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PDX - MKE

$86 Find cheap flights from Portland 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 Portland to Milwaukee departing on 7/9. 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
0 bags
Fri 7/12
Fri 7/19

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These are the airlines KAYAK users have selected most often from within our search results in flight searches from Portland to Milwaukee.
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Portland to Milwaukee.
In the last 7 days travelers have searched 43,795,805 times on KAYAK, and here is why:

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Cheap flight deals from Portland to Milwaukee (PDX-MKE)

Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Portland 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 and deals for you by selecting your travel dates.
Choose your dates
1:57 pm - 6:05 amPDX-MKE
14h 08m1 stop
7:00 am - 12:57 pmMKE-PDX
7h 57m1 stop
$180Spirit Airlines
Find Deal
Wed, Aug 21 - Wed, Aug 28
12:48 am - 8:46 amPDX-MKE
5h 58m1 stop
7:00 am - 12:57 pmMKE-PDX
7h 57m1 stop
Tue, Aug 20 - Wed, Aug 28
12:49 am - 10:23 amPDX-MKE
7h 34m1 stop
9:24 pm - 6:49 amMKE-PDX
11h 25m1 stop
$192Frontier
Find Deal
Fri, Jul 12 - Mon, Jul 15
12:52 am - 9:57 amPDX-MKE
7h 05m1 stop
6:30 am - 12:38 pmMKE-PDX
8h 08m1 stop
$216Delta
Find Deal
Wed, Sep 25 - Tue, Oct 1
12:48 am - 8:46 amPDX-MKE
5h 58m1 stop
9:36 am - 11:40 pmMKE-PDX
16h 04m1 stop
$237Frontier
Find Deal
Fri, Sep 27 - Mon, Oct 7
12:39 am - 9:25 amPDX-MKE
6h 46m1 stop
2:57 pm - 9:40 pmMKE-PDX
8h 43m1 stop
$296Delta
Find Deal
Wed, Jul 24 - Sat, Aug 10
11:25 pm - 10:06 amPDX-MKE
8h 41m1 stop
2:42 pm - 12:34 amMKE-PDX
11h 52m2 stops
$307United Airlines
Find Deal
Mon, Aug 19 - Mon, Aug 26
4:01 pm - 10:06 amPDX-MKE
16h 05m3 stops
3:55 pm - 10:45 pmMKE-PDX
8h 50m1 stop
$312United Airlines
Find Deal
Mon, Aug 19 - Mon, Aug 26
5:00 am - 12:53 pmPDX-MKE
5h 53m1 stop
7:45 am - 2:13 pmMKE-PDX
8h 28m1 stop
$437Alaska Airlines
Find Deal
Tue, Jun 25 - Wed, Jul 3
5:00 am - 12:53 pmPDX-MKE
5h 53m1 stop
2:21 pm - 6:32 pmMKE-PDX
6h 11m1 stop
$553Alaska Airlines
Find Deal
Sun, Jun 23 - Thu, Jul 4

Flights from Portland to Milwaukee - Travel Insights & Trends

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

What’s the cheapest day of the week to fly from Portland to Milwaukee?

The average price of all flights from Portland to Milwaukee clicked on KAYAK for each day over the last 12 months.
When flying from Portland to Milwaukee, you should consider leaving on a Thursday and avoid Mondays if you are looking for the best rates. For your return to Portland, you’ll find the best rates on Fridays and the most expensive ones on Sundays.

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

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for flights from Portland 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 Portland to Milwaukee is November, where tickets cost $287 on average. On the other hand, the most expensive months are March and July, where the average cost of tickets is $615 and $548 respectively.

How far in advance should I book a flight from Portland to Milwaukee?

To calculate daily average prices, KAYAK takes all prices for each day before departure over the last year for flights from Portland to Milwaukee, removes the top 0.1% to account for outliers, and then takes the average of all the values for each month.
To get a below average price on the flight from Portland to Milwaukee, you should book around 2 days before departure. For the absolute cheapest price, our data suggests you should book 32 days before departure.

Which airlines provide the cheapest flights from Portland to Milwaukee?

The cheapest price for the route for each airline clicked by KAYAK users in the last 72 hours.
In the last 3 days, Frontier offered the best one-way deal for that route, at $86. KAYAK users also found Portland to Milwaukee round-trip flights on Spirit Airlines from $180 and on Frontier from $192.

