Latest deals
Insights
When to book
FAQs
Reviews
Price Alerts

Cheap flights from Milwaukee to Portland from $163

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 8/24. 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.
Southwest Logo
6:35 am - 12:15 pm
MKE
-
PWM
4h 40m
1 stop
Southwest Logo
5:25 am - 12:05 pm
PWM
-
MKE
7h 40m
1 stop
$325Southwest
Tue, Nov 10 - Sat, Nov 14
United Airlines Logo
10:19 am - 5:42 pm
MKE
-
PWM
6h 23m
1 stop
United Airlines Logo
6:53 pm - 11:37 pm
PWM
-
MKE
5h 44m
1 stop
$325United Airlines
Mon, Aug 24 - Mon, Aug 31
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
$325American Airlines
Sat, Sep 19 - Sat, Sep 26
American Airlines Logo
6:00 pm - 11:37 pm
MKE
-
PWM
4h 37m
1 stop
American Airlines Logo
6:02 am - 12:56 pm
PWM
-
MKE
7h 54m
1 stop
$325American Airlines
Sat, Aug 22 - Wed, Aug 26
Delta Logo
8:05 am - 4:01 pm
MKE
-
PWM
6h 56m
1 stop
Delta Logo
6:30 am - 11:37 am
PWM
-
MKE
6h 07m
1 stop
$325Delta
Sat, Sep 12 - Sat, Sep 19
Delta Logo
1:30 pm - 9:05 pm
MKE
-
PWM
6h 35m
1 stop
Delta Logo
5:29 pm - 10:00 pm
PWM
-
MKE
5h 31m
1 stop
$325Delta
Sat, Nov 14 - Tue, Nov 17
United Airlines Logo
5:00 am - 10:40 am
MKE
-
PWM
4h 40m
1 stop
United Airlines Logo
6:00 am - 11:30 am
PWM
-
MKE
6h 30m
1 stop
$325United Airlines
Tue, Oct 13 - Sat, Oct 17
Southwest Logo
5:45 am - 3:30 pm
MKE
-
PWM
8h 45m
2 stops
Southwest Logo
5:35 am - 10:40 am
PWM
-
MKE
6h 05m
1 stop
$330Southwest
Tue, Oct 27 - Sat, Oct 31
Multiple Airlines Logo
12:10 pm - 9:12 am
MKE
-
PWM
20h 02m
1 stop
Multiple Airlines Logo
7:00 am - 11:13 am
PWM
-
MKE
53h 13m
2 stops
$459Multiple Airlines
Thu, Aug 20 - Sun, Aug 23
Multiple Airlines Logo
10:10 am - 7:34 pm
MKE
-
PWM
8h 24m
1 stop
Multiple Airlines Logo
7:00 am - 9:22 am
PWM
-
MKE
27h 22m
2 stops
$473Multiple Airlines
Thu, Sep 24 - Sat, Sep 26

Save money when you book flights with momondo

Big names and deals

Big names and deals

Search 100s of travel sites to compare prices.

Filter for what you want

Filter for what you want

Free Wi-Fi? Stopover? Instantly customize your results.

Trusted and free

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Price Alerts

Not ready to book? to track prices.
Search flight deals

United Airlines flights from Milwaukee to Portland, Maine

Our best United Airlines deals on Milwaukee to Portland, Maine flight tickets
United Airlines
Oct 3
MKE10:42 amMilwaukee-Mitchell
7h 01m
1 stop
PWM6:43 pmPortland
Oct 7
PWM6:00 amPortland
5h 07m
1 stop
MKE10:07 amMilwaukee-Mitchell
$325
United Airlines
Oct 3
MKE3:51 pmMilwaukee-Mitchell
4h 55m
1 stop
PWM9:46 pmPortland
Oct 7
PWM5:15 amPortland
7h 15m
2 stops
MKE11:30 amMilwaukee-Mitchell
$330
United Airlines
Nov 3
MKE3:33 pmMilwaukee-Mitchell
6h 48m
2 stops
PWM11:21 pmPortland
Nov 7
PWM8:45 amPortland
7h 13m
2 stops
MKE2:58 pmMilwaukee-Mitchell
$335

