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$53+ 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 2/24. Fares are subject to change and may not be available on all flights or dates of travel.
OAK — MKE
Feb 4 — Feb 111
Tue 2/4
Tue 2/11
1 adult, Economy
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Cheap flight deals from Oakland to Wisconsin

Discover tips and strategies to find the most affordable flight options for your journey from Oakland (OAK) to Wisconsin (USWI). 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 30, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$89
(CheapOair)

One-way from

$53
(FlightHub)

Popular in

January

Cheapest in

October

Average price

$517
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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. 10% potential increase in price ($49 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($10 potential savings vs. average RT price).
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Average for round-trip flights in January 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 January 30, 2025.

This CheapOair deal was found by Cheapflights users on 1/30. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/34:14 pmOAK - ORD
1 stop11h 53mSpirit Airlines
Tue 3/47:51 pmORD - OAK
1 stop15h 44mSpirit Airlines
Deal found 1/30$89
This Cheapflightsfares deal was found by Cheapflights users on 1/29. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/225:50 pmOAK - MSP
Nonstop3h 38mSun Country Air
Thu 5/292:48 pmMSP - OAK
Nonstop3h 58mSun Country Air
Deal found 1/29$185
This Cheapflightsfares deal was found by Cheapflights users on 1/29. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/127:46 amOAK - MKE
1 stop9h 28mSpirit Airlines
Mon 4/148:22 pmMKE - OAK
1 stop14h 09mSpirit Airlines
Deal found 1/29$188
This Mytrip deal was found by Cheapflights users on 1/29. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/61:27 pmOAK - MSP
1 stop8h 41mMultiple Airlines
Sun 2/94:20 pmMSP - OAK
1 stop16h 27mMultiple Airlines
Deal found 1/29$247
This Delta deal was found by Cheapflights users on 1/29. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/281:15 pmOAK - ORD
1 stop6h 12mDelta
Tue 3/41:40 pmORD - OAK
2 stops12h 16mDelta
Deal found 1/29$262
This Alaska Airlines deal was found by Cheapflights users on 1/30. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/37:50 pmOAK - ORD
1 stop7h 14mAlaska Airlines
Tue 9/165:10 pmORD - OAK
1 stop8h 28mAlaska Airlines
Deal found 1/30$277
This Alaska Airlines deal was found by Cheapflights users on 1/30. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/310:10 amOAK - MSP
1 stop6h 53mAlaska Airlines
Sun 9/75:45 pmMSP - OAK
1 stop7h 53mAlaska Airlines
Deal found 1/30$289
This Southwest deal was found by Cheapflights users on 1/30. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/301:10 pmOAK - MSP
2 stops7h 55mSouthwest
Thu 5/16:00 amMSP - OAK
1 stop7h 30mSouthwest
Deal found 1/30$294
This Delta deal was found by Cheapflights users on 1/29. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/2010:45 pmOAK - MKE
1 stop8h 36mDelta
Tue 9/232:45 pmMKE - OAK
1 stop8h 47mDelta
Deal found 1/29$301
This Delta deal was found by Cheapflights users on 1/29. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/165:15 pmOAK - MSP
1 stop5h 19mDelta
Wed 4/236:08 pmMSP - OAK
1 stop7h 37mDelta
Deal found 1/29$303
This Southwest deal was found by Cheapflights users on 1/30. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/215:20 amOAK - ORD
1 stop7h 05mSouthwest
Mon 2/245:45 amORD - OAK
2 stops9h 45mSouthwest
Deal found 1/30$307
This Southwest deal was found by Cheapflights users on 1/29. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/117:40 amOAK - MKE
1 stop6h 40mSouthwest
Wed 3/126:25 pmMKE - OAK
1 stop6h 45mSouthwest
Deal found 1/29$317

Find flights from Oakland to Wisconsin within your budget

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 January 30, 2025.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