Good to know

Low season

April

High season

July

Cheapest flight

$86
Best time to beat the crowds with an average 6% drop in price.
Most popular time to fly with an average 22% increase in price.
Flight from Portland to Milwaukee

When to book flights from Portland to Milwaukee

Are your dates flexible? Find out the best times to travel from Portland 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 Portland to Milwaukee

  • Which eco-friendly airline can I consider for my Portland to Milwaukee flight?

    United Airlines is one of the green airlines to consider for your travel from Portland to Milwaukee. The airline has made investments in sustainable practices and places a high priority on fuel efficiency and carbon emission reduction. Additionally, United Airlines is dedicated to eco-friendly ground operations, recycling, and waste minimization.

  • Which airline can I consider for my flight from Portland to Milwaukee with my kids?

    American Airlines is one of the family-friendly airlines to consider for the flight from Portland to Milwaukee. Under the “Kids Fly Free” program, American Airlines may offer discounts or free flights for children aged 2 to 14 in some flights, including Portland to Milwaukee flights. However, these minors have to be accompanied by an adult.

  • Which cities can I visit after deplaning from my Portland to Milwaukee flight at Milwaukee-Mitchell (MKE)?

    Besides being the major gateway to Milwaukee, MKE is also the destination airport for travelers connecting to nearby cities and towns. Among these cities are Madison, Racine, Chicago, and Green Bay. To connect to any of these cities, you can consider renting a car, taxi, or ride-share or Lyft services.

  • Can I rent a car after deplaning from my Portland to Milwaukee flight at Milwaukee-Mitchell (MKE)?

    Provided you have a valid driver's license, credit card, and reservation confirmation voucher, you can rent a car from any of the onsite car rentals. These car rentals include Avis, Budget, Enterprise, Hertz, and National. These car rentals are accessible from the car rental center located within a 10-minute ride from MKE terminals via a courtesy shuttle.

  • What is the cheapest flight from Portland to Milwaukee?

    In the last 3 days, the lowest price for a flight from Portland to Milwaukee was $86 for a one-way ticket and $180 for a round-trip.

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

    No

  • Which airports will I be using when flying from Portland to Milwaukee?

    When flying out of Portland you will be using Portland. You will be landing at Milwaukee, also known as Milwaukee-Mitchell.

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

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

  • Which airline alliances offer flights from Portland to Milwaukee?

    oneworld, SkyTeam, and Star Alliance are the airline alliances operating flights between Portland and Milwaukee, with oneworld being the most commonly used for this route.

  • What is the most popular layover when flying to Milwaukee from Portland?

    Minneapolis is the most popular layover city among KAYAK users traveling from Portland to Milwaukee.

  • Which is the best airline for flights from Portland to Milwaukee, Delta or Alaska Airlines?

    The two airlines most popular with KAYAK users for flights from Portland to Milwaukee are Delta and Alaska Airlines. With an average price for the route of $477 and an overall rating of 8.0, Delta is the most popular choice. Alaska Airlines is also a great choice for the route, with an average price of $504 and an overall rating of 8.0.

  • How does KAYAK find such low prices on flights from Portland 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 Portland to Milwaukee.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Milwaukee from Portland 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 Portland 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 Portland with another airline. Booking your flights between Portland 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 Portland 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 Portland up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

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

  • You may need to factor in your layovers when planning or making a flight budget because most airlines provide indirect flights from Portland to Milwaukee. Some common layovers for this route are Salt Lake City (SLC), Atlanta Hartsfield-Jackson (ATL), and Las Vegas Harry Reid International Airport (LAS).
  • One of the benefits of considering Delta Air Lines when flying from Portland to Milwaukee is its ticket upgrade service. The airline allows travelers to upgrade their ticket from economy to First Class, especially during their layover, mostly through Atlanta Hartsfield-Jackson (ATL). You will typically have to wait for the airline's notification through email. The email informs you of the available discounted First-Class slots to be filled.
  • To connect from the city center to Portland (PDX) for your flight to Milwaukee, you will either board a taxi, a ride-share service such as Uber and Lyft, or the public means of transport, including buses and trains. The TriMet MAX Light Rail and the TriMet-operated Line 272 buses.
  • After deplaning from your Portland to Milwaukee flight at Milwaukee-Mitchell (MKE), you will use GreenLine (Route 55) bus, a taxi, or ride-shares like Uber and Lyft to connect to the city center. Among these options, buses offer a pocket-friendly and reliable option to the quicker taxis.
  • Portland (PDX) serves as the hub and the operating base for Alaska Airlines. The airline is therefore rated among the airlines with the highest number of flights from PDX. To book a flight that fits your schedule, you should consider using Alaska Airlines.
See more tips

