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Cheap flights from Portland, Maine to Milwaukee 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 Portland, Maine to Milwaukee departing on 9/22. 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 Portland, Maine to Milwaukee

Cheap round-trip flights

Enter your travel dates to find the best prices.
United Airlines Logo
6:00 am - 10:00 am
PWM
-
MKE
5h 00m
1 stop
United Airlines Logo
3:52 pm - 9:54 pm
MKE
-
PWM
5h 02m
1 stop
$329United Airlines
Thu, Oct 15 - Tue, Oct 20
United Airlines Logo
6:00 am - 10:00 am
PWM
-
MKE
5h 00m
1 stop
United Airlines Logo
6:15 am - 2:38 pm
MKE
-
PWM
7h 23m
2 stops
$334United Airlines
Thu, Oct 15 - Tue, Oct 20
American Airlines Logo
1:53 pm - 8:03 pm
PWM
-
MKE
7h 10m
1 stop
American Airlines Logo
12:37 pm - 6:25 pm
MKE
-
PWM
4h 48m
1 stop
$341American Airlines
Thu, Oct 1 - Mon, Oct 5
Southwest Logo
3:25 pm - 11:05 pm
PWM
-
MKE
8h 40m
2 stops
Southwest Logo
5:10 am - 12:05 pm
MKE
-
PWM
5h 55m
1 stop
$346Southwest
Thu, Oct 1 - Mon, Oct 5
Southwest Logo
3:25 pm - 10:50 pm
PWM
-
MKE
8h 25m
2 stops
Southwest Logo
4:50 pm - 12:05 am
MKE
-
PWM
6h 15m
2 stops
$351Southwest
Thu, Oct 1 - Mon, Oct 5
Delta Logo
5:30 pm - 10:30 pm
PWM
-
MKE
6h 00m
1 stop
Delta Logo
9:40 am - 4:01 pm
MKE
-
PWM
5h 21m
1 stop
$362Delta
Thu, Jul 30 - Tue, Aug 4
United Airlines Logo
6:53 pm - 11:37 pm
PWM
-
MKE
5h 44m
1 stop
United Airlines Logo
6:00 am - 2:38 pm
MKE
-
PWM
7h 38m
2 stops
$367United Airlines
Sat, Sep 19 - Sun, Sep 20
Delta Logo
5:30 pm - 10:30 pm
PWM
-
MKE
6h 00m
1 stop
Delta Logo
6:45 am - 2:19 pm
MKE
-
PWM
6h 34m
1 stop
$372Delta
Wed, Jul 15 - Fri, Jul 17
United Airlines Logo
5:15 am - 2:36 pm
PWM
-
MKE
10h 21m
2 stops
United Airlines Logo
3:11 pm - 9:41 pm
MKE
-
PWM
5h 30m
1 stop
$377United Airlines
Sat, Jul 25 - Wed, Jul 29
Southwest Logo
3:40 pm - 8:40 pm
PWM
-
MKE
6h 00m
1 stop
Southwest Logo
6:25 am - 3:00 pm
MKE
-
PWM
7h 35m
1 stop
$379Southwest
Fri, Sep 4 - Mon, Sep 7

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United Airlines flights from Portland, Maine to Milwaukee

Our best United Airlines deals on Portland, Maine to Milwaukee flight tickets
United Airlines
Oct 15
PWM6:00 amPortland
5h 00m
1 stop
MKE10:00 amMilwaukee-Mitchell
Oct 20
MKE3:52 pmMilwaukee-Mitchell
5h 02m
1 stop
PWM9:54 pmPortland
$329
United Airlines
Oct 15
PWM6:00 amPortland
5h 00m
1 stop
MKE10:00 amMilwaukee-Mitchell
Oct 20
MKE6:15 amMilwaukee-Mitchell
7h 23m
2 stops
PWM2:38 pmPortland
$334
United Airlines
Sep 19
PWM6:53 pmPortland
5h 44m
1 stop
MKE11:37 pmMilwaukee-Mitchell
Sep 20
MKE6:00 amMilwaukee-Mitchell
7h 38m
2 stops
PWM2:38 pmPortland
$367

