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Oakland

$106+ 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 3/24. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — OAK
Mar 14 — Mar 211
Sat 3/14
Sat 3/21
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 February 12, 2026.

This CheapOair deal was found by Cheapflights users on 2/7. 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 4/223:52 pm
ORD
-
OAK
1 stop8h 31m
Alaska Airlines
Wed 4/297:19 pm
OAK
-
ORD
1 stop26h 24m
Alaska Airlines
Deal found 2/7$220
This CheapOair deal was found by Cheapflights users on 2/9. 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.
Thu 4/303:52 pm
ORD
-
OAK
1 stop8h 31m
Alaska Airlines
Sun 5/36:55 pm
OAK
-
ORD
1 stop16h 18m
Alaska Airlines
Deal found 2/9$223
This CheapOair deal was found by Cheapflights users on 2/7. 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 4/236:00 am
ORD
-
OAK
1 stop9h 15m
Alaska Airlines
Thu 5/710:57 am
OAK
-
ORD
1 stop10h 46m
Alaska Airlines
Deal found 2/7$230
This Delta deal was found by Cheapflights users on 2/9. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/36:45 pm
ORD
-
OAK
1 stop7h 06m
Delta
Wed 3/1112:35 pm
OAK
-
ORD
1 stop6h 59m
Delta
Deal found 2/9$237
This Delta deal was found by Cheapflights users on 2/8. 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 3/107:10 pm
ORD
-
OAK
1 stop6h 36m
Delta
Tue 3/175:55 am
OAK
-
ORD
2 stops10h 05m
Delta
Deal found 2/8$242
This Southwest deal was found by Cheapflights users on 2/10. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/106:15 am
ORD
-
OAK
1 stop8h 15m
Southwest
Tue 3/179:00 am
OAK
-
ORD
1 stop7h 50m
Southwest
Deal found 2/10$254
This CheapOair deal was found by Cheapflights users on 2/10. 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.
Wed 4/296:00 am
ORD
-
OAK
2 stops18h 23m
Alaska Airlines
Sun 5/36:55 pm
OAK
-
ORD
1 stop16h 18m
Alaska Airlines
Deal found 2/10$255
This Alaska Airlines deal was found by Cheapflights users on 2/9. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/287:00 am
MSP
-
OAK
1 stop8h 15m
Alaska Airlines
Wed 5/62:09 pm
OAK
-
MSP
1 stop7h 49m
Alaska Airlines
Deal found 2/9$257
This CheapOair deal was found by Cheapflights users on 2/9. 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.
Sat 5/28:50 am
ORD
-
OAK
1 stop7h 48m
Alaska Airlines
Wed 5/66:46 am
OAK
-
ORD
2 stops15h 13m
Alaska Airlines
Deal found 2/9$258
This CheapOair deal was found by Cheapflights users on 2/8. 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 4/236:00 am
ORD
-
OAK
1 stop9h 15m
Alaska Airlines
Mon 4/273:18 pm
OAK
-
ORD
1 stop6h 25m
Alaska Airlines
Deal found 2/8$261
This Alaska Airlines deal was found by Cheapflights users on 2/8. 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 5/139:00 am
ORD
-
OAK
1 stop7h 32m
Alaska Airlines
Mon 5/183:12 pm
OAK
-
ORD
1 stop25h 34m
Alaska Airlines
Deal found 2/8$263
This Alaska Airlines deal was found by Cheapflights users on 2/9. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/285:11 pm
MSP
-
OAK
1 stop7h 21m
Alaska Airlines
Sat 5/22:09 pm
OAK
-
MSP
1 stop7h 49m
Alaska Airlines
Deal found 2/9$273

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 February 12, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$223
(Alaska Airlines)

One-way from

$106
(Southwest)

Popular in

December

Cheapest in

April

Average price

$380
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. 5% potential increase in price ($22 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($9 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in February 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 February 12, 2026.
Use the filters below to find and compare flights from Wisconsin to Oakland that are best for you.

Fly from

Wisconsin

Fly to

Oakland

Route

Depart

Return

Price

ChicagoOakland

ORD - OAK

ORDOAK

Chicago O'Hare Intl

Fri 5/8

8:50 am-2:38 pm

1 stop7h 48m

Oakland

Mon 5/11

3:18 pm-11:43 pm

1 stop6h 25m

$223

ChicagoOakland

ORD - OAK

ORDOAK

Chicago O'Hare Intl

Thu 4/9

7:10 pm-11:46 pm

1 stop6h 36m

Oakland

Thu 4/16

12:34 pm-9:18 pm

1 stop6h 44m

$237

ChicagoOakland

ORD - OAK

ORDOAK

Chicago O'Hare Intl

Tue 3/10

7:10 pm-11:46 pm

1 stop6h 36m

Oakland

Tue 3/17

5:55 am-6:00 pm

2 stops10h 05m

$242

ChicagoOakland

ORD - OAK

ORDOAK

Chicago O'Hare Intl

Tue 3/10

3:59 pm-11:46 pm

2 stops9h 47m

Oakland

Wed 3/11

12:35 pm-9:34 pm

1 stop6h 59m

$242

ChicagoOakland

ORD - OAK

ORDOAK

Chicago O'Hare Intl

Thu 3/12

7:20 am-11:51 am

1 stop6h 31m

Oakland

Tue 3/17

5:55 am-6:00 pm

2 stops10h 05m

$242

ChicagoOakland

ORD - OAK

ORDOAK

Chicago O'Hare Intl

Wed 3/11

7:20 am-11:51 am

1 stop6h 31m

Oakland

Tue 3/17

5:55 am-7:49 pm

2 stops11h 54m

$242

ChicagoOakland

ORD - OAK

ORDOAK

Chicago O'Hare Intl

Fri 3/6

6:45 pm-11:51 pm

1 stop7h 06m

Oakland

Wed 3/11

5:55 am-4:43 pm

2 stops8h 48m

$242

ChicagoOakland

ORD - OAK

ORDOAK

Chicago O'Hare Intl

Tue 3/10

6:15 am-12:30 pm

1 stop8h 15m

Oakland

Tue 3/17

9:00 am-6:50 pm

1 stop7h 50m

$254

ChicagoOakland

ORD - OAK

ORDOAK

Chicago O'Hare Intl

Mon 3/9

7:20 am-11:51 am

1 stop6h 31m

Oakland

Tue 3/10

12:35 pm-9:34 pm

1 stop6h 59m

$268

ChicagoOakland

ORD - OAK

ORDOAK

Chicago O'Hare Intl

Tue 4/7

3:22 pm-11:43 pm

1 stop10h 21m

Oakland

Tue 4/14

6:40 pm-6:39 am

1 stop9h 59m

$273

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/10

Showing 1-10 of 60 results
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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, May is the cheapest month in which you can book a flight from Wisconsin to Oakland, California (average of $149). Flying from Wisconsin to Oakland, California in February is currently the most expensive (average of $256). 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.

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 36m. There are 1830 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, May is the cheapest month in which you can book a flight from Wisconsin to Oakland, California (average of $149). Flying from Wisconsin to Oakland, California in February is currently the most expensive (average of $256). 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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Top 2 airlines flying from Wisconsin to Oakland

Discover the top 2 airlines 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 February 12, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$143Average$276FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$275Average$421FlexibilityNo cancel feeOn-time63%

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