Find flights
Deals
Insights
When to book
FAQs & Tips
Airlines

MKE - PWM

$69 Find cheap flights from Milwaukee to Portland, Maine

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 9/3. 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
0 bags
Sat 6/29
Sat 7/6

Search 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
In the last 7 days travelers have searched 42,686,544 times on KAYAK, and here is why:

Save 21% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Bundle and saveSave money when you bundle your flight + hotel.

Cheap flight deals from Milwaukee to Portland (MKE-PWM)

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 and deals for you by selecting your travel dates.
Choose your dates
11:08 am - 8:02 pmMKE-PWM
7h 54m1 stop
1:14 pm - 8:09 pmPWM-MKE
7h 55m1 stop
Thu, Jun 13 - Sun, Jun 16
6:25 pm - 11:57 amMKE-PWM
16h 32m1 stop
1:09 pm - 5:23 pmPWM-MKE
5h 14m1 stop
$255Sun Country Air
Find Deal
Thu, Jun 27 - Sun, Jun 30
6:52 pm - 12:40 amMKE-PWM
4h 48m1 stop
5:50 am - 9:51 amPWM-MKE
5h 01m1 stop
$273American Airlines
Find Deal
Wed, Aug 14 - Mon, Aug 19
5:00 am - 12:26 pmMKE-PWM
6h 26m1 stop
12:47 pm - 4:42 pmPWM-MKE
4h 55m1 stop
$275American Airlines
Find Deal
Wed, Sep 11 - Mon, Sep 16
6:52 pm - 12:40 amMKE-PWM
4h 48m1 stop
5:50 am - 9:51 amPWM-MKE
5h 01m1 stop
$283American Airlines
Find Deal
Mon, Aug 19 - Thu, Aug 22
7:30 am - 3:11 pmMKE-PWM
6h 41m1 stop
6:02 am - 11:53 amPWM-MKE
6h 51m1 stop
$326Delta
Find Deal
Sun, Jul 14 - Wed, Jul 17
5:45 pm - 11:07 pmMKE-PWM
4h 22m1 stop
5:30 am - 8:40 amPWM-MKE
4h 10m1 stop
$356Delta
Find Deal
Thu, Oct 24 - Sun, Oct 27
11:33 am - 10:56 amMKE-PWM
22h 23m1 stop
9:52 am - 10:14 amPWM-MKE
25h 22m1 stop
$437Frontier
Find Deal
Thu, Oct 10 - Mon, Oct 14
2:42 pm - 7:55 amMKE-PWM
16h 13m2 stops
4:50 pm - 8:49 pmPWM-MKE
4h 59m1 stop
$466United Airlines
Find Deal
Wed, Sep 4 - Tue, Sep 10
12:11 pm - 11:59 pmMKE-PWM
10h 48m2 stops
4:50 pm - 8:49 pmPWM-MKE
4h 59m1 stop
$468United Airlines
Find Deal
Mon, Aug 19 - Thu, Aug 22

Flights from Milwaukee to Portland - Travel Insights & Trends

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 flights from Milwaukee to Portland, Maine clicked on KAYAK for each day over the last 12 months.
When flying from Milwaukee to Portland, you should consider leaving on a Tuesday and avoid Thursdays if you are looking for the best rates. For your return to Milwaukee, you’ll find the best rates on Wednesdays and the most expensive ones on Saturdays.

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

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for flights from Milwaukee to Portland, Maine, 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, Maine is January, where tickets cost $309 on average. On the other hand, the most expensive months are December and November, where the average cost of tickets is $703 and $678 respectively.

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

To calculate daily average prices, KAYAK takes all prices for each day before departure over the last year for flights from Milwaukee to Portland, Maine, removes the top 0.1% to account for outliers, and then takes the average of all the values for each month.
To get a below average price on the flight from Milwaukee to Portland, Maine, you should book around 1 week before departure. For the absolute cheapest price, our data suggests you should book 56 days before departure.

Which airlines provide the cheapest flights from Milwaukee to Portland?

