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Wisconsin

$56+ 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 8/20. Fares are subject to change and may not be available on all flights or dates of travel.
OAK — MKE
Aug 4 — Aug 111
Mon 8/4
Mon 8/11
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 July 30, 2025.

Round-trip from

$155
(CheapOair)

One-way from

$56
(FlightHub)

Popular in

December

Cheapest in

October

Average price

$401
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. 9% potential increase in price ($42 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 July 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 July 30, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 7/30. 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.
Thu 8/145:27 pmOAK - MSP
Nonstop3h 27mSun Country Air
Sun 8/172:36 pmMSP - OAK
Nonstop4h 03mSun Country Air
Deal found 7/30$136
This CheapOair deal was found by Cheapflights users on 7/28. 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 9/48:33 amOAK - MKE
1 stop10h 28mSpirit Airlines
Mon 9/83:07 pmMKE - OAK
2 stops18h 31mSpirit Airlines
Deal found 7/28$155
This CheapOair deal was found by Cheapflights users on 7/29. 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 10/410:56 amOAK - ORD
2 stops15h 53mSpirit Airlines
Sat 10/115:46 pmORD - OAK
1 stop7h 46mSpirit Airlines
Deal found 7/29$181
This Trip.com deal was found by Cheapflights users on 7/30. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/186:30 amOAK - MSP
1 stop13h 33mMultiple Airlines
Mon 9/226:48 amMSP - OAK
1 stop8h 46mMultiple Airlines
Deal found 7/30$213
This Southwest deal was found by Cheapflights users on 7/27. 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.
Sat 8/237:00 amOAK - ORD
1 stop8h 55mSouthwest
Sat 8/301:50 pmORD - OAK
1 stop9h 40mSouthwest
Deal found 7/27$213
This Alaska Airlines deal was found by Cheapflights users on 7/29. 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.
Wed 10/227:06 pmOAK - ORD
1 stop7h 55mAlaska Airlines
Wed 11/128:00 amORD - OAK
1 stop7h 55mAlaska Airlines
Deal found 7/29$216
This Kiwi.com deal was found by Cheapflights users on 7/29. 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 10/18:33 amOAK - ORD
1 stop10h 28mMultiple Airlines
Fri 10/105:59 pmORD - OAK
1 stop8h 04mMultiple Airlines
Deal found 7/29$218
This Southwest deal was found by Cheapflights users on 7/28. 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 9/610:30 amOAK - MKE
1 stop9h 00mSouthwest
Sat 9/135:30 amMKE - OAK
1 stop5h 50mSouthwest
Deal found 7/28$264
This Alaska Airlines deal was found by Cheapflights users on 7/28. 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 9/256:15 amOAK - MKE
1 stop15h 47mAlaska Airlines
Tue 9/306:27 amMKE - OAK
1 stop9h 09mAlaska Airlines
Deal found 7/28$266
This Hawaiian Airlines deal was found by Cheapflights users on 7/28. 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.
Sat 9/276:15 amOAK - MSP
1 stop7h 49mHawaiian Airlines
Wed 10/16:05 amMSP - OAK
1 stop9h 31mHawaiian Airlines
Deal found 7/28$278
This Alaska Airlines deal was found by Cheapflights users on 7/28. 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 10/26:15 amOAK - MSP
1 stop7h 49mAlaska Airlines
Fri 10/35:00 pmMSP - OAK
1 stop9h 04mAlaska Airlines
Deal found 7/28$279
This Southwest deal was found by Cheapflights users on 7/28. 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.
Wed 9/242:25 pmOAK - MSP
1 stop5h 35mSouthwest
Mon 9/293:30 pmMSP - OAK
2 stops9h 40mSouthwest
Deal found 7/28$284

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 July 30, 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

