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Oakland

$76+ 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 4/29. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — OAK
Apr 2 — Apr 91
Wed 4/2
Wed 4/9
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 March 28, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$151
(Mytrip)

One-way from

$76
(Mytrip)

Popular in

December

Cheapest in

September

Average price

$372

Good round-trip deal

$333 or less

Good one-way deal

$193 or less
Provider with most accurate pricing for Chicago (CHI)-San Francisco flight deals.
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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. 6% potential increase in price ($23 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($5 potential savings vs. average RT price).
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Average for round-trip flights in March 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 March 28, 2025.

This Mytrip deal was found by Cheapflights users on 3/26. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/283:08 pmORD - OAK
1 stop28h 27mSpirit Airlines
Wed 4/306:29 pmOAK - ORD
1 stop10h 04mSpirit Airlines
Deal found 3/26$151
This Expedia deal was found by Cheapflights users on 3/27. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/62:07 pmORD - OAK
1 stop7h 08mMultiple Airlines
Tue 5/139:09 pmOAK - ORD
1 stop11h 46mMultiple Airlines
Deal found 3/27$207
This Southwest deal was found by Cheapflights users on 3/27. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/189:10 pmMDW - OAK
Nonstop4h 35mSouthwest
Sun 4/205:55 amOAK - MDW
Nonstop4h 10mSouthwest
Deal found 3/27$237
This Southwest deal was found by Cheapflights users on 3/26. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/37:00 amORD - OAK
1 stop9h 25mSouthwest
Mon 5/53:10 pmOAK - ORD
1 stop5h 55mSouthwest
Deal found 3/26$252
This Delta deal was found by Cheapflights users on 3/27. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/187:10 pmORD - OAK
1 stop6h 33mDelta
Sun 4/206:00 amOAK - ORD
2 stops9h 04mDelta
Deal found 3/27$262
This Delta deal was found by Cheapflights users on 3/27. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/191:16 pmMDW - OAK
2 stops11h 10mDelta
Sat 4/266:00 amOAK - MDW
2 stops9h 19mDelta
Deal found 3/27$267
This iWofly deal was found by Cheapflights users on 3/26. 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 iWofly is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/42:00 pmORD - OAK
1 stop7h 45mAlaska Airlines
Wed 10/82:35 pmOAK - ORD
1 stop7h 24mAlaska Airlines
Deal found 3/26$275
This Mytrip deal was found by Cheapflights users on 3/26. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/66:10 pmSTL - OAK
3 stops30h 15mSpirit Airlines
Tue 5/139:09 pmOAK - STL
2 stops34h 06mSpirit Airlines
Deal found 3/26$296
This Delta deal was found by Cheapflights users on 3/26. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/77:30 amSTL - OAK
1 stop6h 26mDelta
Sun 5/116:00 amOAK - STL
1 stop5h 34mDelta
Deal found 3/26$317
This Kissandfly.com deal was found by Cheapflights users on 3/26. 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 Kissandfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/192:04 pmORD - OAK
1 stop7h 33mHawaiian Airlines
Sat 4/269:15 amOAK - ORD
1 stop7h 01mHawaiian Airlines
Deal found 3/26$321
This Hawaiian Airlines deal was found by Cheapflights users on 3/26. 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 Hawaiian Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/66:30 amSTL - OAK
1 stop7h 31mHawaiian Airlines
Tue 5/1312:45 pmOAK - STL
1 stop9h 14mHawaiian Airlines
Deal found 3/26$338
This Southwest deal was found by Cheapflights users on 3/27. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/17:10 pmSTL - OAK
1 stop6h 35mSouthwest
Tue 5/63:00 pmOAK - STL
1 stop5h 25mSouthwest
Deal found 3/27$341

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 March 28, 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