OaklandChicago

OAK - ORD

OAKORD

Oakland

Mon 3/3

4:14 pm-6:07 am

1 stop11h 53m

Chicago O'Hare Intl

Tue 3/4

7:51 pm-9:35 am

1 stop15h 44m

$89

OaklandMinneapolis

OAK - MSP

OAKMSP

Oakland

Thu 5/22

5:50 pm-11:28 pm

Nonstop3h 38m

Minneapolis St Paul

Thu 5/29

2:48 pm-4:46 pm

Nonstop3h 58m

$185

OaklandMilwaukee

OAK - MKE

OAKMKE

Oakland

Wed 4/16

7:46 am-7:14 pm

1 stop9h 28m

Milwaukee-Mitchell

Fri 4/18

8:22 pm-6:49 am

1 stop12h 27m

$221

OaklandChicago

OAK - ORD

OAKORD

Oakland

Fri 2/28

1:15 pm-9:27 pm

1 stop6h 12m

Chicago O'Hare Intl

Tue 3/4

1:40 pm-11:56 pm

2 stops12h 16m

$262

OaklandMinneapolis

OAK - MSP

OAKMSP

Oakland

Fri 4/18

1:49 pm-11:43 pm

1 stop7h 54m

Minneapolis St Paul

Tue 4/22

10:00 am-5:59 pm

1 stop9h 59m

$273

OaklandMinneapolis

OAK - MSP

OAKMSP

Oakland

Wed 4/16

5:15 pm-12:34 am

1 stop5h 19m

Minneapolis St Paul

Fri 4/25

6:08 pm-11:45 pm

1 stop7h 37m

$289

OaklandMinneapolis

OAK - MSP

OAKMSP

Oakland

Wed 4/30

1:10 pm-11:05 pm

2 stops7h 55m

Minneapolis St Paul

Thu 5/1

6:00 am-11:30 am

1 stop7h 30m

$294

OaklandChicago

OAK - ORD

OAKORD

Oakland

Fri 2/21

5:20 am-2:25 pm

1 stop7h 05m

Chicago O'Hare Intl

Mon 2/24

5:45 am-1:30 pm

2 stops9h 45m

$307

OaklandMilwaukee

OAK - MKE

OAKMKE

Oakland

Tue 3/18

6:00 am-6:10 pm

2 stops10h 10m

Milwaukee-Mitchell

Tue 3/25

2:48 pm-11:59 pm

2 stops11h 11m

$311

OaklandChicago

OAK - ORD

OAKORD

Oakland

Mon 3/3

8:32 pm-1:04 pm

1 stop14h 32m

Chicago O'Hare Intl

Sat 3/8

5:56 pm-11:43 pm

1 stop7h 47m

$314

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/30

Showing 1-10 of 38 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.

Travel insights for flights from Oakland to Wisconsin

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

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 January 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.

Rainfall in Wisconsin by month

Plan your trip to Wisconsin by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Wisconsin ranges from 1.4 - 4.0 inches per month. June is typically the wettest month, when rainfall can reach 4.0 in. January is typically the driest time to visit Wisconsin when rainfall is around 1.4 in.

Temperature in Wisconsin by month

Plan your trip to Wisconsin by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Wisconsin, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 21.2 F).

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 January 30, 2025.
Read reviews from past customers who have flown Southwest, Alaska Airlines and Delta from Oakland to Wisconsin. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.1
Very good
4,585 reviews

Boarding

8.2

Crew

8.7

Overall

8.1

Comfort

8.1

Food

7.1

Entertainment

7.7

Reviews

1 / 20

10.0
Excellent

Arlene,May 2024

SAN - OAK

My original flight was delayed so they found this flight for me so I could arrive at a reasonable time

Southwest
8.1
Very good
4,585 reviews
Southwest
8.1
Very good
4,585 reviews

Boarding

8.2

Crew

8.7

Overall

8.1

Comfort

8.1

Food

7.1

Entertainment

7.7

Reviews

1 / 20

10.0
Excellent

Arlene,May 2024

SAN - OAK

My original flight was delayed so they found this flight for me so I could arrive at a reasonable time

Alaska Airlines
8.0
Very good
9,686 reviews
Southwest
8.1
Very good
4,585 reviews

Boarding

8.2

Crew

8.7

Overall

8.1

Comfort

8.1

Food

7.1

Entertainment

7.7

Reviews

1 / 20

10.0
Excellent

Arlene,May 2024

SAN - OAK

My original flight was delayed so they found this flight for me so I could arrive at a reasonable time

Delta
8.0
Very good
8,450 reviews
Southwest
8.1
Very good
4,585 reviews

Boarding

8.2

Crew

8.7

Overall

8.1

Comfort

8.1

Food

7.1

Entertainment

7.7

Reviews

1 / 20

10.0
Excellent

Arlene,May 2024

SAN - OAK

My original flight was delayed so they found this flight for me so I could arrive at a reasonable time

Sun Country Air
7.0
Good
386 reviews
Southwest
8.1
Very good
4,585 reviews

Boarding

8.2

Crew

8.7

Overall

8.1

Comfort

8.1

Food

7.1

Entertainment

7.7

Reviews

1 / 20

10.0
Excellent

Arlene,May 2024

SAN - OAK

My original flight was delayed so they found this flight for me so I could arrive at a reasonable time

Spirit Airlines
6.3
Okay
8,083 reviews
Southwest
8.1
Very good
4,585 reviews

Boarding

8.2

Crew

8.7

Overall

8.1

Comfort

8.1

Food

7.1

Entertainment

7.7

Reviews

1 / 20

10.0
Excellent

Arlene,May 2024

SAN - OAK

My original flight was delayed so they found this flight for me so I could arrive at a reasonable time

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 ($53), Sun Country Air ($98), and Delta ($139).

  • 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 4 airlines flying from Oakland to Wisconsin

Discover the top 4 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 January 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
Sun Country AirCheapest$122Average$245FlexibilityNo cancel feeOn-time83%
Spirit AirlinesCheapest$156Average$260FlexibilityNo cancel feeOn-time65%
DeltaCheapest$238Average$615FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$341Average$557FlexibilityNo cancel feeOn-time63%
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