Top 5 airlines serving from Portland to Milwaukee

 
See real verified KAYAK customer reviews for airlines flying from Portland 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 Portland 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
Alaska AirlinesOverall score based on 9264 reviews
8.6Crew
7.3Food
7.3Entertainment
7.9Comfort
8.2Boarding
Airline reviews

Being seated next to the engine was awful! I was nauseous the entire trip from pre-take-off, flying to landing. The engine vibration was very strong!

2.0 MediocreAnonymous, Jun 2024PDX - LAX
Read more about Alaska Airlines reviews

Being seated next to the engine was awful! I was nauseous the entire trip from pre-take-off, flying to landing. The engine vibration was very strong!

When Alaska uses Sky west which it does on many flights in and out of PDX, The planes use " Gates" that are outside of the terminal and are a long walk to and from the planes. Also you must board and deplane using a ramp. I have difficulty walking so going into Portland was difficult. Going out was worse . We walked to nearly the emd of this "Tunnel " only to be told there was a problem with the plane so we had to take the long walk back to to the terminal and then back out again when the plane was fixed. I will look for a Southwest flight next time I go to Portland

Great! No issues at all. Friendly staff, on time flight, and smooth, comfortable flight.

The airline itself was extremely comfortable and the staff were wonderful. The communication was excellent amongst the pilots and flight attendants and the passengers. I was throughly impressed by the cleaning crew that came on the plane immediately to ready it for the next flight. I have flown a bunch of times post Covid pandemic and have never seen this! I gave the “okay” rating for the food and entertainment because I didn’t order food and there wasn’t entertainment offered through the plane (only your personal devices).

The flight both ways was pleasant and uneventful. The staff was friendly, accommodating, and overall very helpful.

The one stewardess was rude about helping me put my bag in overhead….she said “ Is it heavy ?” (I am 73 yrs old)

That flight was a terrible experience. Flying to Portland was not much better. I will not ever fly Alaska Airlines again. I have a temporary disability due to recent neurocervical surgery. I cannot lift heavy things, I cannot walk long distances without vertigo and fainting, and I required wheelchair assistance. I showed up an hour and a half before my flight. The wheelchair queue assistance person was rude and chastised me for showing up so late. An older couple showed up almost an half an hour AFTER me, and she was sweet as pie to them. There was a long wait for wheelchair assistance as they were backed up. When I got to the gate, the gate attendants were rude and again, I got chastised for being late, even though it was not my fault they were backed up. When I asked for help with my bags and boarding the plane, they told me it was my fault and they were not obligated to help me. I was treated like a big inconvenience because I had a wheelchair and I couldn't "just walk." One of them literally rolled her eyes at me. I kept silent, because I just wanted to get home and I felt like they would not let me on if I complained, but I was practically crying. When I got down to the door to board, the wheelchair person left, and I asked the flight attendants for help. They said, well, you'll have to stand there and wait, even though I said I couldn't stand very long, and another passenger said, "Oh just let me do it" and helped me down. I tried not to bother the inflight attendants, because everytime you did, they acted exasperated and stressed out. I paid $7.50 for a bag of Pirate Booty and a tiny turkey beef stick for dinner. I needed wifi to work during the flight, and it kept crashing on me repeatedly and resetting my online work, costing me valuable time. I had to pay twice to get it on my laptop and phone, but I did get a refund when I returned. When I got to NY, the Portland agents had not arranged for a wheelchair to meet me and I had to stand for fifteen minutes waiting for the very nice young man who found an empty chair and had to wheel me and another passenger with carry on luggage to the front of JFK all by himself. Never, ever again. You all should be ashamed of how you treat people with disabilities. The other people who needed assistance to get on this flight did not fare much better than me, from what I could see.

