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Cheap flights from Milwaukee to Portland from $159

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Milwaukee to Portland departing on 2/28. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

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Find the cheapest flights from Milwaukee to Portland

Cheap round-trip flights

Enter your travel dates to find the best prices.
United Airlines Logo
1:25 pm - 9:09 pm
MKE
-
PWM
6h 44m
1 stop
United Airlines Logo
4:15 pm - 9:44 pm
PWM
-
MKE
6h 29m
1 stop
$319United Airlines
Sat, Feb 14 - Wed, Feb 18
United Airlines Logo
6:00 am - 2:23 pm
MKE
-
PWM
7h 23m
2 stops
United Airlines Logo
4:15 pm - 9:44 pm
PWM
-
MKE
6h 29m
1 stop
$324United Airlines
Sat, Feb 14 - Wed, Feb 18
United Airlines Logo
7:00 am - 2:23 pm
MKE
-
PWM
6h 23m
2 stops
United Airlines Logo
3:05 pm - 9:44 pm
PWM
-
MKE
7h 39m
2 stops
$329United Airlines
Sat, Feb 14 - Wed, Feb 18
United Airlines Logo
2:32 pm - 9:40 pm
MKE
-
PWM
6h 08m
1 stop
United Airlines Logo
6:04 am - 11:32 am
PWM
-
MKE
6h 28m
1 stop
$341United Airlines
Sat, Apr 18 - Sat, Apr 25
Delta Logo
2:50 pm - 11:23 pm
MKE
-
PWM
7h 33m
1 stop
Delta Logo
1:20 pm - 5:46 pm
PWM
-
MKE
5h 26m
1 stop
$364Delta
Fri, Apr 17 - Sat, Apr 25
United Airlines Logo
2:32 pm - 9:40 pm
MKE
-
PWM
6h 08m
1 stop
United Airlines Logo
6:00 am - 1:47 pm
PWM
-
MKE
8h 47m
2 stops
$369United Airlines
Sat, Apr 18 - Sat, Apr 25
Delta Logo
2:00 pm - 8:03 pm
MKE
-
PWM
5h 03m
1 stop
Delta Logo
6:00 am - 10:21 am
PWM
-
MKE
5h 21m
1 stop
$381Delta
Sat, Apr 18 - Sun, Apr 26
Delta Logo
2:50 pm - 11:23 pm
MKE
-
PWM
7h 33m
1 stop
Delta Logo
11:35 am - 5:16 pm
PWM
-
MKE
6h 41m
1 stop
$387Delta
Fri, Apr 17 - Fri, Apr 24
United Airlines Logo
1:25 pm - 9:09 pm
MKE
-
PWM
6h 44m
1 stop
United Airlines Logo
6:00 am - 10:58 am
PWM
-
MKE
5h 58m
1 stop
$389United Airlines
Sat, Feb 14 - Wed, Feb 18
United Airlines Logo
2:50 pm - 9:58 pm
MKE
-
PWM
6h 08m
1 stop
United Airlines Logo
5:20 am - 2:08 pm
PWM
-
MKE
9h 48m
2 stops
$392United Airlines
Sat, May 23 - Tue, May 26

Southwest flights from Milwaukee to Portland, Maine

Our best Southwest deals on Milwaukee to Portland, Maine flight tickets
Southwest
Jun 23
MKE6:00 amMilwaukee-Mitchell
8h 05m
2 stops
PWM3:05 pmPortland
Jun 30
PWM1:05 pmPortland
9h 55m
2 stops
MKE10:00 pmMilwaukee-Mitchell
$397
Southwest
May 15
MKE3:30 pmMilwaukee-Mitchell
6h 55m
1 stop
PWM11:25 pmPortland
May 18
PWM2:50 pmPortland
9h 00m
2 stops
MKE10:50 pmMilwaukee-Mitchell
$402
Southwest
Apr 18
MKE2:00 pmMilwaukee-Mitchell
8h 10m
2 stops
PWM11:10 pmPortland
Apr 25
PWM5:40 amPortland
10h 15m
2 stops
MKE2:55 pmMilwaukee-Mitchell
$450

