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$44+ 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 9/6. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — OAK
Aug 12 — Aug 191
Tue 8/12
Tue 8/19
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 August 7, 2025.

Round-trip from

$89
(FlightHub)

One-way from

$44
(Cheapflightsfares)

Popular in

April

Cheapest in

September

Average price

$306
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. 14% potential increase in price ($62 potential increase over avg. RT price).
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Cheapest flight prices on average. 5% potential price decrease ($20 potential savings vs. average RT price).
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Average for round-trip flights in August 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 August 7, 2025.

This FlightHub deal was found by Cheapflights users on 8/6. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/612:46 pmORD - OAK
1 stop12h 46mSpirit Airlines
Wed 9/106:30 amOAK - ORD
1 stop13h 02mSpirit Airlines
Deal found 8/6$89
This Mytrip deal was found by Cheapflights users on 8/5. 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.
Tue 9/99:00 amORD - OAK
1 stop6h 34mSpirit Airlines
Wed 9/106:30 amOAK - ORD
1 stop10h 21mSpirit Airlines
Deal found 8/5$96
This Cheapflightsfares deal was found by Cheapflights users on 8/5. 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.
Sat 8/305:35 pmORD - OAK
1 stop7h 52mSpirit Airlines
Sat 9/66:30 amOAK - ORD
1 stop13h 02mSpirit Airlines
Deal found 8/5$97
This CheapOair deal was found by Cheapflights users on 8/7. 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 8/266:21 pmORD - OAK
2 stops17h 19mSpirit Airlines
Wed 9/310:44 amOAK - ORD
2 stops16h 06mSpirit Airlines
Deal found 8/7$124
This CheapOair deal was found by Cheapflights users on 8/6. 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 9/26:21 pmORD - OAK
2 stops17h 19mSpirit Airlines
Tue 9/96:30 amOAK - ORD
1 stop13h 02mSpirit Airlines
Deal found 8/6$135
This Cheapflightsfares deal was found by Cheapflights users on 8/6. 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.
Wed 8/276:21 pmORD - OAK
1 stop14h 57mSpirit Airlines
Tue 9/96:30 amOAK - ORD
1 stop13h 02mSpirit Airlines
Deal found 8/6$144

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 August 7, 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

Sat 9/6

12:46 pm-11:32 pm

1 stop12h 46m

Oakland

Wed 9/10

6:30 am-9:32 pm

1 stop13h 02m

$89

ChicagoOakland

ORD - OAK

ORDOAK

Chicago O'Hare Intl

Tue 9/9

9:00 am-1:34 pm

1 stop6h 34m

Oakland

Wed 9/10

6:30 am-6:51 pm

1 stop10h 21m

$96

ChicagoOakland

ORD - OAK

ORDOAK

Chicago O'Hare Intl

Sat 8/30

5:35 pm-11:27 pm

1 stop7h 52m

Oakland

Sat 9/6

6:30 am-9:32 pm

1 stop13h 02m

$97

ChicagoOakland

ORD - OAK

ORDOAK

Chicago O'Hare Intl

Tue 8/26

6:21 pm-9:40 am

2 stops17h 19m

Oakland

Wed 9/3

10:44 am-4:50 am

2 stops16h 06m

$124

ChicagoOakland

ORD - OAK

ORDOAK

Chicago O'Hare Intl

Tue 9/2

6:21 pm-9:40 am

2 stops17h 19m

Oakland

Tue 9/9

6:30 am-9:32 pm

1 stop13h 02m

$135

ChicagoOakland

ORD - OAK

ORDOAK

Chicago O'Hare Intl

Wed 8/27

6:21 pm-7:18 am

1 stop14h 57m

Oakland

Tue 9/9

6:30 am-9:32 pm

1 stop13h 02m

$144

ChicagoOakland

ORD - OAK

ORDOAK

Chicago O'Hare Intl

Fri 9/5

6:05 pm-11:32 pm

1 stop7h 27m

Oakland

Tue 9/9

6:30 am-9:32 pm

1 stop13h 02m

$146

ChicagoOakland

ORD - OAK

ORDOAK

Chicago O'Hare Intl

Sat 9/6

12:46 pm-11:32 pm

1 stop12h 46m

$44

ChicagoOakland

ORD - OAK

ORDOAK

Chicago O'Hare Intl

Tue 9/9

9:00 am-1:34 pm

1 stop6h 34m

$46

ChicagoOakland

ORD - OAK

ORDOAK

Chicago O'Hare Intl

Wed 9/10

11:15 am-11:32 pm

1 stop14h 17m

$49

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/6

Showing 1-10 of 15 results
1
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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 August 7, 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.

