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Oakland

$185+ Cheap flights from Milwaukee to Oakland, CA (MKE - 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 7/7. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — OAK
Jul 16 — Jul 231
Thu 7/16
Thu 7/23
1 adult, Economy
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Cheap flight deals from Milwaukee to Oakland

Cheapest flights from Milwaukee to Oakland
Explore the most affordable flight options available from Milwaukee to Oakland. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 16, 2026.

This Southwest deal was found by Cheapflights users on 6/11. 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 11/106:45 am
MKE
-
OAK
1 stop8h 15m
Southwest
Tue 11/177:55 am
OAK
-
MKE
1 stop6h 15m
Southwest
Deal found 6/11$306
This Southwest deal was found by Cheapflights users on 6/12. 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 9/95:40 pm
MKE
-
OAK
1 stop6h 50m
Southwest
Mon 9/146:15 am
OAK
-
MKE
1 stop8h 45m
Southwest
Deal found 6/12$338
This Southwest deal was found by Cheapflights users on 6/11. 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 8/1112:40 pm
MKE
-
OAK
1 stop9h 10m
Southwest
Tue 8/185:30 am
OAK
-
MKE
1 stop5h 55m
Southwest
Deal found 6/11$354
This Southwest deal was found by Cheapflights users on 6/11. 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 8/116:50 am
MKE
-
OAK
2 stops8h 25m
Southwest
Wed 8/199:00 am
OAK
-
MKE
1 stop7h 30m
Southwest
Deal found 6/11$359
This Southwest deal was found by Cheapflights users on 6/12. 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 7/156:00 am
MKE
-
OAK
1 stop8h 30m
Southwest
Wed 7/291:45 pm
OAK
-
MKE
1 stop7h 55m
Southwest
Deal found 6/12$369
This Southwest deal was found by Cheapflights users on 6/16. 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 7/87:20 am
MKE
-
OAK
2 stops8h 45m
Southwest
Tue 7/1412:10 pm
OAK
-
MKE
2 stops9h 45m
Southwest
Deal found 6/16$379
This Southwest deal was found by Cheapflights users on 6/15. 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.
Thu 8/610:15 am
MKE
-
OAK
1 stop6h 00m
Southwest
Tue 8/188:00 am
OAK
-
MKE
1 stop6h 40m
Southwest
Deal found 6/15$381

Find flight deals from Milwaukee to Oakland

Discover tips and strategies to find the most affordable flight options for your journey from Milwaukee (MKE) to Oakland (OAK). 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 June 16, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$306
(Southwest)

One-way from

$185
(Southwest)

Popular in

April

Cheapest in

January

Average price

$502
Provider with most accurate pricing for Milwaukee-Mitchell-Oakland flight deals.
Search Deals
Provider most trusted by Cheapflights users for Milwaukee-Mitchell-Oakland flights.
Search Deals
From Milwaukee-Mitchell to Oakland
Search Deals
One-way flight from Milwaukee-Mitchell to Oakland
Search Deals
Highest demand for flights based on searches. 8% potential increase in price ($41 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($12 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in June 2026
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Milwaukee 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 June 16, 2026.
Use the filters below to find and compare flights from Milwaukee to Oakland that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