United Airlines flights from Milwaukee to Portland, Maine

Our best United Airlines deals on Milwaukee to Portland, Maine flight tickets
United Airlines
Feb 14
MKE9:44 amMilwaukee-Mitchell
4h 30m
1 stop
PWM3:14 pmPortland
Feb 18
PWM4:15 pmPortland
7h 13m
1 stop
MKE10:28 pmMilwaukee-Mitchell
$319
United Airlines
Feb 14
MKE6:00 amMilwaukee-Mitchell
7h 23m
2 stops
PWM2:23 pmPortland
Feb 18
PWM4:15 pmPortland
6h 29m
1 stop
MKE9:44 pmMilwaukee-Mitchell
$324
United Airlines
Feb 14
MKE7:00 amMilwaukee-Mitchell
6h 23m
2 stops
PWM2:23 pmPortland
Feb 18
PWM3:05 pmPortland
7h 39m
2 stops
MKE9:44 pmMilwaukee-Mitchell
$329

momondo Fare Finder

 
Customize your flight search to find flights from Milwaukee to Portland, Maine that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 832,500 searches. Data last updated February 1, 2026.
Use the filters below to find and compare flights from Milwaukee to Portland, Maine that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

MilwaukeePortland

MKE - PWM

MKEPWM

Milwaukee-Mitchell

Sat 2/14

1:25 pm-9:09 pm

1 stop6h 44m

Portland

Wed 2/18

4:15 pm-9:44 pm

1 stop6h 29m

$319

MilwaukeePortland

MKE - PWM

MKEPWM

Milwaukee-Mitchell

Sat 2/14

6:00 am-2:23 pm

2 stops7h 23m

Portland

Wed 2/18

4:15 pm-9:44 pm

1 stop6h 29m

$324

MilwaukeePortland

MKE - PWM

MKEPWM

Milwaukee-Mitchell

Sat 2/14

7:00 am-2:23 pm

2 stops6h 23m

Portland

Wed 2/18

3:05 pm-9:44 pm

2 stops7h 39m

$329

MilwaukeePortland

MKE - PWM

MKEPWM

Milwaukee-Mitchell

Sat 4/18

2:32 pm-9:40 pm

1 stop6h 08m

Portland

Sat 4/25

6:04 am-11:32 am

1 stop6h 28m

$341

MilwaukeePortland

MKE - PWM

MKEPWM

Milwaukee-Mitchell

Fri 4/17

2:50 pm-11:23 pm

1 stop7h 33m

Portland

Sat 4/25

1:20 pm-5:46 pm

1 stop5h 26m

$364

MilwaukeePortland

MKE - PWM

MKEPWM

Milwaukee-Mitchell

Sat 4/18

2:32 pm-9:40 pm

1 stop6h 08m

Portland

Sat 4/25

6:00 am-1:47 pm

2 stops8h 47m

$369

MilwaukeePortland

MKE - PWM

MKEPWM

Milwaukee-Mitchell

Sat 4/18

2:00 pm-8:03 pm

1 stop5h 03m

Portland

Sun 4/26

6:00 am-10:21 am

1 stop5h 21m

$381

MilwaukeePortland

MKE - PWM

MKEPWM

Milwaukee-Mitchell

Fri 4/17

2:50 pm-11:23 pm

1 stop7h 33m

Portland

Fri 4/24

11:35 am-5:16 pm

1 stop6h 41m

$387

MilwaukeePortland

MKE - PWM

MKEPWM

Milwaukee-Mitchell

Sat 2/14

1:25 pm-9:09 pm

1 stop6h 44m

Portland

Wed 2/18

6:00 am-10:58 am

1 stop5h 58m

$389

MilwaukeePortland

MKE - PWM

MKEPWM

Milwaukee-Mitchell

Sat 5/23

2:50 pm-9:58 pm

1 stop6h 08m

Portland

Tue 5/26

5:20 am-2:08 pm

2 stops9h 48m

$392

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Portland from

How to get the cheapest flight ticket from Milwaukee to Portland, Maine

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

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

The cheapest month to fly to Portland, Maine from Milwaukee is in April. Flight prices, which tend to average around $297, are often lower during this time because this is during the off-season. If you aren’t able to travel to Portland, Maine during the month of April, then flying in January is also cheap. Prices for this month can be found on momondo for an average of $334.

