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Cheap flights from Milwaukee to Portland from $146

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 9/15. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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0 bags

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Find the cheapest flights from Milwaukee to Portland

Cheap round-trip flights

Delta Logo
5:18 pm - 12:11 amMKE-PWM
5h 53m1 stop
Delta Logo
6:00 am - 12:23 pmPWM-MKE
7h 23m1 stop
$277Delta
Find Deal
Wed, Sep 17 - Tue, Sep 23
Delta Logo
5:18 pm - 12:11 amMKE-PWM
5h 53m1 stop
Delta Logo
6:00 am - 4:14 pmPWM-MKE
11h 14m2 stops
$282Delta
Find Deal
Wed, Sep 17 - Tue, Sep 23
American Airlines Logo
4:49 pm - 10:45 pmMKE-PWM
4h 56m1 stop
American Airlines Logo
3:28 pm - 7:46 pmPWM-MKE
5h 18m1 stop
$284American Airlines
Find Deal
Tue, Oct 28 - Sat, Nov 1
United Airlines Logo
6:05 am - 2:12 pmMKE-PWM
7h 07m1 stop
United Airlines Logo
4:54 pm - 10:43 pmPWM-MKE
6h 49m1 stop
$287United Airlines
Find Deal
Fri, Oct 31 - Wed, Nov 5
Delta Logo
1:10 pm - 10:19 pmMKE-PWM
8h 09m2 stops
Delta Logo
6:00 am - 11:01 amPWM-MKE
6h 01m1 stop
$289Delta
Find Deal
Tue, Oct 28 - Sat, Nov 1
Delta Logo
2:45 pm - 9:59 pmMKE-PWM
6h 14m1 stop
Delta Logo
4:55 pm - 9:08 pmPWM-MKE
5h 13m1 stop
$291Delta
Find Deal
Mon, Dec 8 - Mon, Dec 15
United Airlines Logo
2:45 pm - 11:17 pmMKE-PWM
7h 32m2 stops
United Airlines Logo
4:54 pm - 10:43 pmPWM-MKE
6h 49m1 stop
$292United Airlines
Find Deal
Fri, Oct 31 - Wed, Nov 5
Southwest Logo
4:00 pm - 10:25 pmMKE-PWM
5h 25m1 stop
Southwest Logo
5:40 pm - 11:00 pmPWM-MKE
6h 20m1 stop
$301Southwest
Find Deal
Tue, Sep 23 - Fri, Sep 26
American Airlines Logo
5:26 am - 1:31 pmMKE-PWM
7h 05m1 stop
American Airlines Logo
3:28 pm - 8:00 pmPWM-MKE
5h 32m1 stop
$308American Airlines
Find Deal
Mon, Sep 29 - Fri, Oct 3
Southwest Logo
6:00 pm - 12:05 amMKE-PWM
5h 05m1 stop
Southwest Logo
5:30 am - 9:25 amPWM-MKE
4h 55m1 stop
$356Southwest
Find Deal
Fri, Oct 3 - Sun, Oct 5

American Airlines flights from Milwaukee to Portland, Maine

Our best American Airlines deals on Milwaukee to Portland, Maine flight tickets
American Airlines
Oct 28
MKE4:49 pmMilwaukee-Mitchell
4h 56m
1 stop
PWM10:45 pmPortland
Nov 1
PWM3:28 pmPortland
5h 18m
1 stop
MKE7:46 pmMilwaukee-Mitchell
$284
Find similar
American Airlines
Sep 29
MKE5:26 amMilwaukee-Mitchell
7h 05m
1 stop
PWM1:31 pmPortland
Oct 3
PWM3:28 pmPortland
5h 32m
1 stop
MKE8:00 pmMilwaukee-Mitchell
$308
Find similar
American Airlines
Oct 11
MKE2:05 pmMilwaukee-Mitchell
7h 57m
1 stop
PWM11:02 pmPortland
Oct 19
PWM5:59 pmPortland
7h 15m
1 stop
MKE12:14 amMilwaukee-Mitchell
$329
Find similar