American Airlines flights from Portland, Maine to Milwaukee

Our best American Airlines deals on Portland, Maine to Milwaukee flight tickets
American Airlines
Oct 1
PWM1:53 pmPortland
7h 10m
1 stop
MKE8:03 pmMilwaukee-Mitchell
Oct 5
MKE12:37 pmMilwaukee-Mitchell
4h 48m
1 stop
PWM6:25 pmPortland
$341
American Airlines
Jul 25
PWM6:01 amPortland
7h 39m
1 stop
MKE12:40 pmMilwaukee-Mitchell
Jul 29
MKE6:55 pmMilwaukee-Mitchell
4h 48m
1 stop
PWM12:43 amPortland
$418
American Airlines
Jul 10
PWM8:00 amPortland
5h 22m
1 stop
MKE12:22 pmMilwaukee-Mitchell
Jul 12
MKE7:03 pmMilwaukee-Mitchell
4h 40m
1 stop
PWM12:43 amPortland
$427

momondo Fare Finder

 
Customize your flight search to find flights from Portland, Maine to Milwaukee 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 23, 2026.
Use the filters below to find and compare flights from Portland, Maine to Milwaukee that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip
Quickest round-trip

PortlandMilwaukee

PWM - MKE

PWMMKE

Portland

Thu 10/15

6:00 am-10:00 am

1 stop5h 00m

Milwaukee-Mitchell

Tue 10/20

3:52 pm-9:54 pm

1 stop5h 02m

$329

PortlandMilwaukee

PWM - MKE

PWMMKE

Portland

Thu 10/15

6:00 am-10:00 am

1 stop5h 00m

Milwaukee-Mitchell

Tue 10/20

6:15 am-2:38 pm

2 stops7h 23m

$334

PortlandMilwaukee

PWM - MKE

PWMMKE

Portland

Thu 10/1

1:53 pm-8:03 pm

1 stop7h 10m

Milwaukee-Mitchell

Mon 10/5

12:37 pm-6:25 pm

1 stop4h 48m

$341

PortlandMilwaukee

PWM - MKE

PWMMKE

Portland

Thu 10/1

3:25 pm-11:05 pm

2 stops8h 40m

Milwaukee-Mitchell

Mon 10/5

5:10 am-12:05 pm

1 stop5h 55m

$346

PortlandMilwaukee

PWM - MKE

PWMMKE

Portland

Thu 10/1

3:25 pm-10:50 pm

2 stops8h 25m

Milwaukee-Mitchell

Mon 10/5

4:50 pm-12:05 am

2 stops6h 15m

$351

PortlandMilwaukee

PWM - MKE

PWMMKE

Portland

Thu 7/30

5:30 pm-10:30 pm

1 stop6h 00m

Milwaukee-Mitchell

Tue 8/4

9:40 am-4:01 pm

1 stop5h 21m

$362

PortlandMilwaukee

PWM - MKE

PWMMKE

Portland

Sat 9/19

6:53 pm-11:37 pm

1 stop5h 44m

Milwaukee-Mitchell

Sun 9/20

6:00 am-2:38 pm

2 stops7h 38m

$367

PortlandMilwaukee

PWM - MKE

PWMMKE

Portland

Wed 7/15

5:30 pm-10:30 pm

1 stop6h 00m

Milwaukee-Mitchell

Fri 7/17

6:45 am-2:19 pm

1 stop6h 34m

$372

PortlandMilwaukee

PWM - MKE

PWMMKE

Portland

Sat 7/25

5:15 am-2:36 pm

2 stops10h 21m

Milwaukee-Mitchell

Wed 7/29

3:11 pm-9:41 pm

1 stop5h 30m

$377

PortlandMilwaukee

PWM - MKE

PWMMKE

Portland

Fri 9/4

3:40 pm-8:40 pm

1 stop6h 00m

Milwaukee-Mitchell

Mon 9/7

6:25 am-3:00 pm

1 stop7h 35m

$379

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 Milwaukee from

How to get the cheapest flight ticket from Portland, Maine to Milwaukee

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 Portland, Maine and Milwaukee?

