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

Spirit Airlines, at $232, was found to be the cheapest airline from Oakland, California to Chicago O'Hare Intl Airport.Alternate airlines to your destination round-trip include Alaska Airlines and Delta. Users have found that Spirit Airlines is 31% cheaper than the other options available to this destination.

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

The cheapest airlines for a one-way flight from Oakland, California to Chicago O'Hare Intl Airport are Spirit Airlines ($75), Southwest ($100), and Hawaiian Airlines ($103).

What is the cheapest day to fly from Oakland, California to Chicago O'Hare Intl Airport?

Travelers seeking maximum savings on their Oakland, California to Chicago O'Hare Intl Airport flight should consider departing on Wednesday afternoons when fares are most often at their lowest. Thursday at noon flights should be avoided if possible as fares are typically the most expensive at this time.

What are the most popular airlines that fly from Oakland, California to Chicago O'Hare Intl Airport?

Before booking your flight from Oakland, California to Chicago O'Hare Intl Airport check out the most popular airlines for this route: Alaska Airlines, Delta or Spirit Airlines.

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

Users have found that flying from Oakland, California to Chicago O'Hare Intl Airport on a Wednesday typically leans towards higher prices. However, this doesn’t mean you still can’t find a deal. Flexibility with other aspects of your flight can still land a great price for your trip.

How far in advance should I book a flight from Oakland, California to Chicago O'Hare Intl Airport?

To save on the cost of your flight from Oakland, California to Chicago O'Hare Intl Airport, book at least 57 days before your planned departure. Booking around this time can save you about 77% on the cost of this flight compared to booking a flight leaving this week. We have found prices from $387 if you need a flight within two weeks. For flights within the next 72 hours, you can find tickets from as low as $536.

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

Due to multiple factors, expect to potentially pay more when booking in December. For low rates, February can be a great choice for travel to Chicago O'Hare Intl Airport. Flights to Chicago O'Hare Intl Airport from Oakland, California in February are about $339 on average during February, but can be found for as low as $183.

Most accurate provider : When it comes to deals on Oakland, California-Chicago O'Hare Intl Airport flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Oakland, California-Chicago O'Hare Intl Airport flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Oakland, California-Chicago O'Hare Intl Airport flight searches over the past month and is updated monthly.

Most trusted provider : When it comes to deals on Oakland, California-Chicago O'Hare Intl Airport flights, Cheapflights users trust FlightHub the most. FlightHub 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 Oakland, California-Chicago O'Hare Intl Airport flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

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

Oakland (OAK), located 7.0 mi from the city center, is the airport you fly out of when you book flights from Oakland to Chicago O'Hare Intl. 5 airlines have flights from Oakland to Chicago O'Hare Intl on a regular basis. Booking flights from Oakland to Chicago O'Hare Intl should not be difficult; the airport handles an average of 0 outbound flights to Chicago O'Hare Intl per day.

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

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

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

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

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

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

$75+ Flights from Oakland, CA to Chicago O'Hare Intl Airport

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1. Tell us where you want to go

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Cheap flight deals from Oakland to O'Hare Intl

Most accurate provider	FlightHub 3 stars
Most trusted provider	FlightHub 3 stars
Round-trip from	$232 (Cheapflightsfares)
One-way from	$75 (Cheapflightsfares)
Popular in	March
Cheapest in	September
Average price	$423

Provider with most accurate pricing for Oakland-Chicago O'Hare Intl flight deals.

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Provider most trusted by Cheapflights users for Oakland-Chicago O'Hare Intl flights.

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From Oakland to Chicago O'Hare Intl

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One-way flight from Oakland to Chicago O'Hare Intl

Search Deals

Highest demand for flights based on searches. 11% potential increase in price ($44 potential increase over avg. RT price).

Search Deals

Cheapest flight prices on average. 4% potential price decrease ($16 potential savings vs. average RT price).

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Average for round-trip flights in April 2025

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Find flight deals from Oakland to O'Hare Intl

Cheapest flights from Oakland to O'Hare Intl
Explore the most affordable flight options available from Oakland to O'Hare Intl. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 9, 2025.

Tue 5/209:09 pmOAK - ORD

1 stop11h 46mSpirit Airlines

Sun 5/2511:50 amORD - OAK

1 stop12h 35mSpirit Airlines

Deal found 4/6

$232

Thu 5/16:00 amOAK - ORD

1 stop10h 01mAlaska Airlines

Mon 5/55:56 pmORD - OAK

1 stop7h 48mAlaska Airlines

Deal found 4/7

$236

Sat 6/1412:30 pmOAK - ORD

1 stop7h 39mDelta

Thu 6/197:20 pmORD - OAK

1 stop6h 37mDelta

Deal found 4/8

$257

Tue 5/66:40 pmOAK - ORD

1 stop14h 15mMultiple Airlines

Thu 5/82:07 pmORD - OAK

1 stop7h 08mMultiple Airlines

Deal found 4/7

$272

Best flights from Oakland to O'Hare Intl
Discover carefully curated flight deals from Oakland to O'Hare Intl that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated April 9, 2025.

