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

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

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 37% 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.

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 August 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.

$119 Cheap Flights from Portland to Milwaukee in 2025

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Find the cheapest flights from Portland, Maine to Milwaukee

Round-trip

One-way

Cheap round-trip flights

5:45 am - 10:10 amPWM-MKE

5h 25m1 stop

1:50 pm - 10:00 pmMKE-PWM

7h 10m1 stop

$237Southwest

Find Deal

Sat, Aug 30 - Sat, Sep 6

5:02 pm - 10:41 pmPWM-MKE

6h 39m1 stop

7:00 am - 2:25 pmMKE-PWM

6h 25m2 stops

$242United Airlines

Find Deal

Sat, Aug 30 - Sat, Sep 6

6:00 am - 4:08 pmPWM-MKE

11h 08m2 stops

7:10 am - 7:41 pmMKE-PWM

11h 31m2 stops

$247Delta

Find Deal

Sat, Aug 30 - Sat, Sep 6

5:57 pm - 12:11 amPWM-MKE

7h 14m1 stop

5:13 pm - 10:59 pmMKE-PWM

4h 46m1 stop

$252American Airlines

Find Deal

Thu, Aug 21 - Wed, Aug 27

5:41 am - 11:59 amPWM-MKE

7h 18m1 stop

9:53 am - 4:39 pmMKE-PWM

5h 46m1 stop

$267American Airlines

Find Deal

Thu, Nov 20 - Thu, Nov 27

5:25 pm - 9:10 pmPWM-MKE

4h 45m1 stop

6:00 pm - 12:05 amMKE-PWM

5h 05m1 stop

$292Southwest

Find Deal

Tue, Oct 14 - Fri, Oct 17

3:41 pm - 7:18 pmPWM-MKE

4h 37m1 stop

8:00 am - 4:17 pmMKE-PWM

7h 17m1 stop

$302American Airlines

Find Deal

Tue, Sep 2 - Thu, Sep 4

5:41 am - 11:59 amPWM-MKE

7h 18m1 stop

6:24 am - 11:56 amMKE-PWM

4h 32m1 stop

$313American Airlines

Find Deal

Thu, Nov 20 - Thu, Nov 27

5:15 pm - 10:50 pmPWM-MKE

6h 35m1 stop

5:40 am - 4:00 pmMKE-PWM

9h 20m2 stops

$317Southwest

Find Deal

Mon, Oct 27 - Fri, Oct 31

6:00 am - 3:52 pmPWM-MKE

10h 52m2 stops

2:54 pm - 12:03 amMKE-PWM

8h 09m1 stop

$403Delta

Find Deal

Thu, Aug 21 - Wed, Aug 27

American Airlines flights from Portland, Maine to Milwaukee

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

American Airlines

Aug 21

PWM5:57 pmPortland

7h 14m

1 stop

MKE12:11 amMilwaukee-Mitchell

Aug 27

MKE5:13 pmMilwaukee-Mitchell

4h 46m

1 stop

PWM10:59 pmPortland

$252

Find similar

American Airlines

Nov 20

PWM5:41 amPortland

7h 18m

1 stop

MKE11:59 amMilwaukee-Mitchell

Nov 27

MKE9:53 amMilwaukee-Mitchell

5h 46m

1 stop

PWM4:39 pmPortland

$267

Find similar

American Airlines

Sep 2

PWM3:41 pmPortland

4h 37m

1 stop

MKE7:18 pmMilwaukee-Mitchell

Sep 4

MKE8:00 amMilwaukee-Mitchell

7h 17m

1 stop

PWM4:17 pmPortland

$302

Find similar

United Airlines flights from Portland, Maine to Milwaukee

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

United Airlines

Aug 30

PWM5:02 pmPortland

6h 39m

1 stop

MKE10:41 pmMilwaukee-Mitchell

Sep 6

MKE7:00 amMilwaukee-Mitchell

6h 25m

2 stops

PWM2:25 pmPortland

$242

Find similar

United Airlines

Nov 20

PWM6:00 amPortland

11h 32m

2 stops

MKE4:32 pmMilwaukee-Mitchell

Nov 27

MKE6:05 amMilwaukee-Mitchell

7h 07m

1 stop

PWM2:12 pmPortland

$377

Find similar

United Airlines

Nov 20

PWM6:00 amPortland

10h 07m

2 stops

MKE3:07 pmMilwaukee-Mitchell

Nov 27

MKE6:05 amMilwaukee-Mitchell

7h 07m

1 stop

PWM2:12 pmPortland

$392

Find similar

Fly from

Fly to

Route

Depart

Return

Price

PortlandMilwaukee

PWM - MKE

PWMMKE

Portland

Sat 8/30

5:45 am-10:10 am

1 stop5h 25m

