MKE - PDX

$106 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 5/13. 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.
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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.
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

 
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.

Recent round-trip flight deals from Milwaukee to Portland

KAYAK's recommended round-trip deals from the most popular airlines that fly from Milwaukee to Portland.
Discover the best prices for you by selecting your travel dates on KAYAK.
Spirit Airlines Logo
7:54 pm - 4:45 pmMKE-PDX
22h 51m1 stop
Spirit Airlines Logo
5:40 pm - 6:59 pmPDX-MKE
23h 19m1 stop
$203Spirit Airlines
Find Deal
Tue, May 20 - Sat, May 24
Frontier Logo
7:45 pm - 12:17 amMKE-PDX
6h 32m1 stop
Frontier Logo
6:35 am - 7:11 pmPDX-MKE
10h 36m1 stop
$218Frontier
Find Deal
Thu, May 29 - Mon, Jun 2
American Airlines Logo
10:15 am - 2:24 pmMKE-PDX
6h 09m1 stop
American Airlines Logo
11:54 pm - 9:33 amPDX-MKE
7h 39m1 stop
$307American Airlines
Find Deal
Fri, Jul 4 - Wed, Jul 9
Delta Logo
4:59 pm - 10:01 pmMKE-PDX
7h 02m1 stop
Delta Logo
10:55 pm - 8:36 amPDX-MKE
7h 41m1 stop
$325Delta
Find Deal
Wed, Aug 6 - Thu, Aug 21
United Airlines Logo
6:50 am - 2:54 pmMKE-PDX
10h 04m2 stops
United Airlines Logo
7:00 am - 3:10 pmPDX-MKE
6h 10m1 stop
$332United Airlines
Find Deal
Tue, May 13 - Tue, Jun 3
Delta Logo
4:59 pm - 10:01 pmMKE-PDX
7h 02m1 stop
Delta Logo
10:55 pm - 8:36 amPDX-MKE
7h 41m1 stop
$343Delta
Find Deal
Sat, Aug 9 - Mon, Aug 18
American Airlines Logo
5:18 pm - 11:04 pmMKE-PDX
7h 46m1 stop
American Airlines Logo
12:59 am - 10:37 amPDX-MKE
7h 38m1 stop
$345American Airlines
Find Deal
Sat, Jun 14 - Fri, Jun 20
Southwest Logo
7:10 pm - 12:15 amMKE-PDX
7h 05m1 stop
Southwest Logo
10:20 am - 10:25 pmPDX-MKE
10h 05m2 stops
$375Southwest
Find Deal
Fri, May 23 - Sat, May 31
Southwest Logo
3:55 pm - 9:30 pmMKE-PDX
7h 35m2 stops
Southwest Logo
2:15 pm - 11:00 pmPDX-MKE
6h 45m1 stop
$377Southwest
Find Deal
Sat, Aug 9 - Tue, Aug 19
United Airlines Logo
5:15 am - 9:42 amMKE-PDX
6h 27m1 stop
United Airlines Logo
9:53 am - 11:59 pmPDX-MKE
12h 06m2 stops
$402United Airlines
Find Deal
Fri, Jul 4 - Wed, Jul 9
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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 November, where tickets cost $385 (return) on average. On the other hand, the most expensive months are March and July, where the average cost of round-trip tickets is $525 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 3 weeks before departure. For the absolute cheapest price, our data suggests you should book 10 weeks before departure.

Good to know

Low seasonJanuary
High seasonJune
Cheapest flight$106
Best time to beat the crowds with an average 5% drop in price.
Most popular time to fly with an average 5% increase in price.
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 $106 for a one-way ticket and $203 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?

    oneworld, Star Alliance, and SkyTeam 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, Delta or Southwest?

    The two airlines most popular with KAYAK users for flights from Milwaukee to Portland are Delta and Southwest. With an average price for the route of $412 and an overall rating of 8.0, Delta is the most popular choice. Southwest is also a great choice for the route, with an average price of $467 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.

