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$115+ Cheap flights from Oakland, CA to Milwaukee (OAK - MKE)

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 10/16. Fares are subject to change and may not be available on all flights or dates of travel.
OAK — MKE
Aug 21 — Aug 281
Thu 8/21
Thu 8/28
1 adult, Economy
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Cheap flight deals from Oakland to Milwaukee

Discover tips and strategies to find the most affordable flight options for your journey from Oakland (OAK) to Milwaukee (MKE). 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 August 16, 2025.

Round-trip from

$229
(CheapOair)

One-way from

$115
(CheapOair)

Popular in

January

Cheapest in

August

Average price

$308
From Oakland to Milwaukee-Mitchell
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One-way flight from Oakland to Milwaukee-Mitchell
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Highest demand for flights based on searches. 22% potential increase in price ($132 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($17 potential savings vs. average RT price).
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Average for round-trip flights in August 2025
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Find flight deals from Oakland to Milwaukee

Cheapest flights from Oakland to Milwaukee
Explore the most affordable flight options available from Oakland to Milwaukee. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 16, 2025.

This CheapOair deal was found by Cheapflights users on 8/15. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/286:30 amOAK - MKE
1 stop12h 25mSpirit Airlines
Mon 10/277:32 pmMKE - OAK
1 stop14h 12mSpirit Airlines
Deal found 8/15$229
This Cheapflightsfares deal was found by Cheapflights users on 8/14. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/96:00 amOAK - MKE
1 stop10h 31mSpirit Airlines
Fri 10/107:32 pmMKE - OAK
1 stop14h 17mSpirit Airlines
Deal found 8/14$246
This Cheapflightsfares deal was found by Cheapflights users on 8/15. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/168:44 amOAK - MKE
1 stop7h 47mSpirit Airlines
Sun 10/197:32 pmMKE - OAK
1 stop14h 17mSpirit Airlines
Deal found 8/15$253
This Southwest deal was found by Cheapflights users on 8/14. 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.
Sun 9/77:10 amOAK - MKE
2 stops13h 55mSouthwest
Fri 9/192:15 pmMKE - OAK
1 stop10h 55mSouthwest
Deal found 8/14$287
This Southwest deal was found by Cheapflights users on 8/14. 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 9/52:05 pmOAK - MKE
1 stop7h 40mSouthwest
Sun 9/75:45 pmMKE - OAK
1 stop7h 20mSouthwest
Deal found 8/14$295
This Southwest deal was found by Cheapflights users on 8/14. 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 9/511:55 amOAK - MKE
2 stops9h 50mSouthwest
Mon 9/85:30 amMKE - OAK
1 stop8h 05mSouthwest
Deal found 8/14$300
This Trip.com deal was found by Cheapflights users on 8/14. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/76:30 amOAK - MKE
1 stop12h 25mMultiple Airlines
Fri 9/193:20 pmMKE - OAK
1 stop8h 43mMultiple Airlines
Deal found 8/14$305
This Southwest deal was found by Cheapflights users on 8/14. 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.
Mon 9/85:35 amOAK - MKE
1 stop8h 40mSouthwest
Mon 9/86:20 pmMKE - OAK
1 stop6h 15mSouthwest
Deal found 8/14$328
This Southwest deal was found by Cheapflights users on 8/14. 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 9/197:50 amOAK - MKE
1 stop8h 35mSouthwest
Sun 9/215:20 amMKE - OAK
2 stops8h 55mSouthwest
Deal found 8/14$330

Cheapflights Fare Finder

 
Customize your flight search to find flights from Oakland to Milwaukee 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 August 16, 2025.
Use the filters below to find and compare flights from Oakland to Milwaukee that are best for you.

