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Oakland

$71+ Cheap flights from Illinois 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 8/22. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — OAK
Jun 17 — Jun 241
Tue 6/17
Tue 6/24
1 adult, Economy
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Cheap flight deals from Illinois to Oakland

Keep the following information in mind while searching for Illinois to Oakland flight deals. Data was last updated June 12, 2025.

Round-trip from

$162
(KAYAK)

One-way from

$71
(FlightHub)

Popular in

December

Cheapest in

September

Average price

$326

Good round-trip deal

$342 or less

Good one-way deal

$258 or less
From Illinois to Oakland
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One-way flight from Illinois to Oakland
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Highest demand for flights based on searches. 8% potential increase in price ($28 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($6 potential savings vs. average RT price).
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Average for round-trip flights in June 2025
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Price to beat on a round-trip flight from Illinois to Oakland.
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Price to beat on a one-way flight from Illinois to Oakland.
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Find flight deals from Illinois to Oakland

Cheapest flights from Illinois to Oakland
Explore the most affordable flight options available from Illinois to Oakland. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 12, 2025.

This KAYAK deal was found by Cheapflights users on 6/12. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/107:08 amORD - OAK
1 stop6h 39mSpirit Airlines
Mon 7/146:00 amOAK - ORD
1 stop6h 13mSpirit Airlines
Deal found 6/12$162
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/1110:50 amMDW - OAK
1 stop6h 15mSouthwest
Mon 9/158:30 pmOAK - MDW
1 stop6h 40mSouthwest
Deal found 6/11$199
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.
Sat 6/2810:15 pmORD - OAK
2 stops13h 21mMultiple Airlines
Thu 7/311:59 pmOAK - ORD
1 stop10h 52mMultiple Airlines
Deal found 6/10$220
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.
Sat 8/306:20 amORD - OAK
1 stop9h 16mAlaska Airlines
Wed 9/37:58 pmOAK - ORD
1 stop9h 05mAlaska Airlines
Deal found 6/10$240
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.
Mon 8/256:25 pmORD - OAK
1 stop6h 21mDelta
Sat 8/3012:35 pmOAK - ORD
1 stop7h 29mDelta
Deal found 6/11$257
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.
Thu 7/36:15 amORD - OAK
1 stop8h 00mSouthwest
Sun 7/65:30 amOAK - ORD
1 stop8h 55mSouthwest
Deal found 6/10$282
This Mytrip deal was found by Cheapflights users on 6/12. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/110:47 amSTL - OAK
2 stops23h 41mSpirit Airlines
Wed 8/66:00 amOAK - STL
2 stops25h 52mSpirit Airlines
Deal found 6/12$293
This Hawaiian Airlines 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 Hawaiian Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/93:35 pmSTL - OAK
1 stop8h 28mHawaiian Airlines
Thu 9/116:15 amOAK - STL
1 stop9h 19mHawaiian Airlines
Deal found 6/11$296
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.
Tue 8/127:11 pmSTL - OAK
1 stop6h 39mDelta
Tue 8/196:00 amOAK - STL
1 stop5h 29mDelta
Deal found 6/11$297
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/19:24 amMDW - OAK
2 stops8h 52mDelta
Tue 7/84:55 pmOAK - MDW
2 stops13h 49mDelta
Deal found 6/10$308
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/91:35 pmSTL - OAK
2 stops8h 05mSouthwest
Thu 9/1111:45 amOAK - STL
2 stops7h 15mSouthwest
Deal found 6/11$333
This Mytrip 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/95:18 pmMLI - OAK
3 stops41h 10mMultiple Airlines
Wed 7/166:00 amOAK - MLI
1 stop27h 46mMultiple Airlines
Deal found 6/11$364

Cheapflights Fare Finder

Customize your flight search to find flights from Illinois 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 12, 2025.
Use the filters below to find and compare flights from Illinois to Oakland that are best for you.

