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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 7/21. 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
1 adult, Economy, 0 bags

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Milwaukee to Portland

Cheap round-trip flights

Enter your travel dates to find the best prices.
Delta Logo
7:14 am - 12:10 pm
MKE
-
PWM
3h 56m
1 stop
Delta Logo
4:20 pm - 8:36 pm
PWM
-
MKE
5h 16m
1 stop
$317Delta
Tue, Sep 22 - Tue, Sep 29
United Airlines Logo
6:15 am - 2:38 pm
MKE
-
PWM
7h 23m
2 stops
United Airlines Logo
6:53 pm - 11:37 pm
PWM
-
MKE
5h 44m
1 stop
$322United Airlines
Tue, Aug 11 - Tue, Aug 18
Southwest Logo
6:50 pm - 12:05 am
MKE
-
PWM
4h 15m
1 stop
Southwest Logo
10:25 am - 4:20 pm
PWM
-
MKE
6h 55m
1 stop
$329Southwest
Thu, Oct 1 - Wed, Oct 7
Southwest Logo
4:50 pm - 12:05 am
MKE
-
PWM
6h 15m
2 stops
Southwest Logo
5:50 am - 12:15 pm
PWM
-
MKE
7h 25m
1 stop
$334Southwest
Thu, Oct 1 - Wed, Oct 7
Delta Logo
9:40 am - 4:01 pm
MKE
-
PWM
5h 21m
1 stop
Delta Logo
6:30 am - 12:36 pm
PWM
-
MKE
7h 06m
1 stop
$341Delta
Wed, Sep 2 - Sun, Sep 6
United Airlines Logo
3:15 pm - 11:32 pm
MKE
-
PWM
7h 17m
2 stops
United Airlines Logo
6:53 pm - 11:37 pm
PWM
-
MKE
5h 44m
1 stop
$346United Airlines
Tue, Aug 11 - Tue, Aug 18
American Airlines Logo
12:52 pm - 9:22 pm
MKE
-
PWM
7h 30m
1 stop
American Airlines Logo
5:45 am - 12:21 pm
PWM
-
MKE
7h 36m
1 stop
$348American Airlines
Sat, Aug 1 - Tue, Aug 4
American Airlines Logo
7:43 am - 4:24 pm
MKE
-
PWM
7h 41m
1 stop
American Airlines Logo
5:30 am - 9:46 am
PWM
-
MKE
5h 16m
1 stop
$349American Airlines
Sat, Sep 19 - Sat, Sep 26
United Airlines Logo
1:30 pm - 11:51 pm
MKE
-
PWM
9h 21m
2 stops
United Airlines Logo
6:00 am - 9:53 am
PWM
-
MKE
4h 53m
1 stop
$351United Airlines
Tue, Jul 14 - Wed, Jul 15
Southwest Logo
3:25 pm - 9:00 pm
MKE
-
PWM
4h 35m
1 stop
Southwest Logo
5:40 am - 12:40 pm
PWM
-
MKE
8h 00m
2 stops
$353Southwest
Sat, Aug 22 - Sat, Aug 29

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Delta flights from Milwaukee to Portland, Maine

Our best Delta deals on Milwaukee to Portland, Maine flight tickets
Delta
Sep 22
MKE7:14 amMilwaukee-Mitchell
3h 56m
1 stop
PWM12:10 pmPortland
Sep 29
PWM4:20 pmPortland
5h 16m
1 stop
MKE8:36 pmMilwaukee-Mitchell
$317
Delta
Sep 2
MKE9:40 amMilwaukee-Mitchell
5h 21m
1 stop
PWM4:01 pmPortland
Sep 6
PWM6:30 amPortland
7h 06m
1 stop
MKE12:36 pmMilwaukee-Mitchell
$341
Delta
Oct 14
MKE7:00 amMilwaukee-Mitchell
5h 53m
1 stop
PWM1:53 pmPortland
Oct 19
PWM2:35 pmPortland
6h 33m
1 stop
MKE8:08 pmMilwaukee-Mitchell
$358

