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Wisconsin

$139+ 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 8/5. Fares are subject to change and may not be available on all flights or dates of travel.
OAK — MKE
Jun 21 — Jun 281
Sun 6/21
Sun 6/28
1 adult, Economy
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Cheap 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 May 22, 2026.

This CheapOair deal was found by Cheapflights users on 5/18. 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 11/96:52 pm
OAK
-
ORD
1 stop16h 19m
Alaska Airlines
Thu 11/127:00 am
ORD
-
OAK
1 stop7h 52m
Alaska Airlines
Deal found 5/18$331
This CheapOair deal was found by Cheapflights users on 5/21. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/143:04 pm
OAK
-
MKE
2 stops22h 44m
Alaska Airlines
Mon 11/164:44 pm
MKE
-
OAK
2 stops23h 40m
Alaska Airlines
Deal found 5/21$334
This CheapOair deal was found by Cheapflights users on 5/17. 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 7/138:10 pm
OAK
-
ORD
1 stop15h 11m
Alaska Airlines
Wed 7/157:59 pm
ORD
-
OAK
1 stop15h 58m
Alaska Airlines
Deal found 5/17$336
This Alaska Airlines deal was found by Cheapflights users on 5/18. 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.
Tue 10/137:00 am
OAK
-
ORD
1 stop9h 53m
Alaska Airlines
Mon 10/197:20 am
ORD
-
OAK
1 stop8h 44m
Alaska Airlines
Deal found 5/18$337
This Alaska Airlines deal was found by Cheapflights users on 5/17. 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.
Mon 6/82:58 pm
OAK
-
ORD
1 stop6h 57m
Alaska Airlines
Wed 7/16:20 am
ORD
-
OAK
1 stop9h 50m
Alaska Airlines
Deal found 5/17$338
This Alaska Airlines deal was found by Cheapflights users on 5/18. 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 8/228:04 am
OAK
-
MSP
1 stop6h 19m
Alaska Airlines
Sat 8/295:21 pm
MSP
-
OAK
1 stop7h 33m
Alaska Airlines
Deal found 5/18$339
This Alaska Airlines deal was found by Cheapflights users on 5/18. 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.
Fri 8/72:50 pm
OAK
-
ORD
1 stop6h 46m
Alaska Airlines
Mon 8/107:59 pm
ORD
-
OAK
1 stop15h 58m
Alaska Airlines
Deal found 5/18$340
This Alaska Airlines deal was found by Cheapflights users on 5/18. 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.
Fri 7/32:50 pm
OAK
-
ORD
1 stop6h 46m
Alaska Airlines
Wed 7/156:20 am
ORD
-
OAK
1 stop9h 50m
Alaska Airlines
Deal found 5/18$341
This Delta deal was found by Cheapflights users on 5/19. 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.
Thu 8/274:57 pm
OAK
-
ORD
2 stops13h 43m
Delta
Sat 8/296:51 am
ORD
-
OAK
2 stops11h 23m
Delta
Deal found 5/19$342
This Southwest deal was found by Cheapflights users on 5/21. 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.
Tue 9/15:30 am
OAK
-
MSP
2 stops8h 20m
Southwest
Wed 9/95:35 pm
MSP
-
OAK
1 stop7h 30m
Southwest
Deal found 5/21$344
This CheapOair deal was found by Cheapflights users on 5/20. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/28:10 pm
OAK
-
ORD
1 stop15h 11m
Alaska Airlines
Tue 7/77:59 pm
ORD
-
OAK
1 stop15h 58m
Alaska Airlines
Deal found 5/20$345
This Delta deal was found by Cheapflights users on 5/19. 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.
Thu 5/286:00 am
OAK
-
ORD
2 stops12h 14m
Delta
Tue 6/97:37 pm
ORD
-
OAK
1 stop6h 17m
Delta
Deal found 5/19$346

Find flight deals from Oakland to Wisconsin

Keep the following information in mind while searching for Oakland to Wisconsin flight deals. Data was last updated May 22, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$331
(CheapOair)

One-way from

$139
(CheapOair)

Popular in

March

Cheapest in

February

Average price

$439
Provider with most accurate pricing for San Francisco-Milwaukee-Mitchell flight deals.
Search Deals
Provider most trusted by Cheapflights users for San Francisco-Milwaukee-Mitchell flights.
Search Deals
From Oakland to Wisconsin
Search Deals
One-way flight from Oakland to Wisconsin
Search Deals
Highest demand for flights based on searches. 0% potential increase in price ($2 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($5 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in May 2026
Search Deals

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 May 22, 2026.
Use the filters below to find and compare flights from Oakland to Wisconsin that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

