MKE - PDX

$132 Find Cheap Flights from Milwaukee to Portland

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Milwaukee to Portland departing on 9/29. 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

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These are the airlines KAYAK users have selected most often from within our search results in flight searches from Milwaukee to Portland.
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Cheap Flights from Milwaukee to Portland (MKE-PDX)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Milwaukee to Portland 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 Milwaukee to Portland

Fri, Oct 3 - Mon, Oct 6
Frontier Logo
7:36 pm - 12:12 amMKE-PDX
6h 36m1 stop
Frontier Logo
6:05 am - 7:19 pmPDX-MKE
11h 14m1 stop
$160Frontier
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Tue, Mar 3 - Wed, Mar 4
Delta Logo
3:15 pm - 8:30 pmMKE-PDX
7h 15m1 stop
Delta Logo
9:45 pm - 9:27 amPDX-MKE
9h 42m1 stop
$195Delta
Find Deal
Thu, Oct 2 - Sun, Oct 5
American Airlines Logo
4:33 pm - 12:05 amMKE-PDX
9h 32m1 stop
American Airlines Logo
5:13 am - 2:02 pmPDX-MKE
6h 49m1 stop
$267American Airlines
Find Deal
Wed, Oct 15 - Tue, Oct 21
Southwest Logo
5:35 am - 2:35 pmMKE-PDX
11h 00m2 stops
Southwest Logo
5:50 am - 1:35 pmPDX-MKE
5h 45m1 stop
$278Southwest
Find Deal
Tue, Oct 7 - Sat, Oct 11
American Airlines Logo
5:46 pm - 11:29 pmMKE-PDX
7h 43m1 stop
American Airlines Logo
11:58 pm - 10:33 amPDX-MKE
8h 35m1 stop
$287American Airlines
Find Deal
Fri, Nov 14 - Wed, Nov 19
Alaska Airlines Logo
3:56 pm - 6:04 amMKE-PDX
16h 08m2 stops
Alaska Airlines Logo
1:38 pm - 3:00 pmPDX-MKE
23h 22m1 stop
$304Alaska Airlines
Find Deal
Tue, Oct 21 - Tue, Oct 28
Southwest Logo
4:40 pm - 10:40 pmMKE-PDX
8h 00m1 stop
Southwest Logo
5:10 am - 4:10 pmPDX-MKE
9h 00m2 stops
$322Southwest
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Fri, Nov 14 - Wed, Nov 19
United Airlines Logo
2:30 pm - 9:26 pmMKE-PDX
8h 56m1 stop
United Airlines Logo
6:00 am - 10:43 pmPDX-MKE
14h 43m3 stops
$331United Airlines
Find Deal
Sat, Oct 11 - Wed, Oct 15
United Airlines Logo
10:50 am - 5:21 pmMKE-PDX
8h 31m2 stops
United Airlines Logo
2:15 pm - 10:31 pmPDX-MKE
6h 16m1 stop
$332United Airlines
Find Deal
Thu, Dec 18 - Wed, Dec 31
Alaska Airlines Logo
7:00 am - 12:13 pmMKE-PDX
7h 13m1 stop
Alaska Airlines Logo
2:42 pm - 11:59 pmPDX-MKE
7h 17m1 stop
$334Alaska Airlines
Find Deal

Everything you should know

Top airlines
Frontier
Cheapest • from $160 (round-trip)
Alaska Airlines
Best reviews • 8.0 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
When to book
4 weeks
in advance
Our data shows that travelers who book at least 4 weeks in advance save around 35% compared to booking last minute.
Insights
Insights
Insights
Insights
When to travel
September
Cheapest • 19% price drop
May
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
Cheapest round-trip
$160
Overall average: $416
Frontier
Fri 10/3Mon 10/6
MKE - PDX • 1 stop
Cheapest one-way
$132
Typical prices: $139-248
Frontier
Mon 9/29
MKE - PDX • 1 stop
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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 Portland!
Booking Insights

KAYAK's insights & trends for Milwaukee to Portland flights

Get data-powered insights and trends into flights from Milwaukee to Portland 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 Milwaukee to Portland?

The average price of all round-trip flights from Milwaukee to Portland clicked on KAYAK for each day over the last 12 months.

For Milwaukee to Portland, Wednesday is the cheapest day to fly on average and Sunday is the most expensive. Flying from Portland back to Milwaukee, the best deals are generally found on Tuesday, with Sunday being the most expensive.

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

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Milwaukee to Portland, 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 Milwaukee to Portland is September, where tickets cost $348 (return) on average. On the other hand, the most expensive months are March and June, where the average cost of round-trip tickets is $525 and $486 respectively.

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

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Milwaukee to Portland, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below average price on the flight from Milwaukee to Portland, you should book around 4 weeks before departure, which saves you about 35% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 9 weeks before departure.