What is the cheapest month to fly to Milwaukee?

The cheapest month to fly to Milwaukee from Portland, Maine is in November. Flight prices, which tend to average around $312, are often lower during this time because this is during the off-season. The month of February is another great option to travel to Milwaukee, with average flight prices from Portland, Maine averaging around $348.

When to book flights from Portland, Maine to Milwaukee

Are you open to changing your travel dates? Check out the ideal times to fly from Portland, Maine to Milwaukee according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Portland, Maine to Milwaukee (PWM to MKE) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Portland, Maine to Milwaukee

Fastest flight time

5h 00m

Direct flights

None
The fastest flight from Portland, Maine to Milwaukee takes 5h 00m
There are no direct flights from Portland, Maine to Milwaukee. There are no popular flight routes from Portland, Maine to Milwaukee.
Search flight deals

Frequently asked questions about flying from Portland, Maine to Milwaukee

  • How far is Portland to Milwaukee-Mitchell by plane?

    The distance between Portland and Milwaukee-Mitchell is about 885.6 mi. By plane, this route typically takes 5h 00m.

  • When did momondo last update prices for flights from Portland Airport to Milwaukee-Mitchell Airport?

    Prices for flights from Portland Airport to Milwaukee-Mitchell Airport are refreshed on a daily basis.

  • How many operators does momondo search for flights from Portland Airport to Milwaukee-Mitchell Airport?

  • How old do you have to be to fly from Portland Airport to Milwaukee-Mitchell Airport?

    Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Portland Airport to Milwaukee-Mitchell Airport.

  • What documentation or ID do you need to fly to Milwaukee-Mitchell Airport?

    The travel and health documents required for your trip to Milwaukee-Mitchell Airport can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Milwaukee-Mitchell Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

  • What is the most popular airline from Portland, Maine to Milwaukee?

Best airlines flying from Portland, Maine to Milwaukee

Compare and see reviews for airlines that fly from Portland, Maine to Milwaukee with momondo
Airline
Rating
Free Cancellation
Price
DeltaPriceFrom $272Free CancellationRating
7.8
8,424 reviews
Search Delta flights
United AirlinesPriceFrom $316Free CancellationRating
7.4
9,875 reviews
Search United Airlines flights
American AirlinesPriceFrom $349Free CancellationRating
7.1
11,745 reviews
Search American Airlines flights
SouthwestPriceFrom $358Free CancellationRating
7.9
4,242 reviews
Search Southwest flights

Traveling to a place near Milwaukee?

Book flights to Milwaukee if you plan to visit one of these locations
Sheboygan
Waukesha
Wauwatosa
Oak Creek
Mequon
Glendale
West Bend
Pewaukee
Port Washington
Kohler
New Berlin
Grafton

Why use momondo?

Why should I use momondo to find a flight deal from Portland to Milwaukee?

It is quick and easy to find Portland to Milwaukee flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to Milwaukee that suits you.

Can I find flights from Portland to Milwaukee with flexible booking policies on momondo?

Yes. momondo enables you to select and highlight flights to Milwaukee from Portland with this policy.

How can momondo help me find flights from Portland to Milwaukee?

Once all potential Portland to Milwaukee flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.

I’m not ready to book a flight from Portland to Milwaukee right now. Can momondo alert me if prices change?

If you are simply researching potential flights to Milwaukee, momondo offers a useful price alert feature which will track prices for flights to Milwaukee from Portland and alert you when they change.

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