OaklandMinneapolis

OAK - MSP

OAKMSP

Oakland

Thu 8/14

5:27 pm-10:54 pm

Nonstop3h 27m

Minneapolis St Paul

Sun 8/17

2:36 pm-4:39 pm

Nonstop4h 03m

$136

OaklandMilwaukee

OAK - MKE

OAKMKE

Oakland

Thu 9/4

8:33 am-9:01 pm

1 stop10h 28m

Milwaukee-Mitchell

Mon 9/8

3:07 pm-7:38 am

2 stops18h 31m

$155

OaklandChicago

OAK - ORD

OAKORD

Oakland

Sat 10/4

10:56 am-4:49 am

2 stops15h 53m

Chicago O'Hare Intl

Sat 10/11

5:46 pm-11:32 pm

1 stop7h 46m

$181

OaklandMinneapolis

OAK - MSP

OAKMSP

Oakland

Thu 9/18

6:30 am-10:03 pm

1 stop13h 33m

Minneapolis St Paul

Mon 9/22

6:48 am-1:34 pm

1 stop8h 46m

$213

OaklandChicago

OAK - ORD

OAKORD

Oakland

Sat 8/23

8:45 am-4:45 pm

1 stop6h 00m

Chicago O'Hare Intl

Sat 8/30

1:50 pm-9:30 pm

1 stop9h 40m

$213

OaklandChicago

OAK - ORD

OAKORD

Oakland

Wed 10/22

7:06 pm-5:01 am

1 stop7h 55m

Chicago O'Hare Intl

Wed 11/12

8:00 am-1:55 pm

1 stop7h 55m

$216

OaklandChicago

OAK - ORD

OAKORD

Oakland

Wed 10/1

8:33 am-9:01 pm

1 stop10h 28m

Chicago O'Hare Intl

Fri 10/10

5:59 pm-12:03 am

1 stop8h 04m

$218

OaklandMilwaukee

OAK - MKE

OAKMKE

Oakland

Sat 9/6

10:30 am-9:30 pm

1 stop9h 00m

Milwaukee-Mitchell

Sat 9/13

5:30 am-9:20 am

1 stop5h 50m

$264

OaklandMilwaukee

OAK - MKE

OAKMKE

Oakland

Thu 9/25

6:15 am-12:02 am

1 stop15h 47m

Milwaukee-Mitchell

Tue 9/30

6:27 am-1:36 pm

1 stop9h 09m

$266

OaklandMinneapolis

OAK - MSP

OAKMSP

Oakland

Sat 9/27

6:15 am-4:04 pm

1 stop7h 49m

Minneapolis St Paul

Wed 10/1

6:05 am-1:36 pm

1 stop9h 31m

$278

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/28

Showing 1-10 of 46 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 July 30, 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 July 30, 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

Boarding

8.1

Crew

8.5

Food

7.1

Overall

8.0

Comfort

7.8

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

Boarding

8.1

Crew

8.5

Food

7.1

Overall

8.0

Comfort

7.8

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
4,241 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Boarding

8.1

Crew

8.5

Food

7.1

Overall

8.0

Comfort

7.8

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
7,980 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Boarding

8.1

Crew

8.5

Food

7.1

Overall

8.0

Comfort

7.8

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
7.8
Good
2,611 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Boarding

8.1

Crew

8.5

Food

7.1

Overall

8.0

Comfort

7.8

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
334 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Boarding

8.1

Crew

8.5

Food

7.1

Overall

8.0

Comfort

7.8

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 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 cheapest airlines to fly from Oakland, California to Wisconsin one-way?

    The cheapest airlines for a one-way flight from Oakland, California to Wisconsin are Spirit Airlines ($56), Sun Country Air ($58), and Southwest ($100).

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

    While some choose either Oakland - Milwaukee-Mitchell or Oakland - Minneapolis St Paul, 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 July 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$153Average$281FlexibilityNo cancel feeOn-time65%
DeltaCheapest$264Average$467FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$296Average$450FlexibilityNo cancel feeOn-time63%

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