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Cheap flights from Milwaukee to Portland from $285

This is the cheapest round-trip flight price found by a momondo user in the last 72 hours by searching for a flight from Milwaukee to Portland departing on 12/8. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Cheap round-trip flights

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Delta Logo
5:59 pm - 11:21 pmMKE-PWM
4h 22m1 stop
Delta Logo
6:08 am - 2:21 pmPWM-MKE
9h 13m1 stop
$285Delta
Find Deal
Mon, Dec 8 - Mon, Dec 15
Delta Logo
5:59 pm - 11:21 pmMKE-PWM
4h 22m1 stop
Delta Logo
2:34 pm - 11:54 pmPWM-MKE
10h 20m2 stops
$290Delta
Find Deal
Mon, Dec 8 - Mon, Dec 15
Delta Logo
7:00 am - 1:51 pmMKE-PWM
5h 51m1 stop
Delta Logo
2:35 pm - 8:12 pmPWM-MKE
6h 37m1 stop
$319Delta
Find Deal
Tue, Mar 3 - Thu, Mar 5
Delta Logo
3:13 pm - 10:19 pmMKE-PWM
6h 06m1 stop
Delta Logo
12:48 pm - 5:49 pmPWM-MKE
6h 01m1 stop
$350Delta
Find Deal
Wed, Nov 19 - Sun, Nov 23
United Airlines Logo
2:30 pm - 11:09 pmMKE-PWM
7h 39m2 stops
United Airlines Logo
6:00 am - 3:08 pmPWM-MKE
10h 08m2 stops
$365United Airlines
Find Deal
Mon, Dec 8 - Mon, Dec 15
American Airlines Logo
6:01 am - 11:37 amMKE-PWM
4h 36m1 stop
American Airlines Logo
12:23 pm - 11:05 pmPWM-MKE
11h 42m2 stops
$388American Airlines
Find Deal
Mon, Dec 8 - Mon, Dec 15
United Airlines Logo
6:00 am - 2:23 pmMKE-PWM
7h 23m2 stops
United Airlines Logo
6:00 am - 12:35 pmPWM-MKE
7h 35m2 stops
$399United Airlines
Find Deal
Tue, Mar 3 - Thu, Mar 5
American Airlines Logo
2:53 pm - 10:33 pmMKE-PWM
6h 40m1 stop
American Airlines Logo
5:43 am - 12:01 pmPWM-MKE
7h 18m1 stop
$437American Airlines
Find Deal
Wed, Nov 26 - Mon, Dec 1
United Airlines Logo
6:05 am - 2:12 pmMKE-PWM
7h 07m1 stop
United Airlines Logo
4:57 pm - 10:43 pmPWM-MKE
6h 46m1 stop
$447United Airlines
Find Deal
Tue, Nov 4 - Sat, Nov 8
American Airlines Logo
5:00 am - 3:19 pmMKE-PWM
9h 19m2 stops
American Airlines Logo
5:43 am - 3:09 pmPWM-MKE
10h 26m2 stops
$1,047American Airlines
Find Deal
Tue, Nov 25 - Sat, Nov 29

Delta flights from Milwaukee to Portland, Maine

Our best Delta deals on Milwaukee to Portland, Maine flight tickets
Delta
Dec 8
MKE5:59 pmMilwaukee-Mitchell
4h 22m
1 stop
PWM11:21 pmPortland
Dec 15
PWM6:08 amPortland
9h 13m
1 stop
MKE2:21 pmMilwaukee-Mitchell
$285
Find similar
Delta
Dec 8
MKE5:59 pmMilwaukee-Mitchell
4h 22m
1 stop
PWM11:21 pmPortland
Dec 15
PWM2:34 pmPortland
10h 20m
2 stops
MKE11:54 pmMilwaukee-Mitchell
$290
Find similar
Delta
Mar 3
MKE7:00 amMilwaukee-Mitchell
5h 51m
1 stop
PWM1:51 pmPortland
Mar 5
PWM2:35 pmPortland
6h 37m
1 stop
MKE8:12 pmMilwaukee-Mitchell
$319
Find similar