My experience for a sort flight was perfect and hassle free.

I didn’t like not knowing my seat till I got to the airport - and my boarding group was F (last).

My boarding pass birthdate was printed incorrectly causing me to spend an extra hour in a check-in and then again TSA line and to miss a chance to have dinner pre-flight. My window seat was given away and was replaced with a middle seat. I would have liked an opportunity to charge my phone and take advantage of movies but many of the departure gate chargers weren’t operational and I don’t know of an in-flight charging option, The flight left 45 late after trouble with unruly passengers, and I was glad staff removed them.

3 hours late and all they have is was a $12 meal voucher. That’s not even enough to cover fast food.

Among the poorest flights I’ve had with Delta in a while. Entertainment system failed completely on a 7.5 hr flight. Crew seemed distracted and not the normal friendly crew. Flight overbooked it seemed… very crowded.

If I can, I always fly Delta. I’ve found their service to always be reliable and pleasant.

You could have not cancelled the flight (AA, which I will be flying from now on) left for BOS despite the fictitious weather issues (that no one in my Boston family could see). You could have rebooked my direct flight to another direct flight instead of sending me though JFK, the worst US airport after O’Hara You could have rebooked me on a Main Cabin seat (like the one I paid for in my original ticket instead of putting me a the last row on JFK->BOS leg, pocketing the difference in ticket price But I do not really care whether you will ever do that in a future because in a future neither I nor anyone from my company (unless they pay out of pocket) nor an of my clients and partners (if they heed my advice) will ever be caught dead on any of Delta flights

Really bad baggage handling. Had my Rimowa bag badly damaged at the latches.

It was pretty good I was worried with the short Layover that I might not catch my connection but the gate was there

It was good until there was a 3 hour delay because there was not any pilots to fly the plane.

There was plenty of overhead room but half of the passengers were told they had to check their carryon bags. My partner and I checked in as early as possible and our seats were split across the aisle.

Friendly flight attendants. Comfort plus seats were very comfortable and had lots of leg room. 10A and 10 B.

Flew first class so everything was great. But maybe because the flights were red eye, no meals were served, just chips. I flew Alaska Air 1st class at 9PM (2 hour flight) and they served beef short rib sliders!

The entertainment wasn’t playing in the app or online.

It is a modern tragedy that any airline expects you to travel for 14 hours in such discomfort and that the only way to add comfort is exorbitant prices. I was in pain by the time we landed. Shameful.

Original plane sidelined. Had to wait an hour for replacement.

Crew was very cooperative and professional. Passenger's first checked in bag should be free.

No real agent onsite helping you for missing luggage there. Not like the other airline next to UA desk, they have staff attending in their desk assisting answer/helping luggage issue, even after midnight.

Horrible, the flights kept delaying, so it is obvious that we won't be able to make it to the next connection. No easier/real agent on site to help you figure this out. UA agent on other counters refuse to assist you and direct us to use the QR code/call customer service. So inefficient and poor. While technology seems convenient, but it's not the best interest/experience for customers need help while there is active issue need assistance.

After the morning frenzy of 35 min wait through CLT security at 4;30 AM, it was nice to have a smooth pleasant boarding experience. This 6:30 AM flight was not full. We were able to get seated swiftly and took off promptly. Nice touch they distributed the old fashioned headsets with 8 mm jacks. Snacks were decent and arrival was uneventful.

My window shade didn’t work. So I missed coming into my city. ☹️

Flight was delayed in the gate by 5 hours and ultimately cancelled- rebooking service by United agents was terrible

Flight was delayed due to the late arrival of the catering truck, which is quite unacceptable. There was a beverage service, but no pretzel, or cookie, or nuts were served in coach.

Poor response to delay, getting on plane, off plane and back on again

My flight was uncomfortable and crammed. There were no pockets to store things, I couldn’t move my seat back slightly. Beverages including soda cost extra. My husband flew on another spirit airline flight, which was delayed a total of 48 hours, only to be canceled.

Two delays in less than 24hrs. They need to improve everything and restructure the whole company.

Terrible leg room, seats don’t recline, delayed flight, and even water isn’t free onboard

Flight was canceled less than 6 hours before takeoff, rebooked on a flight that was twice as long and left earlier so we couldn’t make it, when using text support option took over 2 hours to speak with someone.

