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Cheap flights from Portland, Maine to Milwaukee from $140

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 6/3. 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

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 - 10:09 am
PWM
-
MKE
5h 09m
1 stop
United Airlines Logo
2:50 pm - 9:52 pm
MKE
-
PWM
6h 02m
1 stop
$335United Airlines
Tue, Jun 9 - Tue, Jun 16
United Airlines Logo
6:00 am - 9:57 am
PWM
-
MKE
4h 57m
1 stop
United Airlines Logo
1:30 pm - 11:51 pm
MKE
-
PWM
9h 21m
2 stops
$340United Airlines
Wed, May 27 - Wed, Jun 3
United Airlines Logo
6:25 pm - 10:34 pm
PWM
-
MKE
5h 09m
1 stop
United Airlines Logo
2:50 pm - 9:51 pm
MKE
-
PWM
6h 01m
1 stop
$350United Airlines
Tue, May 26 - Thu, May 28
Multiple Airlines Logo
9:52 am - 8:01 am
PWM
-
MKE
23h 09m
1 stop
Multiple Airlines Logo
12:09 pm - 9:12 am
MKE
-
PWM
20h 03m
2 stops
$354Multiple Airlines
Mon, Jun 1 - Fri, Jun 5
United Airlines Logo
6:25 pm - 10:34 pm
PWM
-
MKE
5h 09m
1 stop
United Airlines Logo
2:50 pm - 11:51 pm
MKE
-
PWM
8h 01m
2 stops
$355United Airlines
Tue, May 26 - Thu, May 28
United Airlines Logo
6:25 pm - 10:24 pm
PWM
-
MKE
4h 59m
1 stop
United Airlines Logo
1:30 pm - 9:51 pm
MKE
-
PWM
7h 21m
1 stop
$371United Airlines
Tue, Jun 9 - Sun, Jun 14
United Airlines Logo
6:00 am - 9:57 am
PWM
-
MKE
4h 57m
1 stop
United Airlines Logo
6:05 am - 2:34 pm
MKE
-
PWM
7h 29m
2 stops
$372United Airlines
Tue, Jun 9 - Tue, Jun 16
American Airlines Logo
5:57 pm - 12:01 am
PWM
-
MKE
7h 04m
1 stop
American Airlines Logo
1:30 pm - 10:46 pm
MKE
-
PWM
8h 16m
1 stop
$386American Airlines
Mon, Jun 1 - Fri, Jun 5
Delta Logo
12:40 pm - 6:09 pm
PWM
-
MKE
6h 29m
1 stop
Delta Logo
9:37 am - 3:55 pm
MKE
-
PWM
5h 18m
1 stop
$407Delta
Thu, Jun 25 - Mon, Jun 29
Southwest Logo
3:45 pm - 10:00 pm
PWM
-
MKE
7h 15m
2 stops
Southwest Logo
10:15 am - 9:30 pm
MKE
-
PWM
10h 15m
2 stops
$409Southwest
Tue, Jun 9 - Tue, Jun 16

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Delta flights from Portland, Maine to Milwaukee

Our best Delta deals on Portland, Maine to Milwaukee flight tickets
Delta
Jun 25
PWM12:40 pmPortland
6h 29m
1 stop
MKE6:09 pmMilwaukee-Mitchell
Jun 29
MKE9:37 amMilwaukee-Mitchell
5h 18m
1 stop
PWM3:55 pmPortland
$407
Delta
Jul 10
PWM4:52 pmPortland
4h 28m
1 stop
MKE8:20 pmMilwaukee-Mitchell
Jul 12
MKE6:45 amMilwaukee-Mitchell
6h 34m
1 stop
PWM2:19 pmPortland
$417
Delta
Jul 10
PWM12:40 pmPortland
4h 22m
1 stop
MKE4:02 pmMilwaukee-Mitchell
Jul 12
MKE6:45 amMilwaukee-Mitchell
6h 34m
1 stop
PWM2:19 pmPortland
$427