Tue 5/6

9:38 pm-10:25 pm

2 stops26h 47m

Oakland

Tue 5/13

9:09 pm-10:55 am

1 stop11h 46m

$172

ChicagoOakland

ORD - OAK

ORDOAK

Chicago O'Hare Intl

Tue 5/6

6:00 am-12:01 pm

1 stop8h 01m

Oakland

Wed 5/7

9:09 pm-10:55 am

1 stop11h 46m

$207

ChicagoOakland

MDW - OAK

MDWOAK

Chicago Midway

Fri 4/18

9:10 pm-11:45 pm

Nonstop4h 35m

Oakland

Sun 4/20

5:55 am-12:05 pm

Nonstop4h 10m

$237

ChicagoOakland

ORD - OAK

ORDOAK

Chicago O'Hare Intl

Fri 4/18

7:10 pm-11:43 pm

1 stop6h 33m

Oakland

Sun 4/20

6:00 am-5:04 pm

2 stops9h 04m

$262

ChicagoOakland

MDW - OAK

MDWOAK

Chicago Midway

Sat 4/19

1:16 pm-10:26 pm

2 stops11h 10m

Oakland

Sat 4/26

6:00 am-5:19 pm

2 stops9h 19m

$267

St. LouisOakland

STL - OAK

STLOAK

Lambert-St Louis

Tue 5/6

6:10 pm-10:25 pm

3 stops30h 15m

Oakland

Tue 5/13

9:09 pm-9:15 am

2 stops34h 06m

$296

ChicagoOakland

ORD - OAK

ORDOAK

Chicago O'Hare Intl

Sat 5/3

9:00 am-3:48 pm

1 stop8h 48m

Oakland

Mon 5/12

7:55 pm-1:07 pm

1 stop15h 12m

$315

St. LouisOakland

STL - OAK

STLOAK

Lambert-St Louis

Wed 5/7

7:30 am-11:56 am

1 stop6h 26m

Oakland

Sun 5/11

6:00 am-1:34 pm

1 stop5h 34m

$317

St. LouisOakland

STL - OAK

STLOAK

Lambert-St Louis

Tue 5/6

6:30 am-12:01 pm

1 stop7h 31m

Oakland

Tue 5/13

12:45 pm-11:59 pm

1 stop9h 14m

$338

St. LouisOakland

STL - OAK

STLOAK

Lambert-St Louis

Thu 5/1

7:10 pm-11:45 pm

1 stop6h 35m

Oakland

Tue 5/6

3:00 pm-10:25 pm

1 stop5h 25m

$341

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/27

Showing 1-10 of 30 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 March 28, 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 March 28, 2025.
See what other customers who have flown with Southwest, Alaska Airlines 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.
Southwest
8.1
Very good
4,274 reviews

Comfort

8.1

Crew

8.7

Food

7.1

Entertainment

7.6

Boarding

8.2

Overall

8.1

Reviews

1 / 20
10.0
Excellent

Merlyn,Feb 2025

LAX - SMF

New Terminal is neat, lost of stores and places to catch a bite.
Southwest
8.1
Very good
4,274 reviews
Southwest
8.1
Very good
4,274 reviews

Comfort

8.1

Crew

8.7

Food

7.1

Entertainment

7.6

Boarding

8.2

Overall

8.1

Reviews

1 / 20
10.0
Excellent

Merlyn,Feb 2025

LAX - SMF

New Terminal is neat, lost of stores and places to catch a bite.
Alaska Airlines
8.0
Very good
9,798 reviews
Southwest
8.1
Very good
4,274 reviews

Comfort

8.1

Crew

8.7

Food

7.1

Entertainment

7.6

Boarding

8.2

Overall

8.1

Reviews

1 / 20
10.0
Excellent

Merlyn,Feb 2025

LAX - SMF

New Terminal is neat, lost of stores and places to catch a bite.
Delta
8.0
Very good
7,897 reviews
Southwest
8.1
Very good
4,274 reviews

Comfort

8.1

Crew

8.7

Food

7.1

Entertainment

7.6

Boarding

8.2

Overall

8.1

Reviews

1 / 20
10.0
Excellent

Merlyn,Feb 2025

LAX - SMF

New Terminal is neat, lost of stores and places to catch a bite.
Hawaiian Airlines
7.9
Good
2,336 reviews
Southwest
8.1
Very good
4,274 reviews

Comfort

8.1

Crew

8.7

Food

7.1

Entertainment

7.6

Boarding

8.2

Overall

8.1

Reviews

1 / 20
10.0
Excellent

Merlyn,Feb 2025

LAX - SMF

New Terminal is neat, lost of stores and places to catch a bite.
Sun Country Air
6.9
Okay
348 reviews
Southwest
8.1
Very good
4,274 reviews

Comfort

8.1

Crew

8.7

Food

7.1

Entertainment

7.6

Boarding

8.2

Overall

8.1

Reviews

1 / 20
10.0
Excellent

Merlyn,Feb 2025

LAX - SMF

New Terminal is neat, lost of stores and places to catch a bite.

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 $76 on Spirit Airlines. Other airlines that offer cheap prices include Southwest from $99 and Hawaiian Airlines from $108 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 4 airlines flying from Illinois to Oakland

Discover the top 4 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 March 28, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$129Average$242FlexibilityNo cancel feeOn-time65%
DeltaCheapest$237Average$628FlexibilityNo cancel feeOn-timeN/A
Alaska AirlinesCheapest$238Average$362FlexibilityNo cancel feeOn-time75%
SouthwestCheapest$247Average$392FlexibilityNo cancel feeOn-time63%
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