Tue 5/209:09 pmOAK - ORD

1 stop11h 46mSpirit Airlines

Sun 5/2511:50 amORD - OAK

1 stop12h 35mSpirit Airlines

Deal found 4/6

$232

Thu 5/16:00 amOAK - ORD

1 stop10h 01mAlaska Airlines

Mon 5/55:56 pmORD - OAK

1 stop7h 48mAlaska Airlines

Deal found 4/7

$236

Sat 6/1412:30 pmOAK - ORD

1 stop7h 39mDelta

Thu 6/197:20 pmORD - OAK

1 stop6h 37mDelta

Deal found 4/8

$257

Tue 5/66:40 pmOAK - ORD

1 stop14h 15mMultiple Airlines

Thu 5/82:07 pmORD - OAK

1 stop7h 08mMultiple Airlines

Deal found 4/7

$272

Last-minute flights from Oakland to O'Hare Intl
Discover last-minute flight deals from Oakland to O'Hare Intl. Data last updated April 9, 2025 and is based on user searches.

Mon 4/141:49 pmOAK - ORD

2 stops22h 14mMultiple Airlines

Fri 4/185:53 pmORD - OAK

1 stop7h 50mMultiple Airlines

Deal found 4/6

$395

Wed 4/166:29 pmOAK - ORD

1 stop10h 04mSpirit Airlines

Mon 4/217:41 amORD - OAK

1 stop11h 53mSpirit Airlines

Deal found 4/7

$308

Thu 4/175:35 amOAK - ORD

1 stop7h 50mSouthwest

Thu 4/175:25 pmORD - OAK

1 stop6h 30mSouthwest

Deal found 4/7

$557

Fri 4/1810:50 amOAK - ORD

1 stop24h 15mAlaska Airlines

Tue 4/296:00 amORD - OAK

1 stop8h 01mAlaska Airlines

Deal found 4/7

$326

Fri 4/185:10 pmOAK - ORD

1 stop5h 43mDelta

Sun 4/207:00 pmORD - OAK

1 stop6h 43mDelta

Deal found 4/7

$337

Thu 5/16:00 amOAK - ORD

1 stop10h 01mAlaska Airlines

Mon 5/55:56 pmORD - OAK

1 stop7h 48mAlaska Airlines

Deal found 4/7

$236

Thu 5/15:10 pmOAK - ORD

1 stop5h 43mDelta

Tue 5/61:25 pmORD - OAK

2 stops12h 18mDelta

Deal found 4/8

$262

Tue 5/66:40 pmOAK - ORD

1 stop14h 15mMultiple Airlines

Thu 5/82:07 pmORD - OAK

1 stop7h 08mMultiple Airlines

Deal found 4/7

$272

Tue 5/209:09 pmOAK - ORD

1 stop11h 46mSpirit Airlines

Sun 5/2511:50 amORD - OAK

1 stop12h 35mSpirit Airlines

Deal found 4/6

$232

One-way flights from Oakland to O'Hare Intl
Search for one-way flight options from Oakland to O'Hare Intl. Find affordable one-way fares based on user searches. Data last updated April 9, 2025.