Southwest flights from Portland, Maine to Milwaukee

Our best Southwest deals on Portland, Maine to Milwaukee flight tickets
Southwest
Jun 9
PWM3:45 pmPortland
7h 15m
2 stops
MKE10:00 pmMilwaukee-Mitchell
Jun 16
MKE10:15 amMilwaukee-Mitchell
10h 15m
2 stops
PWM9:30 pmPortland
$409
Southwest
Jul 7
PWM7:10 pmPortland
5h 00m
1 stop
MKE11:10 pmMilwaukee-Mitchell
Jul 14
MKE7:40 amMilwaukee-Mitchell
9h 50m
2 stops
PWM6:30 pmPortland
$412
Southwest
May 26
PWM6:10 amPortland
10h 15m
2 stops
MKE3:25 pmMilwaukee-Mitchell
May 28
MKE5:50 amMilwaukee-Mitchell
7h 20m
2 stops
PWM2:10 pmPortland
$413

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 May 3, 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

PortlandMilwaukee

PWM - MKE

PWMMKE

Portland

Tue 6/9

6:00 am-10:09 am

1 stop5h 09m

Milwaukee-Mitchell

Tue 6/16

2:50 pm-9:52 pm

1 stop6h 02m

$335

PortlandMilwaukee

PWM - MKE

PWMMKE

Portland

Wed 5/27

6:00 am-9:57 am

1 stop4h 57m

Milwaukee-Mitchell

Wed 6/3

1:30 pm-11:51 pm

2 stops9h 21m

$340
Quickest round-trip

PortlandMilwaukee

PWM - MKE

PWMMKE

Portland

Tue 5/26

6:25 pm-10:34 pm

1 stop5h 09m

Milwaukee-Mitchell

Thu 5/28

2:50 pm-9:51 pm

1 stop6h 01m

$350

PortlandMilwaukee

PWM - MKE

PWMMKE

Portland

Mon 6/1

9:52 am-8:01 am

1 stop23h 09m

Milwaukee-Mitchell

Fri 6/5

12:09 pm-9:12 am

2 stops20h 03m

$354

PortlandMilwaukee

PWM - MKE

PWMMKE

Portland

Tue 5/26

6:25 pm-10:34 pm

1 stop5h 09m

Milwaukee-Mitchell

Thu 5/28

2:50 pm-11:51 pm

2 stops8h 01m

$355

PortlandMilwaukee

PWM - MKE

PWMMKE

Portland

Tue 6/9

6:25 pm-10:24 pm

1 stop4h 59m

Milwaukee-Mitchell

Sun 6/14

1:30 pm-9:51 pm

1 stop7h 21m

$371

PortlandMilwaukee

PWM - MKE

PWMMKE

Portland

Tue 6/9

6:00 am-9:57 am

1 stop4h 57m

Milwaukee-Mitchell

Tue 6/16

6:05 am-2:34 pm

2 stops7h 29m

$372

PortlandMilwaukee

PWM - MKE

PWMMKE

Portland

Mon 6/1

5:57 pm-12:01 am

1 stop7h 04m

Milwaukee-Mitchell

Fri 6/5

1:30 pm-10:46 pm

1 stop8h 16m

$386

PortlandMilwaukee

PWM - MKE

PWMMKE

Portland

Thu 6/25

12:40 pm-6:09 pm

1 stop6h 29m

Milwaukee-Mitchell

Mon 6/29

9:37 am-3:55 pm

1 stop5h 18m

$407

PortlandMilwaukee

PWM - MKE

PWMMKE

Portland

Tue 6/9

3:45 pm-10:00 pm

2 stops7h 15m

Milwaukee-Mitchell

Tue 6/16

10:15 am-9:30 pm

2 stops10h 15m

$409

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 $342.

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

4h 50m

Direct flights

None
The fastest flight from Portland, Maine to Milwaukee takes 4h 50m
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 4h 50m.

  • 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
American AirlinesPriceFrom $286Free CancellationRating
7.1
11,672 reviews
Search American Airlines flights
DeltaPriceFrom $288Free CancellationRating
7.9
8,460 reviews
Search Delta flights
SouthwestPriceFrom $311Free CancellationRating
8.0
4,312 reviews
Search Southwest flights
United AirlinesPriceFrom $312Free CancellationRating
7.4
9,681 reviews
Search United Airlines 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
Pewaukee
West Bend
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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