Fly from

Oakland

Fly to

Milwaukee

Route

Depart

Return

Price

OaklandMilwaukee

OAK - MKE

OAKMKE

Oakland

Sun 9/28

6:30 am-8:55 pm

1 stop12h 25m

Milwaukee-Mitchell

Mon 10/27

7:32 pm-7:44 am

1 stop14h 12m

$229

OaklandMilwaukee

OAK - MKE

OAKMKE

Oakland

Thu 10/9

6:00 am-6:31 pm

1 stop10h 31m

Milwaukee-Mitchell

Fri 10/10

7:32 pm-7:49 am

1 stop14h 17m

$246

OaklandMilwaukee

OAK - MKE

OAKMKE

Oakland

Thu 10/16

8:44 am-6:31 pm

1 stop7h 47m

Milwaukee-Mitchell

Sun 10/19

7:32 pm-7:49 am

1 stop14h 17m

$253

OaklandMilwaukee

OAK - MKE

OAKMKE

Oakland

Sun 9/7

7:10 am-11:05 pm

2 stops13h 55m

Milwaukee-Mitchell

Fri 9/19

2:15 pm-11:10 pm

1 stop10h 55m

$287

OaklandMilwaukee

OAK - MKE

OAKMKE

Oakland

Fri 9/5

2:05 pm-11:45 pm

1 stop7h 40m

Milwaukee-Mitchell

Sun 9/7

5:45 pm-11:05 pm

1 stop7h 20m

$295

OaklandMilwaukee

OAK - MKE

OAKMKE

Oakland

Fri 9/5

8:10 am-6:30 pm

1 stop8h 20m

Milwaukee-Mitchell

Mon 9/8

5:30 am-11:35 am

1 stop8h 05m

$295

OaklandMilwaukee

OAK - MKE

OAKMKE

Oakland

Thu 10/9

8:44 am-6:31 pm

1 stop7h 47m

Milwaukee-Mitchell

Thu 10/16

8:50 pm-7:49 am

1 stop12h 59m

$302

OaklandMilwaukee

OAK - MKE

OAKMKE

Oakland

Sun 9/7

6:30 am-8:55 pm

1 stop12h 25m

Milwaukee-Mitchell

Fri 9/19

3:20 pm-10:03 pm

1 stop8h 43m

$305

OaklandMilwaukee

OAK - MKE

OAKMKE

Oakland

Fri 9/19

7:50 am-6:25 pm

1 stop8h 35m

Milwaukee-Mitchell

Sun 9/21

7:30 pm-12:05 am

1 stop6h 35m

$305

OaklandMilwaukee

OAK - MKE

OAKMKE

Oakland

Thu 10/16

6:00 am-6:31 pm

1 stop10h 31m

$115

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/15

Showing 1-10 of 21 results
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Best time to book a flight from Oakland to Milwaukee

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

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

Currently, February is the cheapest month in which you can book a flight from Oakland, California to Milwaukee (average of $280). Flying from Oakland, California to Milwaukee in June is currently the most expensive (average of $376). 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.

What is the cheapest time of day to fly from OAK to MKE?

Find hourly flight availability from Oakland to Milwaukee. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated August 16, 2025.

Unlike at noon, when flights are generally more expensive, you can save up to 42% on flights from Oakland, California to Milwaukee by exploring options for tickets in the evening.

Reviews of airlines servicing Milwaukee

Get insights into the airlines that provide service to Milwaukee. 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 Milwaukee. Reviews last updated August 16, 2025.
Get a feel of what it's like to fly with Southwest, Delta, and Spirit Airlines from Oakland to Milwaukee 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
4,246 reviews

Boarding

8.1

Comfort

8.0

Crew

8.6

Overall

8.0

Food

7.0

Entertainment

7.5

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
Southwest
8.0
Very good
4,246 reviews
Southwest
8.0
Very good
4,246 reviews

Boarding

8.1

Comfort

8.0

Crew

8.6

Overall

8.0

Food

7.0

Entertainment

7.5

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
Delta
8.0
Very good
7,985 reviews
Southwest
8.0
Very good
4,246 reviews

Boarding

8.1

Comfort

8.0

Crew

8.6

Overall

8.0

Food

7.0

Entertainment

7.5

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
Spirit Airlines
6.3
Okay
8,042 reviews
Southwest
8.0
Very good
4,246 reviews

Boarding

8.1

Comfort

8.0

Crew

8.6

Overall

8.0

Food

7.0

Entertainment

7.5

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.

Related info for your journey

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

  • What are the cheapest airlines flying from Oakland, California to Milwaukee round-trip?

    Cheapflights users have booked flights from Oakland, California to Milwaukee round-trip from $153. Other airlines that can offer you cheap pricing are Delta, from $270, and Southwest, from $298. Spirit Airlines is currently priced 65% below the average price you’ll pay for this route.

  • What are the cheapest airlines to fly from Oakland, California to Milwaukee one-way?

    $115 is the cheapest one-way deal found within the past few days, from Spirit Airlines. You may also be able to find cheap deals on Alaska Airlines and Southwest, with prices starting from $119 and $129, respectively.

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

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

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

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

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

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

    Currently, February is the cheapest month in which you can book a flight from Oakland, California to Milwaukee (average of $280). Flying from Oakland, California to Milwaukee in June is currently the most expensive (average of $376). 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

Traveling to a place near Milwaukee?

Book flights to Milwaukee if you plan to visit one of these locations
Mequon
Oak Creek
Sheboygan
Wauwatosa

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Alternative routes for Oakland to Milwaukee

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Top 3 airlines flying from Oakland to Milwaukee

Discover the top 3 airlines that operate flights from Oakland to Milwaukee. 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 August 16, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$153Average$281FlexibilityNo cancel feeOn-time65%
DeltaCheapest$270Average$280FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$298Average$451FlexibilityNo cancel feeOn-time63%

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