OAK - MKE

$180 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 9/10. 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

Save 21% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Bundle and saveSave money when you bundle your flight + hotel.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Everything you should know

Cheapest round-trip
$323
Typical prices: $338-$482
Southwest
Sat 7/25Wed 7/29
OAK - MKE • 1 stop
Cheapest one-way
$180
Typical prices: $190-$338
Southwest
Thu 9/10
OAK - MKE • 1 stop
Top airlines
Cheapest • from $323 (round-trip)
Best reviews • 7.9 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
Cheapest • Avg $387 (round-trip)
Shortest trip • 5h 53m (one-way)
Insights
Insights
Insights
Insights
When to travel
Cheapest • 36% price drop
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
Start a new search
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

Sat, Jul 25 - Wed, Jul 29
Southwest Logo
2:45 pm - 11:45 pm
OAK
-
MKE
7h 00m
1 stop
Southwest Logo
7:05 pm - 11:25 pm
MKE
-
OAK
6h 20m
1 stop
$323Southwest
Sat, Jul 25 - Wed, Jul 29
Southwest Logo
2:45 pm - 11:45 pm
OAK
-
MKE
7h 00m
1 stop
Southwest Logo
7:20 am - 2:05 pm
MKE
-
OAK
8h 45m
2 stops
$328Southwest
Thu, Sep 10 - Tue, Sep 15
Southwest Logo
5:20 am - 1:10 pm
OAK
-
MKE
5h 50m
1 stop
Southwest Logo
12:40 pm - 7:50 pm
MKE
-
OAK
9h 10m
1 stop
$341Southwest
Thu, Sep 10 - Tue, Sep 15
Southwest Logo
5:20 am - 1:10 pm
OAK
-
MKE
5h 50m
1 stop
Southwest Logo
12:40 pm - 7:05 pm
MKE
-
OAK
8h 25m
2 stops
$346Southwest
Thu, Sep 10 - Tue, Sep 15
Southwest Logo
9:15 am - 9:25 pm
OAK
-
MKE
10h 10m
2 stops
Southwest Logo
8:10 am - 11:05 pm
MKE
-
OAK
16h 55m
2 stops
$357Southwest
Thu, Aug 27 - Mon, Aug 31
Alaska Airlines Logo
2:11 pm - 11:59 pm
OAK
-
MKE
7h 48m
1 stop
Alaska Airlines Logo
7:02 am - 1:13 pm
MKE
-
OAK
8h 11m
1 stop
$359Alaska Airlines
Thu, Oct 29 - Thu, Nov 5
Southwest Logo
8:10 am - 6:50 pm
OAK
-
MKE
8h 40m
1 stop
Southwest Logo
11:35 am - 7:40 pm
MKE
-
OAK
10h 05m
2 stops
$364Southwest
Wed, Jul 15 - Wed, Jul 22
Southwest Logo
4:20 pm - 12:55 am
OAK
-
MKE
6h 35m
1 stop
Southwest Logo
7:05 pm - 11:25 pm
MKE
-
OAK
6h 20m
1 stop
$369Southwest
Tue, Aug 4 - Tue, Aug 11
Southwest Logo
11:40 am - 9:25 pm
OAK
-
MKE
7h 45m
2 stops
Southwest Logo
5:00 pm - 9:20 pm
MKE
-
OAK
6h 20m
1 stop
$374Southwest
Tue, Aug 4 - Tue, Aug 11
Southwest Logo
11:40 am - 9:25 pm
OAK
-
MKE
7h 45m
2 stops
Southwest Logo
12:40 pm - 7:05 pm
MKE
-
OAK
8h 25m
2 stops
$379Southwest
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.

How much is a round-trip flight from Oakland, California to Milwaukee?

This analysis is based on the cheapest round-trip price found on KAYAK in the last 12 months by searching for a flight from Oakland, California to Milwaukee departing in July.

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 November, where tickets cost $334 (return) on average. On the other hand, the most expensive months are January and March, where the average cost of round-trip tickets is $809 and $742 respectively.

Good to know

Low seasonJanuary
Cheapest flight$180
Best time to beat the crowds but there is an average 55% increase in price.
Most popular time to fly with an average 25% 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

  • Which airline has flights with less carbon emissions on this route?

    Consider Delta Airlines for environmentally-conscious air travel from Oakland to Milwaukee. Delta Airlines has invested in modernizing its fleet by replacing older, less fuel-efficient aircraft with newer, more fuel-efficient models. This upgrade helps reduce carbon emissions per passenger mile. They also offer customers the option to purchase carbon offsets for their flights, which support projects that reduce greenhouse gas emissions.

  • Which airline assists passengers with special needs from Oakland to Milwaukee?

    Delta Air Lines is known for its comprehensive assistance to passengers with special needs. They provide wheelchair assistance, trained staff, and priority boarding. Their accessible aircraft and customer support ensure a comfortable and accommodating travel experience from Oakland to Milwaukee. Delta's commitment to inclusivity makes them a top choice for passengers requiring special assistance.

  • Does Spirit Airlines offer special assistance to unaccompanied minors from Oakland to Milwaukee?

