What day of the week experiences the fewest flight delays on this route?

Monday is statistically the day of the week which experiences the fewest number of delays on this flight route. Tuesday has historically seen more delays on average compared to the rest of the week.

Which airport is the most popular layover for flights between Chicago O'Hare Intl Airport and Oakland, California?

Las Vegas (LAS) was the most common stop: 75% of momondo users choosing 1-stop flights on this route connected there.

Which layover airport has the shortest travel time from Chicago O'Hare Intl Airport to Oakland, California?

Flights connecting via Seattle (SEA) have the shortest average one-way travel time: 7h 56m.

Which layover airport offers the lowest fares from Chicago O'Hare Intl Airport to Oakland, California?

Flights via Seattle (SEA) offer the lowest average round-trip price of $270.

What is the most punctual flight time for Chicago to Oakland flights?

Generally, flights departing at night tend to experience fewer delays. Flights in the morning have, in the past, seen delays more frequently in comparison.

Which airline has the best punctuality record on Chicago to Oakland flights?

According to our data, KrasAvia have had the least number of delays on this route over the last 12 months; with no flights being classified as delayed.

What airlines fly to Oakland, California?

United Airlines, American Airlines and Alaska Airlines are the top three most popular airlines that fly to Oakland, California from Chicago O'Hare Intl Airport according to our data. United Airlines is the first choice among our users, with 49% of people opting to fly with this airline when traveling to Oakland, California. Keep in mind that there are 9 different airlines that fly to Oakland, California on a routine basis, so you have a few additional options to choose from.

Which layover airport has the shortest connection time from Chicago O'Hare Intl Airport to Oakland, California?

Seattle (SEA) has the shortest average layover time for this route: 1h 05m.

What is the cheapest airline that flies from Chicago O'Hare Intl to Oakland?

Alaska Airlines and Delta are the most popular carriers operating from Chicago O'Hare Intl to Oakland

How often are flights from Chicago to Oakland delayed?

Historically, on average around 17% of flights between Chicago and Oakland have experienced a delay on any given week. The average delay length over the past 12 months has been 93 minutes.

When did momondo last update prices for flights from Chicago O'Hare Intl Airport to Oakland Airport?

Prices for flights from Chicago O'Hare Intl Airport to Oakland Airport were last updated today.

How many operators does momondo search for flights from Chicago O'Hare Intl Airport to Oakland Airport?

As of November 2025, there are 2 operators available to choose from for flights from Chicago O'Hare Intl Airport to Oakland Airport.

How old do you have to be to fly from Chicago O'Hare Intl Airport to Oakland Airport?

Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Chicago O'Hare Intl Airport to Oakland Airport.

What documentation or ID do you need to fly to Oakland Airport?

The travel and health documents you'll need for your trip to Oakland Airport may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Oakland Airport. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

$103 Cheap Flights from Chicago O'Hare Intl Airport to Oakland, California in 2025/26

