

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.

Related info for your journey

Find useful and relevant information for your journey from O'Hare Intl to Oakland. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly into for flights to Oakland from Chicago O'Hare Intl?

    Oakland (OAK), located 7.0 mi from the city center, is the airport you fly into when you book flights from Chicago O'Hare Intl to Oakland. 4 airlines have flights to Oakland from Chicago O'Hare Intl on a regular basis. Booking flights from Chicago O'Hare Intl to Oakland should not be difficult; the airport handles an average of 0 inbound flights from Chicago O'Hare Intl per day.

  • What are the cheapest airlines flying from Chicago O'Hare Intl Airport to Oakland, California round-trip?

    Currently priced at $147, Spirit Airlines will fly you from Chicago O'Hare Intl Airport to Oakland, California and back. In addition to Spirit Airlines, many other airlines offer competitively priced options for your trip. Search Cheapflights for deals from Alaska Airlines and Southwest - these airlines can fly you to your destination from $216 and $237, respectively. Spirit Airlines is 57% cheaper than the average price of flights available within the next 90 days to this destination.

  • What are the cheapest airlines to fly from Chicago O'Hare Intl Airport to Oakland, California one-way?

    One-way options have recently been found by users for as low as $55 on Spirit Airlines. Other airlines that offer cheap prices include Southwest from $100 and Hawaiian Airlines from $103 one-way.

  • Can I find deals for flights from O'Hare Intl to Oakland that include hotel bookings?

    Yes. In addition to deals on O'Hare Intl to Oakland flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from O'Hare Intl to Oakland?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from O'Hare Intl to Oakland.

  • Can I find deals for business class flights from O'Hare Intl to Oakland?

    Yes. Cheapflights offers flight deals from O'Hare Intl to Oakland by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

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

    Currently, April is the cheapest month in which you can book a flight from Chicago O'Hare Intl Airport to Oakland, California (average of $183). Flying from Chicago O'Hare Intl Airport to Oakland, California in November is currently the most expensive (average of $259). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for O'Hare Intl to Oakland

See prices for flight routes from nearby airports that may be better suited for you.
O'Hare Intl to Las Vegas flights
O'Hare Intl to Los Angeles flights
Midway to Las Vegas flights
O'Hare Intl to San Diego flights
O'Hare Intl to San Francisco flights
O'Hare Intl to Ontario flights
O'Hare Intl to Santa Ana flights
Midway to Los Angeles flights
Midway to San Francisco flights
O'Hare Intl to Burbank flights
O'Hare Intl to Sacramento flights
O'Hare Intl to Palm Springs flights
O'Hare Intl to San Jose flights
O'Hare Intl to Reno flights
Midway to San Diego flights
Midway to Ontario flights
O'Hare Intl to Fresno flights
Rockford to Las Vegas flights
Midway to Santa Ana flights
O'Hare Intl to Long Beach flights
Midway to Sacramento flights
Midway to Reno flights
Midway to Burbank flights
Midway to Palm Springs flights
Midway to San Jose flights
O'Hare Intl to Medford flights
Midway to Long Beach flights
O'Hare Intl to San Luis Obispo flights
Midway to Fresno flights
O'Hare Intl to Santa Barbara flights
O'Hare Intl to Santa Rosa flights
O'Hare Intl to Monterey flights
Midway to Oakland flights
O'Hare Intl to Bakersfield flights
Midway to Medford flights
O'Hare Intl to Arcata flights
O'Hare Intl to Redding flights
O'Hare Intl to Tijuana flights
Midway to Tijuana flights
Midway to Mexicali flights
O'Hare Intl to Yuma flights
O'Hare Intl to Mexicali flights
O'Hare Intl to Mammoth Lakes flights
O'Hare Intl to Merced flights

Top 4 airlines flying from O'Hare Intl to Oakland

Discover the top 4 airlines that operate flights from O'Hare Intl to Oakland. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated April 29, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$129Average$242FlexibilityNo cancel feeOn-time65%
Alaska AirlinesCheapest$238Average$362FlexibilityNo cancel feeOn-time75%
DeltaCheapest$256Average$416FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$276Average$416FlexibilityNo cancel feeOn-time63%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.