Milwaukee-Mitchell

Sat 9/6

1:50 pm-10:00 pm

1 stop7h 10m

$237

PortlandMilwaukee

PWM - MKE

PWMMKE

Portland

Sat 8/30

5:02 pm-10:41 pm

1 stop6h 39m

Milwaukee-Mitchell

Sat 9/6

7:00 am-2:25 pm

2 stops6h 25m

$242

PortlandMilwaukee

PWM - MKE

PWMMKE

Portland

Sat 8/30

6:00 am-4:08 pm

2 stops11h 08m

Milwaukee-Mitchell

Sat 9/6

7:10 am-7:41 pm

2 stops11h 31m

$247

PortlandMilwaukee

PWM - MKE

PWMMKE

Portland

Thu 8/21

5:57 pm-12:11 am

1 stop7h 14m

Milwaukee-Mitchell

Wed 8/27

5:13 pm-10:59 pm

1 stop4h 46m

$252

PortlandMilwaukee

PWM - MKE

PWMMKE

Portland

Thu 11/20

5:41 am-11:59 am

1 stop7h 18m

Milwaukee-Mitchell

Thu 11/27

9:53 am-4:39 pm

1 stop5h 46m

$267

PortlandMilwaukee

PWM - MKE

PWMMKE

Portland

Tue 10/14

5:25 pm-9:10 pm

1 stop4h 45m

Milwaukee-Mitchell

Fri 10/17

6:00 pm-12:05 am

1 stop5h 05m

$292

PortlandMilwaukee

PWM - MKE

PWMMKE

Portland

Tue 9/2

3:41 pm-7:18 pm

1 stop4h 37m

Milwaukee-Mitchell

Thu 9/4

8:00 am-4:17 pm

1 stop7h 17m

$302

PortlandMilwaukee

PWM - MKE

PWMMKE

Portland

Thu 11/20

5:41 am-11:59 am

1 stop7h 18m

Milwaukee-Mitchell

Thu 11/27

6:24 am-11:56 am

1 stop4h 32m

$313

PortlandMilwaukee

PWM - MKE

PWMMKE

Portland

Mon 10/27

5:15 pm-10:50 pm

1 stop6h 35m

Milwaukee-Mitchell

Fri 10/31

5:40 am-4:00 pm

2 stops9h 20m

$317

PortlandMilwaukee

PWM - MKE

PWMMKE

Portland

Thu 8/21

6:00 am-3:52 pm

2 stops10h 52m

Milwaukee-Mitchell

Wed 8/27

2:54 pm-12:03 am

1 stop8h 09m

$403

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.

How far in advance should I book a flight to Milwaukee?

You are more likely to see cheaper flights to Milwaukee from Portland, Maine when booking weeks ahead of your departure date. In general, you can expect to find flights to Milwaukee for around $419 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Milwaukee from Portland, Maine for as low as $302 on momondo.

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

Best Price Found	$119
Fastest flight time	4h 37m
Direct flights	None
Airports in Milwaukee	1 airport

The best one-way flight to Milwaukee from Portland, Maine in the past 72 hours is $119. The best round-trip flight deal from Portland, Maine to Milwaukee found on momondo in the last 72 hours is $237.

The fastest flight from Portland, Maine to Milwaukee takes 4h 37m

There are no direct flights from Portland, Maine to Milwaukee. Popular non-direct route for this connection is Portland Airport - Milwaukee-Mitchell Airport.

There is 1 airport near Milwaukee: Milwaukee-Mitchell (MKE)

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 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 August 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 36% of the total bookings. Other popular airlines include Delta with 24%, Southwest with 24%, and United Airlines with 15%.

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 $246	Free Cancellation	Rating 7.2 10,000 reviews	Search American Airlines flights
Delta	PriceFrom $264	Free Cancellation	Rating 8.0 7,983 reviews	Search Delta flights
Southwest	PriceFrom $268	Free Cancellation	Rating 8.0 4,246 reviews	Search Southwest flights
United Airlines	PriceFrom $274	Free Cancellation	Rating 7.4 8,904 reviews	Search United Airlines flights

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Mequon

Wauwatosa

Glendale

Pewaukee

Kohler

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.