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$65+ 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 2/22. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — OAK
Jan 26 — Feb 21
Sun 1/26
Sun 2/2
1 adult, Economy
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Cheap flight deals from Illinois to Oakland

Discover tips and strategies to find the most affordable flight options for your journey from Illinois (USIL) 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 January 21, 2025.

Round-trip from

$132
(Cheapflightsfares)

One-way from

$65
(FlightHub)
From Illinois to Oakland
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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 January 21, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 1/20. 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 3/268:35 amORD - OAK
1 stop11h 20mSpirit Airlines
Mon 3/317:00 pmOAK - ORD
1 stop9h 36mSpirit Airlines
Deal found 1/20$131
This Delta deal was found by Cheapflights users on 1/19. 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 2/185:00 pmSTL - OAK
1 stop8h 56mDelta
Tue 2/251:15 pmOAK - STL
1 stop6h 18mDelta
Deal found 1/19$257
This Delta deal was found by Cheapflights users on 1/19. 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 10/41:16 pmORD - OAK
1 stop10h 16mDelta
Sat 10/1110:45 pmOAK - ORD
1 stop7h 47mDelta
Deal found 1/19$257
This Southwest deal was found by Cheapflights users on 1/21. 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 3/67:50 pmMDW - OAK
1 stop6h 45mSouthwest
Wed 4/95:25 amOAK - MDW
1 stop6h 35mSouthwest
Deal found 1/21$277
This Southwest deal was found by Cheapflights users on 1/21. 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 3/66:00 amORD - OAK
2 stops11h 40mSouthwest
Wed 4/95:30 amOAK - ORD
1 stop7h 50mSouthwest
Deal found 1/21$282
This Alaska Airlines deal was found by Cheapflights users on 1/20. 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 2/155:56 pmORD - OAK
1 stop7h 47mAlaska Airlines
Tue 2/188:32 pmOAK - ORD
1 stop14h 32mAlaska Airlines
Deal found 1/20$294
This Delta deal was found by Cheapflights users on 1/19. 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 10/41:05 pmMDW - OAK
1 stop10h 27mDelta
Sat 10/1110:45 pmOAK - MDW
1 stop8h 33mDelta
Deal found 1/19$318
This Southwest deal was found by Cheapflights users on 1/20. 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 3/246:00 amSTL - OAK
1 stop8h 00mSouthwest
Mon 3/242:55 pmOAK - STL
1 stop6h 45mSouthwest
Deal found 1/20$382
This Alaska Airlines deal was found by Cheapflights users on 1/20. 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.
Thu 1/302:49 pmSTL - OAK
1 stop9h 50mAlaska Airlines
Mon 2/36:32 amOAK - STL
1 stop29h 21mAlaska Airlines
Deal found 1/20$398
This Kissandfly.com deal was found by Cheapflights users on 1/20. 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.
Thu 3/67:00 amMDW - OAK
2 stops18h 43mMultiple Airlines
Thu 3/136:49 amOAK - MDW
2 stops20h 42mMultiple Airlines
Deal found 1/20$449
This Mytrip deal was found by Cheapflights users on 1/20. 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.
Sun 4/137:27 pmSTL - OAK
2 stops20h 43mSpirit Airlines
Fri 4/1810:14 amOAK - STL
2 stops30h 13mSpirit Airlines
Deal found 1/20$517
This Mytrip deal was found by Cheapflights users on 1/19. 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 1/291:00 pmSTL - OAK
3 stops34h 35mMultiple Airlines
Tue 3/115:52 pmOAK - STL
3 stops20h 53mMultiple Airlines
Deal found 1/19$522

Find flights from Illinois to Oakland within your budget

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 January 21, 2025.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

