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

Delta, Alaska Airlines, and Southwest 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.

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 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.

What airlines fly to Oakland, California?

United Airlines, American Airlines and Frontier 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 48% 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 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 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.

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 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 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 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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Find the cheapest flights from Chicago O'Hare Intl Airport to San Francisco

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Enter your travel dates to find the best prices.

8:00 am - 4:23 pmORD-OAK

10h 23m1 stop

11:43 am - 11:50 pmOAK-ORD

10h 07m1 stop

$239Alaska Airlines

Find Deal

Tue, Jan 20 - Thu, Jan 22

8:00 am - 4:28 pmORD-OAK

10h 28m1 stop

8:10 am - 11:50 pmOAK-ORD

13h 40m1 stop

$257Alaska Airlines

Find Deal

Sat, Jan 10 - Sat, Jan 17

8:00 am - 8:40 pmORD-OAK

14h 40m1 stop

8:10 am - 11:50 pmOAK-ORD

13h 40m1 stop

$259Alaska Airlines

Find Deal

Mon, Jan 12 - Tue, Jan 20

2:20 pm - 10:53 pmORD-OAK

10h 33m2 stops

5:55 am - 1:38 pmOAK-ORD

5h 43m1 stop

$265Delta

Find Deal

Mon, Jan 12 - Tue, Jan 20

2:06 pm - 7:23 pmORD-OAK

7h 17m1 stop

8:10 am - 11:50 pmOAK-ORD

13h 40m1 stop

$267Alaska Airlines

Find Deal

Thu, Jan 15 - Tue, Jan 20

7:40 pm - 12:08 amORD-OAK

6h 28m1 stop

5:55 am - 1:38 pmOAK-ORD

5h 43m1 stop

$269Delta

Find Deal

Wed, Dec 17 - Wed, Jan 7

7:15 am - 4:40 pmORD-OAK

11h 25m2 stops

5:15 am - 2:05 pmOAK-ORD

6h 50m1 stop

$273Southwest

Find Deal

Sat, Jan 10 - Sat, Jan 17

7:40 pm - 12:08 amORD-OAK

6h 28m1 stop

5:55 am - 5:55 pmOAK-ORD

10h 00m2 stops

$274Delta

Find Deal

Wed, Dec 17 - Wed, Jan 7

8:00 am - 4:23 pmORD-OAK

10h 23m1 stop

5:17 pm - 11:50 pmOAK-ORD

28h 33m1 stop

$276Alaska Airlines

Find Deal

Wed, Jan 7 - Mon, Jan 12

2:15 pm - 9:25 pmORD-OAK

9h 10m2 stops

11:50 am - 10:35 pmOAK-ORD

8h 45m2 stops

$278Southwest

Find Deal

Tue, Jan 20 - Thu, Jan 22

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

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

$265

Find similar

Delta

Dec 17

ORD7:40 pmChicago O'Hare Intl

6h 28m

1 stop

OAK12:08 amOakland

Jan 7

OAK5:55 amOakland

5h 43m

1 stop

ORD1:38 pmChicago O'Hare Intl

$269

Find similar

Delta

Dec 17

ORD7:40 pmChicago O'Hare Intl

6h 28m

1 stop

OAK12:08 amOakland

Jan 7

OAK5:55 amOakland

10h 00m

2 stops

ORD5:55 pmChicago O'Hare Intl

$274

Find similar

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

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

Southwest

Jan 10

ORD7:15 amChicago O'Hare Intl

11h 25m

2 stops

OAK4:40 pmOakland

Jan 17

OAK5:15 amOakland

6h 50m

1 stop

ORD2:05 pmChicago O'Hare Intl

$273

Find similar

Southwest

Jan 20

ORD2:15 pmChicago O'Hare Intl

9h 10m

2 stops

OAK9:25 pmOakland

Jan 22

OAK11:50 amOakland

8h 45m

2 stops

ORD10:35 pmChicago O'Hare Intl

$278

Find similar

Southwest

Jan 30

ORD2:15 pmChicago O'Hare Intl

9h 10m

2 stops

OAK9:25 pmOakland

Feb 1

OAK10:50 amOakland

9h 45m

2 stops

ORD10:35 pmChicago O'Hare Intl

$309

Find similar

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

Tue 1/20

8:00 am-4:23 pm

1 stop10h 23m

Oakland

Thu 1/22

11:43 am-11:50 pm

1 stop10h 07m

$239

ChicagoOakland

ORD - OAK

ORDOAK

Chicago O'Hare Intl

Sat 1/10

8:00 am-4:28 pm

1 stop10h 28m

Oakland

Sat 1/17

8:10 am-11:50 pm

1 stop13h 40m

$257

ChicagoOakland

ORD - OAK

ORDOAK

Chicago O'Hare Intl

Mon 1/12

8:00 am-8:40 pm

1 stop14h 40m

Oakland

Tue 1/20

8:10 am-11:50 pm

1 stop13h 40m

$259

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

$265

ChicagoOakland

ORD - OAK

ORDOAK

Chicago O'Hare Intl

Thu 1/15

2:06 pm-7:23 pm

1 stop7h 17m

Oakland

Tue 1/20

8:10 am-11:50 pm

1 stop13h 40m

$267

ChicagoOakland

ORD - OAK

ORDOAK

Chicago O'Hare Intl

Wed 12/17

7:40 pm-12:08 am

1 stop6h 28m

Oakland

Wed 1/7

5:55 am-1:38 pm

1 stop5h 43m

$269

ChicagoOakland

ORD - OAK

ORDOAK

Chicago O'Hare Intl

Sat 1/10

7:15 am-4:40 pm

2 stops11h 25m

Oakland

Sat 1/17

5:15 am-2:05 pm

1 stop6h 50m

$273

ChicagoOakland

ORD - OAK

ORDOAK

Chicago O'Hare Intl

Wed 12/17

7:40 pm-12:08 am

1 stop6h 28m

Oakland

Wed 1/7

5:55 am-5:55 pm

2 stops10h 00m

$274

ChicagoOakland

ORD - OAK

ORDOAK

Chicago O'Hare Intl

Wed 1/7

8:00 am-4:23 pm

1 stop10h 23m

Oakland

Mon 1/12

5:17 pm-11:50 pm

1 stop28h 33m

$276

ChicagoOakland

ORD - OAK

ORDOAK

Chicago O'Hare Intl

Tue 1/20

2:15 pm-9:25 pm

2 stops9h 10m

Oakland

Thu 1/22

11:50 am-10:35 pm

2 stops8h 45m

$278

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

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 63% 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

Fastest flight time	7h 09m
Direct flights	None

The fastest flight from Chicago O'Hare Intl Airport to Oakland, California takes 7h 09m

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.

Search flight deals

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 85% of the total bookings. Other popular airlines include Spirit Airlines with 15%.

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 8,157 reviews		Search Spirit Airlines flights
Southwest	PriceFrom $245	Free Cancellation	Rating 8.0 4,252 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 $119

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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

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

Our best Southwest 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 63% 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?

Delta, Alaska Airlines, and Southwest 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

Fastest flight time

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