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 9968 reviews
7.1Food
8.5Crew
7.9Comfort
7.1Entertainment
8.2Boarding
Airline reviews

I got the last seat on the plane, in the back in the corner against the window, and I paid a competitive price for my ticket several weeks before the flight.

2.0 MediocreAnonymous, Apr 2025SNA - PDX
Read more Alaska Airlines reviews

I got the last seat on the plane, in the back in the corner against the window, and I paid a competitive price for my ticket several weeks before the flight.

Everything was good. However, the selections of movies and TV shows were boring and unexciting. It was disappointing.

Personal demeanor not good on flight returning to LAX..Great and superb on the way to Portland

Very helpful with my mother who needed a wheelchair at both ends and everything went as expected

The flight was great, the crew was great. Our complaint was that there are no TV screens built into the seats. We used our tablets but drained my battery just watching a movie. The movie and TV selection were okay but not great.

The Crew was super nice but the plane was subpar at best. Filthy in some aspects. Internet only worked half the time and not with everything.

They were all very kind, but misinformed. We came from Idaho to Spokane, Washington and were told that my husband and I could get passes to sit with William until his flight took off. (William has special needs.) When we got to the airport we were told only one of us could sit with William, so my husband and I were separated for 2 hours as I sat with William. What is WORSE . . . is I asked for a meet and assist in Portland and they NEVER showed up. NOR did they call me to tell me they hadn't met him. William's grandmother in Portland is disabled and can't walk into find him. Fortunately, some kind citizens helped him to find the meeting point with me on the phone in terror. I have a heart condition, complete with prior heart attack, this type of customer service is UNACCEPTABLE.

Crew was overly aggressive with rules enforcement and not friendly in general.

Loved the crew and everything went without a hitch! We took our dog for the first time and I was a little nervous but the crew was fantastic!

It was fine. Very friendly crew. Smooth flight. Landing was a little rough though.

It is southwest seat was ok. Not the most comfortable seat

I’ve always loved Southwest. No issues at all. I was flying standby and the gate agent was extremely friendly and helpful. Boarding was smooth and I was able to get a window seat in the emergency exit row. Crew was fantastic! They were very professional and accommodating. We had to divert from our destination due to weather but the flight crew kept everyone at ease and informed us of all pertinent information. Excellent flight

The price of the tickets isn't matching the flight experience. No matter how long the flight is, you're only getting pretzels. The flight attendants looked unkept and over it.

Plz don't take away free bags and free seating

The seats were a bit cramped and worn, but otherwise okay.

I would have liked to arrive on time - not 5 hours late!

After a 3 hour layover in Denver my flight was delayed over 5 hours! No explanation; no assistance; no offer to provide compensation; no one at Southwest was willing to offer any assistance. 8 hours in the Denver airport - ridiculous!

It was a perfect flight in all aspects! Both legs!

Only one drink pass through the cabin for a 4 hour flight. Quite rough and bumpy landing.

Boarding process, crew were good. But the seats were so uncomfortable that was all I could focus on. I literally had to sit forward so that all 3 of us could fit in row. I will try to avoid Southwest in the future for any flights over 60 minutes.

Delta is my preferred airline. I've traveled with them for years. On time in most cases, good communication, easy to use app. Most planes are pretty nice. I was on a CRJ 700/900 however, which was pretty badly aged inside and needed a refresh. No infotainment, unreliable wifi, best to download before boarding or bring a book. Food choices are really just snacks on this flight, nice variety but about what you'd expect. Great staff and prompt in departure and early arrival too. Overall quite satisfied.

Crew was friendly Love the entertainment in the seat head rest.

Delta flight was on time, seats were comfortable, and crew was nice.

This had nothing to do with Delta… The flights were on time and flawless. The service was excellent. We purchased seats in (aisle/middle) comfort plus since this was a cross country flight. Unfortunately, the woman seated at the window was 300+ pounds and, as might be expected, covered up about a third of the middle seat also. there was absolutely nothing that Delta could have done about that… I just don’t know what the answer should be. If you purchase a seat, you should should be able to use the entire seat and not just the portion that someone else is not sitting/oozing in. Disappointing…there should be something that could be done….I'm just not sure what solution could be.