Fly from

Illinois

Fly to

Oakland

Route

Depart

Return

Price

ChicagoOakland

ORD - OAK

ORDOAK

Chicago O'Hare Intl

Thu 7/10

7:08 am-11:47 am

1 stop6h 39m

Oakland

Mon 7/14

6:00 am-2:13 pm

1 stop6h 13m

$162

ChicagoOakland

ORD - OAK

ORDOAK

Chicago O'Hare Intl

Sat 6/28

10:15 pm-9:36 am

2 stops13h 21m

Oakland

Thu 7/3

11:59 pm-12:51 pm

1 stop10h 52m

$220

ChicagoOakland

MDW - OAK

MDWOAK

Chicago Midway

Thu 7/3

7:20 am-9:50 am

Nonstop4h 30m

Oakland

Mon 7/7

9:15 pm-5:00 am

1 stop5h 45m

$227

ChicagoOakland

ORD - OAK

ORDOAK

Chicago O'Hare Intl

Sat 8/30

6:20 am-1:36 pm

1 stop9h 16m

Oakland

Wed 9/3

7:58 pm-7:03 am

1 stop9h 05m

$240

ChicagoOakland

ORD - OAK

ORDOAK

Chicago O'Hare Intl

Mon 8/25

6:25 pm-10:46 pm

1 stop6h 21m

Oakland

Sat 8/30

12:35 pm-10:04 pm

1 stop7h 29m

$257

ChicagoOakland

ORD - OAK

ORDOAK

Chicago O'Hare Intl

Thu 7/3

6:15 am-12:15 pm

1 stop8h 00m

Oakland

Sun 7/6

5:30 am-4:25 pm

1 stop8h 55m

$282

St. LouisOakland

STL - OAK

STLOAK

Lambert-St Louis

Fri 8/1

10:47 am-8:28 am

2 stops23h 41m

Oakland

Wed 8/6

6:00 am-9:52 am

2 stops25h 52m

$293

St. LouisOakland

STL - OAK

STLOAK

Lambert-St Louis

Tue 9/9

3:35 pm-10:03 pm

1 stop8h 28m

Oakland

Thu 9/11

6:15 am-5:34 pm

1 stop9h 19m

$296

St. LouisOakland

STL - OAK

STLOAK

Lambert-St Louis

Tue 8/12

7:11 pm-11:50 pm

1 stop6h 39m

Oakland

Tue 8/19

6:00 am-1:29 pm

1 stop5h 29m

$297

ChicagoOakland

MDW - OAK

MDWOAK

Chicago Midway

Tue 7/1

9:24 am-4:16 pm

2 stops8h 52m

Oakland

Tue 7/8

4:55 pm-8:44 am

2 stops13h 49m

$308

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/12

Showing 1-10 of 32 results
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Best time to book a flight from Illinois to Oakland

Have a flexible travel schedule? Discover the best time to fly to Oakland from Illinois 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 Illinois to Oakland

What is the cheapest month to book a flight from Illinois to Oakland, California?

Currently, April is the cheapest month in which you can book a flight from Illinois to Oakland, California (average of $183). Flying from Illinois 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 IL to OAK?

Find hourly flight availability from Illinois 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 12, 2025.

When flying from Illinois to Oakland, California, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

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 12, 2025.
See what other customers who have flown with Alaska Airlines, Southwest and Delta from Illinois to Oakland have to say. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Alaska Airlines
8.0
Very good
10,000 reviews

Food

7.1

Boarding

8.1

Entertainment

7.1

Overall

8.0

Comfort

7.8

Crew

8.5

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

Food

7.1

Boarding

8.1

Entertainment

7.1

Overall

8.0

Comfort

7.8

Crew

8.5

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

Food

7.1

Boarding

8.1

Entertainment

7.1

Overall

8.0

Comfort

7.8

Crew

8.5

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
7,950 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Food

7.1

Boarding

8.1

Entertainment

7.1

Overall

8.0

Comfort

7.8

Crew

8.5

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

Food

7.1

Boarding

8.1

Entertainment

7.1

Overall

8.0

Comfort

7.8

Crew

8.5

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

Food

7.1

Boarding

8.1

Entertainment

7.1

Overall

8.0

Comfort

7.8

Crew

8.5

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 Illinois 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 Illinois?

    Oakland (OAK), located 7.0 mi from the city center, is the airport you fly into when you book flights from Illinois to Oakland.

  • What are the cheapest airlines to fly from Illinois to Oakland, California one-way?

    One-way options have recently been found by users for as low as $71 on Spirit Airlines. Other airlines that offer cheap prices include Southwest from $95 and Sun Country Air from $111 one-way.

  • What are the most popular routes from Illinois to Oakland, California?

    While some choose either Chicago Midway - Oakland or Lambert-St Louis - Oakland, Chicago O'Hare Intl - Oakland is the most popular route from Illinois to Oakland, California.

  • Can I find deals for flights from Illinois to Oakland that include hotel bookings?

    Yes. In addition to deals on Illinois to Oakland flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Illinois to Oakland?

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

  • Can I find deals for business class flights from Illinois to Oakland?

    Yes. Cheapflights offers flight deals from Illinois 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 Illinois to Oakland, California?

    Currently, April is the cheapest month in which you can book a flight from Illinois to Oakland, California (average of $183). Flying from Illinois 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 Illinois 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 Illinois to Oakland

Discover the top 5 airlines that operate flights from Illinois 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 12, 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$386FlexibilityNo cancel feeOn-time63%
DeltaCheapest$256Average$416FlexibilityNo cancel feeOn-timeN/A

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