MKE - PDX

$159 Find Cheap Flights from Milwaukee to Portland - Compare and Save

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 9/16. 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

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Everything you should know

Cheapest round-trip
$310
Typical prices: $393-$624
Alaska Airlines
Tue 11/3Sat 11/7
MKE - PDX • 2 stops
Cheapest one-way
$159
Typical prices: $139-$327
Alaska Airlines
Wed 9/16
MKE - PDX • 1 stop
Top airlines
Cheapest • from $310 (round-trip)
Best reviews • 8.0 score
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 $389 (round-trip)
Shortest trip • 6h 31m (one-way)
Insights
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When to book
in advance
Our data shows that travelers who book at least 4 weeks in advance save around 46% compared to booking last minute.
Insights
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When to travel
Cheapest • 13% price drop
Most popular
Good to know
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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

Tue, Nov 3 - Sat, Nov 7
Alaska Airlines Logo
4:44 pm - 9:50 am
MKE
-
PDX
19h 06m
2 stops
Alaska Airlines Logo
5:40 pm - 3:48 pm
PDX
-
MKE
20h 08m
1 stop
$310Alaska Airlines
Thu, Sep 10 - Mon, Sep 14
American Airlines Logo
2:48 pm - 7:36 pm
MKE
-
PDX
6h 48m
1 stop
American Airlines Logo
11:08 pm - 8:01 am
PDX
-
MKE
6h 53m
1 stop
$317American Airlines
Sat, Oct 24 - Tue, Oct 27
Delta Logo
5:30 am - 1:38 pm
MKE
-
PDX
10h 08m
1 stop
Delta Logo
11:46 am - 9:09 pm
PDX
-
MKE
7h 23m
1 stop
$317Delta
Sat, Sep 19 - Mon, Sep 21
Delta Logo
11:00 am - 5:31 pm
MKE
-
PDX
8h 31m
1 stop
Delta Logo
12:25 am - 9:18 am
PDX
-
MKE
6h 53m
1 stop
$317Delta
Sat, Oct 24 - Wed, Oct 28
Southwest Logo
5:00 pm - 10:10 pm
MKE
-
PDX
7h 10m
1 stop
Southwest Logo
1:40 pm - 9:45 pm
PDX
-
MKE
6h 05m
1 stop
$317Southwest
Tue, Nov 3 - Sat, Nov 7
Southwest Logo
6:15 am - 12:35 pm
MKE
-
PDX
8h 20m
1 stop
Southwest Logo
10:20 am - 7:50 pm
PDX
-
MKE
7h 30m
1 stop
$317Southwest
Wed, Jan 20 - Sat, Jan 23
United Airlines Logo
7:00 am - 11:53 am
MKE
-
PDX
6h 53m
1 stop
United Airlines Logo
8:46 am - 6:39 pm
PDX
-
MKE
7h 53m
1 stop
$317United Airlines
Sat, Aug 22 - Tue, Aug 25
United Airlines Logo
6:15 am - 11:28 am
MKE
-
PDX
7h 13m
1 stop
United Airlines Logo
7:16 am - 4:10 pm
PDX
-
MKE
6h 54m
1 stop
$317United Airlines
Tue, Sep 8 - Sat, Sep 12
American Airlines Logo
7:00 pm - 11:59 pm
MKE
-
PDX
6h 59m
1 stop
American Airlines Logo
11:08 pm - 8:01 am
PDX
-
MKE
6h 53m
1 stop
$317American Airlines
Sat, Sep 5 - Sat, Sep 12
Alaska Airlines Logo
7:02 am - 4:53 pm
MKE
-
PDX
11h 51m
2 stops
Alaska Airlines Logo
7:55 am - 9:54 pm
PDX
-
MKE
11h 59m
2 stops
$365Alaska Airlines
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.

How much is a round-trip flight from Milwaukee to Portland?

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

Flight prices are below average for this route right now.