United Airlines flights from Milwaukee to Portland, Maine

Our best United Airlines deals on Milwaukee to Portland, Maine flight tickets
United Airlines
Dec 8
MKE2:30 pmMilwaukee-Mitchell
7h 39m
2 stops
PWM11:09 pmPortland
Dec 15
PWM6:00 amPortland
10h 08m
2 stops
MKE3:08 pmMilwaukee-Mitchell
$365
Find similar
United Airlines
Mar 3
MKE6:00 amMilwaukee-Mitchell
7h 23m
2 stops
PWM2:23 pmPortland
Mar 5
PWM6:00 amPortland
7h 35m
2 stops
MKE12:35 pmMilwaukee-Mitchell
$399
Find similar
United Airlines
Nov 4
MKE6:05 amMilwaukee-Mitchell
7h 07m
1 stop
PWM2:12 pmPortland
Nov 8
PWM4:57 pmPortland
6h 46m
1 stop
MKE10:43 pmMilwaukee-Mitchell
$447
Find similar

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 October 22, 2025.
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

Mon 12/8

5:59 pm-11:21 pm

1 stop4h 22m

Portland

Mon 12/15

6:08 am-2:21 pm

1 stop9h 13m

$285

MilwaukeePortland

MKE - PWM

MKEPWM

Milwaukee-Mitchell

Mon 12/8

5:59 pm-11:21 pm

1 stop4h 22m

Portland

Mon 12/15

2:34 pm-11:54 pm

2 stops10h 20m

$290

MilwaukeePortland

MKE - PWM

MKEPWM

Milwaukee-Mitchell

Tue 3/3

7:00 am-1:51 pm

1 stop5h 51m

Portland

Thu 3/5

2:35 pm-8:12 pm

1 stop6h 37m

$319

MilwaukeePortland

MKE - PWM

MKEPWM

Milwaukee-Mitchell

Wed 11/19

3:13 pm-10:19 pm

1 stop6h 06m

Portland

Sun 11/23

12:48 pm-5:49 pm

1 stop6h 01m

$350

MilwaukeePortland

MKE - PWM

MKEPWM

Milwaukee-Mitchell

Mon 12/8

2:30 pm-11:09 pm

2 stops7h 39m

Portland

Mon 12/15

6:00 am-3:08 pm

2 stops10h 08m

$365

MilwaukeePortland

MKE - PWM

MKEPWM

Milwaukee-Mitchell

Mon 12/8

6:01 am-11:37 am

1 stop4h 36m

Portland

Mon 12/15

12:23 pm-11:05 pm

2 stops11h 42m

$388

MilwaukeePortland

MKE - PWM

MKEPWM

Milwaukee-Mitchell

Tue 3/3

6:00 am-2:23 pm

2 stops7h 23m

Portland

Thu 3/5

6:00 am-12:35 pm

2 stops7h 35m

$399

MilwaukeePortland

MKE - PWM

MKEPWM

Milwaukee-Mitchell

Wed 11/26

2:53 pm-10:33 pm

1 stop6h 40m

Portland

Mon 12/1

5:43 am-12:01 pm

1 stop7h 18m

$437

MilwaukeePortland

MKE - PWM

MKEPWM

Milwaukee-Mitchell

Tue 11/4

6:05 am-2:12 pm

1 stop7h 07m

Portland

Sat 11/8

4:57 pm-10:43 pm

1 stop6h 46m

$447

MilwaukeePortland

MKE - PWM

MKEPWM

Milwaukee-Mitchell

Tue 11/25

5:00 am-3:19 pm

2 stops9h 19m

Portland

Sat 11/29

5:43 am-3:09 pm

2 stops10h 26m

$1,047

Flights are sorted by cheapest round-trip flights first.

Sorted by cheapest first

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 day to depart on your flight to Portland, Maine?

On average, the least expensive day to fly to Portland, Maine from Milwaukee is on a Tuesday. momondo users have found tickets for Tuesday departures for as low as $361. However, this price may fluctuate depending on the airline, the season, and holidays. On the other hand, Monday is the most expensive day to depart from Milwaukee because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $472.

What is the cheapest time of day to depart on your flight to Portland, Maine?

In the afternoon is the cheapest time of day to fly from Milwaukee to Portland, Maine when you can find flight prices for as low as $376. Flying to Portland, Maine in the afternoon is an ideal time because this is during off-peak travel hours. Try not to purchase tickets in the morning because they tend to be around $426. Of course, these prices can vary depending on the time of year and what airport you fly to.

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 $404 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

Direct flights

None
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 22m.

  • 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
11,029 reviews
Search American Airlines flights
SouthwestPriceFrom $246Free CancellationRating
8.0
4,235 reviews
Search Southwest flights
DeltaPriceFrom $251Free CancellationRating
7.9
7,981 reviews
Search Delta flights
United AirlinesPriceFrom $309Free CancellationRating
7.4
8,988 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
Auburn
Gorham
Intervale
Windham
Oxford
Bath
Georgetown
Tamworth
Falmouth

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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