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?

American Airlines, United Airlines, and Delta 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 November 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

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One-way

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Cheap round-trip flights

Enter your travel dates to find the best prices.

9:46 am - 5:09 pmPWM-MKE

8h 23m1 stop

6:09 pm - 9:06 amMKE-PWM

13h 57m1 stop

$289Multiple Airlines

Find Deal

Fri, Dec 12 - Sun, Dec 14

11:16 am - 9:39 amPWM-MKE

23h 23m1 stop

6:09 pm - 10:36 amMKE-PWM

15h 27m1 stop

$294Multiple Airlines

Find Deal

Wed, Dec 10 - Fri, Dec 12

11:16 am - 9:39 amPWM-MKE

23h 23m1 stop

10:34 am - 10:36 amMKE-PWM

23h 02m1 stop

$300Multiple Airlines

Find Deal

Wed, Dec 10 - Fri, Dec 12

2:34 pm - 8:22 pmPWM-MKE

6h 48m1 stop

7:10 am - 12:13 pmMKE-PWM

4h 03m1 stop

$331Delta

Find Deal

Wed, Dec 10 - Thu, Dec 11

5:30 am - 3:25 pmPWM-MKE

10h 55m2 stops

6:40 am - 2:55 pmMKE-PWM

7h 15m1 stop

$336Southwest

Find Deal

Wed, Dec 10 - Thu, Dec 11

5:30 am - 3:25 pmPWM-MKE

10h 55m2 stops

11:30 am - 10:15 pmMKE-PWM

9h 45m2 stops

$341Southwest

Find Deal

Wed, Dec 10 - Thu, Dec 11

12:20 pm - 4:16 pmPWM-MKE

4h 56m1 stop

5:45 pm - 11:22 pmMKE-PWM

4h 37m1 stop

$345Delta

Find Deal

Thu, Feb 5 - Mon, Feb 9

6:00 am - 10:44 amPWM-MKE

5h 44m1 stop

6:00 am - 2:19 pmMKE-PWM

7h 19m2 stops

$357United Airlines

Find Deal

Wed, Dec 10 - Fri, Dec 12

6:00 am - 1:44 pmPWM-MKE

8h 44m2 stops

2:30 pm - 11:09 pmMKE-PWM

7h 39m2 stops

$362United Airlines

Find Deal

Wed, Dec 10 - Fri, Dec 12

5:45 am - 10:25 amPWM-MKE

5h 40m1 stop

4:57 pm - 10:55 pmMKE-PWM

4h 58m1 stop

$552American Airlines

Find Deal

Sun, Dec 28 - Sat, Jan 3

Delta flights from Portland, Maine to Milwaukee

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

Delta

Dec 10

PWM2:34 pmPortland

6h 48m

1 stop

MKE8:22 pmMilwaukee-Mitchell

Dec 11

MKE7:10 amMilwaukee-Mitchell

4h 03m

1 stop

PWM12:13 pmPortland

$331

Find similar

Delta

Feb 5

PWM12:20 pmPortland

4h 56m

1 stop

MKE4:16 pmMilwaukee-Mitchell

Feb 9

MKE5:45 pmMilwaukee-Mitchell

4h 37m

1 stop

PWM11:22 pmPortland

$345

Find similar

Delta

Feb 5

PWM6:00 amPortland

8h 13m

1 stop

MKE1:13 pmMilwaukee-Mitchell

Feb 9

MKE5:11 pmMilwaukee-Mitchell

6h 09m

2 stops

PWM12:20 amPortland

$350

Find similar

Southwest flights from Portland, Maine to Milwaukee

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

Southwest

Dec 10

PWM5:30 amPortland

10h 55m

2 stops

MKE3:25 pmMilwaukee-Mitchell

Dec 11

MKE6:40 amMilwaukee-Mitchell

7h 15m

1 stop

PWM2:55 pmPortland

$336

Find similar

Southwest

Dec 10

PWM5:30 amPortland

10h 55m

2 stops

MKE3:25 pmMilwaukee-Mitchell

Dec 11

MKE11:30 amMilwaukee-Mitchell

9h 45m

2 stops

PWM10:15 pmPortland

$341

Find similar

Southwest

Dec 12

PWM3:00 pmPortland

9h 25m

2 stops

MKE11:25 pmMilwaukee-Mitchell