    Spirit Airlines offer special assistance for unaccompanied minors between the ages of 5 and 14. Spirit Airlines' staff members will escort the unaccompanied minor through check-in, security, and boarding. During the flight, the cabin crew will supervise and assist as needed. The child will be handed over to an authorized adult upon arrival at the destination.

  • How do I get to Downtown Milwaukee from Milwaukee Mitchell International Airport (MKE)?

    To reach Downtown Milwaukee from MKE, options include taxis or the Milwaukee County Transit System (MCTS) bus service. Taxis are readily available outside the terminal. You'll have to request a ride to your destination, and the driver will take you there. The GreenLine route, operated by MCTS, provides direct service from the airport to Downtown Milwaukee.

  • What is the cheapest flight from Oakland to Milwaukee?

    In the last 5 days, the lowest price for a flight from Oakland to Milwaukee was $180 for a one-way ticket and $323 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.

KAYAK’s top tips for finding a cheap flight from Oakland to Milwaukee

  • Common layovers for flights from Oakland (OAK) to Milwaukee (MKE) occur in Denver, Chicago, Dallas, and Minneapolis. These layovers serve as major transportation hubs offering multiple connecting flights to Milwaukee. Layovers from Oakland to Milwaukee vary depending on the airline and the specific flight schedule.
  • Regarding checked baggage allowance, Spirit Airlines allows a maximum weight of about 40 lbs and a maximum size of 62 linear inches for checked luggage, ensuring efficient handling and safety during transportation. Exceeding these limits may result in additional fees.
  • The BART (Bay Area Rapid Transit) system is the most convenient way to get to OAK. BART offers a dedicated line connecting Downtown San Francisco to the airport, providing a quick and hassle-free journey. Ridesharing services like Uber and Lyft are also available for a personalized door-to-door experience.
  • If you want to travel with your pet to Milwaukee, consider reserving your ticket with Delta Airlines, as they allow passengers to travel with their small dogs, cats, and household birds in the cabin - though larger pets may need to travel in the cargo hold.
  • When flying from Oakland to Milwaukee, it is crucial to know that Delta Airlines offers different service levels on their planes, including first class and premium class, which guarantee a pleasant and comfortable travel experience. For example, the first class provides passengers exclusive advantages like priority boarding and roomy seats with additional leg space.

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.
7.9
SouthwestOverall score based on 4246 reviews
7.0Food
8.0Comfort
8.1Boarding
8.6Crew
7.5Entertainment
Airline reviews

Slow boarding, limited food and drink portions. Bad delays and turbulence

6.0 GoodAnonymous, Jun 2026
MCO - MKE
Read more Southwest reviews

Slow boarding, limited food and drink portions. Bad delays and turbulence

The entire travel day was a disaster from beginning to end. Woke up at two in the morning to make it to San Juan airport in time for a 5:30 am flight to Milwaukee which connected in Baltimore. Massive delays lead to me missing original connection out of Baltimore. Sixteen hours of delays/rebooking/layover time later, arrived in Milwaukee to find that only one of two checked bags made it there (despite the fact that Southwest brought another 737 jet to San Juan to fly us out to our original Baltimore connection—-not squeezed into another booked flight). The flight from Baltimore to Milwaukee was barely half full, so there was no logical reason to ship my bags out of Baltimore on a different flight to Chicago to then ship to Milwaukee. Southwest decided that my bags should not have been on the same connecting flight I WAS ON to Milwaukee, and then proceeded to accidentally leave my larger bag with the important items in Chicago. Terrible logic and support all around. Extremely angered and disappointed with SW. What a clownish operation your company has become!

Ever since Southwest starting charging for bags, passengers don't want to pay to check their bags, so the gate agents have to beg people to check their roller bags now because there's "not enough space". This was a terrible business move by Southwest.

Delayed flight. Nicest crew member was a SW pilot flying seated next to me who kindly move to seat the final passenger. Flight extra delayed. My cup of refreshment of ginger ale was so packed with ice it was literally 2 sips.

We had a nice flight. Boarding was easy, our seats were comfortable and the on board service was pleasant.

Service was great, boarding and exiting went smoothly, and the flight was very pleasant.

Southwest Airlines is behind the times with a woefully inefficient service animal policy that leads to major inconsistency and stress for passengers and crew alike. Despite so many attempts to share feedback and request better support, they bungled it once again and provoked a panic attack in the process, with no apologies or acknowledgment that their crew was failing to adhere to their own inadequate policies. WiFi didn’t work, flight was delayed by an hour, it was about what I’ve come to expect from Southwest these days.

Flights were full but SWA still managed to get everyone loaded and depart on time. No snack or beverage service on the first leg due to turbulance. Seats were clean but very little cushioning. Reasonable amount of leg room.

Our flight to Oakland was great bc the plane was new but it was delayed by 15min not bad at all. Over all it was an 8/10

Our flight to Vegas was delayed by almost two hours - I appreciated the updates but it was a bummer of a start to a celebratory trip. The delays meant we missed our dinner reservations we made a month ago so that was disappointing. Once we got to the gate, though, the crew did all they could to make up for the lost time and to keep it efficient and enjoyable, so I appreciate their efforts!!

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

Information on your arrival and departure airports