The cheapest price for the route for each airline clicked by KAYAK users in the last 72 hours.
In the last 72 hours, the cheapest one-way ticket from Milwaukee to Portland found on KAYAK was with Frontier for $69. Sun Country Air proposed a round-trip connection from $255 and American Airlines from $273.

Good to know

Low season

January

High season

August

Cheapest flight

$69
Best time to beat the crowds with an average 37% drop in price.
Most popular time to fly and prices are also 24% 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

  • What is the cheapest flight from Milwaukee to Portland, Maine?

    In the last 3 days, the lowest price for a flight from Milwaukee to Portland, Maine was $69 for a one-way ticket and $217 for a round-trip.

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

    No

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

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

    The two airlines most popular with KAYAK users for flights from Milwaukee to Portland are Delta and United Airlines. With an average price for the route of $416 and an overall rating of 8.0, Delta is the most popular choice. United Airlines is also a great choice for the route, with an average price of $418 and an overall rating of 7.4.

  • 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 PWM 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.

See more FAQs

Top 4 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
DeltaOverall score based on 10457 reviews
8.2Boarding
7.9Comfort
8.6Crew
7.4Food
8.0Entertainment
Airline reviews

Flew first class so everything was great. But maybe because the flights were red eye, no meals were served, just chips. I flew Alaska Air 1st class at 9PM (2 hour flight) and they served beef short rib sliders!

10.0 ExcellentMichael, May 2024SJC - ATL
Read more about Delta reviews

Flew first class so everything was great. But maybe because the flights were red eye, no meals were served, just chips. I flew Alaska Air 1st class at 9PM (2 hour flight) and they served beef short rib sliders!

Had to change aircraft due to a faulty door. Surprisingly it only caused about an hour and a half of delay. Delta handled this situation as well as can be expected.

Awful. Flight was continuously getting delayed and gates kept changing without any reason. Flight was delayed for more then 3 hours

Paid premium for Delta only to be on safe but tired old 767 with ancient cabin in mediocre condition. Poor wifi and horrible inflight entertainment. Hardly a premium experience. Should have flown SW and had fun flight crew and no pretense

Our flight to Zurich was delayed by almost 3 hours, so we missed our next flight. There was no indication it would be delayed this much. We were told the gate had changed and then it apparently took over 2 hours to load the "catering" on the plane. We were not compensated in any way for the trouble.

Rated entertainment as Mediocre as there were major problems with the Infotainment system that took probably a half hour for them to fix.

Your crew could maybe answer the call bell at least one of the times I pressed it. I pressed it first time with 2.5 hours left in our flight bc my partner was hungry and wanted a sandwich. We finally got the sandwich with 40 mins left in the flight.

Delta crushed it. Flight attendant in first was attentive and just never stopped. Honestly one of the best domestic flights I’ve been on.

They were an hour late and they didn’t have my wheelchair for me

The Flight crew didn’t serve us until about 1.5 hours into the flight because of turbulence but after it ended it was fine to move around. They served us water only and snacks and then NEVER, NOT ONE TIME came through to collect trash until right before landing about 1.5 hours later. There was absolutely no need for that. They crew was just standing around talking and visiting with each other and really never tried to see if we might want something besides water or even try to come pick up trash. This is VERY unusual for a Delta flight but it was not what I would have expected for a 4 hour flight.

Overall fine but both ways for this trip was delayed.

Flight was delayed by almost 5 hours. Suitcase was not loaded despite the flight being near empty (my colleagues’ suitcases did reach JFK, unlike mine). Had to argue on phone to get JetBlue to deliver the case to my hotel. Never again

The flight was excellent. The crew was welcoming and attentive.

Great! I love Jet Blue. My favorite airline! Very efficient, clean and timely.

Run out of snack choices. Why are the seats not padded for your butt? Are we sitting on blocks of wood or metal for $250-300 a pop? This ain’t spirit. Let’s get it together people

We were told that our flight would be delayed for 90+ minutes because of weather, so we went to get something to eat only to have them randomly start boarding 15 minutes after the announcement, with no warning.