ChicagoOakland

ORD - OAK

ORDOAK

Chicago O'Hare Intl

Wed 3/26

8:35 am-5:55 pm

1 stop11h 20m

Oakland

Mon 3/31

7:00 pm-6:36 am

1 stop9h 36m

$131

St. LouisOakland

STL - OAK

STLOAK

Lambert-St Louis

Tue 2/18

5:00 pm-11:56 pm

1 stop8h 56m

Oakland

Tue 2/25

1:15 pm-9:33 pm

1 stop6h 18m

$257

ChicagoOakland

ORD - OAK

ORDOAK

Chicago O'Hare Intl

Sat 2/15

5:00 pm-10:54 pm

1 stop7h 54m

Oakland

Wed 2/19

1:15 pm-9:27 pm

1 stop6h 12m

$257

ChicagoOakland

ORD - OAK

ORDOAK

Chicago O'Hare Intl

Thu 3/6

6:00 am-3:40 pm

2 stops11h 40m

Oakland

Wed 4/9

3:00 pm-11:05 pm

1 stop6h 05m

$282

St. LouisOakland

STL - OAK

STLOAK

Lambert-St Louis

Wed 4/23

3:08 pm-11:44 pm

1 stop10h 36m

Oakland

Wed 4/30

7:00 am-11:59 pm

1 stop14h 59m

$287

ChicagoOakland

MDW - OAK

MDWOAK

Chicago Midway

Thu 2/20

5:40 pm-10:20 pm

1 stop6h 40m

Oakland

Sun 2/23

6:10 am-12:15 pm

Nonstop4h 05m

$288

ChicagoOakland

ORD - OAK

ORDOAK

Chicago O'Hare Intl

Sat 2/15

5:56 pm-11:43 pm

1 stop7h 47m

Oakland

Tue 2/18

8:32 pm-1:04 pm

1 stop14h 32m

$294

ChicagoOakland

MDW - OAK

MDWOAK

Chicago Midway

Fri 7/4

1:05 pm-9:32 pm

1 stop10h 27m

Oakland

Wed 7/9

5:15 pm-8:40 am

2 stops13h 25m

$323

St. LouisOakland

STL - OAK

STLOAK

Lambert-St Louis

Mon 3/24

6:00 am-12:00 pm

1 stop8h 00m

Oakland

Mon 3/24

2:55 pm-11:40 pm

1 stop6h 45m

$382

ChicagoOakland

MDW - OAK

MDWOAK

Chicago Midway

Thu 3/6

7:00 am-11:43 pm

2 stops18h 43m

Oakland

Thu 3/13

6:49 am-5:31 am

2 stops20h 42m

$449

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/20

Showing 1-10 of 27 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.

Travel insights for flights from Illinois to Oakland

Get recent, data-driven insights about flights from Illinois to Oakland including ideal travel times, pricing trends, and more.

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 January 21, 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 January 21, 2025.
See what other customers who have flown with Spirit 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.
Southwest
8.1
Very good
4,659 reviews

Boarding

8.2

Comfort

8.1

Overall

8.1

Entertainment

7.7

Food

7.2

Crew

8.7

Reviews

1 / 10

Flight was delayed by one hour and 40 minutes. Also baggage was delivered late at Boston. This delay made me miss my connection from Boston to Hyderabad

Southwest
8.1
Very good
4,659 reviews
Southwest
8.1
Very good
4,659 reviews

Boarding

8.2

Comfort

8.1

Overall

8.1

Entertainment

7.7

Food

7.2

Crew

8.7

Reviews

1 / 10

Flight was delayed by one hour and 40 minutes. Also baggage was delivered late at Boston. This delay made me miss my connection from Boston to Hyderabad

Alaska Airlines
8.0
Very good
9,706 reviews
Southwest
8.1
Very good
4,659 reviews

Boarding

8.2

Comfort

8.1

Overall

8.1

Entertainment

7.7

Food

7.2

Crew

8.7

Reviews

1 / 10

Flight was delayed by one hour and 40 minutes. Also baggage was delivered late at Boston. This delay made me miss my connection from Boston to Hyderabad

Delta
8.0
Very good
8,521 reviews
Southwest
8.1
Very good
4,659 reviews

Boarding

8.2

Comfort

8.1

Overall

8.1

Entertainment

7.7

Food

7.2

Crew

8.7

Reviews

1 / 10

Flight was delayed by one hour and 40 minutes. Also baggage was delivered late at Boston. This delay made me miss my connection from Boston to Hyderabad

Allegiant Air
7.4
Good
801 reviews
Southwest
8.1
Very good
4,659 reviews

Boarding

8.2

Comfort

8.1

Overall

8.1

Entertainment

7.7

Food

7.2

Crew

8.7

Reviews

1 / 10

Flight was delayed by one hour and 40 minutes. Also baggage was delivered late at Boston. This delay made me miss my connection from Boston to Hyderabad

Spirit Airlines
6.3
Okay
8,113 reviews
Southwest
8.1
Very good
4,659 reviews

Boarding

8.2

Comfort

8.1

Overall

8.1

Entertainment

7.7

Food

7.2

Crew

8.7

Reviews

1 / 10

Flight was delayed by one hour and 40 minutes. Also baggage was delivered late at Boston. This delay made me miss my connection from Boston to Hyderabad

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 $65 on Spirit Airlines. Other airlines that offer cheap prices include Alaska Airlines from $108 and Southwest from $119 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.

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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 January 21, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$133Average$248FlexibilityNo cancel feeOn-time65%
DeltaCheapest$235Average$325FlexibilityNo cancel feeOn-timeN/A
Alaska AirlinesCheapest$236Average$426FlexibilityNo cancel feeOn-time75%
SouthwestCheapest$242Average$395FlexibilityNo cancel feeOn-time63%
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