MKE - PDX

$159 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 8/18. 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, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Milwaukee to Portland, as well as popular online travel agencies
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Everything you should know

Cheapest round-trip
$317
Typical prices: $449-$292
Delta
Wed 9/9Tue 9/15
MKE - PDX • 1 stop
Cheapest one-way
$159
Typical prices: $169-$325
United Airlines
Tue 8/18
MKE - PDX • 1 stop
Top airlines
Cheapest • from $317 (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 $357 (round-trip)
Shortest trip • 6h 25m (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 45% compared to booking last minute.
Insights
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Insights
When to travel
Cheapest • 18% price drop
Most popular
Good to know
Good to know
+1
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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!
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

Wed, Sep 9 - Tue, Sep 15
Delta Logo
12:00 pm - 3:58 pm
MKE
-
PDX
5h 58m
1 stop
Delta Logo
12:40 am - 8:14 am
PDX
-
MKE
5h 34m
1 stop
$317Delta
Wed, Jun 3 - Mon, Jun 8
United Airlines Logo
5:00 am - 9:39 am
MKE
-
PDX
6h 39m
1 stop
United Airlines Logo
11:40 pm - 9:57 am
PDX
-
MKE
8h 17m
1 stop
$325United Airlines
Thu, May 28 - Mon, Jun 1
Delta Logo
12:15 pm - 5:15 pm
MKE
-
PDX
7h 00m
1 stop
Delta Logo
3:10 pm - 10:55 pm
PDX
-
MKE
5h 45m
1 stop
$333Delta
Mon, May 25 - Tue, Jun 2
Delta Logo
5:01 pm - 10:02 pm
MKE
-
PDX
7h 01m
1 stop
Delta Logo
1:40 pm - 9:33 pm
PDX
-
MKE
5h 53m
1 stop
$348Delta
Tue, Jun 2 - Tue, Jun 9
Southwest Logo
4:05 pm - 11:10 pm
MKE
-
PDX
9h 05m
1 stop
Southwest Logo
5:35 am - 5:15 pm
PDX
-
MKE
9h 40m
2 stops
$350Southwest
Wed, Jun 3 - Mon, Jun 8
Southwest Logo
2:45 pm - 11:10 pm
MKE
-
PDX
10h 25m
2 stops
Southwest Logo
2:05 pm - 1:15 am
PDX
-
MKE
9h 10m
1 stop
$353Southwest
Mon, May 25 - Mon, Jun 1
Delta Logo
6:30 am - 10:53 am
MKE
-
PDX
6h 23m
1 stop
Delta Logo
11:12 pm - 8:49 am
PDX
-
MKE
7h 37m
1 stop
$356Delta
Wed, Jun 3 - Mon, Jun 8
Southwest Logo
2:45 pm - 11:10 pm
MKE
-
PDX
10h 25m
2 stops
Southwest Logo
11:30 pm - 10:55 am
PDX
-
MKE
9h 25m
1 stop
$359Southwest
Tue, May 26 - Tue, Jun 2
Southwest Logo
6:10 am - 1:40 pm
MKE
-
PDX
9h 30m
2 stops
Southwest Logo
1:35 pm - 9:35 pm
PDX
-
MKE
6h 00m
1 stop
$363Southwest
Fri, May 29 - Wed, Jun 3
Delta Logo
6:45 am - 12:33 pm
MKE
-
PDX
7h 48m
1 stop
Delta Logo
3:10 pm - 10:55 pm
PDX
-
MKE
5h 45m
1 stop
$367Delta
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 September.

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 November and June, where the average cost of round-trip tickets is $497 and $474 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 45% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 10 weeks before departure.

Good to know

Low seasonJanuary
Cheapest flight$159
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 $159 for a one-way ticket and $317 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 $437 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 4314 reviews
8.1Boarding
8.6Crew
7.5Entertainment
7.0Food
8.0Comfort
Airline reviews

The entire experience from boarding to landing was amazing! The crew were very friendly. Will definitely be back.

10.0 Excellentlarry, Apr 2026
LGB - PHX
Read more Southwest reviews

The entire experience from boarding to landing was amazing! The crew were very friendly. Will definitely be back.

no service at all due to turbulence. they should've at least given us snacks, there were only 10 people on the entire flight.

First time I've had to use the disabled accommodations. And I could not have had a better experience with Southwest, i was having trouble getting from one terminal to another due to my heart failure. And the next thing I know a Southwest agent had made sure. I had a wheelchair at all my flights. Can't thank them enough.

Delayed flight, lack of information, boarding process is a mess as is the carryon luggage causing issues when leaving the plane….just a poor experience.

Comfortable. Easy. No problems. Just wish they had gf options for snacks.

The crew was very kind and made going to Hawaii relaxing and fun to look forward to! Thank you Southwest for a pleasant flight!

This leg was much better, but we did have to have a 3 hour lay o er after coming from a very exhausting hiccup with our flight from BNA to Den

We waited in the airplane for over 45 min for a southwest employee to make the flight. This cause over half the plane to miss their connecting flight in Denver. When we confronted the desk upon arrival, they told us the only flight they had was the next day leaving at 8:50 pm!!! Or they offered to get us to Burbank or LA, but after that we were on our own to get back to Santa Barbara. I paid for a flight from sba to bna bna to sba. My re entry into mom mode has been 💯 rough because of southwest mistake with my flight. And now I’m leaving to Reno tomorrow for a vballl tournament and just discovered that my leg in Vegas has me and my 3 kids on a stand by flight even though I had booked these ticket last year November!! Do better southwest!