Entertainment... No earphones passed out. Many including me couldn't use the TV. Legroom was good. Crew was indifferent and a bit surly. Free wifi was a nice convenience. Check in desk location was unknown. Gate number on the boarding passes was wrong.

Going through JFK’s security is a mess. The TSA security said no shoes on the bins. So, we place our shoes in the belt and they came out all over the belt. Boarding was delayed and Flight as well.

Safe and on time were the positives. The plane wasn't cleaned before boarding, there was garbage and food on the floor and in the seat pocket. The TV screen was small and the picture fuzzy, audio quality was poor. Seatbelt was fraying and seat did not recline properly. No charging ports near the seats,

Confusing. Delay updates were out of whack At one point it said my flight was 25 hours. Three gate changes and two delays only to change back to original departure time. Gate announcer and on board flight attendant (Alejandro) making the announcements was impossible to understand due to accent and speed of speech. After beverage service the rear flight attendants sat back there on their phones. No refills no checking in, one sweep through for trash collection. Very impersonal. Bring back Coke products

The flight and boarding were easy peasy. I was traveling with my 4-year-old, so a smooth boarding experience was especially appreciated. My only piece of feedback is really about where our gate was in O'Hare. They've shoved four gates into a tiny corner of the B terminal and there isn't early enough room or seating for everyone. Not United's problem, but did dent the overall experience.

Dinner was okay but the breakfast was not eatable on the flight San Francisco to Zurich.

There was no screens on board AND the WiFi didn’t work. My seat was broken and couldn’t recline so I couldn’t even sleep. The flight attendants didn’t offer anything to make it more comfortable. It was such an old cramped plane, when the person in front of me reclined I couldn’t even open my tray table. All the United ads talk about guaranteeing everyone gets a screen!

The Wi-Fi was unavailable on this flight for some reason.

On time take off…US cabins look tired and need of refresh!

Fantastic. Smooth boarding with an infant. Never experienced it with any other carriers.

This was a Lufthansa flight, not United. The CSA at the counter, Ashley, was not only incompetent, but quite rude. Me and two other PAX waited over 7 minutes standing in front of her and another CSA and they ignored us. We joked that we must have accidently taken invisibility pills. She could have at least said "I'll be with you in a moment, I'm currently....". I could go on about how rude she and the other CSAs were (whispering, not communicating with me, blaming the situation on others, etc.). She would not work for me. Then, she gave me literally the worst seat on the plane. the worst. My seat kept getting bumped (rammed twice by the crew with their carts and about every 5 minutes by someone using the bathroom), listening to the bathroom all night, crowded seat, etc.

My seat was broken. WiFi didn’t work. Gate crew at HOU were rude and condescending. Treated all the passengers badly. Bad experience, United.

First flight of the day… MINIMUM FUEL! 15 minute landing delay at HOU due to fog turned into a 2+ hour delay! Rather than circle, they had to divert to another city to refuel! Sat on tarmac at Austin to refuel. We ALL missed our connections! The crew, including pilots, were clueless. Crew was really a mess. At HOU, Untied employees were exceedingly rude to all. It was pitiful.

An hour and a half late is UNACCEPTABLE. The negative impact to our family is unconscionable. And for the price we were forced to pay...

The boarding process and flight were great. However, I waited about 40 minutes for my luggage. It did not come up on the designated belt. Instead, everyone’s bags were on a cart. Not sure what the issue was, but we were not informed until another passenger went looking for her bags and found them.

There were delays on both ends. It made it less than excellent. This plane was great though

AA1537 the AC was not working properly. It was very hot and uncomfortable.

Worst experience flying American Airlines. I fly with them often, so I was super disappointed in the service I received at gate 30 in LGA on May 24, mid-day. The flight was delayed twice. I was patiently waiting in the American Airlines lounge when I received the notice on my app that the plane was boarding 45 minutes before its newly re-scheduled take off of 4 pm (from the orginal 1:45 pm then 3:00 pm). It took me 5 min to travel from the lounge to the gate and when I arrived there at 3:20 flight gate attendant told me the flight had closed and that they announced for passengers multiple times. I showed them the notification on my app and they were really rude and unempathetic. The person who rescheduled my flight at customer service wasn't any happier but was at least helpful in getting me on the next flight.