Not enough help at airport during boarding process. Flight was delayed. Overall WORST flying experience I’ve ever had. Will NEVER FLT SPIRIT AGAIN

Terrible legroom, seats do not recline, tray table the size of an iPhone, delayed flight, have to pay 5$ to get a cup of water onboard.

Could have TV/Movie and some water ou soda free

Flight was good and clean but delayed over an hour on the return flight.

The non stop flight and able to go into Atlantic City airport. They could lower the prices. It starts out low but then if you want to bring luggage and pick your seat the price goes up quite a bit.

Did not realize seats did not recline. Best to travel in an exit row... No question

I strongly dislike Frontier. I find them barebones, the seats not particularly comfortable, the nickel and diming is maddening, the app is TERRIBLE - super confusing to navigate, and the last 4 frontier flights I have flown have been on AVERAGE 2 hours late, one ruining a fancy night out in Vegas with reservations made well in advance, which was nodded to with a measly 5000 miles, which translates to almost nothing. At least credit a free checked bag or something.

8 hr delay. had to buy another ticket with another airline

Four and a half hour delay in total. What frustrates me most is the poor communication and disorganization.

I appreciated the upgrade to free cary-on bag and seat selection at no charge

FRONTIER SUCKS! The agent downstairs tricked me into booking, just to get to the gate. At the gate, they told me they couldn't help. I then called Customer Service. They and the gate attendants kept blaming each other. Neither side was willing to help the customer.

The agent at check-in was strident, unwelcoming, and condescending to customers ahead of me.

Flight was delay 9hrs and nothing was provided at airport, had to go and get a room to sleep in, paid for Uber back and fort with no offers until we landed back home a 1hr later for a $75 voucher for a future flight.

Didn't like anything..entire crew was very rude to everyone on the flight. Plane old and the trays fall down on you the while time you're flying. Charged more for a carry on bag than for the plane ticket itself. Did make it from point a to point b, but worth the extra money to fly with another airline

9 hours of delay!! Was not able to check my luggage that I paid for!!!

Book cheap flights from Portland to Milwaukee

Recent one-way flight deals

 
Only flying one-way? Below are some of the best one-way flight deals from Portland to Milwaukee found on KAYAK in the last 72 hours.
7/9Tue
1 stopFrontier
5h 57mPDX-MKE
$86
9/17Tue
1 stopFrontier
5h 58mPDX-MKE
$87
9/18Wed
1 stopSpirit Airlines
8h 37mPDX-MKE
$90
8/6Tue
1 stopAmerican Airlines
6h 42mPDX-MKE
$106
9/18Wed
2 stopsSpirit Airlines
11h 23mPDX-MKE
$107
8/5Mon
1 stopDelta
6h 46mPDX-MKE
$108
7/25Thu
1 stopUnited Airlines
7h 55mPDX-MKE
$208
9/3Tue
2 stopsUnited Airlines
12h 26mPDX-MKE
$213
6/24Mon
1 stopDelta
6h 59mPDX-MKE
$248
8/12Mon
2 stopsAlaska Airlines
24h 07mPDX-MKE
$260

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Last minute flights from Portland to Milwaukee

Last minute flight, train and bus deals

 
These last-minute flight deals are the cheapest flights found on KAYAK in the last 72 hours for flights from Portland to Milwaukee that are departing in the next 10 days.
6/16Sun
multi-stopFrontier
7h 27mPDX-MKE
6/24Mon
multi-stopFrontier
21h 27mMKE-PDX
$317
6/17Mon
multi-stopSpirit Airlines
13h 29mPDX-MKE
6/24Mon
multi-stopSpirit Airlines
15h 29mMKE-PDX
$412
6/17Mon
multi-stopAmerican Airlines
10h 09mPDX-MKE
6/24Mon
multi-stopAmerican Airlines
9h 11mMKE-PDX
$1,047
6/16Sun
multi-stopAmerican Airlines
8h 32mPDX-MKE
6/24Mon
multi-stopAmerican Airlines
11h 26mMKE-PDX
$1,073

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Portland - Milwaukee Flights

Departure:

Portland (PDX)United States

Destination:

Milwaukee (MKE)United States

Return flight deals:

Milwaukee - Portland

Cabin classes: