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Cheap flights from Oakland, California to Milwaukee from $137

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 9/30. 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

Find the cheapest flights from Oakland, California to Milwaukee

Cheap round-trip flights

Enter your travel dates to find the best prices.
Southwest Logo
5:05 am - 1:10 pmOAK  Oakland-MKE Milwaukee-Mitchell
6h 05m1 stop Las Vegas Harry Reid Intl
Southwest Logo
5:00 pm - 9:20 pmMKE  Milwaukee-Mitchell-OAK Oakland
6h 20m1 stop Denver Intl
$377Southwest
Fri, Sep 11 - Sat, Sep 19
Southwest Logo
5:35 am - 1:30 pmOAK  Oakland-MKE Milwaukee-Mitchell
5h 55m1 stop Las Vegas Harry Reid Intl
Southwest Logo
4:00 pm - 11:15 pmMKE  Milwaukee-Mitchell-OAK Oakland
9h 15m1 stop Chicago Midway
$377Southwest
Wed, Oct 14 - Wed, Oct 14
Southwest Logo
5:35 am - 1:30 pmOAK  Oakland-MKE Milwaukee-Mitchell
5h 55m1 stop Las Vegas Harry Reid Intl
Southwest Logo
5:30 am - 11:55 amMKE  Milwaukee-Mitchell-OAK Oakland
8h 25m2 stops Denver Intl Palm Springs
$382Southwest
Wed, Oct 14 - Mon, Oct 19
Southwest Logo
5:05 am - 1:10 pmOAK  Oakland-MKE Milwaukee-Mitchell
6h 05m1 stop Las Vegas Harry Reid Intl
Southwest Logo
10:35 am - 5:45 pmMKE  Milwaukee-Mitchell-OAK Oakland
9h 10m2 stops Kansas City Seattle/Tacoma Intl
$382Southwest
Fri, Sep 11 - Sat, Sep 19
Southwest Logo
5:35 am - 1:30 pmOAK  Oakland-MKE Milwaukee-Mitchell
5h 55m1 stop Las Vegas Harry Reid Intl
Southwest Logo
4:00 pm - 10:05 pmMKE  Milwaukee-Mitchell-OAK Oakland
8h 05m2 stops Chicago Midway Denver Intl
$382Southwest
Wed, Oct 14 - Wed, Oct 14
Southwest Logo
2:10 pm - 12:05 amOAK  Oakland-MKE Milwaukee-Mitchell
7h 55m2 stops Santa Ana J. Wayne/Orange Cnty Las Vegas Harry Reid Intl
Southwest Logo
7:35 pm - 11:50 pmMKE  Milwaukee-Mitchell-OAK Oakland
6h 15m1 stop Las Vegas Harry Reid Intl
$382Southwest
Thu, Oct 22 - Mon, Oct 26
Alaska Airlines Logo
7:02 am - 2:55 pmOAK  Oakland-MKE Milwaukee-Mitchell
29h 53m1 stop Seattle/Tacoma Intl
Alaska Airlines Logo
5:17 pm - 10:55 pmMKE  Milwaukee-Mitchell-OAK Oakland
7h 38m1 stop Seattle/Tacoma Intl
$395Alaska Airlines
Fri, Oct 23 - Mon, Oct 26
Southwest Logo
9:30 am - 8:10 pmOAK  Oakland-MKE Milwaukee-Mitchell
8h 40m1 stop Las Vegas Harry Reid Intl
Southwest Logo
7:10 am - 1:00 pmMKE  Milwaukee-Mitchell-OAK Oakland
7h 50m1 stop Phoenix Sky Harbor Intl
$395Southwest
Wed, Sep 16 - Wed, Sep 23
Southwest Logo
11:20 am - 7:25 pmOAK  Oakland-MKE Milwaukee-Mitchell
6h 05m1 stop San Diego
Southwest Logo
5:20 am - 10:10 amMKE  Milwaukee-Mitchell-OAK Oakland
6h 50m1 stop Phoenix Sky Harbor Intl
$395Southwest
Thu, Oct 22 - Mon, Oct 26
Alaska Airlines Logo
7:02 am - 4:19 pmOAK  Oakland-MKE Milwaukee-Mitchell
7h 17m1 stop Seattle/Tacoma Intl
Alaska Airlines Logo
4:31 pm - 10:39 pmMKE  Milwaukee-Mitchell-OAK Oakland
8h 08m1 stop Seattle/Tacoma Intl
$433Alaska Airlines
Fri, Oct 30 - Sun, Nov 1

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Southwest flights from Oakland, California to Milwaukee

Our best Southwest deals on Oakland, California to Milwaukee flight tickets
Southwest
Sep 11
OAK5:05 amOakland
6h 05m
1 stop
MKE1:10 pmMilwaukee-Mitchell
Sep 19
MKE5:00 pmMilwaukee-Mitchell
6h 20m
1 stop
OAK9:20 pmOakland
$377
Southwest
Oct 14
OAK5:35 amOakland
5h 55m
1 stop
MKE1:30 pmMilwaukee-Mitchell
Oct 19
MKE5:30 amMilwaukee-Mitchell
8h 25m
2 stops
OAK11:55 amOakland
$382
Southwest
Sep 16
OAK11:10 amOakland
8h 15m
1 stop
MKE9:25 pmMilwaukee-Mitchell
Sep 23
MKE7:10 amMilwaukee-Mitchell
9h 35m
2 stops
OAK2:45 pmOakland
$400

