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Wisconsin

$44+ Cheap flights from Oakland, CA (OAK) to Wisconsin

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 9/9. Fares are subject to change and may not be available on all flights or dates of travel.
OAK — MKE
Aug 16 — Aug 231
Sat 8/16
Sat 8/23
1 adult, Economy
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Cheap flight deals from Oakland to Wisconsin

Keep the following information in mind while searching for Oakland to Wisconsin flight deals. Data was last updated August 11, 2025.

Round-trip from

$202
(CheapOair)

One-way from

$44
(Cheapflightsfares)

Popular in

December

Cheapest in

October

Average price

$397
From Oakland to Wisconsin
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One-way flight from Oakland to Wisconsin
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Highest demand for flights based on searches. 11% potential increase in price ($50 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($11 potential savings vs. average RT price).
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Average for round-trip flights in August 2025
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Find flight deals from Oakland to Wisconsin

Cheapest flights from Oakland to Wisconsin
Explore the most affordable flight options available from Oakland to Wisconsin. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 11, 2025.

This CheapOair deal was found by Cheapflights users on 8/9. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/1710:56 amOAK - ORD
2 stops8h 36mSpirit Airlines
Sun 9/218:01 pmORD - OAK
2 stops16h 00mSpirit Airlines
Deal found 8/9$202
This Kiwi.com deal was found by Cheapflights users on 8/10. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/26:00 amOAK - ORD
1 stop9h 15mSpirit Airlines
Tue 9/99:00 amORD - OAK
1 stop6h 34mSpirit Airlines
Deal found 8/10$203
This Mytrip deal was found by Cheapflights users on 8/10. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/610:56 amOAK - ORD
2 stops22h 55mSpirit Airlines
Tue 9/92:04 pmORD - OAK
3 stops21h 57mSpirit Airlines
Deal found 8/10$204
This Cheapflightsfares deal was found by Cheapflights users on 8/10. 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.
Fri 10/36:30 amOAK - ORD
1 stop13h 02mSpirit Airlines
Mon 10/66:15 amORD - OAK
1 stop9h 19mSpirit Airlines
Deal found 8/10$205
This Cheapflightsfares deal was found by Cheapflights users on 8/9. 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.
Mon 9/86:30 amOAK - ORD
1 stop13h 02mSpirit Airlines
Mon 9/156:15 amORD - OAK
1 stop9h 19mSpirit Airlines
Deal found 8/9$206
This CheapOair deal was found by Cheapflights users on 8/10. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/46:30 amOAK - ORD
1 stop13h 02mSpirit Airlines
Mon 9/156:15 amORD - OAK
1 stop9h 19mSpirit Airlines
Deal found 8/10$208
This Kiwi.com deal was found by Cheapflights users on 8/10. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/246:30 amOAK - ORD
1 stop10h 21mMultiple Airlines
Sun 9/287:55 amORD - OAK
1 stop28h 06mMultiple Airlines
Deal found 8/10$209
This CheapOair deal was found by Cheapflights users on 8/10. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/3010:44 amOAK - ORD
2 stops16h 06mSpirit Airlines
Tue 9/26:21 pmORD - OAK
2 stops17h 19mSpirit Airlines
Deal found 8/10$211
This Kiwi.com deal was found by Cheapflights users on 8/10. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/246:00 amOAK - ORD
1 stop12h 54mMultiple Airlines
Sun 10/269:54 pmORD - OAK
1 stop11h 44mMultiple Airlines
Deal found 8/10$212
This Kiwi.com deal was found by Cheapflights users on 8/9. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/226:30 amOAK - ORD
1 stop13h 02mSpirit Airlines
Sat 10/49:00 amORD - OAK
1 stop6h 34mSpirit Airlines
Deal found 8/9$213
This Kiwi.com deal was found by Cheapflights users on 8/10. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/66:30 amOAK - ORD
1 stop13h 02mMultiple Airlines
Fri 9/125:45 pmORD - OAK
1 stop8h 19mMultiple Airlines
Deal found 8/10$214
This Mytrip deal was found by Cheapflights users on 8/9. 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.
Sat 9/66:30 amOAK - MSP
1 stop8h 40mMultiple Airlines
Sat 9/1310:00 amMSP - OAK
1 stop15h 32mMultiple Airlines
Deal found 8/9$220

Cheapflights Fare Finder

 
Customize your flight search to find flights from Oakland to Wisconsin 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 August 11, 2025.
Use the filters below to find and compare flights from Oakland to Wisconsin that are best for you.