Flights to Portland from Milwaukee usually cost between $379 and $506 in November.
The lowest price found in the past 5 days was $310 on Alaska Airlines (Nov 3-Nov 7).

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 May, where tickets cost $387 (return) on average. On the other hand, the most expensive months are July and November, where the average cost of round-trip tickets is $566 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 4 weeks before departure, which saves you about 46% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 11 weeks before departure.

Good to know

Low season

January

Cheapest flight

$159
Best time to beat the crowds with an average 5% drop in price.
Most popular time to fly and prices are also 5% 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 5 days, the lowest price for a flight from Milwaukee to Portland was $159 for a one-way ticket and $310 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, oneworld, and SkyTeam 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 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 $498 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 $436 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 4229 reviews
8.6Crew
8.0Comfort
8.1Boarding
7.5Entertainment
7.0Food
Airline reviews

Poor customer service, no accommodation for passengers when the flight was delayed over 5 hours.

2.0 MediocreChristopher, Jul 2026
DEN - SJC
Read more Southwest reviews

Poor customer service, no accommodation for passengers when the flight was delayed over 5 hours.

Friendly crew kept coming by to make sure all was ok, provide additional refreshments, etc.

It was good. Last flight was delayed but I always say that is in God's plan

Red eye from San Diego. Temperature of the cabin was way too warm and the air duct flowed very little air.

Overall good, just screaming kids in the area the whole flight.

It was as expected and I was grateful for the wheel chair help and ease of use.

Tight seats. Be prepared to sit in the middle if you are in boarding group C.

This was a connecting flight for me and I had already traveled for 7 hours. First, the Pilot didn’t show up and then the gate changed twice, after which the flight was rescheduled for 2 hours later. This made me late and I had to make other transportation arrangements to get home to Astoria another 1 hour & 45 minutes away. This cost me $250 more than it should have. Will not fly southwest again.

Long layover in Chicago. Wish that could have been lessened.

We were headed for Florida and anxious to get there. Everything was absolutely the best. This is our first time with Southwest and it’s now our go to airline. Best ever.

Previously there were complimentary beverages served on short flights with Alaska Airlines. It was a very nice amenity and would love it if Alaska Airlines brought back that service!!

Quick, easy, on time. I couldn't ask for more great staff

Delayed flight, but there was good communication about the delay. The flight attendant saying over the intercom; ‘the ten people on their way to Maui need to contact me now or I’ll be very upset’ seemed overly dramatic and unproductive

Excellent crew, free wi-fi, good experience. But we were in Row 30 and were song the sat called to board. It’s RIDICULOUS that the end of the plane would be among the last to board IT MAKES NO SENSE.

The flight boarded and landed on time. There were frequent snacks & beverages, The pilot spoke in a clear calm voice, The leg room was cramped and there were no screens (entertainment) on this long ~6 hr. flight.

Initial flight was delayed, which caused me to miss my only connecting flight.

We had the bulkhead seats in back of the first class section and there was a rigid plastic barrier which made it very hard to get in and out of our seats. We paid extra for the bulkhead and got neither extra room nor he's getting up. We were very disappointed.

Flight was good. The food I preordered was not great. The sandwich bread was a little hard, the cheese was wet on half and dry on the other half. There was a lot of condensation inside the package. Other than that it was great.

Much better than flight from Portland to St Louis, as it was smaller and not confusing.

No screen to see where we were at and no tv.

Fast, lovely scenery, great info on the Delta flight screen about landmarks we were flying over. Great landing!

Delta needs to step its game up get a more reliable internet service. Internet service was non-existent for this flight.

Probably not the fault of Delta but there was delay after delay after delay and I ended up getting home 4 hours later then I should have at 1:30 in the morning

Staff was exceptional! Everyone was kind, professional and friendly making the trip very pleasant. Thank you!

Pretty standard flight. Delta has a good selection of movies.