Delayed take-off. Very small plane so very scary with lots of bumps during the flight. Would never fly Delta on short flights in small 80 seaters plane again! Felt relieved when landed.

The worst part was I was NOT allowed in the lounge even though I was holding a first class ticket and have a premium American Express card. I have flown Business or First Class with many airlines. Delta is the ONLY one who does not extend this courtesy to anyone except people who hold the very expensive American Express card. As a result, I won’t fly Delta if I have any other choice.

A little bumpy ride . No food was being provided due the the turbulence. That was ok it was a short flight to my standards.

Simply outstanding. Their new lounge for Delta One customers is a cut above the rest.

The Dekta Rep that checked us in was great. She's very personable, pleasant, and can tell she enjoys her job.

The plane was old with small storage areas that had problems closing/latching and not enough storage for everyone, and worn, damaged seats. Service was great but feel a little unsafe on such well used planes.

A bit rush for transit. Food and entertainment are not available

Multiple delays and not straight answer from the United team

Stewardess spilled orange juice on my clothes/seat no help no apology just threw napkins at me to clean the mess up. Not Happy.

Smooth flight. Boarding was chaotic. Could not hear the gate agent over the intercom. People were lined up in the wrong lines. Groups one and two were told to board through line one and group 3 through line 2. All very confusing. Once in the air, the flight was smooth. There was no entertainment option on this aircraft, even though it was a larger aircraft.

The plane pushed back from the gate on time. However, it stopped on the ramp, and we waited for over 20 minutes before the aircraft pulled back to the gate. Apparently, something of importance had to be removed from the aircraft by the gate agent. I found this to be odd. The delay was not significant, but I felt that whatever was on the aircraft that had to be taken off, should’ve been done before we pushed back from the gate.

Electric plugs didn't work. Entertainment system wasn't working

The design of the light switch on the arm rest is ridiculous.

Smooth boarding process. Early departure, smooth flight, early arrival. The entertainment package has very good recent movie options. The flight crew were friendly and professional.

leg space better than expected. two washrooms for one plane isn't enough.

The gate attendant let me walk right by her with a bag too big for the overhead compartment

Several delays. Next flight was worse. Did not arrive home until 2am PT

Very helpful ground crew after an earlier flight delay and being rebooked on a different flight.

Everything about the flight was lovely…We left early, arrived early, cabin crew were efficient and helpful. Flight was easy and most pleasant.

First world problems, but still… We were seated in first class and asked for a cocktail on a very short, 50 minute flight. After our drink order was taken, a half hour went by, and we noticed that every other person in the small plane had been served except for us. We got up to ask about it, the drinks finally came, then were taken away three minutes later since the flight was so short. Really strange situation, on the other hand, we were in Utah.

We missed our flight. The boarding pass had the wrong gate and by the time we received the text from Kayak, our flight was already gone. I’ll never use Kayak again and will go direct to the airlines in the future.

Boarding took forever, the plane was cramped and cold, and the seatbelt song came on constantly throughout the red eye flight with a loud pre-recorded message playing each time

Cabin felt crammed Snacks are lame But crew was super efficient getting us out on time despite delay

Took off on time and successfully avoided weather that looked to be a problem along the way

There were five broken seats on the plane. The crew was very rude in telling people they had to get off the plane and get a flight the next day. No call for volunteers, but telling people they had to get off. One woman was flying with her elderly mother and daughter and was told she had to leave or all three had to leave. Fortunately, a volunteer offered to stay. The situation was handled poorly.

The flight to Tokyo AA61 took off about two hours late, but then had to turn back. By that time the crew had to be replaced. Then they kept promising to take off in an hour, then in 3, then switch to the next day.

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

Information on your arrival and departure airports

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