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Cheap flights from Milwaukee to Portland from $192

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 7/1. 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
6:00 am - 1:21 pm
MKE
-
PWM
6h 21m
1 stop
Delta Logo
3:00 pm - 8:52 pm
PWM
-
MKE
6h 52m
1 stop
$335Delta
Tue, Sep 22 - Tue, Sep 29
Southwest Logo
7:10 am - 2:10 pm
MKE
-
PWM
6h 00m
1 stop
Southwest Logo
3:55 pm - 9:55 pm
PWM
-
MKE
7h 00m
1 stop
$350Southwest
Thu, May 28 - Tue, Jun 2
Multiple Airlines Logo
8:46 am - 9:12 am
MKE
-
PWM
23h 26m
1 stop
Multiple Airlines Logo
7:56 pm - 7:58 am
PWM
-
MKE
37h 02m
2 stops
$354Multiple Airlines
Sun, May 31 - Sun, Jun 7
Delta Logo
7:00 am - 1:54 pm
MKE
-
PWM
5h 54m
1 stop
Delta Logo
3:00 pm - 8:52 pm
PWM
-
MKE
6h 52m
1 stop
$355Delta
Tue, Sep 22 - Tue, Sep 29
Southwest Logo
5:50 am - 2:10 pm
MKE
-
PWM
7h 20m
2 stops
Southwest Logo
6:10 am - 3:25 pm
PWM
-
MKE
10h 15m
2 stops
$360Southwest
Thu, May 28 - Tue, Jun 2
American Airlines Logo
7:24 am - 1:22 pm
MKE
-
PWM
4h 58m
1 stop
American Airlines Logo
7:13 am - 2:05 pm
PWM
-
MKE
7h 52m
1 stop
$365American Airlines
Sat, Sep 19 - Sat, Sep 26
Southwest Logo
3:30 pm - 11:25 pm
MKE
-
PWM
6h 55m
1 stop
Southwest Logo
5:20 pm - 12:15 am
PWM
-
MKE
7h 55m
2 stops
$370Southwest
Mon, Jun 1 - Mon, Jun 8
Delta Logo
7:00 am - 1:54 pm
MKE
-
PWM
5h 54m
1 stop
Delta Logo
2:35 pm - 7:33 pm
PWM
-
MKE
5h 58m
1 stop
$371Delta
Tue, Aug 18 - Fri, Aug 21
United Airlines Logo
7:30 am - 2:28 pm
MKE
-
PWM
5h 58m
1 stop
United Airlines Logo
5:15 am - 11:35 am
PWM
-
MKE
7h 20m
2 stops
$376United Airlines
Tue, Aug 18 - Sat, Aug 22
Delta Logo
6:00 am - 1:21 pm
MKE
-
PWM
6h 21m
1 stop
Delta Logo
6:00 am - 10:07 am
PWM
-
MKE
5h 07m
1 stop
$381Delta
Wed, Sep 2 - Sun, Sep 6

American Airlines flights from Milwaukee to Portland, Maine

Our best American Airlines deals on Milwaukee to Portland, Maine flight tickets
American Airlines
Sep 19
MKE4:52 pmMilwaukee-Mitchell
6h 21m
1 stop
PWM12:13 amPortland
Sep 26
PWM7:20 pmPortland
5h 50m
1 stop
MKE12:10 amMilwaukee-Mitchell
$365
American Airlines
Jun 1
MKE6:00 amMilwaukee-Mitchell
7h 24m
1 stop
PWM2:24 pmPortland
Jun 7
PWM5:58 pmPortland
7h 01m
1 stop
MKE11:59 pmMilwaukee-Mitchell
$386
American Airlines
Jun 17
MKE6:01 amMilwaukee-Mitchell
4h 27m
1 stop
PWM11:28 amPortland
Jun 17
PWM5:58 pmPortland
7h 01m
1 stop
MKE11:59 pmMilwaukee-Mitchell
$408

