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$67+ 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 9/10. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — OAK
Jun 11 — Jun 181
Wed 6/11
Wed 6/18
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 June 6, 2025.

Round-trip from

$146
(CheapOair)

One-way from

$67
(Southwest)

Popular in

April

Cheapest in

September

Average price

$339
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. 13% potential increase in price ($56 potential increase over avg. RT price).
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Cheapest flight prices on average. 5% potential price decrease ($19 potential savings vs. average RT price).
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Average for round-trip flights in June 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 June 6, 2025.

This CheapOair deal was found by Cheapflights users on 6/4. 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.
Thu 6/2611:50 amORD - OAK
1 stop10h 53mSpirit Airlines
Mon 6/309:38 pmOAK - ORD
1 stop11h 12mSpirit Airlines
Deal found 6/4$146
This Southwest deal was found by Cheapflights users on 6/5. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/146:15 amORD - OAK
1 stop6h 10mSouthwest
Tue 8/193:35 pmOAK - ORD
1 stop6h 05mSouthwest
Deal found 6/5$157
This Cheapflightsfares deal was found by Cheapflights users on 6/5. 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.
Thu 7/176:00 amORD - OAK
1 stop13h 15mSun Country Air
Mon 7/215:51 pmOAK - ORD
1 stop14h 54mSun Country Air
Deal found 6/5$221
This Booking.com deal was found by Cheapflights users on 6/4. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/176:00 amORD - OAK
1 stop13h 15mMultiple Airlines
Sun 7/206:00 amOAK - ORD
1 stop6h 13mMultiple Airlines
Deal found 6/4$241
This Delta deal was found by Cheapflights users on 6/3. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/17:40 amORD - OAK
1 stop6h 10mDelta
Tue 7/812:30 pmOAK - ORD
1 stop7h 38mDelta
Deal found 6/3$257
This Alaska Airlines deal was found by Cheapflights users on 6/3. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/126:00 amORD - OAK
1 stop9h 43mAlaska Airlines
Wed 7/162:38 pmOAK - ORD
1 stop7h 21mAlaska Airlines
Deal found 6/3$277

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 June 6, 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

Thu 6/26

11:50 am-8:43 pm

1 stop10h 53m

Oakland

Mon 6/30

9:38 pm-10:50 am

1 stop11h 12m

$146

ChicagoOakland

ORD - OAK

ORDOAK

Chicago O'Hare Intl

Thu 8/14

6:15 am-10:25 am

1 stop6h 10m

Oakland

Tue 8/19

3:35 pm-11:40 pm

1 stop6h 05m

$157

ChicagoOakland

ORD - OAK

ORDOAK

Chicago O'Hare Intl

Thu 7/17

6:00 am-5:15 pm

1 stop13h 15m

Oakland

Mon 7/21

5:51 pm-10:45 am

1 stop14h 54m

$221

ChicagoOakland

ORD - OAK

ORDOAK

Chicago O'Hare Intl

Thu 7/17

6:00 am-5:15 pm

1 stop13h 15m

Oakland

Sun 7/20

6:00 am-2:13 pm

1 stop6h 13m

$241

ChicagoOakland

ORD - OAK

ORDOAK

Chicago O'Hare Intl

Tue 7/1

7:40 am-11:50 am

1 stop6h 10m

Oakland

Tue 7/8

12:30 pm-10:08 pm

1 stop7h 38m

$257

ChicagoOakland

ORD - OAK

ORDOAK

Chicago O'Hare Intl

Sat 7/12

6:00 am-1:43 pm

1 stop9h 43m

Oakland

Tue 7/15

7:58 pm-5:40 am

1 stop7h 42m

$277

ChicagoOakland

ORD - OAK

ORDOAK

Chicago O'Hare Intl

Wed 9/10

6:15 am-1:30 pm

1 stop9h 15m

$67

ChicagoOakland

ORD - OAK

ORDOAK

Chicago O'Hare Intl

Wed 6/25

11:50 am-8:43 pm

1 stop10h 53m

$68

ChicagoOakland

ORD - OAK

ORDOAK

Chicago O'Hare Intl

Thu 7/17

6:00 am-5:15 pm

1 stop13h 15m

$111

ChicagoOakland

ORD - OAK

ORDOAK

Chicago O'Hare Intl

Mon 7/7

9:56 pm-8:43 pm

1 stop24h 47m

$113

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/4

Showing 1-10 of 13 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 June 6, 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.

Rainfall in Oakland by month

Plan your trip to Oakland by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Oakland, California ranges from 0.0 - 4.8 inches per month. January is typically the wettest month, when rainfall can reach 4.8 in. July is typically the driest time to visit Oakland, California when rainfall is around 0.0 in.

Temperature in Oakland by month

Plan your trip to Oakland by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Oakland, California, use this chart to help with planning. For those seeking warmer temperatures, August is the ideal time of year to visit, when temperatures reach an average of 66.2 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 51.8 F).

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 June 6, 2025.
Read through reviews of airlines operating flights from Chicago to Oakland, such as Alaska Airlines, Southwest and Delta. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Alaska Airlines
8.0
Very good
10,000 reviews

Entertainment

7.1

Comfort

7.9

Boarding

8.1

Crew

8.5

Food

7.1

Overall

8.0

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Alaska Airlines
8.0
Very good
10,000 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Entertainment

7.1

Comfort

7.9

Boarding

8.1

Crew

8.5

Food

7.1

Overall

8.0

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Southwest
8.0
Very good
4,289 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Entertainment

7.1

Comfort

7.9

Boarding

8.1

Crew

8.5

Food

7.1

Overall

8.0

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Delta
8.0
Very good
7,956 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Entertainment

7.1

Comfort

7.9

Boarding

8.1

Crew

8.5

Food

7.1

Overall

8.0

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Hawaiian Airlines
7.9
Good
2,481 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Entertainment

7.1

Comfort

7.9

Boarding

8.1

Crew

8.5

Food

7.1

Overall

8.0

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Sun Country Air
6.9
Okay
345 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Entertainment

7.1

Comfort

7.9

Boarding

8.1

Crew

8.5

Food

7.1

Overall

8.0

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.

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

    Currently priced at $146, 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 Southwest and Sun Country Air - these airlines can fly you to your destination from $157 and $221, respectively. Spirit Airlines is 59% cheaper than the average price of flights available within the next 90 days to this destination.

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

    One-way options have recently been found by users for as low as $67 on Southwest. Other airlines that offer cheap prices include Spirit Airlines from $68 and Sun Country Air from $111 one-way.

  • 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 5 airlines flying from O'Hare Intl to Oakland

Discover the top 5 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 June 6, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$129Average$234FlexibilityNo cancel feeOn-time65%
United AirlinesCheapest$238Average$394FlexibilityNo cancel feeOn-time69%
Alaska AirlinesCheapest$238Average$362FlexibilityNo cancel feeOn-time75%
SouthwestCheapest$246Average$412FlexibilityNo cancel feeOn-time63%
DeltaCheapest$256Average$416FlexibilityNo cancel feeOn-timeN/A

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