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Cheap flights from Milwaukee to Portland from $168

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 4/15. 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.
Delta Logo
2:55 pm - 11:09 pm
MKE
-
PWM
7h 14m
1 stop
Delta Logo
12:55 pm - 5:55 pm
PWM
-
MKE
6h 00m
1 stop
$335Delta
Tue, May 26 - Wed, Jun 3
Delta Logo
7:15 am - 1:58 pm
MKE
-
PWM
5h 43m
1 stop
Delta Logo
2:38 pm - 9:55 pm
PWM
-
MKE
8h 17m
1 stop
$350Delta
Tue, May 26 - Mon, Jun 1
Delta Logo
2:55 pm - 11:09 pm
MKE
-
PWM
7h 14m
1 stop
Delta Logo
6:00 am - 1:46 pm
PWM
-
MKE
8h 46m
1 stop
$365Delta
Thu, May 28 - Mon, Jun 1
Delta Logo
7:15 am - 1:58 pm
MKE
-
PWM
5h 43m
1 stop
Delta Logo
12:55 pm - 4:06 pm
PWM
-
MKE
4h 11m
1 stop
$371Delta
Fri, May 29 - Wed, Jun 3
United Airlines Logo
1:30 pm - 11:51 pm
MKE
-
PWM
9h 21m
2 stops
United Airlines Logo
4:51 pm - 8:46 pm
PWM
-
MKE
4h 55m
1 stop
$376United Airlines
Fri, May 29 - Wed, Jun 3
Delta Logo
7:15 am - 1:58 pm
MKE
-
PWM
5h 43m
1 stop
Delta Logo
6:00 am - 11:15 am
PWM
-
MKE
6h 15m
1 stop
$386Delta
Mon, Jun 1 - Sun, Jun 7
United Airlines Logo
5:10 am - 1:25 pm
MKE
-
PWM
7h 15m
2 stops
United Airlines Logo
4:28 pm - 10:30 pm
PWM
-
MKE
7h 02m
1 stop
$395United Airlines
Wed, Apr 22 - Tue, Apr 28
American Airlines Logo
1:30 pm - 10:47 pm
MKE
-
PWM
8h 17m
1 stop
American Airlines Logo
5:57 pm - 11:59 pm
PWM
-
MKE
7h 02m
1 stop
$398American Airlines
Fri, May 22 - Tue, May 26
Southwest Logo
8:35 am - 2:05 pm
MKE
-
PWM
4h 30m
1 stop
Southwest Logo
7:25 am - 12:10 pm
PWM
-
MKE
5h 45m
1 stop
$402Southwest
Sat, Sep 5 - Sat, Sep 12
Delta Logo
7:00 am - 1:54 pm
MKE
-
PWM
5h 54m
1 stop
Delta Logo
6:00 am - 1:43 pm
PWM
-
MKE
8h 43m
1 stop
$407Delta
Tue, Aug 11 - Wed, Aug 12

American Airlines flights from Milwaukee to Portland, Maine

Our best American Airlines deals on Milwaukee to Portland, Maine flight tickets
American Airlines
May 22
MKE1:30 pmMilwaukee-Mitchell
8h 17m
1 stop
PWM10:47 pmPortland
May 26
PWM5:57 pmPortland
7h 02m
1 stop
MKE11:59 pmMilwaukee-Mitchell
$398
American Airlines
Jul 16
MKE5:53 pmMilwaukee-Mitchell
5h 00m
1 stop
PWM11:53 pmPortland
Jul 21
PWM6:01 amPortland
7h 21m
1 stop
MKE12:22 pmMilwaukee-Mitchell
$434
American Airlines
Jul 16
MKE5:53 pmMilwaukee-Mitchell
5h 00m
1 stop
PWM11:53 pmPortland
Jul 21
PWM5:41 amPortland
7h 53m
1 stop
MKE12:34 pmMilwaukee-Mitchell
$435

