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$139+ 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 11/5. Fares are subject to change and may not be available on all flights or dates of travel.
OAK — MKE
Oct 17 — Oct 241
Fri 10/17
Fri 10/24
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 September 17, 2025.

Round-trip from

$251
(Alaska Airlines)

One-way from

$139
(Delta)

Popular in

January

Cheapest in

August

Average price

$372
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 ($129 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 September 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 September 17, 2025.

This Alaska Airlines deal was found by Cheapflights users on 9/17. 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.
Sat 11/18:03 pmOAK - MKE
1 stop17h 57mAlaska Airlines
Tue 11/43:56 pmMKE - OAK
1 stop10h 03mAlaska Airlines
Deal found 9/17$251
This Southwest deal was found by Cheapflights users on 9/17. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/221:10 pmOAK - MKE
2 stops8h 40mSouthwest
Sat 10/255:20 amMKE - OAK
1 stop6h 05mSouthwest
Deal found 9/17$269
This Southwest deal was found by Cheapflights users on 9/16. 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 11/55:40 amOAK - MKE
1 stop6h 15mSouthwest
Sun 11/95:10 amMKE - OAK
1 stop6h 25mSouthwest
Deal found 9/16$276
This Delta deal was found by Cheapflights users on 9/15. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/1512:28 pmOAK - MKE
1 stop7h 15mDelta
Tue 11/187:30 amMKE - OAK
1 stop6h 18mDelta
Deal found 9/15$277
This Delta deal was found by Cheapflights users on 9/15. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/114:51 pmOAK - MKE
2 stops14h 20mDelta
Wed 11/197:30 amMKE - OAK
1 stop6h 18mDelta
Deal found 9/15$282
This Delta deal was found by Cheapflights users on 9/15. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/115:45 amOAK - MKE
2 stops12h 33mDelta
Sat 11/1511:30 amMKE - OAK
2 stops12h 09mDelta
Deal found 9/15$287
This Delta deal was found by Cheapflights users on 9/15. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/1312:28 pmOAK - MKE
1 stop7h 15mDelta
Tue 11/187:30 amMKE - OAK
1 stop6h 18mDelta
Deal found 9/15$289
This Delta deal was found by Cheapflights users on 9/15. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/1312:28 pmOAK - MKE
1 stop7h 15mDelta
Sat 11/156:00 amMKE - OAK
2 stops12h 11mDelta
Deal found 9/15$294
This Delta deal was found by Cheapflights users on 9/15. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/115:45 amOAK - MKE
2 stops12h 33mDelta
Mon 11/172:53 pmMKE - OAK
2 stops11h 10mDelta
Deal found 9/15$299
This Delta deal was found by Cheapflights users on 9/15. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/412:30 pmOAK - MKE
1 stop7h 00mDelta
Wed 11/123:13 pmMKE - OAK
2 stops10h 50mDelta
Deal found 9/15$302

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 September 17, 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

Sat 11/1

8:03 pm-4:00 pm

1 stop17h 57m

Milwaukee-Mitchell

Tue 11/4

3:56 pm-11:59 pm

1 stop10h 03m

$251

OaklandMilwaukee

OAK - MKE

OAKMKE

Oakland

Sat 11/1

5:00 am-3:40 pm

1 stop8h 40m

Milwaukee-Mitchell

Tue 11/4

5:05 am-11:40 am

2 stops8h 35m

$269

OaklandMilwaukee

OAK - MKE

OAKMKE

Oakland

Wed 10/22

1:10 pm-11:50 pm

2 stops8h 40m

Milwaukee-Mitchell

Sat 10/25

5:20 am-12:05 pm

2 stops8h 45m

$274

OaklandMilwaukee

OAK - MKE

OAKMKE

Oakland

Sat 11/15

12:28 pm-9:43 pm

1 stop7h 15m

Milwaukee-Mitchell

Wed 11/19

7:30 am-11:48 am

1 stop6h 18m

$277

OaklandMilwaukee

OAK - MKE

OAKMKE

Oakland

Sat 11/15

12:28 pm-9:43 pm

1 stop7h 15m

Milwaukee-Mitchell

Tue 11/18

2:53 pm-12:03 am

2 stops11h 10m

$282

OaklandMilwaukee

OAK - MKE

OAKMKE

Oakland

Thu 11/13

12:28 pm-9:43 pm

1 stop7h 15m

Milwaukee-Mitchell

Tue 11/18

7:30 am-11:48 am

1 stop6h 18m

$289

OaklandMilwaukee

OAK - MKE

OAKMKE

Oakland

Sat 11/15

12:28 pm-9:43 pm

1 stop7h 15m

Milwaukee-Mitchell

Mon 11/17

2:53 pm-12:03 am

2 stops11h 10m

$294

OaklandMilwaukee

OAK - MKE

OAKMKE

Oakland

Tue 11/11

5:45 am-8:18 pm

2 stops12h 33m

Milwaukee-Mitchell

Mon 11/17

2:53 pm-12:03 am

2 stops11h 10m

$299

OaklandMilwaukee

OAK - MKE

OAKMKE

Oakland

Tue 11/4

12:30 pm-9:30 pm

1 stop7h 00m

Milwaukee-Mitchell

Wed 11/12

3:13 pm-12:03 am

2 stops10h 50m

$302

OaklandMilwaukee

OAK - MKE

OAKMKE

Oakland

Thu 11/13

12:28 pm-9:43 pm

1 stop7h 15m

Milwaukee-Mitchell

Mon 11/17

2:53 pm-12:03 am

2 stops11h 10m

$306

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/17

Showing 1-10 of 18 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 September 17, 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 September 17, 2025.
Get a feel of what it's like to fly with Southwest 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
4,242 reviews

Entertainment

7.5

Overall

8.0

Boarding

8.1

Comfort

8.0

Crew

8.6

Food

7.0

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
4,242 reviews
Southwest
8.0
Very good
4,242 reviews

Entertainment

7.5

Overall

8.0

Boarding

8.1

Comfort

8.0

Crew

8.6

Food

7.0

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
8,023 reviews
Southwest
8.0
Very good
4,242 reviews

Entertainment

7.5

Overall

8.0

Boarding

8.1

Comfort

8.0

Crew

8.6

Food

7.0

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.

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

    A quick flight from Oakland, California to Milwaukee can take about 7h 15m. Alaska Airlines provides one of the quickest options available for as low as $277. Oakland, California and Milwaukee are separated by a distance of 1829 mi. This flight may include one or multiple stops.

  • 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. Another airline that can offer you cheap pricing is Southwest. Spirit Airlines is currently priced 66% below the average price you’ll pay for this route.

  • 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
Sheboygan
Oak Creek
New Berlin
Wauwatosa

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Alternative routes for Oakland to Milwaukee

See prices for flight routes from nearby airports that may be better suited for you.
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Top 2 airlines flying from Oakland to Milwaukee

Discover the top 2 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 September 17, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$153Average$281FlexibilityNo cancel feeOn-time65%
SouthwestCheapest$296Average$453FlexibilityNo cancel feeOn-time63%

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