Mon 5/129:09 pmOAK - ORD

1 stop11h 46mSpirit Airlines

Deal found 4/7

$75

Fri 7/42:45 pmOAK - ORD

1 stop6h 20mSouthwest

Deal found 4/7

$100

Sun 5/252:31 pmOAK - ORD

1 stop7h 28mHawaiian Airlines

Deal found 4/7

$103

Sat 5/177:54 pmOAK - ORD

1 stop7h 46mAlaska Airlines

Deal found 4/8

$108

Mon 6/3012:30 pmOAK - ORD

1 stop7h 39mDelta

Deal found 4/7

$129

Sun 7/611:59 pmOAK - ORD

1 stop15h 16mSun Country Air

Deal found 4/8

$133

Sat 5/315:45 amOAK - ORD

3 stops30h 30mMultiple Airlines

Deal found 4/8

$205

Cheapflights Fare Finder

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

Fly from

Fly to

Route

Depart

Return

Price

OaklandChicago

OAK - ORD

OAKORD

Oakland

Tue 5/20

9:09 pm-10:55 am

1 stop11h 46m

Chicago O'Hare Intl

Sun 5/25

11:50 am-10:25 pm

1 stop12h 35m

$232

OaklandChicago

OAK - ORD

OAKORD

Oakland

Thu 5/1

6:00 am-6:01 pm

1 stop10h 01m

Chicago O'Hare Intl

Mon 5/5

5:56 pm-11:44 pm

1 stop7h 48m

$236

OaklandChicago

OAK - ORD

OAKORD

Oakland

Sat 6/14

12:30 pm-10:09 pm

1 stop7h 39m

Chicago O'Hare Intl

Thu 6/19

7:20 pm-11:57 pm

1 stop6h 37m

$257

OaklandChicago

OAK - ORD

OAKORD

Oakland

Tue 5/6

6:40 pm-10:55 am

1 stop14h 15m

Chicago O'Hare Intl

Thu 5/8

2:07 pm-7:15 pm

1 stop7h 08m

$272

OaklandChicago

OAK - ORD

OAKORD

Oakland

Mon 5/12

9:09 pm-10:55 am

1 stop11h 46m

$75

OaklandChicago

OAK - ORD

OAKORD

Oakland

Fri 7/4

2:45 pm-11:05 pm

1 stop6h 20m

$100

OaklandChicago

OAK - ORD

OAKORD

Oakland

Sun 5/25

2:31 pm-11:59 pm

1 stop7h 28m

$103

OaklandChicago

OAK - ORD

OAKORD

Oakland

Sat 5/17

7:54 pm-5:40 am

1 stop7h 46m

$108

OaklandChicago

OAK - ORD

OAKORD

Oakland

Mon 6/30

12:30 pm-10:09 pm

1 stop7h 39m

$129

OaklandChicago

OAK - ORD

OAKORD

Oakland

Sun 7/6

11:59 pm-5:15 pm

1 stop15h 16m

$133

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/7

Showing 1-10 of 11 results

Compare providers for flights from Oakland to O'Hare Intl

Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Oakland to O'Hare Intl in April.

Provider	Price Accuracy	Trust Score*
Expedia	Price Accuracy1 star	Trust Score*3 stars
FlightHub	Price Accuracy3 stars	Trust Score*3 stars
eDreams	Price Accuracy3 stars	Trust Score*3 stars
FareScan	Price Accuracy-	Trust Score*3 stars
Cheapflightsfares	Price Accuracy3 stars	Trust Score*2 stars
Priceline	Price Accuracy1 star	Trust Score*3 stars
Mytrip	Price Accuracy3 stars	Trust Score*3 stars
Flightnetwork	Price Accuracy-	Trust Score*3 stars
Justfly.com	Price Accuracy3 stars	Trust Score*3 stars
Kiwi.com	Price Accuracy3 stars	Trust Score*2 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 Oakland, California-Chicago O'Hare Intl Airport flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Oakland, California-Chicago O'Hare Intl Airport flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Oakland, California-Chicago O'Hare Intl Airport flight searches over the past month and is updated monthly.
Most trusted provider: When it comes to deals on Oakland, California-Chicago O'Hare Intl Airport flights, Cheapflights users trust FlightHub the most. FlightHub 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 Oakland, California-Chicago O'Hare Intl Airport 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 Oakland to O'Hare Intl

Have a flexible travel schedule? Discover the best time to fly to O'Hare Intl from Oakland 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 Oakland to Chicago O'Hare Intl Airport

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

Currently, August is the cheapest month in which you can book a flight from Oakland, California to Chicago O'Hare Intl Airport (average of $245). Flying from Oakland, California to Chicago O'Hare Intl Airport in March is currently the most expensive (average of $321). 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 OAK to ORD?

It’s typically best to fly out from Oakland, California to Chicago O'Hare Intl Airport in the afternoon. Doing so could potentially save you 21% on the flight price compared to flying in the evening, which is usually more expensive.

Rainfall in O'Hare Intl by month

In terms of precipitation, rainfall in Chicago O'Hare Intl Airport ranges from 1.7 - 4.9 inches per month. August is typically the wettest month, when rainfall can reach 4.9 in. January is typically the driest time to visit Chicago O'Hare Intl Airport when rainfall is around 1.7 in.

Temperature in O'Hare Intl by month

If weather is an important factor for your trip to Chicago O'Hare Intl Airport, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).

Reviews of airlines servicing O'Hare Intl

To help decide which airline to fly from Oakland to Chicago, see what other customers have to say about Alaska Airlines, Southwest and Delta. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.