Delta flights from Milwaukee to Portland, Maine

Our best Delta deals on Milwaukee to Portland, Maine flight tickets
Delta
May 26
MKE2:55 pmMilwaukee-Mitchell
7h 14m
1 stop
PWM11:09 pmPortland
Jun 3
PWM12:55 pmPortland
6h 00m
1 stop
MKE5:55 pmMilwaukee-Mitchell
$335
Delta
May 26
MKE2:55 pmMilwaukee-Mitchell
7h 14m
1 stop
PWM11:09 pmPortland
Jun 4
PWM6:00 amPortland
6h 38m
1 stop
MKE11:38 amMilwaukee-Mitchell
$350
Delta
May 28
MKE2:55 pmMilwaukee-Mitchell
7h 14m
1 stop
PWM11:09 pmPortland
Jun 1
PWM6:00 amPortland
8h 46m
1 stop
MKE1:46 pmMilwaukee-Mitchell
$365

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 March 22, 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

Cheapest round-trip

MilwaukeePortland

MKE - PWM

MKEPWM

Milwaukee-Mitchell

Tue 5/26

2:55 pm-11:09 pm

1 stop7h 14m

Portland

Wed 6/3

12:55 pm-5:55 pm

1 stop6h 00m

$335

MilwaukeePortland

MKE - PWM

MKEPWM

Milwaukee-Mitchell

Tue 5/26

7:15 am-1:58 pm

1 stop5h 43m

Portland

Mon 6/1

2:38 pm-9:55 pm

1 stop8h 17m

$350

MilwaukeePortland

MKE - PWM

MKEPWM

Milwaukee-Mitchell

Thu 5/28

2:55 pm-11:09 pm

1 stop7h 14m

Portland

Mon 6/1

6:00 am-1:46 pm

1 stop8h 46m

$365
Quickest round-trip

MilwaukeePortland

MKE - PWM

MKEPWM

Milwaukee-Mitchell

Fri 5/29

7:15 am-1:58 pm

1 stop5h 43m

Portland

Wed 6/3

12:55 pm-4:06 pm

1 stop4h 11m

$371

MilwaukeePortland

MKE - PWM

MKEPWM

Milwaukee-Mitchell

Fri 5/29

1:30 pm-11:51 pm

2 stops9h 21m

Portland

Wed 6/3

4:51 pm-8:46 pm

1 stop4h 55m

$376

MilwaukeePortland

MKE - PWM

MKEPWM

Milwaukee-Mitchell

Mon 6/1

7:15 am-1:58 pm

1 stop5h 43m

Portland

Sun 6/7

6:00 am-11:15 am

1 stop6h 15m

$386

MilwaukeePortland

MKE - PWM

MKEPWM

Milwaukee-Mitchell

Wed 4/22

5:10 am-1:25 pm

2 stops7h 15m

Portland

Tue 4/28

4:28 pm-10:30 pm

1 stop7h 02m

$395

MilwaukeePortland

MKE - PWM

MKEPWM

Milwaukee-Mitchell

Fri 5/22

1:30 pm-10:47 pm

1 stop8h 17m

Portland

Tue 5/26

5:57 pm-11:59 pm

1 stop7h 02m

$398

MilwaukeePortland

MKE - PWM

MKEPWM

Milwaukee-Mitchell

Sat 9/5

8:35 am-2:05 pm

1 stop4h 30m

Portland

Sat 9/12

7:25 am-12:10 pm

1 stop5h 45m

$402

MilwaukeePortland

MKE - PWM

MKEPWM

Milwaukee-Mitchell

Tue 8/11

7:00 am-1:54 pm

1 stop5h 54m

Portland

Wed 8/12

6:00 am-1:43 pm

1 stop8h 43m

$407

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 $403 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.

How have Milwaukee to Portland, Maine flight prices changed over time?

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 20m

Direct flights

None
The fastest flight from Milwaukee to Portland, Maine takes 4h 20m
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 20m.

  • 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
DeltaPriceFrom $236Free CancellationRating
7.9
8,314 reviews
Search Delta flights
American AirlinesPriceFrom $238Free CancellationRating
7.1
11,489 reviews
Search American Airlines flights
SouthwestPriceFrom $266Free CancellationRating
8.0
4,324 reviews
Search Southwest flights
United AirlinesPriceFrom $322Free CancellationRating
7.4
9,455 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
Oxford
Bath
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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