What airlines fly to Milwaukee?

American Airlines, United Airlines and Delta are the top three most popular airlines that fly to Milwaukee from Portland, Maine according to our data. American Airlines is the first choice among our users, with 38% of people opting to fly with this airline when traveling to Milwaukee. Keep in mind that there are 7 different airlines that fly to Milwaukee on a routine basis, so you have a few additional options to choose from.

What is the cheapest airline that flies from Portland to Milwaukee-Mitchell?

United Airlines, Southwest, and American Airlines are the most popular carriers operating from Portland to Milwaukee-Mitchell

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?

The number of operators available for flights from Portland Airport to Milwaukee-Mitchell Airport is 4 as of September 2025.

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.

$142 Cheap Flights from Portland to Milwaukee in 2025/26

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Find the cheapest flights from Portland, Maine to Milwaukee

Round-trip

One-way

Last minute

Cheap round-trip flights

6:01 am - 4:19 pmPWM-MKE

11h 18m2 stops

5:59 pm - 11:19 pmMKE-PWM

4h 20m1 stop

$310Delta

Find Deal

Thu, Nov 6 - Tue, Nov 11

5:21 pm - 11:16 pmPWM-MKE

6h 55m1 stop

6:14 am - 2:08 pmMKE-PWM

6h 54m1 stop

$313American Airlines

Find Deal

Thu, Nov 20 - Thu, Nov 27

2:35 pm - 8:12 pmPWM-MKE

6h 37m1 stop

1:00 pm - 11:05 pmMKE-PWM

9h 05m2 stops

$318Delta

Find Deal

Thu, Feb 5 - Mon, Feb 9

6:00 am - 12:31 pmPWM-MKE

7h 31m2 stops

1:00 pm - 11:05 pmMKE-PWM

9h 05m2 stops

$323Delta

Find Deal

Thu, Feb 5 - Mon, Feb 9

1:30 pm - 5:40 pmPWM-MKE

5h 10m1 stop

6:00 pm - 12:05 amMKE-PWM

5h 05m1 stop

$329Southwest

Find Deal

Fri, Oct 24 - Mon, Oct 27

2:40 pm - 10:35 pmPWM-MKE

8h 55m2 stops

6:00 pm - 12:05 amMKE-PWM

5h 05m1 stop

$334Southwest

Find Deal

Fri, Oct 24 - Mon, Oct 27

5:21 pm - 11:42 pmPWM-MKE

7h 21m1 stop

6:00 am - 11:46 amMKE-PWM

4h 46m1 stop

$346American Airlines

Find Deal

Thu, Nov 6 - Tue, Nov 11

6:00 am - 10:19 amPWM-MKE

5h 19m1 stop

7:00 am - 1:51 pmMKE-PWM

5h 51m1 stop

$350Delta

Find Deal

Thu, Feb 5 - Mon, Feb 9

2:34 pm - 9:56 pmPWM-MKE

8h 22m2 stops

2:45 pm - 11:17 pmMKE-PWM

7h 32m2 stops

$389United Airlines

Find Deal

Fri, Oct 24 - Mon, Oct 27

6:14 am - 11:26 amPWM-MKE

6h 12m1 stop

8:20 am - 2:33 pmMKE-PWM

5h 13m1 stop

$447United Airlines

Find Deal

Wed, Oct 1 - Sun, Oct 5

Delta flights from Portland, Maine to Milwaukee

Our best Delta deals on Portland, Maine to Milwaukee flight tickets

Delta

Nov 6

PWM6:01 amPortland

11h 18m

2 stops

MKE4:19 pmMilwaukee-Mitchell

Nov 11

MKE5:59 pmMilwaukee-Mitchell

4h 20m

1 stop

PWM11:19 pmPortland

$310

Find similar

Delta

Feb 5

PWM2:35 pmPortland

6h 37m

1 stop

MKE8:12 pmMilwaukee-Mitchell

Feb 9

MKE1:00 pmMilwaukee-Mitchell

9h 05m

2 stops

PWM11:05 pmPortland

$318

Find similar

Delta

Feb 5

PWM6:00 amPortland

7h 31m

2 stops

MKE12:31 pmMilwaukee-Mitchell

Feb 9

MKE1:00 pmMilwaukee-Mitchell

9h 05m

2 stops

PWM11:05 pmPortland

$323

Find similar

American Airlines flights from Portland, Maine to Milwaukee

Our best American Airlines deals on Portland, Maine to Milwaukee flight tickets

American Airlines

Nov 20

PWM5:21 pmPortland

6h 55m

1 stop

MKE11:16 pmMilwaukee-Mitchell

Nov 27

MKE6:14 amMilwaukee-Mitchell

6h 54m

1 stop

PWM2:08 pmPortland

$313

Find similar

American Airlines

Nov 6

PWM5:21 pmPortland

7h 21m

1 stop

MKE11:42 pmMilwaukee-Mitchell

Nov 11

MKE6:00 amMilwaukee-Mitchell

4h 46m

1 stop

PWM11:46 amPortland

$346

Find similar

American Airlines

Oct 10

PWM5:59 pmPortland

7h 15m

1 stop

MKE12:14 amMilwaukee-Mitchell

Oct 12

MKE6:02 amMilwaukee-Mitchell

6h 16m

1 stop

PWM1:18 pmPortland

$376

Find similar

momondo Fare Finder

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

PortlandMilwaukee

PWM - MKE

PWMMKE

Portland

Thu 11/6

6:01 am-4:19 pm

2 stops11h 18m

Milwaukee-Mitchell

Tue 11/11

5:59 pm-11:19 pm

1 stop4h 20m

$310

PortlandMilwaukee

PWM - MKE

PWMMKE

Portland

Thu 11/20