The crew on this leg continue to be extremely helpful with my wife’s mobility issues. They also came by many many times to ensure we were comfortable and had drink some food.

The Pilot was one of the best I've had, very informative about turbulence and got us to our destination early

I liked the cleanness in the bathroom and good crew on board and at boarding gates. There was no Hindi (Bollywood) movies. The entertainment can be improved as it is one of the worst one I saw when I compared it with other airlines. The Mumbai to Amsterdam flight did not have any food for my family which does not contain eggs in it though we have selected “Hindu Asian vegetarian meal”

Friendly boarding crew. Better could have been a bit more substantial food for this 3 plus hour flight.

Despite being delayed, we would still give a high score for this flight experience. For the first time in quite some time we had excellent customer service throughout our entire round trip. The flight attendants were the most polite we have experienced in our last ten flights at least (non of which were Delta and include business class). The food offered was a better selection than most—we just didn’t have any of it. Overall, almost as good as flying used to be. Thank you to Delta.

Had a one hour delay due to mechanical issue. I didn’t think I’d be able to make my connecting flight, but they waited for me and greeted me when I arrived to help things run smooth.

Staff were good. My seat was in need of repair, but for a short flight was not problematic. Usual basic snack and drink setup that you'll find on any US carrier. Over, a decent, basic flight.

The flight was delayed by two de-icings. The seatbelt did not work correctly. It did not stay tight.

I will never book a flight through Cheap fare. They booked me from Portland Main . And would not give me a refund, so I bought 2 tickets one for 299. From Portland Main to ORD. Then I had to buy a ticket from Oregon PDX to ORD that was another 440. So Just so you know they even told me it was there fault but no refund. Bad bussniess. I did inform United but they said they couldn't help me due to the fact I booked through Cheap Tickets. Never again. And I'm spreding the word. I let everyone know at my 50th class reunion

Not enough room between rows and food was gross. $160 baggage charge?! Never again.

East Lounge in Denver was terrible. Turning away active military on orders? Really? Sad.

Clean and plenty of room for handbaggage. Leg room was cramped compared with the 777 from Frankfurt.

they made me check my carryon. There was space in the overhead bins.

Cramped and uncomfortable seats. Not enough room for 6’2” person such as myself.

Pretty turbulent, but not anyone’s fault. They got us there. Impressed that they carried on with a drink service.

Everything went as planned. The only issue I had was with the gate C31 attendant. The person could barely speak English and was very difficult to understand.

American Airlines II: Delay Boogaloo. Multiple gate changes, delays, boarded and then MORE delays. I hate to say this won’t matter, but posting stuff about major corporations in 2026 is a post-modern “scream into the void.” Was multiple hours late coming home, so there you go.

It's very confusing because Kayak has it as American Airlines, but it was Hawaiian Airlines, but operated by Alaska Airlines. I had to go to the airport for my boarding pass because American said I didn't have any trips.

Seats were much more cramped then on the 737. Narrower and rows closer together. Flight was absolutely packed and the plugs under the seats didn't work. Was forced to check my bag even though previous flight had no issue with it.

The plane was late, when we did board the plane was as cold as a freezer. I was freezing the entire flight, no blankets. Lost miserable flight I’ve ever had.

Because of rescheduling, they had to put me on a flight that didn't go through Dallas

Packed commercial flight was as comfortable as can be expected

We were re routed due to a flight cancellation. We did not fly out of Miami. We originally booked first class and were moved to coach without being compensated.

2 gate changes, several announced delays, not enough room and seats at the gate. Many had to stand while waiting. The actual flight was fine.

American Airlines customer service was extremely poor. They canceled our flights multiple times. Then put us on standby trying to get on flights instead of booking us on a confirmed flight to get us home. So flight after flight we kept our hopes up just to be disappointed and stuck from a connecting flight. We had never been to Dallas so we were sleeping on the floor at the airport waiting to get home.

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

Information on your arrival and departure airports