Southwest flights from Milwaukee to Portland, Maine

Our best Southwest deals on Milwaukee to Portland, Maine flight tickets
Southwest
Oct 20
MKE2:30 pmMilwaukee-Mitchell
7h 05m
1 stop
PWM10:35 pmPortland
Oct 26
PWM5:20 amPortland
6h 25m
2 stops
MKE10:45 amMilwaukee-Mitchell
$356
Southwest
Oct 13
MKE10:30 amMilwaukee-Mitchell
9h 00m
2 stops
PWM8:30 pmPortland
Oct 16
PWM5:20 amPortland
6h 20m
1 stop
MKE10:40 amMilwaukee-Mitchell
$360
Southwest
Oct 20
MKE2:20 pmMilwaukee-Mitchell
7h 15m
2 stops
PWM10:35 pmPortland
Oct 26
PWM5:20 amPortland
6h 25m
2 stops
MKE10:45 amMilwaukee-Mitchell
$361

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 August 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

Cheapest round-trip

MilwaukeePortland

MKE - PWM

MKEPWM

Milwaukee-Mitchell

Tue 11/10

6:35 am-12:15 pm

1 stop4h 40m

Portland

Sat 11/14

5:25 am-12:05 pm

1 stop7h 40m

$325

MilwaukeePortland

MKE - PWM

MKEPWM

Milwaukee-Mitchell

Mon 8/24

10:19 am-5:42 pm

1 stop6h 23m

Portland

Mon 8/31

6:53 pm-11:37 pm

1 stop5h 44m

$325

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

$325

MilwaukeePortland

MKE - PWM

MKEPWM

Milwaukee-Mitchell

Sat 8/22

6:00 pm-11:37 pm

1 stop4h 37m

Portland

Wed 8/26

6:02 am-12:56 pm

1 stop7h 54m

$325

MilwaukeePortland

MKE - PWM

MKEPWM

Milwaukee-Mitchell

Sat 9/12

8:05 am-4:01 pm

1 stop6h 56m

Portland

Sat 9/19

6:30 am-11:37 am

1 stop6h 07m

$325

MilwaukeePortland

MKE - PWM

MKEPWM

Milwaukee-Mitchell

Sat 11/14

1:30 pm-9:05 pm

1 stop6h 35m

Portland

Tue 11/17

5:29 pm-10:00 pm

1 stop5h 31m

$325
Quickest round-trip

MilwaukeePortland

MKE - PWM

MKEPWM

Milwaukee-Mitchell

Tue 10/13

5:00 am-10:40 am

1 stop4h 40m

Portland

Sat 10/17

6:00 am-11:30 am

1 stop6h 30m

$325

MilwaukeePortland

MKE - PWM

MKEPWM

Milwaukee-Mitchell

Tue 10/27

5:45 am-3:30 pm

2 stops8h 45m

Portland

Sat 10/31

5:35 am-10:40 am

1 stop6h 05m

$330

MilwaukeePortland

MKE - PWM

MKEPWM

Milwaukee-Mitchell

Thu 8/20

12:10 pm-9:12 am

1 stop20h 02m

Portland

Sun 8/23

7:00 am-11:13 am

2 stops53h 13m

$459

MilwaukeePortland

MKE - PWM

MKEPWM

Milwaukee-Mitchell

Thu 9/24

10:10 am-7:34 pm

1 stop8h 24m

Portland

Sat 9/26

7:00 am-9:22 am

2 stops27h 22m

$473

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
1
2

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?

Prices are currently low for flights on this route.

Typical prices usually range from $462 to $596.
The lowest price recently found on this route was $325.

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

3h 56m

Direct flights

None
The fastest flight from Milwaukee to Portland, Maine takes 3h 56m
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 3h 56m.

  • 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 $251Free CancellationRating
7.8
8,497 reviews
Search Delta flights
American AirlinesPriceFrom $314Free CancellationRating
7.1
11,845 reviews
Search American Airlines flights
United AirlinesPriceFrom $340Free CancellationRating
7.4
10,062 reviews
Search United Airlines flights
SouthwestPriceFrom $386Free CancellationRating
8.0
4,229 reviews
Search Southwest 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
Lewiston
Brunswick
Freeport
Bartlett
Gorham
Conway
Auburn
Windham
Bath
Intervale
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

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.
Start using Trips
Find my bookings

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.
1 adult
Mon 8/31
Mon 9/7
By creating a price alert you accept our terms of use and privacy policy.

Find better results for your trip to the United States