5:21 pm-11:16 pm

1 stop6h 55m

Milwaukee-Mitchell

Thu 11/27

6:14 am-2:08 pm

1 stop6h 54m

$313

PortlandMilwaukee

PWM - MKE

PWMMKE

Portland

Thu 2/5

2:35 pm-8:12 pm

1 stop6h 37m

Milwaukee-Mitchell

Mon 2/9

1:00 pm-11:05 pm

2 stops9h 05m

$318

PortlandMilwaukee

PWM - MKE

PWMMKE

Portland

Thu 2/5

6:00 am-12:31 pm

2 stops7h 31m

Milwaukee-Mitchell

Mon 2/9

1:00 pm-11:05 pm

2 stops9h 05m

$323

PortlandMilwaukee

PWM - MKE

PWMMKE

Portland

Fri 10/24

1:30 pm-5:40 pm

1 stop5h 10m

Milwaukee-Mitchell

Mon 10/27

6:00 pm-12:05 am

1 stop5h 05m

$329

PortlandMilwaukee

PWM - MKE

PWMMKE

Portland

Fri 10/24

2:40 pm-10:35 pm

2 stops8h 55m

Milwaukee-Mitchell

Mon 10/27

6:00 pm-12:05 am

1 stop5h 05m

$334

PortlandMilwaukee

PWM - MKE

PWMMKE

Portland

Thu 11/6

5:21 pm-11:42 pm

1 stop7h 21m

Milwaukee-Mitchell

Tue 11/11

6:00 am-11:46 am

1 stop4h 46m

$346

PortlandMilwaukee

PWM - MKE

PWMMKE

Portland

Thu 2/5

6:00 am-10:19 am

1 stop5h 19m

Milwaukee-Mitchell

Mon 2/9

7:00 am-1:51 pm

1 stop5h 51m

$350

PortlandMilwaukee

PWM - MKE

PWMMKE

Portland

Fri 10/24

2:34 pm-9:56 pm

2 stops8h 22m

Milwaukee-Mitchell

Mon 10/27

2:45 pm-11:17 pm

2 stops7h 32m

$389

PortlandMilwaukee

PWM - MKE

PWMMKE

Portland

Wed 10/1

6:14 am-11:26 am

1 stop6h 12m

Milwaukee-Mitchell

Sun 10/5

8:20 am-2:33 pm

1 stop5h 13m

$447

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

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

Prices

Airlines

What is the cheapest month to fly to Milwaukee?

The cheapest month to fly to Milwaukee from Portland, Maine is in January. Flight prices, which tend to average around $366, 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 $366.

What is the cheapest day to depart on your flight to Milwaukee?

According to our data, Wednesday is the cheapest day to fly to Milwaukee from Portland, Maine. The lowest ticket price found for a Wednesday departure recently was $356. Keep in mind that prices can always vary depending on your route and whether or not you are flying domestic or international. Flights from Portland, Maine to Milwaukee on a Saturday will generally be more expensive and average around $530. Keep in mind that these prices on both days could fluctuate depending on the season and the demand.

What is the cheapest time of day to depart on your flight to Milwaukee?

In the evening is the cheapest time of day to fly from Portland, Maine to Milwaukee when you can find flight prices for as low as $173. Flying to Milwaukee in the evening is an ideal time because this is during off-peak travel hours. In the afternoon is when there is more demand to fly to Milwaukee, so prices are often more expensive at around $398 per ticket.

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

Direct flights	None

There are no direct flights from Portland, Maine to Milwaukee. There are no popular flight routes from Portland, Maine to Milwaukee.

Search flight deals

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 10m.
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?
The number of operators available for flights from Portland Airport to Milwaukee-Mitchell Airport is 4 as of September 2025.
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?
Based on momondo bookings for flights between Portland, Maine and Milwaukee, the leading airline is American Airlines, making up 33% of the total bookings. Other popular airlines include Delta with 25%, Southwest with 25%, and United Airlines with 16%.

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 Airlines	PriceFrom $204	Free Cancellation	Rating 7.2 10,000 reviews	Search American Airlines flights
Delta	PriceFrom $264	Free Cancellation	Rating 7.9 7,957 reviews	Search Delta flights
Southwest	PriceFrom $296	Free Cancellation	Rating 8.0 4,242 reviews	Search Southwest flights
United Airlines	PriceFrom $361	Free Cancellation	Rating 7.4 8,924 reviews	Search United Airlines flights

Sheboygan

Waukesha

Wauwatosa

Oak Creek

Mequon

Glendale

Kohler

Pewaukee

West Bend

Port Washington

Grafton

New Berlin

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.