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O'Hare Intl

$74+ 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 8/20. Fares are subject to change and may not be available on all flights or dates of travel.
OAK — ORD
Aug 2 — Aug 91
Sat 8/2
Sat 8/9
1 adult, Economy
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Cheapflights Tip: The best prices from Oakland to Chicago O'Hare Intl are usually found in September or February, booked 52 days in advance, depart on a Tuesday or Monday and return on a Wednesday

Cheap flight deals from Oakland to O'Hare Intl

Discover tips and strategies to find the most affordable flight options for your journey from Oakland (OAK) to O'Hare Intl (ORD). 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 July 28, 2025.

Round-trip from

$189
(FlightHub)

One-way from

$74
(Expedia)

Popular in

March

Cheapest in

September

Average price

$287
From Oakland to Chicago O'Hare Intl
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One-way flight from Oakland to Chicago O'Hare Intl
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Highest demand for flights based on searches. 12% potential increase in price ($48 potential increase over avg. RT price).
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Cheapest flight prices on average. 5% potential price decrease ($17 potential savings vs. average RT price).
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Average for round-trip flights in July 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 July 28, 2025.

This FlightHub deal was found by Cheapflights users on 7/27. 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.
Wed 9/108:33 amOAK - ORD
1 stop10h 28mSpirit Airlines
Sun 9/148:01 pmORD - OAK
1 stop13h 37mSpirit Airlines
Deal found 7/27$189
This Southwest deal was found by Cheapflights users on 7/28. 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.
Tue 8/261:15 pmOAK - ORD
2 stops8h 25mSouthwest
Sat 8/301:50 pmORD - OAK
1 stop9h 40mSouthwest
Deal found 7/28$219
This Alaska Airlines deal was found by Cheapflights users on 7/26. 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.
Wed 10/227:06 pmOAK - ORD
1 stop7h 55mAlaska Airlines
Thu 10/306:00 amORD - OAK
1 stop9h 55mAlaska Airlines
Deal found 7/26$226

Cheapflights Fare Finder

 
Customize your flight search to find flights from Oakland to O'Hare Intl 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 July 28, 2025.
Use the filters below to find and compare flights from Oakland to Chicago O'Hare Intl Airport that are best for you.

Fly from

Oakland

Fly to

O'Hare Intl

Route

Depart

Return

Price

OaklandChicago

OAK - ORD

OAKORD

Oakland

Wed 9/10

8:33 am-9:01 pm

1 stop10h 28m

Chicago O'Hare Intl

Sun 9/14

8:01 pm-7:38 am

1 stop13h 37m

$189

OaklandChicago

OAK - ORD

OAKORD

Oakland

Tue 8/26

1:15 pm-11:40 pm

2 stops8h 25m

Chicago O'Hare Intl

Sat 8/30

1:50 pm-9:30 pm

1 stop9h 40m

$219

OaklandChicago

OAK - ORD

OAKORD

Oakland

Wed 10/22

7:06 pm-5:01 am

1 stop7h 55m

Chicago O'Hare Intl

Thu 10/30

6:00 am-1:55 pm

1 stop9h 55m

$226

OaklandChicago

OAK - ORD

OAKORD

Oakland

Wed 8/20

10:44 am-4:50 am

2 stops16h 06m

$74

OaklandChicago

OAK - ORD

OAKORD

Oakland

Mon 8/25

8:13 am-8:40 pm

1 stop10h 27m

$99

OaklandChicago

OAK - ORD

OAKORD

Oakland

Sun 8/31

12:55 pm-9:30 pm

1 stop6h 35m

$100

OaklandChicago

OAK - ORD

OAKORD

Oakland

Wed 10/22

7:06 pm-5:01 am

1 stop7h 55m

$108

OaklandChicago

OAK - ORD

OAKORD

Oakland

Thu 9/4

12:35 pm-9:00 pm

1 stop6h 25m

$129

OaklandChicago

OAK - ORD

OAKORD

Oakland

Fri 10/24

7:06 pm-5:01 am

1 stop7h 55m

$141

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/27

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

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

Use this chart to determine the optimal time to book a round-trip flight from Oakland to O'Hare Intl. Price data was last updated on July 25, 2025.

The price you pay for your flight from Oakland, California to Chicago O'Hare Intl Airport may vary depending on when you book. For the best chance of a lower fare, look to book 29 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.

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?

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 July 28, 2025.

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.

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

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

Las Vegas (LAS) – chosen by Cheapflights users on 80% of 1-stop itineraries from Oakland, California to Chicago O'Hare Intl Airport on Cheapflights.

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

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

Los Angeles (LAX) is the most affordable 1-stop option, with an average round-trip price of $145.

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

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

Flights via Los Angeles (LAX) have the shortest average one-way travel time for 1-stop routes: 9h 36m.

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

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

Flights via Los Angeles (LAX) offer the fastest connection on this route, with an average layover time of 8h 09m.

Reviews of airlines servicing O'Hare Intl

Get insights into the airlines that provide service to O'Hare Intl. 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 O'Hare Intl. Reviews last updated July 28, 2025.
Read reviews from past customers who have flown Alaska Airlines, Southwest, and Delta from Oakland to Chicago O'Hare Intl Airport. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Alaska Airlines
8.0
Very good
10,000 reviews

Crew

8.5

Food

7.1

Boarding

8.1

Overall

8.0

Comfort

7.8

Entertainment

7.1

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

Crew

8.5

Food

7.1

Boarding

8.1

Overall

8.0

Comfort

7.8

Entertainment

7.1

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
4,238 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Crew

8.5

Food

7.1

Boarding

8.1

Overall

8.0

Comfort

7.8

Entertainment

7.1

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
7,975 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Crew

8.5

Food

7.1

Boarding

8.1

Overall

8.0

Comfort

7.8

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Hawaiian Airlines
7.8
Good
2,604 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Crew

8.5

Food

7.1

Boarding

8.1

Overall

8.0

Comfort

7.8

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Spirit Airlines
6.3
Okay
8,040 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Crew

8.5

Food

7.1

Boarding

8.1

Overall

8.0

Comfort

7.8

Entertainment

7.1

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 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?

    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 $189, was found to be the cheapest airline from Oakland, California to Chicago O'Hare Intl Airport.Alternate airlines to your destination round-trip include Southwest and Alaska Airlines. Users have found that Spirit Airlines is 43% 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 ($74), Southwest ($100), and Hawaiian Airlines ($108).

  • 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.

See more FAQs

Traveling to a place near Chicago O'Hare Intl Airport?

Book flights to Chicago O'Hare Intl Airport if you plan to visit one of these locations
Schaumburg
Rosemont
Beloit
Hoffman Estates
Skokie
Naperville
Arlington Heights
Des Plaines
Elgin
Orland Park
Elk Grove Village
Racine
Rockford
Tinley Park
Merrillville
Evanston
Lake Geneva
Gurnee
Joliet
Waukegan

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Alternative routes for Oakland to O'Hare Intl

See prices for flight routes from nearby airports that may be better suited for you.
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Top 5 airlines flying from Oakland to O'Hare Intl

Discover the top 5 airlines that operate flights from Oakland to O'Hare Intl. 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 July 28, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$100Average$211FlexibilityNo cancel feeOn-time65%
Alaska AirlinesCheapest$138Average$356FlexibilityNo cancel feeOn-time75%
United AirlinesCheapest$163Average$287FlexibilityNo cancel feeOn-time69%
DeltaCheapest$236Average$311FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$242Average$387FlexibilityNo cancel feeOn-time63%

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