MilwaukeeOakland

MKE - OAK

MKEOAK

Milwaukee-Mitchell

Tue 11/10

6:45 am-1:00 pm

1 stop8h 15m

Oakland

Tue 11/17

7:55 am-4:10 pm

1 stop6h 15m

$306

MilwaukeeOakland

MKE - OAK

MKEOAK

Milwaukee-Mitchell

Wed 9/9

8:10 am-11:05 pm

2 stops16h 55m

Oakland

Mon 9/14

10:30 am-9:25 pm

2 stops8h 55m

$354

MilwaukeeOakland

MKE - OAK

MKEOAK

Milwaukee-Mitchell

Wed 7/15

6:00 am-12:30 pm

1 stop8h 30m

Oakland

Wed 7/29

1:45 pm-11:40 pm

1 stop7h 55m

$369

MilwaukeeOakland

MKE - OAK

MKEOAK

Milwaukee-Mitchell

Tue 8/11

11:40 am-4:00 pm

1 stop6h 20m

Oakland

Wed 8/19

10:15 am-9:25 pm

2 stops9h 10m

$374

MilwaukeeOakland

MKE - OAK

MKEOAK

Milwaukee-Mitchell

Wed 7/8

7:05 pm-11:25 pm

1 stop6h 20m

Oakland

Tue 7/14

12:10 pm-11:55 pm

2 stops9h 45m

$374

MilwaukeeOakland

MKE - OAK

MKEOAK

Milwaukee-Mitchell

Thu 8/20

10:15 am-2:15 pm

1 stop6h 00m

Oakland

Wed 8/26

11:55 am-9:25 pm

1 stop7h 30m

$381
Quickest round-trip

MilwaukeeOakland

MKE - OAK

MKEOAK

Milwaukee-Mitchell

Thu 8/6

10:15 am-2:15 pm

1 stop6h 00m

Oakland

Tue 8/18

8:00 am-4:40 pm

1 stop6h 40m

$381
Cheapest one-way

MilwaukeeOakland

MKE - OAK

MKEOAK

Milwaukee-Mitchell

Wed 7/8

7:20 am-2:05 pm

2 stops8h 45m

$190

MilwaukeeOakland

MKE - OAK

MKEOAK

Milwaukee-Mitchell

Tue 8/11

12:40 pm-7:05 pm

2 stops8h 25m

$190

MilwaukeeOakland

MKE - OAK

MKEOAK

Milwaukee-Mitchell

Wed 9/30

7:10 am-1:10 pm

2 stops8h 00m

$190

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/13

Showing 1-10 of 17 resultsSorted by cheapest first
1
2

Compare providers for flights from Milwaukee to Oakland

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Milwaukee to Oakland in June.
ProviderPrice AccuracyTrust Score*
FlightHubPrice Accuracy3 starsTrust Score*3 stars
ExpediaPrice Accuracy1 starTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Milwaukee-Oakland, California flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Milwaukee-Oakland, California flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Milwaukee-Oakland, California flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Milwaukee-Oakland, California flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Milwaukee-Oakland, California flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Milwaukee to Oakland

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

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

Currently, January is the cheapest month in which you can book a flight from Milwaukee to Oakland, California (average of $324). Flying from Milwaukee to Oakland, California in April is currently the most expensive (average of $557). 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 Milwaukee to Oakland, California?

Reviews of airlines servicing Oakland

Get insights into the airlines that provide service to Oakland. 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 Oakland. Reviews last updated June 16, 2026.
Get a feel of what it's like to fly with Southwest from Milwaukee to Oakland by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
7.9
Good
4,237 reviews

Food

7.0

Boarding

8.1

Overall

7.9

Comfort

8.0

Crew

8.6

Entertainment

7.5

Reviews

1 / 20
10.0
Excellent

Walter,May 2026

LAS - BUR

Short but excellent flight. Everyone was friendly and professional it was a great flight!
Southwest
7.9
Good
4,237 reviews
Southwest
7.9
Good
4,237 reviews

Food

7.0

Boarding

8.1

Overall

7.9

Comfort

8.0

Crew

8.6

Entertainment

7.5

Reviews

1 / 20
10.0
Excellent

Walter,May 2026

LAS - BUR

Short but excellent flight. Everyone was friendly and professional it was a great flight!

Related info for your journey

Find useful and relevant information for your journey from Milwaukee to Oakland. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

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

    There are many flights that can get you from Milwaukee to Oakland, California in 8h 15m. Fly via Southwest to get the fastest option. The distance between Milwaukee and Oakland, California is about 1829 mi.

  • What is the cheapest airline to fly from Milwaukee to Oakland, California round-trip?

    Currently priced at $275, Southwest will fly you from Milwaukee to Oakland, California and back. In addition to Southwest, many other airlines offer competitively priced options for your trip. You may be able to fly from Milwaukee to Oakland, California for 35% less than the average price by searching for this airline.

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

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

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

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

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

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

    Currently, January is the cheapest month in which you can book a flight from Milwaukee to Oakland, California (average of $324). Flying from Milwaukee to Oakland, California in April is currently the most expensive (average of $557). 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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Top airline flying from Milwaukee to Oakland

Discover the top airline that operate flights from Milwaukee 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 June 16, 2026.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$275Average$417FlexibilityNo cancel feeOn-time63%

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