MKE - PDX

$139 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 4/14. 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 Portland

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Milwaukee to Portland.
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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Everything you should know

Cheapest round-trip
$261
Overall average: $386
Frontier
Fri 4/17Sun 4/26
MKE - PDX • 1 stop
Cheapest one-way
$139
Typical prices: $167-$251
Alaska Airlines
Tue 4/14
MKE - PDX • 1 stop
Top airlines
Cheapest • from $261 (round-trip)
Best reviews • 8.0 score
Airline reviews
Airline reviews
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Airline reviews
Airline reviews
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Nonstop flights
Not available
There are currently no direct flights between Milwaukee and Portland. You'll need at least 1 connection.
Insights
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Top layover airports
Cheapest • Avg $295 (round-trip)
Shortest trip • 6h 24m (one-way)
Insights
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When to book
in advance
Our data shows that travelers who book at least 5 weeks in advance save around 46% compared to booking last minute.
Insights
Insights
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Insights
When to travel
Cheapest • 16% price drop
Most popular
Good to know
Good to know
+1
+1
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Good to know
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We hope you love your trip to Portland!
Flight Deals
Booking Insights
Flight Deals

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, Apr 17 - Sun, Apr 26
Frontier Logo
6:29 pm - 11:42 am
MKE
-
PDX
19h 13m
1 stop
Frontier Logo
11:15 am - 4:10 pm
PDX
-
MKE
26h 55m
1 stop
$261Frontier
Wed, Apr 22 - Tue, Apr 28
Delta Logo
10:53 am - 5:32 pm
MKE
-
PDX
8h 39m
1 stop
Delta Logo
6:15 am - 4:34 pm
PDX
-
MKE
8h 19m
1 stop
$277Delta
Tue, Apr 7 - Sat, Apr 11
United Airlines Logo
5:10 am - 1:08 pm
MKE
-
PDX
9h 58m
2 stops
United Airlines Logo
12:50 pm - 9:21 pm
PDX
-
MKE
6h 31m
1 stop
$282United Airlines
Wed, Apr 22 - Tue, Apr 28
Delta Logo
10:53 am - 5:32 pm
MKE
-
PDX
8h 39m
1 stop
Delta Logo
7:32 pm - 3:03 pm
PDX
-
MKE
17h 31m
2 stops
$296Delta
Sat, Apr 11 - Wed, Apr 15
Delta Logo
4:48 pm - 9:53 pm
MKE
-
PDX
7h 05m
1 stop
Delta Logo
11:15 pm - 8:49 am
PDX
-
MKE
7h 34m
1 stop
$297Delta
Sat, Apr 11 - Sat, Apr 18
United Airlines Logo
12:13 pm - 6:34 pm
MKE
-
PDX
8h 21m
1 stop
United Airlines Logo
8:40 am - 6:47 pm
PDX
-
MKE
8h 07m
2 stops
$300United Airlines
Thu, Apr 16 - Sat, Apr 18
American Airlines Logo
6:40 pm - 11:57 pm
MKE
-
PDX
7h 17m
1 stop
American Airlines Logo
11:47 pm - 10:43 am
PDX
-
MKE
8h 56m
1 stop
$305American Airlines
Thu, Apr 2 - Sat, Apr 11
United Airlines Logo
7:41 pm - 11:59 pm
MKE
-
PDX
6h 18m
1 stop
United Airlines Logo
12:50 pm - 9:21 pm
PDX
-
MKE
6h 31m
1 stop
$306United Airlines
Wed, Apr 1 - Thu, Apr 2
American Airlines Logo
5:44 pm - 12:34 am
MKE
-
PDX
8h 50m
1 stop
American Airlines Logo
11:59 pm - 7:49 am
PDX
-
MKE
5h 50m
1 stop
$309American Airlines
Tue, Apr 14 - Mon, Apr 20
Southwest Logo
4:05 pm - 11:00 pm
MKE
-
PDX
8h 55m
2 stops
Southwest Logo
11:35 am - 10:20 pm
PDX
-
MKE
8h 45m
1 stop
$311Southwest
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 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 $358 (return) on average. On the other hand, the most expensive months are March and November, where the average cost of round-trip tickets is $506 and $497 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 5 weeks before departure, which saves you about 46% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 12 weeks before departure.