Good to know

Low seasonJanuary
Cheapest flight$132
Best time to beat the crowds with an average 4% drop in price.
Most popular time to fly and prices are also 4% lower on average.
Flight from Milwaukee to Portland

When to book flights from Milwaukee to Portland

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

  • Are there fun activities to do at MKE?

    Suppose you have time to kill before your flight at MKE. If that is the case, you can visit the Gallery of Flight Aviation History Museum located at the airport’s landside between Concourses C and D. The museum offers an entertaining and informative display of memorabilia explaining the history of the airport.

  • What public transport options do I have to get to MKE?

    If you are getting to MKE via public transport, you can use buses, taxis, or trains. For instance, the MCTS GreenLine buses connect the airport to nearby towns such as downtown Milwaukee, UVM, and Bayshore Town Center. When you board a train to the airport, it will drop you at Milwaukee Airport Rail Station. A taxi from a nearby town will drop you at the taxi lane, opposite Baggage Claim 3.

  • Where can I get information at PDX?

    You can get assistance with whatever needs you may have at any of the information booths in the airport. The booths are located at the two main entrances of the airport. The airport staff are friendly, and always willing to help.

  • Is there a children’s play area in PDX?

    If you have landed in PDX with kids and are in no hurry to leave the airport, you can take advantage of the play areas in the airport. Both are located airside, one of them is at Concourse C near Gate C17, and the other one is at Concourse D, next to Gate D7.

  • What is the cheapest flight from Milwaukee to Portland?

    In the last 3 days, the lowest price for a flight from Milwaukee to Portland was $132 for a one-way ticket and $160 for a round-trip.

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

    No

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

    Milwaukee airport is called Milwaukee-Mitchell and the only airport in Portland is Portland.

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

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

  • Which airline alliances offer flights from Milwaukee to Portland?

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

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

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

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

    The two airlines most popular with KAYAK users for flights from Milwaukee to Portland are Southwest and Alaska Airlines. With an average price for the route of $450 and an overall rating of 8.0, Southwest is the most popular choice. Alaska Airlines is also a great choice for the route, with an average price of $420 and an overall rating of 8.0.

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

    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 Milwaukee to Portland.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Portland from Milwaukee 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 Milwaukee to Portland?

    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 Portland with an airline and back to Milwaukee with another airline. Booking your flights between Milwaukee and PDX 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 Milwaukee to Portland?

    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 Portland from Milwaukee 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 Milwaukee to Portland

  • Milwaukee Airport (MKE) is a civil-military airport serving the Milwaukee region of Wisconsin. The airport is located 5.8 miles south of downtown Milwaukee. It serves as a hub for airlines such as American Airlines, United Airlines, JetBlue, Spirit, and Delta Air Lines. Portland Airport (PDX) is the main airport serving the Oregon area. Located 12 miles northeast of downtown Portland, PDX serves as a hub for Air Canada, Frontier Airlines, United Airlines, Boutique Air, and Volaris.
  • On the day your flight is scheduled from MKE to PDX, it is in your best interest to arrive at the airport at least 2 hours before take-off. Arriving this early allows you enough time to go through MKE’s mandatory and time-consuming security checks without the risk of missing your flight.
  • MKE has a USO lounge which is freely accessible to active members of the US military and members of their families. The lounge is located Landside at the entrance of Concourse D. It offers comfortable couches with complimentary snacks, bites, and a TV.
  • If you are traveling with an infant, you would be delighted to learn that PDX is baby-friendly. The airport has nursing rooms at the airside section of the airport near Caper’s Café, and next to Gate D2. The rooms are well-equipped to provide the comfort and privacy required.
  • In case you are heavy-laden with luggage, PDX provides baggage carts to help you move your bags from one point to another. Moreover, if you wish to leave your luggage within the airport, Luggage Services and Logistics provides lockers for safekeeping. The lockers can be found at the north end of the baggage claim, past carousel 10.

Reviews of the top 5 airlines serving from Milwaukee to Portland

 
See real verified KAYAK customer reviews for airlines flying from Milwaukee to Portland. 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 Milwaukee to Portland? 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 10000 reviews
8.5Crew
7.1Food
7.8Comfort
7.0Entertainment
8.1Boarding
Airline reviews

The first leg of the trip was excellent. Lovely flight attendants and comfortable plane. The second leg left a lot to be desired. The flight attendant was rude when I asked for a Diet Coke, the boarding required quite a long walk and the plane was crammed and uncomfortable.

10.0 ExcellentAnonymous, Sep 2025ONT - PDX
Read more Alaska Airlines reviews

The first leg of the trip was excellent. Lovely flight attendants and comfortable plane. The second leg left a lot to be desired. The flight attendant was rude when I asked for a Diet Coke, the boarding required quite a long walk and the plane was crammed and uncomfortable.

