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Cheap flights from Oakland, California to Milwaukee from $165

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Oakland, California to Milwaukee departing on 5/6. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
1 adult, Economy, 0 bags

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Find the cheapest flights from Oakland, California to Milwaukee

Cheap round-trip flights

Enter your travel dates to find the best prices.
Southwest Logo
6:10 am - 2:05 pm
OAK
-
MKE
5h 55m
1 stop
Southwest Logo
5:30 am - 12:30 pm
MKE
-
OAK
9h 00m
1 stop
$329Southwest
Wed, Apr 29 - Wed, May 6
Delta Logo
12:34 pm - 9:21 pm
OAK
-
MKE
6h 47m
1 stop
Delta Logo
5:48 pm - 11:57 pm
MKE
-
OAK
8h 09m
2 stops
$334Delta
Tue, May 5 - Tue, May 12
Delta Logo
6:00 am - 4:51 pm
OAK
-
MKE
8h 51m
2 stops
Delta Logo
4:02 pm - 11:57 pm
MKE
-
OAK
9h 55m
2 stops
$339Delta
Sat, May 9 - Tue, May 12
Southwest Logo
12:10 pm - 10:20 pm
OAK
-
MKE
8h 10m
1 stop
Southwest Logo
5:45 pm - 10:25 pm
MKE
-
OAK
6h 40m
1 stop
$342Southwest
Thu, May 7 - Tue, May 12
Southwest Logo
3:30 pm - 12:55 am
OAK
-
MKE
7h 25m
2 stops
Southwest Logo
5:30 am - 10:05 am
MKE
-
OAK
6h 35m
1 stop
$343Southwest
Thu, May 7 - Tue, May 12
Delta Logo
5:04 pm - 9:05 am
OAK
-
MKE
14h 01m
2 stops
Delta Logo
7:25 am - 11:53 am
MKE
-
OAK
6h 28m
1 stop
$347Delta
Mon, Apr 27 - Wed, May 6
Southwest Logo
3:30 pm - 12:55 am
OAK
-
MKE
7h 25m
2 stops
Southwest Logo
4:05 pm - 10:35 pm
MKE
-
OAK
8h 30m
2 stops
$348Southwest
Thu, May 7 - Tue, May 12
Delta Logo
5:04 pm - 9:05 am
OAK
-
MKE
14h 01m
2 stops
Delta Logo
5:48 pm - 11:54 pm
MKE
-
OAK
8h 06m
2 stops
$352Delta
Mon, Apr 27 - Tue, Apr 28
Southwest Logo
6:10 am - 5:25 pm
OAK
-
MKE
9h 15m
2 stops
Southwest Logo
2:15 pm - 9:35 pm
MKE
-
OAK
9h 20m
2 stops
$353Southwest
Wed, Apr 29 - Thu, Apr 30
Delta Logo
5:04 pm - 9:05 am
OAK
-
MKE
14h 01m
2 stops
Delta Logo
6:45 am - 11:48 am
MKE
-
OAK
7h 03m
1 stop
$360Delta
Mon, Apr 27 - Thu, May 7

Alaska Airlines flights from Oakland, California to Milwaukee

Our best Alaska Airlines deals on Oakland, California to Milwaukee flight tickets
Alaska Airlines
May 7
OAK6:20 amOakland
15h 38m
1 stop
MKE11:58 pmMilwaukee-Mitchell
May 12
MKE7:00 amMilwaukee-Mitchell
13h 39m
2 stops
OAK6:39 pmOakland
$374
Alaska Airlines
Apr 29
OAK2:09 pmOakland
22h 04m
1 stop
MKE2:13 pmMilwaukee-Mitchell
May 6
MKE7:00 amMilwaukee-Mitchell
8h 15m
1 stop
OAK1:15 pmOakland
$383
Alaska Airlines
May 4
OAK2:09 pmOakland
7h 49m
1 stop
MKE11:58 pmMilwaukee-Mitchell
May 13
MKE4:40 pmMilwaukee-Mitchell
9h 19m
1 stop
OAK11:59 pmOakland
$394

