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$84+ 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 9/29. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — OAK
Oct 17 — Oct 241
Fri 10/17
Fri 10/24
1 adult, Economy
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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 September 17, 2025.

Round-trip from

$229
(CheapOair)

One-way from

$84
(Cheapflightsfares)

Popular in

April

Cheapest in

September

Average price

$265
From Chicago O'Hare Intl to Oakland
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One-way flight from Chicago O'Hare Intl to Oakland
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Highest demand for flights based on searches. 7% potential increase in price ($29 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($16 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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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 September 17, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 9/15. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/3011:15 amORD - OAK
1 stop14h 17mSpirit Airlines
Wed 10/16:30 amOAK - ORD
1 stop13h 02mSpirit Airlines
Deal found 9/15$225
This CheapOair deal was found by Cheapflights users on 9/17. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/111:15 amORD - OAK
1 stop14h 17mSpirit Airlines
Fri 10/36:30 amOAK - ORD
1 stop13h 06mSpirit Airlines
Deal found 9/17$229
This Cheapflightsfares deal was found by Cheapflights users on 9/15. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/296:05 pmORD - OAK
1 stop7h 27mSpirit Airlines
Wed 10/16:30 amOAK - ORD
1 stop13h 02mSpirit Airlines
Deal found 9/15$231
This Kiwi.com deal was found by Cheapflights users on 9/14. 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.
Wed 10/111:15 amORD - OAK
1 stop14h 17mMultiple Airlines
Wed 10/87:06 pmOAK - ORD
1 stop7h 55mMultiple Airlines
Deal found 9/14$233
This Kiwi.com deal was found by Cheapflights users on 9/14. 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.
Tue 9/3011:15 amORD - OAK
1 stop14h 17mMultiple Airlines
Sat 10/410:56 amOAK - ORD
2 stops44h 41mMultiple Airlines
Deal found 9/14$236
This KAYAK deal was found by Cheapflights users on 9/17. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/128:00 amORD - OAK
1 stop7h 55mAlaska Airlines
Mon 11/178:03 pmOAK - ORD
1 stop8h 19mAlaska Airlines
Deal found 9/17$259
This KAYAK deal was found by Cheapflights users on 9/16. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/288:00 amORD - OAK
1 stop7h 55mAlaska Airlines
Thu 10/3011:05 amOAK - ORD
1 stop8h 35mAlaska Airlines
Deal found 9/16$261
This CheapOair deal was found by Cheapflights users on 9/16. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/2311:15 amORD - OAK
1 stop14h 17mSpirit Airlines
Thu 10/26:30 amOAK - ORD
1 stop13h 06mSpirit Airlines
Deal found 9/16$263
This Cheapflightsfares deal was found by Cheapflights users on 9/16. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/215:59 pmORD - OAK
1 stop8h 04mAlaska Airlines
Tue 10/282:49 pmOAK - ORD
1 stop7h 35mAlaska Airlines
Deal found 9/16$272

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 September 17, 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

Fri 11/14

3:25 pm-11:59 pm

1 stop10h 34m

Oakland

Sat 11/15

2:49 pm-12:24 am

1 stop7h 35m

$276

ChicagoOakland

ORD - OAK

ORDOAK

Chicago O'Hare Intl

Tue 3/10

2:05 pm-7:14 pm

1 stop7h 09m

Oakland

Wed 3/11

6:35 pm-5:04 am

1 stop8h 29m

$277

ChicagoOakland

ORD - OAK

ORDOAK

Chicago O'Hare Intl

Fri 11/14

5:53 pm-11:59 pm

1 stop8h 06m

Oakland

Sat 11/15

9:48 am-11:59 pm

2 stops12h 11m

$302

ChicagoOakland

ORD - OAK

ORDOAK

Chicago O'Hare Intl

Tue 10/14

5:25 pm-9:45 pm

1 stop6h 20m

Oakland

Sat 10/18

5:05 am-2:00 pm

1 stop6h 55m

$307

ChicagoOakland

ORD - OAK

ORDOAK

Chicago O'Hare Intl

Wed 10/1

6:20 am-1:36 pm

1 stop9h 16m

Oakland

Wed 10/8

7:06 pm-5:01 am

1 stop7h 55m

$317

ChicagoOakland

ORD - OAK

ORDOAK

Chicago O'Hare Intl

Mon 12/15

7:15 am-4:40 pm

2 stops11h 25m

Oakland

Tue 1/6

8:30 pm-1:30 pm

2 stops15h 00m

$323

ChicagoOakland

ORD - OAK

ORDOAK

Chicago O'Hare Intl

Fri 10/17

5:25 pm-10:55 pm

1 stop7h 30m

Oakland

Mon 10/20

5:25 am-2:25 pm

1 stop7h 00m

$330

ChicagoOakland

ORD - OAK

ORDOAK

Chicago O'Hare Intl

Sun 11/9

6:00 am-1:55 pm

1 stop9h 55m

Oakland

Sun 11/16

7:12 pm-5:01 am

1 stop7h 49m

$337

ChicagoOakland

ORD - OAK

ORDOAK

Chicago O'Hare Intl

Thu 11/13

8:00 am-1:55 pm

1 stop7h 55m

Oakland

Sun 11/16

7:12 pm-5:01 am

1 stop7h 49m

$337

ChicagoOakland

ORD - OAK

ORDOAK

Chicago O'Hare Intl

Wed 2/18

2:05 pm-7:14 pm

1 stop7h 09m

Oakland

Sun 2/22

8:00 am-1:04 pm

1 stop27h 04m

$339

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/15

Showing 1-10 of 22 results
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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 September 17, 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.

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 September 17, 2025.
Read through reviews of airlines operating flights from Chicago O'Hare Intl Airport to Oakland, such as Southwest, United Airlines, and Spirit Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,242 reviews

Comfort

8.0

Crew

8.6

Food

7.0

Overall

8.0

Entertainment

7.5

Boarding

8.1

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
Southwest
8.0
Very good
4,242 reviews
Southwest
8.0
Very good
4,242 reviews

Comfort

8.0

Crew

8.6

Food

7.0

Overall

8.0

Entertainment

7.5

Boarding

8.1

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
United Airlines
7.4
Good
8,926 reviews
Southwest
8.0
Very good
4,242 reviews

Comfort

8.0

Crew

8.6

Food

7.0

Overall

8.0

Entertainment

7.5

Boarding

8.1

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
Spirit Airlines
6.3
Okay
8,023 reviews
Southwest
8.0
Very good
4,242 reviews

Comfort

8.0

Crew

8.6

Food

7.0

Overall

8.0

Entertainment

7.5

Boarding

8.1

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.

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. 3 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.

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

    Hawaiian Airlines, Alaska Airlines, and Southwest can get you from Chicago O'Hare Intl Airport to Oakland, California in just under 6h 20m. Your travel time can differ by up to 4h 14m. Airlines will cover a distance of 1830 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

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

    Currently priced at $83, 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 United Airlines and Southwest - these airlines can fly you to your destination from $236 and $242, respectively. Spirit Airlines is 78% cheaper than the average price of flights available within the next 90 days to this destination.

  • 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

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Alternative routes for O'Hare Intl to Oakland

See prices for flight routes from nearby airports that may be better suited for you.
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Top 3 airlines flying from O'Hare Intl to Oakland

Discover the top 3 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 September 17, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$83Average$229FlexibilityNo cancel feeOn-time65%
United AirlinesCheapest$236Average$357FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$242Average$430FlexibilityNo cancel feeOn-time63%

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