Dec 14

MKE5:50 amMilwaukee-Mitchell

7h 35m

2 stops

PWM2:25 pmPortland

$407

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

Fri 12/12

9:46 am-5:09 pm

1 stop8h 23m

Milwaukee-Mitchell

Sun 12/14

6:09 pm-9:06 am

1 stop13h 57m

$289

PortlandMilwaukee

PWM - MKE

PWMMKE

Portland

Wed 12/10

11:16 am-9:39 am

1 stop23h 23m

Milwaukee-Mitchell

Fri 12/12

6:09 pm-10:36 am

1 stop15h 27m

$294

PortlandMilwaukee

PWM - MKE

PWMMKE

Portland

Wed 12/10

11:16 am-9:39 am

1 stop23h 23m

Milwaukee-Mitchell

Fri 12/12

10:34 am-10:36 am

1 stop23h 02m

$300

PortlandMilwaukee

PWM - MKE

PWMMKE

Portland

Wed 12/10

2:34 pm-8:22 pm

1 stop6h 48m

Milwaukee-Mitchell

Thu 12/11

7:10 am-12:13 pm

1 stop4h 03m

$331

PortlandMilwaukee

PWM - MKE

PWMMKE

Portland

Wed 12/10

5:30 am-3:25 pm

2 stops10h 55m

Milwaukee-Mitchell

Thu 12/11

6:40 am-2:55 pm

1 stop7h 15m

$336

PortlandMilwaukee

PWM - MKE

PWMMKE

Portland

Wed 12/10

5:30 am-3:25 pm

2 stops10h 55m

Milwaukee-Mitchell

Thu 12/11

11:30 am-10:15 pm

2 stops9h 45m

$341

PortlandMilwaukee

PWM - MKE

PWMMKE

Portland

Thu 2/5

12:20 pm-4:16 pm

1 stop4h 56m

Milwaukee-Mitchell

Mon 2/9

5:45 pm-11:22 pm

1 stop4h 37m

$345

PortlandMilwaukee

PWM - MKE

PWMMKE

Portland

Wed 12/10

6:00 am-10:44 am

1 stop5h 44m

Milwaukee-Mitchell

Fri 12/12

6:00 am-2:19 pm

2 stops7h 19m

$357

PortlandMilwaukee

PWM - MKE

PWMMKE

Portland

Wed 12/10

6:00 am-1:44 pm

2 stops8h 44m

Milwaukee-Mitchell

Fri 12/12

2:30 pm-11:09 pm

2 stops7h 39m

$362

PortlandMilwaukee

PWM - MKE

PWMMKE

Portland

Sun 12/28

5:45 am-10:25 am

1 stop5h 40m

Milwaukee-Mitchell

Sat 1/3

4:57 pm-10:55 pm

1 stop4h 58m

$552

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 18 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 November. Flight prices, which tend to average around $335, are often lower during this time because this is during the off-season. The month of January 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.

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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 37m.
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 November 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 35% of the total bookings. Other popular airlines include Delta with 28%, United Airlines with 18%, and Southwest with 18%.

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
Delta	PriceFrom $287	Free Cancellation	Rating 7.9 8,003 reviews	Search Delta flights
Southwest	PriceFrom $311	Free Cancellation	Rating 8.0 4,239 reviews	Search Southwest flights
United Airlines	PriceFrom $312	Free Cancellation	Rating 7.4 9,002 reviews	Search United Airlines flights
American Airlines	PriceFrom $315	Free Cancellation	Rating 7.2 11,040 reviews	Search American Airlines flights

Sheboygan

Waukesha

Wauwatosa

Oak Creek

Mequon

Glendale

Kohler

Pewaukee

West Bend

Port Washington

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.