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O'Hare Intl

$56+ 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 7/1. Fares are subject to change and may not be available on all flights or dates of travel.
OAK — ORD
Jun 17 — Jun 241
Tue 6/17
Tue 6/24
1 adult, Economy
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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 June 12, 2025.

Round-trip from

$204
(Southwest)

One-way from

$56
(Kiwi.com)

Popular in

March

Cheapest in

February

Average price

$349
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 ($46 potential increase over avg. RT price).
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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 June 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 June 12, 2025.

This Southwest deal was found by Cheapflights users on 6/10. 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.
Mon 6/302:05 pmOAK - ORD
1 stop7h 35mSouthwest
Fri 7/46:15 amORD - OAK
2 stops10h 10mSouthwest
Deal found 6/10$204
This Cheapflightsfares deal was found by Cheapflights users on 6/10. 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.
Wed 9/101:08 pmOAK - ORD
2 stops8h 35mSpirit Airlines
Mon 9/226:00 amORD - OAK
2 stops8h 13mSpirit Airlines
Deal found 6/10$205
This Alaska Airlines deal was found by Cheapflights users on 6/10. 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.
Tue 8/52:38 pmOAK - ORD
1 stop7h 21mAlaska Airlines
Wed 8/66:00 amORD - OAK
1 stop9h 43mAlaska Airlines
Deal found 6/10$216
This Booking.com deal was found by Cheapflights users on 6/10. 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 7/106:00 amOAK - ORD
1 stop6h 13mMultiple Airlines
Thu 7/176:00 amORD - OAK
1 stop13h 15mMultiple Airlines
Deal found 6/10$236
This Delta deal was found by Cheapflights users on 6/11. 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.
Sat 8/912:30 pmOAK - ORD
1 stop7h 38mDelta
Wed 8/137:45 amORD - OAK
1 stop6h 10mDelta
Deal found 6/11$257

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 June 12, 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

Mon 6/30

2:05 pm-11:40 pm

1 stop7h 35m

Chicago O'Hare Intl

Fri 7/4

6:15 am-2:25 pm

2 stops10h 10m

$204

OaklandChicago

OAK - ORD

OAKORD

Oakland

Wed 9/10

1:08 pm-11:43 pm

2 stops8h 35m

Chicago O'Hare Intl

Mon 9/22

6:00 am-12:13 pm

2 stops8h 13m

$205

OaklandChicago

OAK - ORD

OAKORD

Oakland

Tue 8/5

2:38 pm-11:59 pm

1 stop7h 21m

Chicago O'Hare Intl

Wed 8/6

6:00 am-1:43 pm

1 stop9h 43m

$216

OaklandChicago

OAK - ORD

OAKORD

Oakland

Thu 7/10

6:00 am-2:13 pm

1 stop6h 13m

Chicago O'Hare Intl

Thu 7/17

6:00 am-5:15 pm

1 stop13h 15m

$236

OaklandChicago

OAK - ORD

OAKORD

Oakland

Sat 8/9

12:30 pm-10:08 pm

1 stop7h 38m

Chicago O'Hare Intl

Wed 8/13

7:45 am-11:55 am

1 stop6h 10m

$257

OaklandChicago

OAK - ORD

OAKORD

Oakland

Tue 7/1

9:38 pm-6:12 am

1 stop6h 34m

$56

OaklandChicago

OAK - ORD

OAKORD

Oakland

Thu 9/18

11:30 am-10:20 pm

1 stop8h 50m

$100

OaklandChicago

OAK - ORD

OAKORD

Oakland

Sun 7/6

11:59 pm-12:39 pm

1 stop10h 40m

$111

OaklandChicago

OAK - ORD

OAKORD

Oakland

Fri 7/4

12:30 pm-10:09 pm

1 stop7h 39m

$129

OaklandChicago

OAK - ORD

OAKORD

Oakland

Mon 10/20

6:40 am-6:21 am

1 stop21h 41m

$133

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/11

Showing 1-10 of 12 results
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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?

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 June 12, 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.

Rainfall in O'Hare Intl by month

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

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

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 June 12, 2025.
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
10,000 reviews

Crew

8.5

Overall

8.0

Boarding

8.1

Comfort

7.8

Food

7.1

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

Overall

8.0

Boarding

8.1

Comfort

7.8

Food

7.1

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
4,287 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Crew

8.5

Overall

8.0

Boarding

8.1

Comfort

7.8

Food

7.1

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
7,946 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Crew

8.5

Overall

8.0

Boarding

8.1

Comfort

7.8

Food

7.1

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
7.9
Good
2,494 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Crew

8.5

Overall

8.0

Boarding

8.1

Comfort

7.8

Food

7.1

Entertainment

7.1

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

Crew

8.5

Overall

8.0

Boarding

8.1

Comfort

7.8

Food

7.1

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?

    Southwest, at $204, was found to be the cheapest airline from Oakland, California to Chicago O'Hare Intl Airport.Alternate airlines to your destination round-trip include Spirit Airlines and Alaska Airlines. Users have found that Southwest is 39% 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 ($56), Southwest ($100), and Sun Country Air ($111).

  • 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 Oakland?

Book flights to Oakland if you plan to visit one of these locations
Schaumburg
Hoffman Estates
Rosemont
Beloit
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Skokie
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Rockford
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Orland Park
Elk Grove Village
Tinley Park
Northbrook
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Merrillville
Bridgeview
Glenview
Des Plaines
Lake Geneva

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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 June 12, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$108Average$262FlexibilityNo cancel feeOn-time65%
Alaska AirlinesCheapest$138Average$356FlexibilityNo cancel feeOn-time75%
United AirlinesCheapest$163Average$257FlexibilityNo cancel feeOn-time69%
DeltaCheapest$236Average$360FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$263Average$420FlexibilityNo cancel feeOn-time63%

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