Planes were on time. Pilot kept everyone updated. Crew was friendly and helpful

You no longer give receipts for baggage at the counter. And it is next to impossible to get it on your webpage. Spent 20 min trying and gave up... I need receipt to submit for reimbursement and don't have time to waste on your poor webpage Disappointing .....

The flight attendants were unkempt and show no customer service skills. They avoided eye contact. There were no smiles and they were dismissive and snarky.

Complete flight rebooked and 6 hours delayed. Zero accountability from the airline or Kayak for the issues and I’m injured which is why I opted to pay more to fly than drive because it’s painful to sit or stand too long. What was supposed to be a 3ish hour travel day turned into a 9 hour excruciatingly painful experience that has left me in worse pain than when I initially started.

It was a good flight, short so there was no food or water service

Checking in very confusing compared to Hawaiian Airlines - much simpler! Front checking in at airport can improve. Hawaiian service always gives the extra mile, with a smile. Alaska can use and spread the Aloha Spirit. Mahalo nui loa Thank you 🤙

Plane was delayed getting boarded and then again delayed in take-off order. Alaska Airlines must have very little clout at JFK so they don't get priority treatment. All the delays meant we missed the last flight from Portland to Eugene. Alaska did give us hotel voucher for the night...but sent us to a downtown Portland hotel rather than to a nearby airport motel which made for a longer ride at night and then again in the morning. Just made an already long, late night even longer. Hotel was an old outdated Hilton in a slightly seedy part of town. Alaska gave us Lyft vouchers for getting to the hotel, but the return voucher for getting back to the airport in the morning didn't work.

Not a fan of a 5 hour delay. I received a text from Alaska Airlines advising I would get a $100 travel voucher via email. Several days later I still haven’t received it.

My email notifications were silenced, so I didn't get word that the departing flight had changed gates. It wasn't until I noticed that few people had gathered for the flight that I checked the airport schedule board, 20 minutes before boarding. I then told several people at the old gate of the change. If I was to receive a text I would have been notified of the change earlier, Or to hear an announcement over the airport intercom.

I wish they had movie screens in the headrests. The seats are much improved, more legroom and recently renovated. Bathroom was clean. Staff was outstanding!!

As always, the entire Southwest experience was wonderful, from online booking to flight to baggage retrieval. Very grateful.

The weather could have been better. There was a 40 minute ATC delay in SFO because of marine fog and a micro cell storm delayed landing and take-off at Nashville. The gate was changed 5 minutes from boarding from gate B3 to gate C23 at Nashville airport.

After being assaulted by a flight attendant I was then brushed off as oh well because he long braids didn’t mean to whip me in the eye. I have filed complaints and will see. But like any other issue I’ve had with kayak involved it’s been trash. Last time I’ll be using your app

AC sub par. WiFi not working correctly. Ac sucked. Seats very narrow.

Near 4 hour flight with only 1 service. Had to use call button to request water. Internet and power not working until into flight. Internet would stop working during flight.

Southwest's seats are the least comfortable I have ever sat in.

The cabin was quiet for the redeye flight. The area was clean. The staff was great. The 787 Max was in good condition. Drawbacks were that the seat widths were tight for some passengers. The seat padding was at best average and for a long flight uncomfortable.

Southwest like most American domestic airlines, is a mediocre airline. But it is among the cheapest. Oh well.

My flight was delayed 50 minutes and we were rushed to board to then sit for 15 minutes until the pilot arrived. Unacceptable since we could have waited to board. Also the delayed flight was updated AFTER we boarded to more than the 10 minutes as originally stated.

Perfect flight both ways. On time, courteous staff, plane comfortable and cool. Best domestic flights I’ve had in awhile.

Really low quality food especially for an international flight. The crew also was surprisingly unpleasant except couple of ladies. I know we were not in first class but that’s no reason to treat customers as less.

Flight delayed for two and half hours and then canceled altogether due to mechanical issues. No mechanic onsite to fix so had to send one from LAX.

Crew was good. The reservation got mixed up and they didn't have my TSA number. I am also a Silver Medallion and wasn't able to use Sky Priority.

Delta made it easy, comfortable and timely. The crew was fantastic.

This route with Delta always has delays or is cancelled. Aircrafts seem smaller and older. I fly Delta quite a bit - haven’t had issues with the international flights. But this route has always been the troublesome one

Three seats in first class were broken and while they were able to still acommodate us it was looking very touch and go and they had others they could not acommodate

Mechanic delay in addition to a 2 hour change in takeoff time was frustrating.

Delayed due to thunderstorms and no in-flight service due to rough weather — both of which are out of Delta’s control. Flight was good overall.