Southwest flights from Milwaukee to Portland, Maine

Our best Southwest deals on Milwaukee to Portland, Maine flight tickets
Southwest
May 28
MKE7:10 amMilwaukee-Mitchell
6h 00m
1 stop
PWM2:10 pmPortland
Jun 2
PWM3:55 pmPortland
7h 00m
1 stop
MKE9:55 pmMilwaukee-Mitchell
$350
Southwest
May 28
MKE5:50 amMilwaukee-Mitchell
7h 20m
2 stops
PWM2:10 pmPortland
Jun 2
PWM6:10 amPortland
10h 15m
2 stops
MKE3:25 pmMilwaukee-Mitchell
$360
Southwest
Jun 1
MKE3:30 pmMilwaukee-Mitchell
6h 55m
1 stop
PWM11:25 pmPortland
Jun 8
PWM5:20 pmPortland
7h 55m
2 stops
MKE12:15 amMilwaukee-Mitchell
$370

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 May 7, 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 9/22

6:00 am-1:21 pm

1 stop6h 21m

Portland

Tue 9/29

3:00 pm-8:52 pm

1 stop6h 52m

$335

MilwaukeePortland

MKE - PWM

MKEPWM

Milwaukee-Mitchell

Thu 5/28

7:10 am-2:10 pm

1 stop6h 00m

Portland

Tue 6/2

3:55 pm-9:55 pm

1 stop7h 00m

$350

MilwaukeePortland

MKE - PWM

MKEPWM

Milwaukee-Mitchell

Sun 5/31

8:46 am-9:12 am

1 stop23h 26m

Portland

Sun 6/7

7:56 pm-7:58 am

2 stops37h 02m

$354

MilwaukeePortland

MKE - PWM

MKEPWM

Milwaukee-Mitchell

Tue 9/22

7:00 am-1:54 pm

1 stop5h 54m

Portland

Tue 9/29

3:00 pm-8:52 pm

1 stop6h 52m

$355

MilwaukeePortland

MKE - PWM

MKEPWM

Milwaukee-Mitchell

Thu 5/28

5:50 am-2:10 pm

2 stops7h 20m

Portland

Tue 6/2

6:10 am-3:25 pm

2 stops10h 15m

$360

MilwaukeePortland

MKE - PWM

MKEPWM

Milwaukee-Mitchell

Sat 9/19

7:24 am-1:22 pm

1 stop4h 58m

Portland

Sat 9/26

7:13 am-2:05 pm

1 stop7h 52m

$365

MilwaukeePortland

MKE - PWM

MKEPWM

Milwaukee-Mitchell

Mon 6/1

3:30 pm-11:25 pm

1 stop6h 55m

Portland

Mon 6/8

5:20 pm-12:15 am

2 stops7h 55m

$370

MilwaukeePortland

MKE - PWM

MKEPWM

Milwaukee-Mitchell

Tue 8/18

7:00 am-1:54 pm

1 stop5h 54m

Portland

Fri 8/21

2:35 pm-7:33 pm

1 stop5h 58m

$371

MilwaukeePortland

MKE - PWM

MKEPWM

Milwaukee-Mitchell

Tue 8/18

7:30 am-2:28 pm

1 stop5h 58m

Portland

Sat 8/22

5:15 am-11:35 am

2 stops7h 20m

$376
Quickest round-trip

MilwaukeePortland

MKE - PWM

MKEPWM

Milwaukee-Mitchell

Wed 9/2

6:00 am-1:21 pm

1 stop6h 21m

Portland

Sun 9/6

6:00 am-10:07 am

1 stop5h 07m

$381

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
1
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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 $334.

How far in advance should I book a flight from Milwaukee 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 $428 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 $296 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 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

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 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
8,459 reviews
Search Delta flights
American AirlinesPriceFrom $238Free CancellationRating
7.1
11,669 reviews
Search American Airlines flights
SouthwestPriceFrom $266Free CancellationRating
7.9
4,301 reviews
Search Southwest flights
United AirlinesPriceFrom $329Free CancellationRating
7.4
9,690 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.

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