Alaska Airlines flights from Oakland, California to Milwaukee

Our best Alaska Airlines deals on Oakland, California to Milwaukee flight tickets
Alaska Airlines
Oct 23
OAK7:02 amOakland
29h 53m
1 stop
MKE2:55 pmMilwaukee-Mitchell
Oct 26
MKE5:17 pmMilwaukee-Mitchell
7h 38m
1 stop
OAK10:55 pmOakland
$395
Alaska Airlines
Oct 30
OAK7:02 amOakland
7h 17m
1 stop
MKE4:19 pmMilwaukee-Mitchell
Nov 1
MKE4:31 pmMilwaukee-Mitchell
8h 08m
1 stop
OAK10:39 pmOakland
$433
Alaska Airlines
Oct 30
OAK7:02 amOakland
7h 17m
1 stop
MKE4:19 pmMilwaukee-Mitchell
Nov 2
MKE4:31 pmMilwaukee-Mitchell
28h 19m
1 stop
OAK6:50 pmOakland
$440

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 August 18, 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
Quickest round-trip

OaklandMilwaukee

OAK Oakland - MKE Milwaukee-Mitchell

OAKMKE

Oakland

Fri 9/11

5:05 am-1:10 pm

1 stop6h 05m

Milwaukee-Mitchell

Sat 9/19

5:00 pm-9:20 pm

1 stop6h 20m

$377

OaklandMilwaukee

OAK Oakland - MKE Milwaukee-Mitchell

OAKMKE

Oakland

Wed 10/14

5:35 am-1:30 pm

1 stop5h 55m

Milwaukee-Mitchell

Wed 10/14

4:00 pm-11:15 pm

1 stop9h 15m

$377

OaklandMilwaukee

OAK Oakland - MKE Milwaukee-Mitchell

OAKMKE

Oakland

Wed 10/14

5:35 am-1:30 pm

1 stop5h 55m

Milwaukee-Mitchell

Mon 10/19

5:30 am-11:55 am

2 stops8h 25m

$382

OaklandMilwaukee

OAK Oakland - MKE Milwaukee-Mitchell

OAKMKE

Oakland

Fri 9/11

5:05 am-1:10 pm

1 stop6h 05m

Milwaukee-Mitchell

Sat 9/19

10:35 am-5:45 pm

2 stops9h 10m

$382

OaklandMilwaukee

OAK Oakland - MKE Milwaukee-Mitchell

OAKMKE

Oakland

Wed 10/14

5:35 am-1:30 pm

1 stop5h 55m

Milwaukee-Mitchell

Wed 10/14

4:00 pm-10:05 pm

2 stops8h 05m

$382

OaklandMilwaukee

OAK Oakland - MKE Milwaukee-Mitchell

OAKMKE

Oakland

Thu 10/22

2:10 pm-12:05 am

2 stops7h 55m

Milwaukee-Mitchell

Mon 10/26

7:35 pm-11:50 pm

1 stop6h 15m

$382

OaklandMilwaukee

OAK Oakland - MKE Milwaukee-Mitchell

OAKMKE

Oakland

Fri 10/23

7:02 am-2:55 pm

1 stop29h 53m

Milwaukee-Mitchell

Mon 10/26

5:17 pm-10:55 pm

1 stop7h 38m

$395

OaklandMilwaukee

OAK Oakland - MKE Milwaukee-Mitchell

OAKMKE

Oakland

Wed 9/16

9:30 am-8:10 pm

1 stop8h 40m

Milwaukee-Mitchell

Wed 9/23

7:10 am-1:00 pm

1 stop7h 50m

$395

OaklandMilwaukee

OAK Oakland - MKE Milwaukee-Mitchell

OAKMKE

Oakland

Thu 10/22

11:20 am-7:25 pm

1 stop6h 05m

Milwaukee-Mitchell

Mon 10/26

5:20 am-10:10 am

1 stop6h 50m

$395

OaklandMilwaukee

OAK Oakland - MKE Milwaukee-Mitchell

OAKMKE

Oakland

Fri 10/30

7:02 am-4:19 pm

1 stop7h 17m

Milwaukee-Mitchell

Sun 11/1

4:31 pm-10:39 pm

1 stop8h 08m

$433

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?

Prices are currently low for flights on this route.

Typical prices usually range from $403 to $517.
The lowest price recently found on this route was $377.

What is the cheapest month to fly to Milwaukee?

The cheapest month to fly to Milwaukee from Oakland, California is in April. Flight prices, which tend to average around $397, are often lower during this time because this is during the off-season. The month of May is another great option to travel to Milwaukee, with average flight prices from Oakland, California averaging around $451.

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

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

Best Price Found

$137

Fastest flight time

5h 40m

Direct flights

None
The best one-way flight to Milwaukee from Oakland, California in the past 72 hours is $137. The best round-trip flight deal from Oakland, California to Milwaukee found on momondo in the last 72 hours is $377.
The fastest flight from Oakland, California to Milwaukee takes 5h 40m
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 40m.

  • 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 $334Free CancellationRating
8.0
4,219 reviews
Search Southwest flights

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
West Bend
Port Washington
Kohler
Pewaukee
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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