Alaska Airlines

8.0

Very good

9,847 reviews

Reviews

1 / 20

10.0

Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them

Alaska Airlines

8.0

Very good

9,847 reviews

Alaska Airlines

8.0

Very good

9,847 reviews

Reviews

1 / 20

10.0

Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them

Southwest

8.0

Very good

4,281 reviews

Alaska Airlines

8.0

Very good

9,847 reviews

Reviews

1 / 20

10.0

Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them

Delta

8.0

Very good

7,906 reviews

Alaska Airlines

8.0

Very good

9,847 reviews

Reviews

1 / 20

10.0

Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them

Hawaiian Airlines

7.9

Good

2,361 reviews

Alaska Airlines

8.0

Very good

9,847 reviews

Reviews

1 / 20

10.0

Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them

Sun Country Air

6.9

Okay

349 reviews

Alaska Airlines

8.0

Very good

9,847 reviews

Reviews

1 / 20

10.0

Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them

Related info for your journey

What airport do you fly from for flights from Oakland to Chicago O'Hare Intl?
Oakland (OAK), located 7.0 mi from the city center, is the airport you fly out of when you book flights from Oakland to Chicago O'Hare Intl. 5 airlines have flights from Oakland to Chicago O'Hare Intl on a regular basis. Booking flights from Oakland to Chicago O'Hare Intl should not be difficult; the airport handles an average of 0 outbound flights to Chicago O'Hare Intl per day.
What are the cheapest airlines flying from Oakland, California to Chicago O'Hare Intl Airport round-trip?
Spirit Airlines, at $232, was found to be the cheapest airline from Oakland, California to Chicago O'Hare Intl Airport.Alternate airlines to your destination round-trip include Alaska Airlines and Delta. Users have found that Spirit Airlines is 31% cheaper than the other options available to this destination.
What are the cheapest airlines to fly from Oakland, California to Chicago O'Hare Intl Airport one-way?
The cheapest airlines for a one-way flight from Oakland, California to Chicago O'Hare Intl Airport are Spirit Airlines ($75), Southwest ($100), and Hawaiian Airlines ($103).
Can I find deals for flights from Oakland to O'Hare Intl that include hotel bookings?
Yes. In addition to deals on Oakland to O'Hare Intl flights, Cheapflights offers vacation packages that include both flights and hotel.
How can I find direct flights from Oakland to O'Hare Intl?
After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Oakland to O'Hare Intl.
Can I find deals for business class flights from Oakland to O'Hare Intl?
Yes. Cheapflights offers flight deals from Oakland to O'Hare Intl 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 Oakland, California to Chicago O'Hare Intl Airport?
Currently, August is the cheapest month in which you can book a flight from Oakland, California to Chicago O'Hare Intl Airport (average of $245). Flying from Oakland, California to Chicago O'Hare Intl Airport in March is currently the most expensive (average of $321). 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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Top 5 airlines flying from Oakland to O'Hare Intl

Airline	Cheapest	Average	Flexibility	On-time
Spirit Airlines	Cheapest$123	Average$286	FlexibilityNo cancel fee	On-time65%
Alaska Airlines	Cheapest$138	Average$377	FlexibilityNo cancel fee	On-time75%
United Airlines	Cheapest$185	Average$257	FlexibilityNo cancel fee	On-time69%
Delta	Cheapest$235	Average$360	FlexibilityNo cancel fee	On-timeN/A
Southwest	Cheapest$263	Average$426	FlexibilityNo cancel fee	On-time63%

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$75+ Cheap flights from Oakland, CA (OAK) to O'Hare Intl (ORD)

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 5/12. Fares are subject to change and may not be available on all flights or dates of travel.

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

1. Tell us where you want to go

2. Select your favorite providers

3. Compare prices and book

Cheap flight deals from Oakland to O'Hare Intl

Most accurate provider

Most trusted provider

Round-trip from

One-way from

Popular in

Cheapest in

Average price

Find flight deals from Oakland to O'Hare Intl

Cheapest flights from Oakland to O'Hare IntlExplore the most affordable flight options available from Oakland to O'Hare Intl. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 9, 2025.

Explore the most affordable flight options available from Oakland to O'Hare Intl. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 9, 2025.

Cheapflights Fare Finder

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

Compare providers for flights from Oakland to O'Hare Intl

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 Oakland to O'Hare Intl in April.

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

Have a flexible travel schedule? Discover the best time to fly to O'Hare Intl from Oakland with our price prediction graph.

Cheapflights Insights

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

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

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

Find hourly flight availability from Oakland to O'Hare Intl. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated April 9, 2025.

Rainfall in O'Hare Intl by month

Plan your trip to O'Hare Intl by taking into account the average rainfall totals by month.

Temperature in O'Hare Intl by month

Plan your trip to O'Hare Intl by taking into account the average temperature totals by month.

Reviews of airlines servicing O'Hare Intl

To help decide which airline to fly from Oakland to Chicago, see what other customers have to say about Alaska Airlines, Southwest and Delta. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.

Related info for your journey

Find useful and relevant information for your journey from Oakland to O'Hare Intl. 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 from for flights from Oakland to Chicago O'Hare Intl?

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

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

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

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

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Cheapest flights from Oakland to O'Hare Intl
Explore the most affordable flight options available from Oakland to O'Hare Intl. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 9, 2025.