OaklandMinneapolis

OAK - MSP

OAKMSP

Oakland

Sat 8/22

8:04 am-4:23 pm

1 stop6h 19m

Minneapolis St Paul

Sat 8/29

7:03 pm-12:49 pm

1 stop19h 46m

$339

OaklandMinneapolis

OAK - MSP

OAKMSP

Oakland

Tue 7/14

12:30 pm-8:54 pm

1 stop6h 24m

Minneapolis St Paul

Mon 7/20

12:29 pm-4:21 pm

1 stop5h 52m

$339

OaklandMinneapolis

OAK - MSP

OAKMSP

Oakland

Fri 10/23

8:15 am-5:00 pm

1 stop6h 45m

Minneapolis St Paul

Tue 10/27

6:45 am-10:25 am

1 stop5h 40m

$339

OaklandChicago

OAK - ORD

OAKORD

Oakland

Mon 10/12

2:44 pm-11:59 pm

1 stop7h 15m

Chicago O'Hare Intl

Fri 10/23

2:17 pm-9:48 pm

1 stop9h 31m

$340

OaklandMinneapolis

OAK - MSP

OAKMSP

Oakland

Wed 7/15

5:30 am-4:15 pm

2 stops8h 45m

Minneapolis St Paul

Wed 7/29

6:00 am-9:45 am

1 stop5h 45m

$349

OaklandChicago

OAK - ORD

OAKORD

Oakland

Tue 7/7

5:05 pm-7:59 am

2 stops12h 54m

Chicago O'Hare Intl

Tue 7/14

7:40 pm-11:50 pm

1 stop6h 10m

$363

OaklandChicago

OAK - ORD

OAKORD

Oakland

Fri 8/7

10:37 am-11:36 pm

1 stop10h 59m

Chicago O'Hare Intl

Mon 8/10

6:20 am-2:10 pm

1 stop9h 50m

$364

OaklandChicago

OAK - ORD

OAKORD

Oakland

Tue 9/15

8:04 am-11:59 pm

2 stops13h 55m

Chicago O'Hare Intl

Wed 9/16

7:20 am-2:33 pm

1 stop9h 13m

$364
Quickest round-trip

OaklandMinneapolis

OAK - MSP

OAKMSP

Oakland

Fri 7/3

2:55 pm-10:05 pm

1 stop5h 10m

Minneapolis St Paul

Wed 7/8

6:40 pm-11:30 pm

1 stop6h 50m

$369

OaklandMinneapolis

OAK - MSP

OAKMSP

Oakland

Fri 9/11

5:55 am-2:36 pm

1 stop6h 41m

Minneapolis St Paul

Sun 9/13

6:00 pm-11:49 pm

1 stop7h 49m

$379

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/20

Showing 1-10 of 60 resultsSorted by cheapest first
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6

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, June is the cheapest month in which you can book a flight from Oakland, California to Wisconsin (average of $253). Flying from Oakland, California to Wisconsin in January is currently the most expensive (average of $809). 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.

How much does it cost to fly round-trip from Oakland, California to Wisconsin?

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 May 22, 2026.
Peruse reviews from past customers who have flown with 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.
Southwest
7.9
Good
4,278 reviews

Overall

7.9

Comfort

8.0

Boarding

8.1

Entertainment

7.5

Crew

8.6

Food

7.0

Reviews

1 / 20
10.0
Excellent

William Drew,Nov 2025

SJC - HNL

Flight crew was amazing! Usually they're very good on Southwest, but this crew went above and beyond. I have never ever seen so many rounds of drink service on a flight before.
Southwest
7.9
Good
4,278 reviews
Southwest
7.9
Good
4,278 reviews

Overall

7.9

Comfort

8.0

Boarding

8.1

Entertainment

7.5

Crew

8.6

Food

7.0

Reviews

1 / 20
10.0
Excellent

William Drew,Nov 2025

SJC - HNL

Flight crew was amazing! Usually they're very good on Southwest, but this crew went above and beyond. I have never ever seen so many rounds of drink service on a flight before.
Delta
7.9
Good
8,449 reviews
Southwest
7.9
Good
4,278 reviews

Overall

7.9

Comfort

8.0

Boarding

8.1

Entertainment

7.5

Crew

8.6

Food

7.0

Reviews

1 / 20
10.0
Excellent

William Drew,Nov 2025

SJC - HNL

Flight crew was amazing! Usually they're very good on Southwest, but this crew went above and beyond. I have never ever seen so many rounds of drink service on a flight before.

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.

  • How long is the flight from Oakland, California to Wisconsin?

    For as low as $339, Delta can have you in Wisconsin from Oakland, California in 6h 24m. The distance from Oakland, California to Wisconsin is about 1574 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • 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, June is the cheapest month in which you can book a flight from Oakland, California to Wisconsin (average of $253). Flying from Oakland, California to Wisconsin in January is currently the most expensive (average of $809). 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 2 airlines flying from Oakland to Wisconsin

Discover the top 2 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 May 22, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$279Average$519FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$296Average$507FlexibilityNo cancel feeOn-time63%

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