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

You are more likely to see cheaper flights to Portland, Maine from Milwaukee when booking weeks ahead of your departure date. In general, you can expect to find flights to Portland, Maine for around $394 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Portland, Maine from Milwaukee for as low as $228 on momondo.

When to book flights from Milwaukee to Portland, Maine

Are you open to changing your travel dates? Check out the ideal times to fly from Milwaukee to Portland, Maine according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Milwaukee to Portland, Maine (MKE to PWM) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Milwaukee to Portland, Maine

Fastest flight time

4h 30m

Direct flights

None
The fastest flight from Milwaukee to Portland, Maine takes 4h 30m
There are no direct flights from Milwaukee to Portland, Maine. There are no popular flight routes from Milwaukee to Portland, Maine.
Search flight deals

  • How far is Milwaukee-Mitchell to Portland by plane?

    Portland is 885.6 mi away from Milwaukee-Mitchell. In terms of flight time, this usually takes a little over 4h 30m.

  • When did momondo last update prices for flights from Milwaukee-Mitchell Airport to Portland Airport?

    Prices for flights from Milwaukee-Mitchell Airport to Portland Airport are updated daily.

  • How many operators does momondo search for flights from Milwaukee-Mitchell Airport to Portland Airport?

  • How old do you have to be to fly from Milwaukee-Mitchell Airport to Portland Airport?

    The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Milwaukee-Mitchell Airport to Portland Airport.

  • What documentation or ID do you need to fly to Portland Airport?

    The necessary travel and health documents for your Portland Airport trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

  • What is the most popular airline from Milwaukee to Portland, Maine?

Best airlines flying from Milwaukee to Portland, Maine

Compare and see reviews for airlines that fly from Milwaukee to Portland, Maine with momondo
Airline
Rating
Free Cancellation
Price
American AirlinesPriceFrom $238Free CancellationRating
7.2
11,213 reviews
Search American Airlines flights
DeltaPriceFrom $238Free CancellationRating
7.9
8,130 reviews
Search Delta flights
SouthwestPriceFrom $246Free CancellationRating
8.0
4,267 reviews
Search Southwest flights
United AirlinesPriceFrom $309Free CancellationRating
7.4
9,219 reviews
Search United Airlines flights

Traveling to a place near Portland?

Book flights to Portland if you plan to visit one of these locations
North Conway
Boothbay Harbor
Jackson
Conway
Freeport
Lewiston
Brunswick
Bartlett
Gorham
Auburn
Windham
Intervale
Bath
Oxford
Georgetown
Falmouth
Tamworth

Why use momondo?

Why should I use momondo to find a flight deal from Milwaukee to Portland?

We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Milwaukee to Portland for you.

Can I find flights from Milwaukee to Portland with flexible booking policies on momondo?

Yes. momondo allows you to filter the results for Milwaukee to Portland flights to just show those with flexible booking policies.

How can momondo help me find flights from Milwaukee to Portland?

momondo helps you find the best flight between Milwaukee and Portland by providing filters to narrow your choice of flights to those matching your criteria. You can select flights based on numerous factors such as price, departure and landing times, airport and airline.

I’m not ready to book a flight from Milwaukee to Portland right now. Can momondo alert me if prices change?

Of course. momondo tracks the price of Milwaukee to Portland flights. All you need is a valid email address and we will do the rest; it is that quick and easy.

An easier way to manage your Portland, Maine trip

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