Good to know

Low seasonJanuary
Cheapest flight$139
Best time to beat the crowds with an average 3% drop in price.
Most popular time to fly and prices are also 3% 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 $137 for a one-way ticket and $261 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?

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

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

    The two airlines most popular with KAYAK users for flights from Milwaukee to Portland are Southwest and Delta. With an average price for the route of $436 and an overall rating of 8.0, Southwest is the most popular choice. Delta is also a great choice for the route, with an average price of $420 and an overall rating of 7.9.

  • 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
SouthwestOverall score based on 4318 reviews
7.5Entertainment
8.0Comfort
8.6Crew
8.1Boarding
7.0Food
Airline reviews

Long layover between flights to Long Island from BWI - need better coordination between flights

4.0 OkayKenny, Mar 2026
TPA - BWI
Read more Southwest reviews

Long layover between flights to Long Island from BWI - need better coordination between flights

I elected to pay for the upgrades and found very little difference

The new seating arrangement is so over priced for what you get.

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.

No food or entertainment, just a quick 40 minute flight. A little bumpy due to Santa Ana winds but pilot has no control over that. Good flight and landing!

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

I realize they are still working out kinks with the new boarding process, but by the time I boarded in group 5, most of the bins were full. All airlines should better enforce small bags and jackets going under the seats until everyone has boarded.

WiFi was not working and didn’t have a beverage service

Snacks are always pretzels. Why can't you also offer peanuts ?

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

Cancelled the flight cuz they sent the WRONG plane and then they promised to rebook us and let us know within the hour what our next flight was. I have heard nothing after 12 hours and can’t get ahold of anyone.

nothing for delays and refuse service.when asked for the second flight. the first is good though

Not bad. Due to not buying a seat, on the way back, my seat was not assigned till 2 hrs before the flight left. Got me worried I wouldn’t have a seat.

It was not a good experience, the flight was delayed 3 hours, the gate staff were super pushy to get bags checked claiming it was a full flight, there were about a dozen open seats from what I could tell. The intercom from the pilot seemed to be broken, it sounded like the pilot was speaking with a mouth full of marbles.

There was an issue with the plane and it was late getting in. This caused me to miss my connecting flight from PDX to BOI. I had to ask if they would provide me with a food voucher and they did but didn’t seem to concerned about my delay.

The flight was delayed by 2 hours for “routine maintenance”and because of that I arrived much later iso my Uber ride home was $100 when it’s normally $50.

More or less, this seemed like a mismanaged group of great people who would crush at this job, if only they were given the resources to do so.

Plane destination at the Gates were mixed up at Spokane airport. Text from website didn't match rithet

It was fine. I upgraded to premium economy & lived the extra legroom. Unfortunately, I was seated next to a man who sniffled A LOT during the flight and had his earphones on so loud that I could hear the music sitting next to him!

I enjoyed the feet space in comparison to other airlines. The snacks were also better, great service and the pilot greeted and said hi which made me feel safer.

We landed and sat on the tarmac for 45 minutes because they only have one gate at the airport and there was another plane running late so we had to wait

The WiFi was not working. That made for a long flight.

Absolutely no communication on why there's a delay and multiple flight time reschedules. I would have canceled the flight and drove back home if I known it was going to be rescheduled 3 or 4 times.

Another late night flight and MORE men belligerently drinking and yelling. I had to move from first to economy because they were so obnoxious and disruptive. Crazy to go from a cozy chair to cardboard when you were supposed to be in first. Delta allows was too much drinking which leads to belligerent behavior.

I was in first class and literally the men behind me were so aggressively loud I moved myself to economy. This has become so common on Delta - people using audio without headphones, and men on 12am / late night flights drinking and yelling to talk to each other which prevents anyone around them from resting. Pretty crazy to have to move from first to economy (poorer service, less comfort...). Wild wild. Looking into other airlines.

Love delta smaller commuter plane so no entertainment and paid wifi on MKE-LGA leg was extremely unreliable and slow

Stop changing gates. Stop cancelling flights Stop moving my seat.