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6:06 pm - 11:03 amORD-OAK

18h 57m1 stop

8:10 am - 11:50 pmOAK-ORD

13h 40m1 stop

$263Alaska Airlines

Find Deal

Wed, Jan 28 - Sat, Jan 31

8:00 am - 4:23 pmORD-OAK

10h 23m1 stop

11:43 am - 11:50 pmOAK-ORD

10h 07m1 stop

$267Alaska Airlines

Find Deal

Thu, Jan 15 - Tue, Jan 20

7:40 pm - 12:08 amORD-OAK

6h 28m1 stop

12:30 pm - 9:21 pmOAK-ORD

6h 51m1 stop

$275Delta

Find Deal

Tue, Dec 2 - Sat, Dec 6

3:07 pm - 4:37 pmORD-OAK

27h 30m2 stops

5:31 pm - 4:33 pmOAK-ORD

21h 02m1 stop

$278Alaska Airlines

Find Deal

Fri, Feb 27 - Mon, Mar 2

3:35 pm - 4:23 pmORD-OAK

26h 48m1 stop

11:43 am - 11:50 pmOAK-ORD

10h 07m1 stop

$279Alaska Airlines

Find Deal

Mon, Jan 12 - Tue, Jan 20

7:40 pm - 12:08 amORD-OAK

6h 28m1 stop

5:55 am - 4:57 pmOAK-ORD

9h 02m2 stops

$280Delta

Find Deal

Tue, Dec 2 - Sat, Dec 6

3:54 pm - 10:49 pmORD-OAK

8h 55m1 stop

6:15 am - 11:56 pmOAK-ORD

15h 41m1 stop

$281Alaska Airlines

Find Deal

Tue, Mar 10 - Wed, Mar 11

6:06 pm - 4:28 pmORD-OAK

24h 22m1 stop

8:10 am - 11:50 pmOAK-ORD

13h 40m1 stop

$283Alaska Airlines

Find Deal

Fri, Jan 16 - Sun, Jan 25

2:20 pm - 10:53 pmORD-OAK

10h 33m2 stops

5:55 am - 1:38 pmOAK-ORD

5h 43m1 stop

$284Delta

Find Deal

Mon, Jan 12 - Tue, Jan 20

2:07 pm - 10:49 pmORD-OAK

10h 42m2 stops

6:15 am - 4:33 pmOAK-ORD

8h 18m1 stop

$285Alaska Airlines

Find Deal

Wed, Feb 18 - Sat, Feb 21

Alaska Airlines flights from Chicago O'Hare Intl Airport to Oakland, California

Our best Alaska Airlines deals on Chicago O'Hare Intl Airport to Oakland, California flight tickets

Alaska Airlines

Jan 12

ORD3:35 pmChicago O'Hare Intl

21h 28m

1 stop

OAK11:03 amOakland

Jan 20

OAK11:43 amOakland

10h 07m

1 stop

ORD11:50 pmChicago O'Hare Intl

$263

Find similar

Alaska Airlines

Jan 15

ORD8:00 amChicago O'Hare Intl

10h 23m

1 stop

OAK4:23 pmOakland

Jan 20

OAK11:43 amOakland

10h 07m

1 stop

ORD11:50 pmChicago O'Hare Intl

$267

Find similar

Alaska Airlines

Jan 9

ORD8:00 amChicago O'Hare Intl

10h 23m

1 stop

OAK4:23 pmOakland

Jan 11

OAK8:10 amOakland

27h 00m

2 stops

ORD1:10 pmChicago O'Hare Intl

$268

Find similar

Delta flights from Chicago O'Hare Intl Airport to Oakland, California

Our best Delta deals on Chicago O'Hare Intl Airport to Oakland, California flight tickets

Delta

Dec 2

ORD7:40 pmChicago O'Hare Intl

6h 28m

1 stop

OAK12:08 amOakland

Dec 6

OAK12:30 pmOakland

6h 51m

1 stop

ORD9:21 pmChicago O'Hare Intl

$275

Find similar

Delta

Dec 2

ORD7:40 pmChicago O'Hare Intl

6h 28m

1 stop

OAK12:08 amOakland

Dec 6

OAK5:55 amOakland

9h 02m

2 stops

ORD4:57 pmChicago O'Hare Intl

$280

Find similar

Delta

Jan 12

ORD2:20 pmChicago O'Hare Intl

10h 33m

2 stops

OAK10:53 pmOakland

Jan 20

OAK5:55 amOakland

5h 43m

1 stop

ORD1:38 pmChicago O'Hare Intl

$284

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momondo Fare Finder

Use the filters below to find and compare flights from Chicago O'Hare Intl Airport to Oakland, California that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