United Airlines flights from Milwaukee to Portland, Maine

Our best United Airlines deals on Milwaukee to Portland, Maine flight tickets
United Airlines
Aug 11
MKE6:15 amMilwaukee-Mitchell
7h 23m
2 stops
PWM2:38 pmPortland
Aug 18
PWM6:53 pmPortland
5h 44m
1 stop
MKE11:37 pmMilwaukee-Mitchell
$322
United Airlines
Aug 11
MKE3:15 pmMilwaukee-Mitchell
7h 17m
2 stops
PWM11:32 pmPortland
Aug 18
PWM6:53 pmPortland
5h 44m
1 stop
MKE11:37 pmMilwaukee-Mitchell
$346
United Airlines
Jul 14
MKE1:30 pmMilwaukee-Mitchell
9h 21m
2 stops
PWM11:51 pmPortland
Jul 15
PWM6:00 amPortland
4h 53m
1 stop
MKE9:53 amMilwaukee-Mitchell
$351

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 June 21, 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
Quickest round-trip

MilwaukeePortland

MKE - PWM

MKEPWM

Milwaukee-Mitchell

Tue 9/22

7:14 am-12:10 pm

1 stop3h 56m

Portland

Tue 9/29

4:20 pm-8:36 pm

1 stop5h 16m

$317

MilwaukeePortland

MKE - PWM

MKEPWM

Milwaukee-Mitchell

Tue 8/11

6:15 am-2:38 pm

2 stops7h 23m

Portland

Tue 8/18

6:53 pm-11:37 pm

1 stop5h 44m

$322

MilwaukeePortland

MKE - PWM

MKEPWM

Milwaukee-Mitchell

Thu 10/1

6:50 pm-12:05 am

1 stop4h 15m

Portland

Wed 10/7

10:25 am-4:20 pm

1 stop6h 55m

$329

MilwaukeePortland

MKE - PWM

MKEPWM

Milwaukee-Mitchell

Thu 10/1

4:50 pm-12:05 am

2 stops6h 15m

Portland

Wed 10/7

5:50 am-12:15 pm

1 stop7h 25m

$334

MilwaukeePortland

MKE - PWM

MKEPWM

Milwaukee-Mitchell

Wed 9/2

9:40 am-4:01 pm

1 stop5h 21m

Portland

Sun 9/6

6:30 am-12:36 pm

1 stop7h 06m

$341

MilwaukeePortland

MKE - PWM

MKEPWM

Milwaukee-Mitchell

Tue 8/11

3:15 pm-11:32 pm

2 stops7h 17m

Portland

Tue 8/18

6:53 pm-11:37 pm

1 stop5h 44m

$346

MilwaukeePortland

MKE - PWM

MKEPWM

Milwaukee-Mitchell

Sat 8/1

12:52 pm-9:22 pm

1 stop7h 30m

Portland

Tue 8/4

5:45 am-12:21 pm

1 stop7h 36m

$348

MilwaukeePortland

MKE - PWM

MKEPWM

Milwaukee-Mitchell

Sat 9/19

7:43 am-4:24 pm

1 stop7h 41m

Portland

Sat 9/26

5:30 am-9:46 am

1 stop5h 16m

$349

MilwaukeePortland

MKE - PWM

MKEPWM

Milwaukee-Mitchell

Tue 7/14

1:30 pm-11:51 pm

2 stops9h 21m

Portland

Wed 7/15

6:00 am-9:53 am

1 stop4h 53m

$351

MilwaukeePortland

MKE - PWM

MKEPWM

Milwaukee-Mitchell

Sat 8/22

3:25 pm-9:00 pm

1 stop4h 35m

Portland

Sat 8/29

5:40 am-12:40 pm

2 stops8h 00m

$353

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 typical price of a round-trip flight between Milwaukee and Portland, Maine?

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 $0, 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 $340.

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 25m

Direct flights

None
The fastest flight from Milwaukee to Portland, Maine takes 4h 25m
There are no direct flights from Milwaukee to Portland, Maine. There are no popular flight routes from Milwaukee to Portland, Maine.
Search flight deals

Frequently asked questions about flying from Milwaukee to Portland, Maine

  • 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 25m.

  • 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
7.8
8,423 reviews
Search Delta flights
American AirlinesPriceFrom $238Free CancellationRating
7.1
11,722 reviews
Search American Airlines flights
SouthwestPriceFrom $266Free CancellationRating
7.9
4,242 reviews
Search Southwest flights
United AirlinesPriceFrom $351Free CancellationRating
7.4
9,868 reviews
Search United Airlines flights

  • Southwest Flights From Milwaukee to Portland, Maine

    The lowest priced Southwest flight from Milwaukee to Portland, Maine from the last 72 hours was $266. Generally, Southwest has 1 flight on this route every week with an average price of $436. Southwest is rated 7.9/10 by our users.

Traveling to a place near Portland?

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