Southwest is kind of a slum airline. It’s gotten more expensive over the years for less and less service. I am a Southwest Chase Visa card holder and was forced to choose a seat in the 26th row in the middle seat. However my wife who is a rewards member but doesn’t hold a card or anything else, gets randomly assigned a normally paid seat in row 6! How does that work?

For the first time in a long time, the Wi-Fi actually worked the entire flight! The flight crew was amazing as usual.

Deboarding the plane was chaos. The passengers in the back of the plane started deplaning before the passengers in the middle of the plane could even retrieve their overhead bags. The staff of the plane did nothing to help.

Enforce the one bag rule for carry ons. Don't allow people to have 2 and 3 carry ons. Make baggage gets loaded onto the correct plane. My bag didn't get put onto my last flight so I didn't get it until the next day.

onboard snack was pretzels, but the FA was super nice when my neighbor asked for cookies instead and also brought some for me. :)

On time. .breakfast was especially good. First class service was special

Had to buy a snack box as I am gluten free. They should be free in extra comfort. Food they provided was awful. Not enough water stops.

Tight hot cramped seating. Gate change plus a board and de plane request with two hour delay

We treated ourselves to first class and were underwhelmed by the experience. No screen for entertainment. Food was not great...only one or two options, small portions, dry. We won't waste our money upgrading again. Good news was we made it to PDX safe and sound. Crew was attentive.

The flight would have been very good , if not dor the constantly screaming baby in the row behind me. Is there a way to isolate people traveling with infants? This is not the first time this has happened to me.

it was good except the too big men in my personal space.

We were on the ground for over 2hrs Flt scheduled to leave at 5:40pm, actual departure was at 9:00pm. Around 8:00pm we were offered an option to deplane,some did while others stayed.

The agent at check in and at the gate were less than thrilled to be at work. I'm not a fan of Kayak's placement on the plane. I got put in the middle seat and none of my preferences were used.

In ATL they have two sets of departure screens. Follow what is on your airline's departure board - the ATL Airport Authority departure board had completely incorrect details about the gate assignment for my flight, which would have made me miss boarding.

Flight was delayed it was hot while sitting on the plane, one engine was working on the plane until they had to do some jimmy rigging down the runway in order for the other engine to charge up. It was ridiculous

The flight was very good and the staff was very friendly and helpful!

The only thing I would say is we tried to get on a standby earlier flight, but with our fair we couldn’t. That seems senseless to leave with open seats..

Very easy to use and convenient, you can perform any action within the same portal

In a world of delays, Delta was on time both ways! Boarding was fast and efficient. Staff was friendly. AND wifi worked.

WiFi didn’t work. Flight delayed 3 hours Crew members were illiterate Seat lean back did not work.

Flight was delayed, we could have been notified earlier and in a consistent manner. App was not refreshing for another passenger to get the latest flight status. We could have stayed and waited at the hotel instead of waiting at the airport had we known the flight was going to delayed for more than 5 hours. The toilet is too tight, and needs to be cleaned more frequently (every hour). The entertainment screen froze, the touch screen not responding to touch. We were upgraded to comfort, it is more comfortable than regular economy seats.

This wasn't my experience with Delta. It was just the Pegasus flight. Seats were very hard. Staff was kinda rough. Not very nice. Charged me for snacks. For a 4 hour flight I would've expected more.

Booked through Kayak Business, had a seat in middle and towards back due to booking rate, not comfortable.

Was great in general, try to respect time and excuses when slight changes have been made, appreciated!

A long delay. Don't travel late in the day.

Super friendly with lots of drink options an entertainment. Friendly crew.

Standard flight with a drinks and a snack- overall very quick flight. The flight attendants were very strict, bordered on rude.

Outstanding service, efficient & friendly crew, flight was safe, comfortable & on time

Delayed - weather wasn't bad at either end. Also sat on tarmac in ORD.

They told us yesterday APR21st that they were cleaning the plane and we got delayed. After that they said they didn't had any crew for the flight so they cancelled the flight till next day.

The crew was great. Very friendly and responsive. The plane was old, small and tight. We ran out of overhead space and I had to check. Middle seat was particularly tight.

The flight crew on this leg of my trip was very friendly and pleasant. Every one of them was humorous, as well as helpful and accommodating. This group was BY FAR the best crew I’ve flown with. They deserve kudos.

Left early arrived early..right amount of talking from pilots..of course had to love the biscuit and water!

I would like a refund for the extra cost the seat I paid for. An oversized person sat next to me and I couldn’t fit on my seat and had to move to another seat.

Boarding gate at LAX was too crowded—two gates next to one another

The flight was delayed about an hour for a maintenance specialist to approve the maintenance repair

This flight was delayed but it worked in my favor because my Atlanta to Dallas flight was delayed.

This was a hard flight. 3 delays out of OKC (1 on the Tarmac). Delay in Atlanta coming to Dallas. total travel time was the equivalent of driving from OKC to Atlanta.

Like: flights are on time, good boarding process Can improve: planes are old, improve entertainment and make space more comfortable

Had to wait for a gate for a long time, then waited on the run way for a long time before leaving. The actual flights part was good.

The airplane was an old model, the overhead didn’t have enough room for people’s items and made boarding and boarding disappointing and stressful. Crew allowed passengers to bring more than the permitted baggage sizes.

Flying in the United States with the major airlines has become so underwhelming. A 2-3hr flight in most other parts of the world with the major carriers of the area comes with newer, CLEANER aircraft and significantly better in flight service in terms of both staff attitude and a actual meal service.

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

Information on your arrival and departure airports