ChicagoOakland

ORD - OAK

ORDOAK

Chicago O'Hare Intl

Wed 1/28

6:06 pm-11:03 am

1 stop18h 57m

Oakland

Sat 1/31

8:10 am-11:50 pm

1 stop13h 40m

$263

ChicagoOakland

ORD - OAK

ORDOAK

Chicago O'Hare Intl

Thu 1/15

8:00 am-4:23 pm

1 stop10h 23m

Oakland

Tue 1/20

11:43 am-11:50 pm

1 stop10h 07m

$267

ChicagoOakland

ORD - OAK

ORDOAK

Chicago O'Hare Intl

Tue 12/2

7:40 pm-12:08 am

1 stop6h 28m

Oakland

Sat 12/6

12:30 pm-9:21 pm

1 stop6h 51m

$275

ChicagoOakland

ORD - OAK

ORDOAK

Chicago O'Hare Intl

Fri 2/27

3:07 pm-4:37 pm

2 stops27h 30m

Oakland

Mon 3/2

5:31 pm-4:33 pm

1 stop21h 02m

$278

ChicagoOakland

ORD - OAK

ORDOAK

Chicago O'Hare Intl

Mon 1/12

3:35 pm-4:23 pm

1 stop26h 48m

Oakland

Tue 1/20

11:43 am-11:50 pm

1 stop10h 07m

$279

ChicagoOakland

ORD - OAK

ORDOAK

Chicago O'Hare Intl

Tue 12/2

7:40 pm-12:08 am

1 stop6h 28m

Oakland

Sat 12/6

5:55 am-4:57 pm

2 stops9h 02m

$280

ChicagoOakland

ORD - OAK

ORDOAK

Chicago O'Hare Intl

Tue 3/10

3:54 pm-10:49 pm

1 stop8h 55m

Oakland

Wed 3/11

6:15 am-11:56 pm

1 stop15h 41m

$281

ChicagoOakland

ORD - OAK

ORDOAK

Chicago O'Hare Intl

Fri 1/16

6:06 pm-4:28 pm

1 stop24h 22m

Oakland

Sun 1/25

8:10 am-11:50 pm

1 stop13h 40m

$283

ChicagoOakland

ORD - OAK

ORDOAK

Chicago O'Hare Intl

Mon 1/12

2:20 pm-10:53 pm

2 stops10h 33m

Oakland

Tue 1/20

5:55 am-1:38 pm

1 stop5h 43m

$284

ChicagoOakland

ORD - OAK

ORDOAK

Chicago O'Hare Intl

Wed 2/18

2:07 pm-10:49 pm

2 stops10h 42m

Oakland

Sat 2/21

6:15 am-4:33 pm

1 stop8h 18m

$285

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How to get the cheapest flight ticket from Chicago O'Hare Intl Airport to Oakland, California

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

Prices

Airlines

Delays

Layovers

What is the cheapest month to fly to Oakland, California?

The month of September is, on average, the cheapest month to fly to Oakland, California from Chicago O'Hare Intl Airport, with most prices found around $251. If you aren’t able to travel to Oakland, California during the month of September, then flying in March is also cheap. Prices for this month can be found on momondo for an average of $301.

What is the cheapest day to depart on your flight to Oakland, California?

According to our data, Monday is the cheapest day to fly to Oakland, California from Chicago O'Hare Intl Airport. The lowest ticket price found for a Monday departure recently was $333. Keep in mind that prices can always vary depending on your route and whether or not you are flying domestic or international. When flying out on a Sunday, the most expensive travel day of the week, you can expect to see flight prices from Chicago O'Hare Intl Airport to Oakland, California for around $617.

What is the cheapest time of day to depart on your flight to Oakland, California?

At noon is the cheapest time of day to fly from Chicago O'Hare Intl Airport to Oakland, California when you can find flight prices for as low as $354. Flying to Oakland, California at noon is an ideal time because this is during off-peak travel hours. Flights in the morning are often more expensive with an average ticket price of $613.

How have Chicago O'Hare Intl Airport to Oakland, California flight prices changed over time?

As of November 2025, prices for Chicago O'Hare Intl Airport to Oakland, California flights are approximately 56% more expensive when compared to flights at the same time last year.

When to book flights from Chicago O'Hare Intl Airport to Oakland, California

Are you open to changing your travel dates? Check out the ideal times to fly from Chicago O'Hare Intl Airport to Oakland, California according to our flight data. Find out which month and days have the cheapest flights.

Estimated round-trip price

Cheap Chicago O'Hare Intl Airport to Oakland, California (ORD to OAK) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago O'Hare Intl Airport to Oakland, California

Direct flights	None

There are no direct flights from Chicago O'Hare Intl Airport to Oakland, California. There are no popular flight routes from Chicago O'Hare Intl Airport to Oakland, California.

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How far is Chicago O'Hare Intl to Oakland by plane?
Chicago O'Hare Intl and Oakland are 1830.7 mi apart from one another. In terms of flight time, this usually takes a little over 6h 28m.
When did momondo last update prices for flights from Chicago O'Hare Intl Airport to Oakland Airport?
Prices for flights from Chicago O'Hare Intl Airport to Oakland Airport were last updated today.
How many operators does momondo search for flights from Chicago O'Hare Intl Airport to Oakland Airport?
As of November 2025, there are 2 operators available to choose from for flights from Chicago O'Hare Intl Airport to Oakland Airport.
How old do you have to be to fly from Chicago O'Hare Intl Airport to Oakland Airport?
Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Chicago O'Hare Intl Airport to Oakland Airport.
What documentation or ID do you need to fly to Oakland Airport?
The travel and health documents you'll need for your trip to Oakland Airport may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Oakland Airport. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.
What is the most popular airline from Chicago O'Hare Intl Airport to Oakland, California?
Based on momondo bookings for flights between Chicago O'Hare Intl Airport and Oakland, California, the leading airline is Southwest, making up 84% of the total bookings. Other popular airlines include Spirit Airlines with 16%.

Best airlines flying from Chicago O'Hare Intl Airport to Oakland, California

Compare and see reviews for airlines that fly from Chicago O'Hare Intl Airport to Oakland, California with momondo

Airline	Rating	Free Cancellation	Price
Spirit Airlines	PriceFrom $83	Free Cancellation	Rating 6.3 8,149 reviews		Search Spirit Airlines flights
Southwest	PriceFrom $245	Free Cancellation	Rating 8.0 4,245 reviews		Search Southwest flights

Why use momondo?

Why should I use momondo to find a flight deal from Chicago to Oakland?