Delta flights from Milwaukee to Portland, Maine

Our best Delta deals on Milwaukee to Portland, Maine flight tickets
Delta
Sep 17
MKE5:18 pmMilwaukee-Mitchell
5h 53m
1 stop
PWM12:11 amPortland
Sep 23
PWM6:00 amPortland
7h 23m
1 stop
MKE12:23 pmMilwaukee-Mitchell
$277
Find similar
Delta
Sep 17
MKE5:18 pmMilwaukee-Mitchell
5h 53m
1 stop
PWM12:11 amPortland
Sep 23
PWM6:00 amPortland
11h 14m
2 stops
MKE4:14 pmMilwaukee-Mitchell
$282
Find similar
Delta
Oct 28
MKE1:10 pmMilwaukee-Mitchell
8h 09m
2 stops
PWM10:19 pmPortland
Nov 1
PWM6:00 amPortland
6h 01m
1 stop
MKE11:01 amMilwaukee-Mitchell
$289
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 August 21, 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

Wed 9/17

5:18 pm-12:11 am

1 stop5h 53m

Portland

Tue 9/23

6:00 am-12:23 pm

1 stop7h 23m

$277

MilwaukeePortland

MKE - PWM

MKEPWM

Milwaukee-Mitchell

Wed 9/17

5:18 pm-12:11 am

1 stop5h 53m

Portland

Tue 9/23

6:00 am-4:14 pm

2 stops11h 14m

$282

MilwaukeePortland

MKE - PWM

MKEPWM

Milwaukee-Mitchell

Tue 10/28

4:49 pm-10:45 pm

1 stop4h 56m

Portland

Sat 11/1

3:28 pm-7:46 pm

1 stop5h 18m

$284

MilwaukeePortland

MKE - PWM

MKEPWM

Milwaukee-Mitchell

Fri 10/31

6:05 am-2:12 pm

1 stop7h 07m

Portland

Wed 11/5

4:54 pm-10:43 pm

1 stop6h 49m

$287

MilwaukeePortland

MKE - PWM

MKEPWM

Milwaukee-Mitchell

Tue 10/28

1:10 pm-10:19 pm

2 stops8h 09m

Portland

Sat 11/1

6:00 am-11:01 am

1 stop6h 01m

$289

MilwaukeePortland

MKE - PWM

MKEPWM

Milwaukee-Mitchell

Mon 12/8

2:45 pm-9:59 pm

1 stop6h 14m

Portland

Mon 12/15

4:55 pm-9:08 pm

1 stop5h 13m

$291

MilwaukeePortland

MKE - PWM

MKEPWM

Milwaukee-Mitchell

Fri 10/31

2:45 pm-11:17 pm

2 stops7h 32m

Portland

Wed 11/5

4:54 pm-10:43 pm

1 stop6h 49m

$292

MilwaukeePortland

MKE - PWM

MKEPWM

Milwaukee-Mitchell

Tue 9/23

4:00 pm-10:25 pm

1 stop5h 25m

Portland

Fri 9/26

5:40 pm-11:00 pm

1 stop6h 20m

$301

MilwaukeePortland

MKE - PWM

MKEPWM

Milwaukee-Mitchell

Mon 9/29

5:26 am-1:31 pm

1 stop7h 05m

Portland

Fri 10/3

3:28 pm-8:00 pm

1 stop5h 32m

$308

MilwaukeePortland

MKE - PWM

MKEPWM

Milwaukee-Mitchell

Fri 10/3

6:00 pm-12:05 am

1 stop5h 05m

Portland

Sun 10/5

5:30 am-9:25 am

1 stop4h 55m

$356

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 17 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 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 $380 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 55m.

  • 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
SouthwestPriceFrom $246Free CancellationRating
8.0
4,245 reviews
Search Southwest flights
DeltaPriceFrom $256Free CancellationRating
7.9
7,981 reviews
Search Delta flights
American AirlinesPriceFrom $256Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
United AirlinesPriceFrom $299Free CancellationRating
7.4
8,930 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
Bartlett
Gorham
Brunswick
Auburn
Intervale
Windham
Bath
Oxford
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.

An easier way to manage your Portland, Maine trip

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