OAK - MKE

$159 Find Cheap Flights from Oakland to Milwaukee

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Oakland to Milwaukee departing on 6/3. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

KAYAK searches hundreds of travel sites at once for deals on flights to Milwaukee

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Oakland to Milwaukee, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Oakland to Milwaukee, as well as popular online travel agencies
Travelers love KAYAK
41,299,237 searches in the past 7 days on KAYAK

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Everything you should know

Cheapest round-trip
$326
Overall average: $445
Southwest
Mon 4/13Wed 4/15
OAK - MKE • 2 stops
Cheapest one-way
$159
Typical prices: $203-$316
Alaska Airlines
Wed 6/3
OAK - MKE • 1 stop
Top airlines
Alaska Airlines
Cheapest • from $317 (round-trip)
Southwest
Best reviews • 8.0 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
Nonstop flights
Not available
There are currently no direct flights between Oakland and Milwaukee. You'll need at least 1 connection.
Insights
Insights
Insights
Insights
Top layover airports
Las Vegas (LAS)
Cheapest • Avg $356 (round-trip)
Denver (DEN)
Shortest trip • 5h 49m (one-way)
Insights
Insights
Insights
Insights
When to travel
August
Cheapest • 36% price drop
May
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
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KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to Milwaukee!
Flight Deals
Booking Insights
Flight Deals

Cheap Flights from Oakland to Milwaukee (OAK-MKE)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Oakland to Milwaukee that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Oakland to Milwaukee

Mon, Apr 13 - Wed, Apr 15
Southwest Logo
3:30 pm - 12:55 am
OAK
-
MKE
7h 25m
2 stops
Southwest Logo
4:05 pm - 11:25 pm
MKE
-
OAK
9h 20m
1 stop
$326Southwest
Mon, Apr 13 - Wed, Apr 15
Southwest Logo
11:55 pm - 10:55 am
OAK
-
MKE
9h 00m
1 stop
Southwest Logo
4:05 pm - 11:25 pm
MKE
-
OAK
9h 20m
1 stop
$330Southwest
Mon, Apr 13 - Wed, Apr 15
Southwest Logo
3:30 pm - 12:55 am
OAK
-
MKE
7h 25m
2 stops
Southwest Logo
6:25 am - 1:05 pm
MKE
-
OAK
8h 40m
2 stops
$331Southwest
Mon, Apr 27 - Thu, Apr 30
Southwest Logo
4:05 pm - 12:55 am
OAK
-
MKE
6h 50m
1 stop
Southwest Logo
5:15 am - 10:20 am
MKE
-
OAK
7h 05m
1 stop
$333Southwest
Mon, Apr 27 - Thu, Apr 30
Southwest Logo
3:30 pm - 12:55 am
OAK
-
MKE
7h 25m
2 stops
Southwest Logo
7:05 pm - 12:05 am
MKE
-
OAK
7h 00m
1 stop
$334Southwest
Wed, Apr 15 - Mon, Apr 20
Delta Logo
12:34 pm - 10:46 pm
OAK
-
MKE
8h 12m
2 stops
Delta Logo
5:48 pm - 11:54 pm
MKE
-
OAK
8h 06m
2 stops
$335Delta
Mon, Apr 27 - Thu, Apr 30
Southwest Logo
3:30 pm - 12:55 am
OAK
-
MKE
7h 25m
2 stops
Southwest Logo
5:15 am - 11:35 am
MKE
-
OAK
8h 20m
2 stops
$339Southwest
Sat, May 2 - Tue, May 5
Alaska Airlines Logo
6:20 am - 2:13 pm
OAK
-
MKE
29h 53m
1 stop
Alaska Airlines Logo
7:00 am - 1:15 pm
MKE
-
OAK
8h 15m
1 stop
$343Alaska Airlines
Sat, Apr 11 - Tue, Apr 14
Delta Logo
5:55 am - 8:55 pm
OAK
-
MKE
13h 00m
2 stops
Delta Logo
5:05 pm - 11:54 pm
MKE
-
OAK
8h 49m
2 stops
$353Delta
Wed, Apr 8 - Tue, Apr 14
Delta Logo
12:35 pm - 9:15 pm
OAK
-
MKE
6h 40m
1 stop
Delta Logo
7:25 am - 11:53 am
MKE
-
OAK
6h 28m
1 stop
$368Delta
Booking Insights