The flight attendants in SLC were rude. I arrived 40 minutes early to gate. Ticket said I needed check in for seat assignments and tried check in and attendants said they weren’t doing it. And proceeded to never call me to give me a ticket so when time to board I received the very last seat. Please relay to employees to do their job better..,

The newer screen was super cool and had the option to watch many different shows or movies. Crew was polite and helpful. However again, many children screaming bloody murder and kicking my seat, and parents doing nothing about it as usual.

Flight was good and crew was super polite. However, there were around 5 kids screaming the WHOLE 2 hours. I understand kids have to come but parents need to do something to control their children. They make the experience terrible, especially after finishing 16 hour shifts at the hospital I needed some sleep, which I did not get.

IAD with the archaic people movers is just a place to be avoided.

All of the United employees I interacted with were professional and courteous. The aircraft was clean, the food on the flight was good. No complaints here.

Armrest controller on my seat 35D and nextbooennseat 35E did not work right. Hard to press buttons to recognize and 35D had constantnpressure either upmost down somit was nearly impossible to make selections. .

I flew with my dog and had already purchased my dog’s ticket. Even that morning I had called costumer service to insure that my husband and I had seats together since the website was giving me an error when choosing our seats and the representative mentioned our dog. I showed up early to the airport and when I got to the gate and we started boarding I was help back and told that I was supposed to have a yellow tag and that I should have checked in at the counter for them to give me that tag. I was not aware of this, the representative on the phone did not say anything. Nor did I see it anywhere in the checking process online, so if you travel with a pet and are not checking in luggage, just know that you still have to go to the check in counter when arriving at the airport unless you want to be the last one to board and not have room for your carry on in the overhead bins. Other than that, I had a great experience.

Once we got in the air the pilot made up some of the time of the delay. So that was really nice.

I understand stuff happens, but plane failures are likely due to lack of maintenance. Additionally, air conditioning wasn't working, no snack/drink service, no WiFi. Fortunately, the crew was communicative and light-hearted. United grabbed another plane and we were able to get to our destination.

There was no food available for this red eye... one little waffle cookie for a 6+ hour flight... thank God I was able to sleep some

It is clear that someone knew, and competent, is in charge of food at United Airlines at least for the international flights. I was flying in coach, but the choices of the dinner were excellent. Tasty, and appropriate size. I had the beef, which was a little bit like a shepherds pie, and it was good. Nothing comparable has been served on a United flight in years. It will not be confused with three star food, but it is very good for airline food. Even better was the breakfast choice between a cinnamon roll and a breakfast sandwich. I chose the breakfast sandwich which was absolutely delicious and which I would happily order again at my local Starbucks or Panera. It is clear that someone knew indifferent is in charge of the food and it’s about time.

Given it’s a red-eye into Charolotte, we didn’t get any food. The survey does not include “N/A” so the rating will be skewed.

Great. Quick and quiet and east. The breakfast choices were a welcome surprise!

American airlines suck they delay the flights all the time made me sleep in an airport because my flight was delayed and I miss my connecting flight

There's nothing I liked about it. For first off I scheduled this trip two weeks in advance then they delayed my flight which messed up my whole trip. So I scheduled it for the following weekend thinking there won't be a delay and guess what as soon as I got to the airport we said in the airplane on the tarmac for an hour and a half. Not only was it delayed I missed my connecting flight meaning I had to stay the night at Dallas-Fort Worth airport sleeping on the floor. I will tell you this I will never fly American airlines ever again I have had nothing but horrible experience with them and I just throw money at them

The stewardess hit me with the food kart twice on the head and didn't say I'm sorry once. The same stewardess gave me a warm Apple Juice with No ice. The Flight was delayed for Departure 6 times, starting from 2:36pm, finally taking off 7:50pm. I was late picking up my child from the sitter by 3 hours.

Having to reschedule flights a day later, they loaded by luggage on the wrong plane from Little rock now I have to HOPE they deliver it to where im staying like they said would. International flight crew was very disgruntled and not very friendly.

We will be writing a long, detailed letter to corporate about our awful experience with American airlines.

It took way too long to diagnose and solve the problem of a broken crew member cabin seat. Though compensation for the volunteer who left the flight was very kind.

The entertainment package was vast and the selections were very current. Keep updating it was great.

The seat was so hard my tailbone was aching The crew was kind of a b**** because I made a joke that I didn't care if they close the door I total c*** when she was trying to f****** act like she was mad at me because I said that The flight was bumpy. Sure you didnt have control over that.

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

Information on your arrival and departure airports

Compare transportation modes for Milwaukee to Portland

Transportation modeAverage priceAverage duration
Flights6h 26m
Trains$57444h 32m

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