Southwest flights from Oakland, California to Milwaukee

Our best Southwest deals on Oakland, California to Milwaukee flight tickets
Southwest
Apr 29
OAK6:10 amOakland
5h 55m
1 stop
MKE2:05 pmMilwaukee-Mitchell
May 6
MKE5:30 amMilwaukee-Mitchell
9h 00m
1 stop
OAK12:30 pmOakland
$329
Southwest
May 7
OAK12:10 pmOakland
8h 10m
1 stop
MKE10:20 pmMilwaukee-Mitchell
May 12
MKE5:45 pmMilwaukee-Mitchell
6h 40m
1 stop
OAK10:25 pmOakland
$342
Southwest
May 7
OAK3:30 pmOakland
7h 25m
2 stops
MKE12:55 amMilwaukee-Mitchell
May 12
MKE5:30 amMilwaukee-Mitchell
6h 35m
1 stop
OAK10:05 amOakland
$343

momondo Fare Finder

 
Customize your flight search to find flights from Oakland, California 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, momondo users made 832,500 searches. Data last updated April 4, 2026.
Use the filters below to find and compare flights from Oakland, California to Milwaukee that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

OaklandMilwaukee

OAK - MKE

OAKMKE

Oakland

Wed 4/29

6:10 am-2:05 pm

1 stop5h 55m

Milwaukee-Mitchell

Wed 5/6

5:30 am-12:30 pm

1 stop9h 00m

$329

OaklandMilwaukee

OAK - MKE

OAKMKE

Oakland

Tue 5/5

12:34 pm-9:21 pm

1 stop6h 47m

Milwaukee-Mitchell

Tue 5/12

5:48 pm-11:57 pm

2 stops8h 09m

$334

OaklandMilwaukee

OAK - MKE

OAKMKE

Oakland

Sat 5/9

6:00 am-4:51 pm

2 stops8h 51m

Milwaukee-Mitchell

Tue 5/12

4:02 pm-11:57 pm

2 stops9h 55m

$339

OaklandMilwaukee

OAK - MKE

OAKMKE

Oakland

Thu 5/7

12:10 pm-10:20 pm

1 stop8h 10m

Milwaukee-Mitchell

Tue 5/12

5:45 pm-10:25 pm

1 stop6h 40m

$342
Quickest round-trip

OaklandMilwaukee

OAK - MKE

OAKMKE

Oakland

Thu 5/7

3:30 pm-12:55 am

2 stops7h 25m

Milwaukee-Mitchell

Tue 5/12

5:30 am-10:05 am

1 stop6h 35m

$343

OaklandMilwaukee

OAK - MKE

OAKMKE

Oakland

Mon 4/27

5:04 pm-9:05 am

2 stops14h 01m

Milwaukee-Mitchell

Wed 5/6

7:25 am-11:53 am

1 stop6h 28m

$347

OaklandMilwaukee

OAK - MKE

OAKMKE

Oakland

Thu 5/7

3:30 pm-12:55 am

2 stops7h 25m

Milwaukee-Mitchell

Tue 5/12

4:05 pm-10:35 pm

2 stops8h 30m

$348

OaklandMilwaukee

OAK - MKE

OAKMKE

Oakland

Mon 4/27

5:04 pm-9:05 am

2 stops14h 01m

Milwaukee-Mitchell

Tue 4/28

5:48 pm-11:54 pm

2 stops8h 06m

$352

OaklandMilwaukee

OAK - MKE

OAKMKE

Oakland

Wed 4/29

6:10 am-5:25 pm

2 stops9h 15m

Milwaukee-Mitchell

Thu 4/30

2:15 pm-9:35 pm

2 stops9h 20m

$353

OaklandMilwaukee

OAK - MKE

OAKMKE

Oakland

Mon 4/27

5:04 pm-9:05 am

2 stops14h 01m

Milwaukee-Mitchell

Thu 5/7

6:45 am-11:48 am

1 stop7h 03m

$360

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Milwaukee from

How to get the cheapest flight ticket from Oakland, California to Milwaukee

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the typical price of a round-trip flight between Oakland, California and Milwaukee?

What is the cheapest month to fly to Milwaukee?

The cheapest month to fly to Milwaukee from Oakland, California is in August. Flight prices, which tend to average around $334, are often lower during this time because this is during the off-season. The month of September is another great option to travel to Milwaukee, with average flight prices from Oakland, California averaging around $367.

How have Oakland, California to Milwaukee flight prices changed over time?

As of April 2026, prices for Oakland, California to Milwaukee flights are approximately 661% more expensive when compared to flights at the same time last year.

When to book flights from Oakland, California to Milwaukee

Are you open to changing your travel dates? Check out the ideal times to fly from Oakland, California to Milwaukee according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Oakland, California to Milwaukee (OAK to MKE) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Oakland, California to Milwaukee

Fastest flight time

5h 45m

Direct flights

None
The fastest flight from Oakland, California to Milwaukee takes 5h 45m
There are no direct flights from Oakland, California to Milwaukee. There are no popular flight routes from Oakland, California to Milwaukee.
Search flight deals

Frequently asked questions about flying from Oakland, California to Milwaukee

  • How far is Oakland to Milwaukee-Mitchell by plane?

    Oakland and Milwaukee-Mitchell are 1828.8 mi apart from one another. By plane, this route typically takes 5h 45m.

  • When did momondo last update prices for flights from Oakland Airport to Milwaukee-Mitchell Airport?

    Prices for flights from Oakland Airport to Milwaukee-Mitchell Airport are updated daily.

  • How many operators does momondo search for flights from Oakland Airport to Milwaukee-Mitchell Airport?

  • How old do you have to be to fly from Oakland Airport to Milwaukee-Mitchell Airport?

    The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Oakland Airport to Milwaukee-Mitchell Airport.

  • What documentation or ID do you need to fly to Milwaukee-Mitchell Airport?

    The travel and health documents you'll need for your trip to Milwaukee-Mitchell Airport may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Milwaukee-Mitchell Airport. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

  • What is the most popular airline from Oakland, California to Milwaukee?

Best airlines flying from Oakland, California to Milwaukee

Compare and see reviews for airlines that fly from Oakland, California to Milwaukee with momondo
Airline
Rating
Free Cancellation
Price
SouthwestPriceFrom $296Free CancellationRating
8.0
4,343 reviews
Search Southwest flights

  • Southwest Flights From Oakland, California to Milwaukee

    Southwest flies from Oakland, California to Milwaukee around 1 time per week, with 4,343 momondo users rating the airline 8.0/10. The cheapest Southwest deal from Oakland, California to Milwaukee in the last 72 hours was $296 (round-trip), much lower than the average airfare cost of $517 for Southwest flights on this route.

Traveling to a place near Milwaukee?

Book flights to Milwaukee if you plan to visit one of these locations
Sheboygan
Waukesha
Wauwatosa
Oak Creek
Mequon
Glendale
Pewaukee
West Bend
Port Washington
Kohler
New Berlin
Grafton

Why use momondo?

Why should I use momondo to find a flight deal from Oakland to Milwaukee?

momondo collates all your flight options in one place and lets you filter them to find the perfect flight from Oakland to Milwaukee. momondo saves you time and could save you money on your trip.

Can I find flights from Oakland to Milwaukee with flexible booking policies on momondo?

Yes. All flights to Milwaukee from Oakland on momondo can be compared and filtered by various policies on offer, including flexible booking.

How can momondo help me find flights from Oakland to Milwaukee?

Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Milwaukee from Oakland.

I’m not ready to book a flight from Oakland to Milwaukee right now. Can momondo alert me if prices change?

If you are not ready to book a flight from Oakland to Milwaukee now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Milwaukee and let you know when they change.

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