KAYAK's insights & trends for Oakland to Milwaukee flights

Get data-powered insights and trends into flights from Oakland to Milwaukee to help you find the cheapest flights, the best time to fly and much more.

What is the cheapest month to fly from Oakland to Milwaukee?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Oakland to Milwaukee, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Oakland to Milwaukee is August, where tickets cost $314 (return) on average. On the other hand, the most expensive months are January and December, where the average cost of round-trip tickets is $809 and $666 respectively.

Find deals

Good to know

Low seasonJanuary
Cheapest flight$159
Best time to beat the crowds but there is an average 63% increase in price.
Most popular time to fly with an average 15% increase in price.
Flight from Oakland to Milwaukee

When to book flights from Oakland to Milwaukee

Are your dates flexible? Find out the best times to travel from Oakland to Milwaukee based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking flights from Oakland to Milwaukee

  • What is the cheapest flight from Oakland to Milwaukee?

    In the last 3 days, the lowest price for a flight from Oakland to Milwaukee was $159 for a one-way ticket and $317 for a round-trip.

  • Do I need a passport to fly between Oakland and Milwaukee?

    A passport is not required to fly from Oakland to Milwaukee.

  • Which aircraft models fly most regularly from Oakland to Milwaukee?

    We unfortunately don’t have that data for this specific route.

  • How does KAYAK find such low prices on flights from Oakland to Milwaukee?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Oakland to Milwaukee.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Oakland to Milwaukee?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Milwaukee from Oakland is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Oakland to Milwaukee?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Milwaukee with an airline and back to Oakland with another airline. Booking your flights between Oakland and MKE can sometimes prove cheaper using this method.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Oakland to Milwaukee?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Milwaukee from Oakland up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top airline flying from Oakland to Milwaukee

 
See real verified KAYAK customer reviews for airlines flying from Oakland to Milwaukee. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Oakland to Milwaukee? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
8.0
SouthwestOverall score based on 4325 reviews
8.1Boarding
8.0Comfort
7.5Entertainment
7.0Food
8.6Crew
Airline reviews

Southwest was greaat! The most expensive but the least upsetting for those we were flying to see.

10.0 ExcellentMartie, Mar 2026
LGB - BNA
Read more Southwest reviews

Southwest was greaat! The most expensive but the least upsetting for those we were flying to see.

Boarding was easy. The seats are small and fairly uncomfortable

The problem with the seat assignments is that there were a lot of rows in the front that were empty but my row at the back was full. Just not so pleasant.

Good but I prefer choose your own seat. With the new assigned seats they should board from the back I see no advantage to this new boarding. Just like every other airline

Flight boarded late after announcing on time boarding. Flight arrived only a little late despite late departure. Had trouble connecting to WiFi

The Southwest experience has definitely taken a dive from its early days. You can no longer deferentiate from other airlines. Air travel is too expensive. Southwest is no longer budget friendly. They have lost me as a loyal customer.

The charges were ridiculous for an hour flight and the turbulence was very scary.

The seats are now more narrow. I paid for front row the seats in the front are even more narrow than before.

The wifi on the plane is great. The only issue that I have is that I prefer an aisle seat and on my trips this week, I was either in the middle or window. If we can work to secure aisle seating, I will be thrilled. Nice trip.

Great flight but super high price. Glad it was a business trip and not personal

Everything you need to know for your flight from Oakland to Milwaukee

Information on your arrival and departure airports

Oakland (OAK)
Milwaukee (MKE)