We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Chicago to Oakland for you.

Can I find flights from Chicago to Oakland with flexible booking policies on momondo?

Yes. momondo enables you to select and highlight flights to Oakland from Chicago with this policy.

How can momondo help me find flights from Chicago to Oakland?

momondo helps you find the best flight between Chicago and Oakland by providing filters to narrow your choice of flights to those matching your criteria. You can select flights based on numerous factors such as price, departure and landing times, airport and airline.

I’m not ready to book a flight from Chicago to Oakland right now. Can momondo alert me if prices change?

If you are simply researching potential flights to Oakland, momondo offers a useful price alert feature which will track prices for flights to Oakland from Chicago and alert you when they change.

An easier way to manage your Oakland, California trip

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Cheap flights from Chicago O'Hare Intl Airport to San Francisco from $132

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Alaska Airlines flights from Chicago O'Hare Intl Airport to Oakland, California

Our best Alaska Airlines deals on Chicago O'Hare Intl Airport to Oakland, California flight tickets

Delta flights from Chicago O'Hare Intl Airport to Oakland, California

Our best Delta deals on Chicago O'Hare Intl Airport to Oakland, California flight tickets

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How to get the cheapest flight ticket from Chicago O'Hare Intl Airport to Oakland, California

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest month to fly to Oakland, California?

What is the cheapest day to depart on your flight to Oakland, California?

What is the cheapest time of day to depart on your flight to Oakland, California?

How have Chicago O'Hare Intl Airport to Oakland, California flight prices changed over time?

As of November 2025, prices for Chicago O'Hare Intl Airport to Oakland, California flights are approximately 56% more expensive when compared to flights at the same time last year.

What is the cheapest airline that flies from Chicago O'Hare Intl to Oakland?

Alaska Airlines and Delta are the most popular carriers operating from Chicago O'Hare Intl to Oakland

What airlines fly to Oakland, California?

How often are flights from Chicago to Oakland delayed?

Historically, on average around 17% of flights between Chicago and Oakland have experienced a delay on any given week. The average delay length over the past 12 months has been 93 minutes.

What is the most punctual flight time for Chicago to Oakland flights?

Generally, flights departing at night tend to experience fewer delays. Flights in the morning have, in the past, seen delays more frequently in comparison.

What day of the week experiences the fewest flight delays on this route?

Monday is statistically the day of the week which experiences the fewest number of delays on this flight route. Tuesday has historically seen more delays on average compared to the rest of the week.

Which airline has the best punctuality record on Chicago to Oakland flights?

According to our data, KrasAvia have had the least number of delays on this route over the last 12 months; with no flights being classified as delayed.

Which airport is the most popular layover for flights between Chicago O'Hare Intl Airport and Oakland, California?

Las Vegas (LAS) was the most common stop: 75% of momondo users choosing 1-stop flights on this route connected there.

Which layover airport offers the lowest fares from Chicago O'Hare Intl Airport to Oakland, California?

Flights via Seattle (SEA) offer the lowest average round-trip price of $270.

Which layover airport has the shortest travel time from Chicago O'Hare Intl Airport to Oakland, California?

Flights connecting via Seattle (SEA) have the shortest average one-way travel time: 7h 56m.

Which layover airport has the shortest connection time from Chicago O'Hare Intl Airport to Oakland, California?

Seattle (SEA) has the shortest average layover time for this route: 1h 05m.

When to book flights from Chicago O'Hare Intl Airport to Oakland, California

Cheap Chicago O'Hare Intl Airport to Oakland, California (ORD to OAK) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago O'Hare Intl Airport to Oakland, California

Direct flights

How far is Chicago O'Hare Intl to Oakland by plane?

When did momondo last update prices for flights from Chicago O'Hare Intl Airport to Oakland Airport?

How many operators does momondo search for flights from Chicago O'Hare Intl Airport to Oakland Airport?

How old do you have to be to fly from Chicago O'Hare Intl Airport to Oakland Airport?

What documentation or ID do you need to fly to Oakland Airport?

What is the most popular airline from Chicago O'Hare Intl Airport to Oakland, California?

Best airlines flying from Chicago O'Hare Intl Airport to Oakland, California

Compare and see reviews for airlines that fly from Chicago O'Hare Intl Airport to Oakland, California with momondo

Why use momondo?

Why should I use momondo to find a flight deal from Chicago to Oakland?

Can I find flights from Chicago to Oakland with flexible booking policies on momondo?

How can momondo help me find flights from Chicago to Oakland?

I’m not ready to book a flight from Chicago to Oakland right now. Can momondo alert me if prices change?

An easier way to manage your Oakland, California trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.

Find better results for your trip to the United States

Airports servicing California