Extremely disappointed with Delta. They canceled flight last minute and then I rebooked the other flights and with which were delayed as well

Could not get my connecting flight boarding pass until four hrs before departure! Ver annoying especially since the staff could not explain why!

The flight was flying with 30% capacity. The flight my seat from preferred seating to back of the seat. Even though i can understand that this was to balance the flight weight. The flight attendance decided to do the serving near my seat and in the middle , their noices woke me up from sleep , when i realized that the service has ended and when they were going back asked for a coffee, for which they answered they have completed teh service in my location. That really upset me as they woke me up and also rejected the coffee i asked. I ended up landing with a headache, thanks to the crew that screwed up my travel

Everything was on time and service on the flight was great!

Wifi Bluetooth features for watching in flight movie was horrible. Screen kept blacking out no connection of sound although it said connected. Other than that smooth trip .

The travel company that you have on your site did me so wrong. I don’t know how it happened, but they put my son‘s name on my plane ticket flying to Vietnam. Along with his birthday. They would not have let me fly from Fort Myers to Ho Chi Minh City. I don’t think that I can ever use your service again. I typed my information into the browser along with my passport number and four days before I’m leaving I have to quickly search another ticket to fly out here.

Seats are uncomfortable. This has been a trend in the industry for decades. Trying to fit more seats on each plane to increase profits at the expense of the passenger.

The flight was delayed so we were dead tired, and after that the turbulence was horrible. I was very scared.

It’s always a great time flying with united airlines.

Good flight. Efficient boarding and competent flight crew. No problems until we arrived at our destination gate. We were early so there was an aircraft at the gate that had to move before we could pull in. Then, due to the type of aircraft we flew, the cabin door could not be opened until some luggage from the cargo bay was offloaded to preserve center of gravity characteristics. So, that further delayed deplaning. Despite being 20 minutes early on landing, we ended up being 5 to 10 minutes late after all the delays.

Everything went well except the turbulence what no one have a control of but pilot and crew handled very good!

There was no WiFi available, there were mechanical problems with the plane and we landed at C 124, then the gate was switched to A 26, then all the way back to C126! For a 75 yo woman traveling alone, this was a difficult journey, indeed!

This trip did not start off well. The inbound flight was delayed about 20 minutes. Then, after initial onboarding, the passengers had to deplane due to a mechanical problem. That took about 30 minutes to fix and be cleared. Then, reboarding was chaotic. It took a long time to sort passengers and two passengers on standby were ticketed but there was no seat. So, they had to deplane. One of the flight crew was trying to help passengers figure out a place to put their carry-on bags and that took more time. In the end, our scheduled 10:30 am departure did not actually take off until about 12:05 pm CST. The flight itself was long but we got to Houston. Some passengers missed their connecting flights and had to rebook. Not the best of flights I've had.

Easy boarding. Rows are smaller but that may be an older and bigger me now :)

It would have been nice if American tried to care.

American Airlines did everything they could with the high Spring Break crowd. I was frustrated to be changed from 1st class to a middle seat at the back of the plane. This has happened before, not sure booking 1st class and paying the extra actually works.

I booked 1st class, my flights were changed and I was sitting in the middle at the back of the plane. A far cry from the 1st class I purchased for my flights. I am grateful I arrived on time.

There was no beverage service and the only time I saw a crew member walk through the cabin is when we were preparing to land.

Our flight was delayed 3 times and this is why I am giving such low reviews. Everything else was okay but being in the airport at 4:30pm for my initial flight at 7pm to not leave until after 9:30pm is insane,

Flights were constantly delayed. CRW took 50 minutes to get bags

Flight has been delayed every time I've ever taken it. Seats uncomfortable. Children behind me yelling the entire flight. Some of this is out of their control but overall just consistently not a great experience.

Check in was rough because the check in crew did not know how to manage my international visa documents. Required a long process and 4 people to finally be able to proceed to security. They told us incorrect information several times before acknowledging we did indeed have everything we needed from the start.

Where do I start!! I was delayed with my flight from Dallas to Tampa. On the way back from Tampa to Dallas the flight was delayed over 4 hours+. I was put on another flight that was also delayed but not as long. Traveling on American Airlines is becoming exhausing.

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

Information on your arrival and departure airports