What’s the top layover airport for flights from Chicago O'Hare Intl Airport to Oakland, California?

Share of 1-stop round-trip flights from Chicago O'Hare Intl Airport to Oakland, California chosen by Cheapflights users in the past 12 months, using the same layover each way.

Denver (DEN) – chosen by Cheapflights users on 67% of 1-stop itineraries from Chicago O'Hare Intl Airport to Oakland, California on Cheapflights.

What’s the cheapest layover airport for flights from Chicago O'Hare Intl Airport to Oakland, California?

Average round-trip fare for 1-stop flights from Chicago O'Hare Intl Airport to Oakland, California, chosen by Cheapflights users in the past 12 months, with the same layover each way.

Las Vegas (LAS) is the most affordable 1-stop option, with an average round-trip price of $300.

What’s the fastest layover option from Chicago O'Hare Intl Airport to Oakland, California?

Shortest average travel time for 1-stop one-way flights from Chicago O'Hare Intl Airport to Oakland, California, based on itineraries clicked by Cheapflights users over the past 12 months, grouped by layover airport.

Flights via Denver (DEN) have the shortest average one-way travel time for 1-stop routes: 8h 30m.

Which airport typically offers the quickest layover for flights from Chicago O'Hare Intl Airport to Oakland, California?

Average layover duration for 1-stop one-way flights from Chicago O'Hare Intl Airport to Oakland, California, chosen by Cheapflights users in the last 12 months, grouped by stopover airport.

Flights via Denver (DEN) offer the fastest connection on this route, with an average layover time of 2h 45m.

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 August 7, 2025.
Read through reviews of airlines operating flights from Chicago O'Hare Intl Airport to Oakland, such as Alaska Airlines, Southwest, and Delta. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Alaska Airlines
8.0
Very good
10,000 reviews

Comfort

7.8

Overall

8.0

Crew

8.5

Entertainment

7.1

Boarding

8.1

Food

7.1

Reviews

1 / 20
8.0
Excellent

Anonymous,Aug 2025

BOI - LAX

flying in first class, my husband froze the entire flight and was miserable. first class does not offer blankets or any entertainment. (TV etc)
Alaska Airlines
8.0
Very good
10,000 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Comfort

7.8

Overall

8.0

Crew

8.5

Entertainment

7.1

Boarding

8.1

Food

7.1

Reviews

1 / 20
8.0
Excellent

Anonymous,Aug 2025

BOI - LAX

flying in first class, my husband froze the entire flight and was miserable. first class does not offer blankets or any entertainment. (TV etc)
Southwest
8.0
Very good
4,247 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Comfort

7.8

Overall

8.0

Crew

8.5

Entertainment

7.1

Boarding

8.1

Food

7.1

Reviews

1 / 20
8.0
Excellent

Anonymous,Aug 2025

BOI - LAX

flying in first class, my husband froze the entire flight and was miserable. first class does not offer blankets or any entertainment. (TV etc)
Delta
8.0
Very good
7,987 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Comfort

7.8

Overall

8.0

Crew

8.5

Entertainment

7.1

Boarding

8.1

Food

7.1

Reviews

1 / 20
8.0
Excellent

Anonymous,Aug 2025

BOI - LAX

flying in first class, my husband froze the entire flight and was miserable. first class does not offer blankets or any entertainment. (TV etc)
Hawaiian Airlines
7.8
Good
2,631 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Comfort

7.8

Overall

8.0

Crew

8.5

Entertainment

7.1

Boarding

8.1

Food

7.1

Reviews

1 / 20
8.0
Excellent

Anonymous,Aug 2025

BOI - LAX

flying in first class, my husband froze the entire flight and was miserable. first class does not offer blankets or any entertainment. (TV etc)
Spirit Airlines
6.3
Okay
8,051 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Comfort

7.8

Overall

8.0

Crew

8.5

Entertainment

7.1

Boarding

8.1

Food

7.1

Reviews

1 / 20
8.0
Excellent

Anonymous,Aug 2025

BOI - LAX

flying in first class, my husband froze the entire flight and was miserable. first class does not offer blankets or any entertainment. (TV etc)

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.

  • What is the cheapest airline to fly from Chicago O'Hare Intl Airport to Oakland, California round-trip?

    Currently priced at $89, 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. Spirit Airlines is 75% 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.

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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 August 7, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$119Average$203FlexibilityNo cancel feeOn-time65%
United AirlinesCheapest$238Average$394FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$242Average$386FlexibilityNo cancel feeOn-time63%

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