Flight was 1/2 hour delayed leaving Phoenix. Otherwise it was an average flight. Flight crew on this trip was very nice.

Everything was great except for the wifi was junk. Crew was super friendly and helpful

Was lucky to have a employee at the AA checkin counter that had compassion and understood they ordeal that we went through with our original flight being diverted, needing to stay in the aircraft and then flying to the original destination; adding hours to the trip and forcing us to miss our connection and our rebooked connection. She was able to get up on standby on the highest priority on the next flight to the closest airport we need to be at and it all worked out despite being many hours late.

Delayed so that missed connecting flight. Connecting flight was also delayed on the tarmac but they closed the gate before the rescheduled time.

Attendants were rude. Scowling. Seats were miserable and we paid extra.

Took off over an hour late with multiple mechanical issues. Gate agent in Dallas was lazy and was slow as molasses. Had a line 10 people long. Spirit bad..

Book cheap flights from Milwaukee to Portland

Recent one-way flight deals

 
Only flying one-way? Below are some of the best one-way flight deals from Milwaukee to Portland found on KAYAK in the last 72 hours.
9/3Tue
1 stopFrontier
24h 44mMKE-PWM
$69
9/1Sun
1 stopFrontier
24h 57mMKE-PWM
$92
8/6Tue
1 stopAmerican Airlines
4h 48mMKE-PWM
$132
8/8Thu
1 stopDelta
6h 03mMKE-PWM
$143
7/22Mon
1 stopDelta
7h 19mMKE-PWM
$163
7/18Thu
1 stopSun Country Air
17h 10mMKE-PWM
$179
7/26Fri
1 stopSun Country Air
16h 06mMKE-PWM
$218
7/26Fri
2 stopsUnited Airlines
24h 14mMKE-PWM
$377
7/22Mon
2 stopsAmerican Airlines
8h 03mMKE-PWM
$400
7/19Fri
1 stopUnited Airlines
6h 08mMKE-PWM
$474

Search by stops

Search by airline

Search by price

Last minute flights from Milwaukee to Portland

Last minute flight, train and bus deals

 
These last-minute flight deals are the cheapest flights found on KAYAK in the last 72 hours for flights from Milwaukee to Portland that are departing in the next 10 days.
6/2Sun
multi-stopAmerican Airlines
7h 15mMKE-PWM
6/7Fri
multi-stopAmerican Airlines
5h 51mPWM-MKE
$569
5/31Fri
multi-stopDelta
7h 53mMKE-PWM
6/2Sun
multi-stopDelta
6h 55mPWM-MKE
$634
6/2Sun
multi-stopDelta
9h 51mMKE-PWM
6/7Fri
multi-stopDelta
6h 12mPWM-MKE
$743
6/2Sun
multi-stop
34h 58mMKE-PWM
6/7Fri
multi-stop
14h 07mPWM-MKE
$773
5/31Fri
multi-stopDelta
9h 51mMKE-PWM
6/3Mon
multi-stopDelta
6h 55mPWM-MKE
$825
6/3Mon
multi-stopDelta
5h 11mMKE-PWM
6/7Fri
multi-stopDelta
10h 20mPWM-MKE
$865
5/31Fri
multi-stopDelta
5h 18mMKE-PWM
6/2Sun
multi-stopDelta
10h 05mPWM-MKE
$879
6/2Sun
multi-stop
34h 58mMKE-PWM
6/7Fri
multi-stop
31h 03mPWM-MKE
$889
6/3Mon
multi-stop
16h 29mMKE-PWM
6/7Fri
multi-stop
14h 07mPWM-MKE
$916
5/31Fri
multi-stopDelta
9h 51mMKE-PWM
6/3Mon
multi-stopDelta
10h 01mPWM-MKE
$1,015

Search by stops

Search by airline

Search by price

Milwaukee - Portland Flights

Departure:

Milwaukee (MKE)United States

Destination:

Portland (PWM)United States

Return flight deals:

Portland - Milwaukee

Cabin classes: