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Oakland

$139+ Cheap flights from Wisconsin 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 9/29. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — OAK
Jun 21 — Jun 281
Sun 6/21
Sun 6/28
1 adult, Economy
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Cheap flight deals from Wisconsin to Oakland

Cheapest flights from Wisconsin to Oakland
Explore the most affordable flight options available from Wisconsin to Oakland. 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 5/22. 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.
Tue 8/47:59 pm
ORD
-
OAK
1 stop15h 58m
Alaska Airlines
Tue 8/118:10 pm
OAK
-
ORD
1 stop15h 11m
Alaska Airlines
Deal found 5/22$277
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.
Tue 9/157:10 am
ORD
-
OAK
2 stops11h 21m
Delta
Tue 9/291:15 pm
OAK
-
ORD
1 stop6h 43m
Delta
Deal found 5/19$282
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.
Tue 9/1511:30 am
ORD
-
OAK
2 stops14h 19m
Delta
Wed 9/305:55 am
OAK
-
ORD
2 stops8h 41m
Delta
Deal found 5/19$288
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/247:20 am
ORD
-
OAK
1 stop8h 44m
Alaska Airlines
Wed 10/2810:23 am
OAK
-
ORD
1 stop6h 30m
Alaska Airlines
Deal found 5/18$290
This Alaska Airlines 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/167:20 am
ORD
-
OAK
1 stop9h 13m
Alaska Airlines
Mon 9/283:13 pm
OAK
-
ORD
1 stop6h 46m
Alaska Airlines
Deal found 5/19$292
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.
Tue 9/1511:30 am
ORD
-
OAK
2 stops14h 19m
Delta
Sat 9/261:15 pm
OAK
-
ORD
1 stop6h 43m
Delta
Deal found 5/19$297
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/247:20 am
ORD
-
OAK
1 stop8h 44m
Alaska Airlines
Sat 10/3110:23 am
OAK
-
ORD
1 stop6h 30m
Alaska Airlines
Deal found 5/18$305
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.
Mon 9/146:59 pm
ORD
-
OAK
1 stop6h 50m
Delta
Sat 9/261:15 pm
OAK
-
ORD
1 stop6h 43m
Delta
Deal found 5/19$307
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/102:12 pm
ORD
-
OAK
2 stops11h 39m
Delta
Thu 8/2712:33 pm
OAK
-
ORD
1 stop7h 25m
Delta
Deal found 5/20$312
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.
Tue 7/76:20 am
ORD
-
OAK
1 stop9h 50m
Alaska Airlines
Wed 7/152:50 pm
OAK
-
ORD
1 stop6h 46m
Alaska Airlines
Deal found 5/17$316
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.
Sat 9/129:30 am
ORD
-
OAK
2 stops9h 01m
Delta
Sat 9/265:55 am
OAK
-
ORD
2 stops8h 53m
Delta
Deal found 5/19$317
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/118:01 am
MSP
-
OAK
1 stop5h 51m
Delta
Fri 8/144:57 pm
OAK
-
MSP
1 stop5h 52m
Delta
Deal found 5/21$339

Find flight deals from Wisconsin to Oakland

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

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$277
(CheapOair)

One-way from

$139
(Alaska Airlines)

Popular in

December

Cheapest in

February

Average price

$397
Provider with most accurate pricing for Milwaukee-Mitchell-San Francisco flight deals.
Search Deals
Provider most trusted by Cheapflights users for Milwaukee-Mitchell-San Francisco flights.
Search Deals
From Wisconsin to Oakland
Search Deals
One-way flight from Wisconsin to Oakland
Search Deals
Highest demand for flights based on searches. 2% potential increase in price ($8 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($8 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 Wisconsin 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 May 22, 2026.
Use the filters below to find and compare flights from Wisconsin to Oakland that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoOakland

ORD - OAK

ORDOAK

Chicago O'Hare Intl

Wed 7/22

6:20 am-2:10 pm

1 stop9h 50m

Oakland

Wed 8/5

2:50 pm-11:36 pm

1 stop6h 46m

$277

ChicagoOakland

ORD - OAK

ORDOAK

Chicago O'Hare Intl

Sat 9/19

7:00 am-12:24 pm

1 stop7h 24m

Oakland

Wed 9/23

5:55 am-4:48 pm

2 stops8h 53m

$297

ChicagoOakland

ORD - OAK

ORDOAK

Chicago O'Hare Intl

Mon 8/10

5:57 pm-11:51 pm

2 stops7h 54m

Oakland

Mon 8/24

12:33 pm-9:58 pm

1 stop7h 25m

$312

MinneapolisOakland

MSP - OAK

MSPOAK

Minneapolis St Paul

Wed 11/4

10:55 am-6:05 pm

2 stops9h 10m

Oakland

Tue 11/17

11:50 pm-9:50 am

1 stop8h 00m

$344

MinneapolisOakland

MSP - OAK

MSPOAK

Minneapolis St Paul

Wed 7/15

3:50 pm-11:50 pm

2 stops10h 00m

Oakland

Wed 7/22

5:05 pm-12:34 am

1 stop5h 29m

$344

MilwaukeeOakland

MKE - OAK

MKEOAK

Milwaukee-Mitchell

Tue 10/27

5:00 pm-10:55 pm

1 stop7h 55m

Oakland

Wed 10/28

7:00 am-4:04 pm

1 stop7h 04m

$349

MilwaukeeOakland

MKE - OAK

MKEOAK

Milwaukee-Mitchell

Tue 7/14

6:55 pm-11:20 pm

1 stop6h 25m

Oakland

Tue 7/21

4:20 pm-12:55 am

1 stop6h 35m

$349

MinneapolisOakland

MSP - OAK

MSPOAK

Minneapolis St Paul

Tue 7/14

12:25 pm-7:20 pm

2 stops8h 55m

Oakland

Sat 8/22

10:15 am-8:05 pm

2 stops7h 50m

$354

ChicagoOakland

ORD - OAK

ORDOAK

Chicago O'Hare Intl

Wed 6/10

6:20 am-2:10 pm

1 stop9h 50m

Oakland

Tue 7/7

2:50 pm-11:36 pm

1 stop6h 46m

$355

ChicagoOakland

ORD - OAK

ORDOAK

Chicago O'Hare Intl

Tue 6/16

6:20 am-2:10 pm

1 stop9h 50m

Oakland

Tue 6/23

2:50 pm-11:36 pm

1 stop6h 46m

$355

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/21

Showing 1-10 of 60 resultsSorted by cheapest first
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Best time to book a flight from Wisconsin to Oakland

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

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

Currently, March is the cheapest month in which you can book a flight from Wisconsin to Oakland, California (average of $179). Flying from Wisconsin to Oakland, California in December is currently the most expensive (average of $503). 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 Wisconsin to Oakland, California?

Related info for your journey

Find useful and relevant information for your journey from Wisconsin 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 Wisconsin?

    Most people fly into Oakland (OAK) if they book a flight to Oakland from Wisconsin. Oakland is conveniently located just 7.0 mi from Oakland’s city center.

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

    Departing from Wisconsin to Oakland, California will take you 6h 25m. There are 1829 mi between Wisconsin and Oakland, California. This flight may include one or multiple stops.

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

    Most travelers choose Chicago O'Hare Intl - Oakland, Minneapolis St Paul - Oakland or Milwaukee-Mitchell - Oakland when deciding on the best route from Wisconsin to Oakland, California.

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

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

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

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

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

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

    Currently, March is the cheapest month in which you can book a flight from Wisconsin to Oakland, California (average of $179). Flying from Wisconsin to Oakland, California in December is currently the most expensive (average of $503). 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 Wisconsin to Oakland

See prices for flight routes from nearby airports that may be better suited for you.
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Denver to Las Vegas flights
Seattle to San Francisco flights
Boston to Las Vegas flights
Dallas/Fort Worth to Ontario flights
O'Hare Intl to San Francisco flights
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Newark to San Jose flights
Seattle to Ontario flights
John F Kennedy Intl to San Jose flights
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Top airline flying from Wisconsin to Oakland

Discover the top airline that operate flights from Wisconsin 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 May 22, 2026.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$275Average$403FlexibilityNo cancel feeOn-time63%

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