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Oakland

$165+ 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 5/27. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — OAK
May 30 — Jun 61
Sat 5/30
Sat 6/6
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 April 30, 2026.

This Delta deal was found by Cheapflights users on 4/25. 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 5/195:48 pm
MKE
-
OAK
2 stops8h 09m
Delta
Tue 6/212:28 pm
OAK
-
MKE
1 stop7h 05m
Delta
Deal found 4/25$347
This Delta deal was found by Cheapflights users on 4/25. 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 5/195:48 pm
MKE
-
OAK
2 stops8h 09m
Delta
Sat 5/306:00 am
OAK
-
MKE
2 stops8h 51m
Delta
Deal found 4/25$366
This Delta deal was found by Cheapflights users on 4/25. 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.
Sun 5/246:45 am
MKE
-
OAK
1 stop7h 03m
Delta
Tue 6/212:28 pm
OAK
-
MKE
1 stop7h 05m
Delta
Deal found 4/25$384
This Alaska Airlines deal was found by Cheapflights users on 4/25. 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 5/194:40 pm
MKE
-
OAK
1 stop9h 19m
Alaska Airlines
Wed 6/31:01 pm
OAK
-
MKE
1 stop8h 58m
Alaska Airlines
Deal found 4/25$397
This Delta deal was found by Cheapflights users on 4/25. 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 5/195:48 pm
MKE
-
OAK
2 stops8h 09m
Delta
Fri 5/2912:28 pm
OAK
-
MKE
1 stop7h 05m
Delta
Deal found 4/25$402
This Southwest deal was found by Cheapflights users on 4/27. 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 6/96:10 am
MKE
-
OAK
1 stop6h 40m
Southwest
Sun 6/145:10 am
OAK
-
MKE
1 stop6h 10m
Southwest
Deal found 4/27$403
This Delta deal was found by Cheapflights users on 4/25. 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.
Sun 5/248:07 am
MKE
-
OAK
2 stops10h 18m
Delta
Sat 5/3012:28 pm
OAK
-
MKE
2 stops8h 27m
Delta
Deal found 4/25$408
This Southwest deal was found by Cheapflights users on 4/25. 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 5/227:05 pm
MKE
-
OAK
1 stop7h 00m
Southwest
Mon 6/13:45 pm
OAK
-
MKE
1 stop7h 20m
Southwest
Deal found 4/25$417

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 April 30, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$347
(Delta)

One-way from

$165
(Delta)

Popular in

December

Cheapest in

January

Average price

$501
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. 5% potential increase in price ($21 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($10 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in April 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 April 30, 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 8/4

5:40 pm-10:30 pm

1 stop6h 50m

Oakland

Tue 8/11

9:30 am-8:05 pm

1 stop8h 35m

$384
Quickest round-trip

MilwaukeeOakland

MKE - OAK

MKEOAK

Milwaukee-Mitchell

Sat 7/25

6:25 pm-10:40 pm

1 stop6h 15m

Oakland

Thu 7/30

4:45 pm-1:15 am

1 stop6h 30m

$439

MilwaukeeOakland

MKE - OAK

MKEOAK

Milwaukee-Mitchell

Fri 9/4

6:00 am-12:55 pm

2 stops8h 55m

Oakland

Mon 9/7

6:15 am-5:00 pm

1 stop8h 45m

$444

MilwaukeeOakland

MKE - OAK

MKEOAK

Milwaukee-Mitchell

Fri 6/19

8:25 pm-12:50 am

1 stop6h 25m

Oakland

Mon 6/22

4:00 pm-1:55 am

2 stops7h 55m

$444

MilwaukeeOakland

MKE - OAK

MKEOAK

Milwaukee-Mitchell

Fri 5/29

6:30 pm-10:35 pm

1 stop6h 05m

Oakland

Sun 5/31

11:55 pm-10:55 am

1 stop9h 00m

$445

MilwaukeeOakland

MKE - OAK

MKEOAK

Milwaukee-Mitchell

Fri 10/2

5:50 am-2:30 pm

2 stops10h 40m

Oakland

Mon 10/5

9:10 am-7:05 pm

2 stops7h 55m

$450

MilwaukeeOakland

MKE - OAK

MKEOAK

Milwaukee-Mitchell

Mon 6/8

6:35 pm-11:45 pm

1 stop7h 10m

Oakland

Fri 6/12

6:10 pm-1:55 am

1 stop5h 45m

$477

MilwaukeeOakland

MKE - OAK

MKEOAK

Milwaukee-Mitchell

Sun 5/24

8:07 am-4:25 pm

2 stops10h 18m

Oakland

Mon 6/1

12:28 pm-10:55 pm

2 stops8h 27m

$479
Cheapest one-way

MilwaukeeOakland

MKE - OAK

MKEOAK

Milwaukee-Mitchell

Thu 6/18

6:35 pm-11:45 pm

1 stop7h 10m

$220

MilwaukeeOakland

MKE - OAK

MKEOAK

Milwaukee-Mitchell

Fri 5/29

6:45 am-11:48 am

1 stop7h 03m

$220

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/26

Showing 1-10 of 16 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 April.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust 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 December is currently the most expensive (average of $507). 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 April 30, 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
8.0
Very good
4,314 reviews

Boarding

8.1

Crew

8.6

Entertainment

7.5

Overall

8.0

Comfort

8.0

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
Southwest
8.0
Very good
4,314 reviews
Southwest
8.0
Very good
4,314 reviews

Boarding

8.1

Crew

8.6

Entertainment

7.5

Overall

8.0

Comfort

8.0

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

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 6h 50m. 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 32% 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 December is currently the most expensive (average of $507). 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 April 30, 2026.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$275Average$426FlexibilityNo cancel feeOn-time63%

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