Fly from

Oakland

Fly to

Wisconsin

Route

Depart

Return

Price

OaklandChicago

OAK - ORD

OAKORD

Oakland

Wed 9/17

10:56 am-9:32 pm

2 stops8h 36m

Chicago O'Hare Intl

Sun 9/21

8:01 pm-10:01 am

2 stops16h 00m

$202

OaklandChicago

OAK - ORD

OAKORD

Oakland

Tue 9/2

6:00 am-5:15 pm

1 stop9h 15m

Chicago O'Hare Intl

Sat 9/13

12:46 pm-11:32 pm

1 stop12h 46m

$203

OaklandChicago

OAK - ORD

OAKORD

Oakland

Sat 9/6

10:56 am-11:51 am

2 stops22h 55m

Chicago O'Hare Intl

Tue 9/9

2:04 pm-10:01 am

3 stops21h 57m

$204

OaklandChicago

OAK - ORD

OAKORD

Oakland

Fri 10/3

6:30 am-9:32 pm

1 stop13h 02m

Chicago O'Hare Intl

Mon 10/6

6:15 am-1:34 pm

1 stop9h 19m

$205

OaklandChicago

OAK - ORD

OAKORD

Oakland

Mon 9/8

6:30 am-9:32 pm

1 stop13h 02m

Chicago O'Hare Intl

Mon 9/15

6:15 am-1:34 pm

1 stop9h 19m

$206

OaklandChicago

OAK - ORD

OAKORD

Oakland

Thu 9/4

6:30 am-9:32 pm

1 stop13h 02m

Chicago O'Hare Intl

Mon 9/15

6:15 am-1:34 pm

1 stop9h 19m

$208

OaklandChicago

OAK - ORD

OAKORD

Oakland

Wed 9/24

6:30 am-6:51 pm

1 stop10h 21m

Chicago O'Hare Intl

Sun 9/28

7:55 am-10:01 am

1 stop28h 06m

$209

OaklandChicago

OAK - ORD

OAKORD

Oakland

Sat 8/30

10:44 am-4:50 am

2 stops16h 06m

Chicago O'Hare Intl

Tue 9/2

6:21 pm-9:40 am

2 stops17h 19m

$211

OaklandChicago

OAK - ORD

OAKORD

Oakland

Fri 10/24

6:00 am-8:54 pm

1 stop12h 54m

Chicago O'Hare Intl

Sun 10/26

9:54 pm-7:38 am

1 stop11h 44m

$212

OaklandChicago

OAK - ORD

OAKORD

Oakland

Mon 9/22

6:30 am-9:32 pm

1 stop13h 02m

Chicago O'Hare Intl

Wed 10/1

11:15 am-11:32 pm

1 stop14h 17m

$213

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/8

Showing 1-10 of 60 results
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Best time to book a flight from Oakland to Wisconsin

Have a flexible travel schedule? Discover the best time to fly to Wisconsin 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 Wisconsin

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

Currently, February is the cheapest month in which you can book a flight from Oakland, California to Wisconsin (average of $280). Flying from Oakland, California to Wisconsin in June is currently the most expensive (average of $376). 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 WI?

Find hourly flight availability from Oakland to Wisconsin. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated August 11, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Oakland, California to Wisconsin as you normally would.

Reviews of airlines servicing Wisconsin

Get insights into the airlines that provide service to Wisconsin. 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 Wisconsin. Reviews last updated August 11, 2025.
Peruse reviews from past customers who have flown with Alaska Airlines, Southwest, and Delta from Oakland to Wisconsin to help guide your decision. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Alaska Airlines
8.0
Very good
10,000 reviews

Entertainment

7.0

Food

7.1

Crew

8.5

Overall

8.0

Boarding

8.1

Comfort

7.8

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

Entertainment

7.0

Food

7.1

Crew

8.5

Overall

8.0

Boarding

8.1

Comfort

7.8

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
4,246 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Entertainment

7.0

Food

7.1

Crew

8.5

Overall

8.0

Boarding

8.1

Comfort

7.8

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
7,978 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Entertainment

7.0

Food

7.1

Crew

8.5

Overall

8.0

Boarding

8.1

Comfort

7.8

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
2,647 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Entertainment

7.0

Food

7.1

Crew

8.5

Overall

8.0

Boarding

8.1

Comfort

7.8

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
333 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Entertainment

7.0

Food

7.1

Crew

8.5

Overall

8.0

Boarding

8.1

Comfort

7.8

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 Wisconsin. 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 Wisconsin?

    Oakland (OAK) is the airport you will fly out of if you book a flight from Oakland to Wisconsin. It is only a 7.0 mi journey to Oakland (OAK) from Oakland’s city center.

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

    While some choose either Oakland - Minneapolis St Paul or Oakland - Milwaukee-Mitchell, Oakland - Chicago O'Hare Intl is the most popular route from Oakland, California to Wisconsin.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Oakland to Wisconsin 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 Wisconsin?

    Currently, February is the cheapest month in which you can book a flight from Oakland, California to Wisconsin (average of $280). Flying from Oakland, California to Wisconsin in June is currently the most expensive (average of $376). 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 Oakland to Wisconsin

See prices for flight routes from nearby airports that may be better suited for you.
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Top 3 airlines flying from Oakland to Wisconsin

Discover the top 3 airlines that operate flights from Oakland to Wisconsin. 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 August 11, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$153Average$281FlexibilityNo cancel feeOn-time65%
DeltaCheapest$264Average$467FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$298Average$451FlexibilityNo cancel feeOn-time63%

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