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Cheap flights from Portland, Maine to Milwaukee from $204

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 5/10. 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

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Find the cheapest flights from Portland, Maine to Milwaukee

Cheap round-trip flights

Enter your travel dates to find the best prices.
American Airlines Logo
11:56 am - 5:51 pm
PWM
-
MKE
6h 55m
1 stop
American Airlines Logo
5:37 pm - 11:22 pm
MKE
-
PWM
4h 45m
1 stop
$332American Airlines
Wed, May 13 - Mon, May 18
American Airlines Logo
6:01 pm - 11:40 pm
PWM
-
MKE
6h 39m
1 stop
American Airlines Logo
6:51 pm - 12:35 am
MKE
-
PWM
4h 44m
1 stop
$367American Airlines
Mon, May 18 - Sat, May 23
American Airlines Logo
5:02 pm - 11:29 pm
PWM
-
MKE
7h 27m
1 stop
American Airlines Logo
5:37 pm - 11:22 pm
MKE
-
PWM
4h 45m
1 stop
$376American Airlines
Fri, May 8 - Mon, May 11
Southwest Logo
2:50 pm - 11:25 pm
PWM
-
MKE
9h 35m
2 stops
Southwest Logo
3:30 pm - 11:25 pm
MKE
-
PWM
6h 55m
1 stop
$381Southwest
Fri, May 8 - Mon, May 11
Delta Logo
6:00 am - 1:46 pm
PWM
-
MKE
8h 46m
1 stop
Delta Logo
7:05 am - 12:00 pm
MKE
-
PWM
3h 55m
1 stop
$386Delta
Mon, May 18 - Sun, May 24
American Airlines Logo
6:01 pm - 11:40 pm
PWM
-
MKE
6h 39m
1 stop
American Airlines Logo
6:01 am - 1:31 pm
MKE
-
PWM
6h 30m
1 stop
$388American Airlines
Mon, May 18 - Sun, May 24
United Airlines Logo
6:33 pm - 10:30 pm
PWM
-
MKE
4h 57m
1 stop
United Airlines Logo
10:45 am - 5:32 pm
MKE
-
PWM
5h 47m
1 stop
$389United Airlines
Tue, Apr 7 - Wed, Apr 8
American Airlines Logo
6:01 pm - 11:40 pm
PWM
-
MKE
6h 39m
1 stop
American Airlines Logo
6:45 pm - 12:35 am
MKE
-
PWM
4h 50m
1 stop
$391American Airlines
Mon, May 18 - Sun, May 24
United Airlines Logo
6:04 am - 11:32 am
PWM
-
MKE
6h 28m
1 stop
United Airlines Logo
5:10 am - 1:25 pm
MKE
-
PWM
7h 15m
2 stops
$394United Airlines
Tue, Apr 7 - Wed, Apr 8
United Airlines Logo
11:09 am - 9:23 pm
PWM
-
MKE
11h 14m
2 stops
United Airlines Logo
6:50 am - 6:37 pm
MKE
-
PWM
10h 47m
2 stops
$399United Airlines
Tue, Apr 7 - Wed, Apr 8

American Airlines flights from Portland, Maine to Milwaukee

Our best American Airlines deals on Portland, Maine to Milwaukee flight tickets
American Airlines
May 13
PWM11:56 amPortland
6h 55m
1 stop
MKE5:51 pmMilwaukee-Mitchell
May 18
MKE5:37 pmMilwaukee-Mitchell
4h 45m
1 stop
PWM11:22 pmPortland
$332
American Airlines
May 18
PWM6:01 pmPortland
6h 39m
1 stop
MKE11:40 pmMilwaukee-Mitchell
May 23
MKE6:51 pmMilwaukee-Mitchell
4h 44m
1 stop
PWM12:35 amPortland
$367
American Airlines
May 8
PWM5:02 pmPortland
7h 27m
1 stop
MKE11:29 pmMilwaukee-Mitchell
May 11
MKE5:37 pmMilwaukee-Mitchell
4h 45m
1 stop
PWM11:22 pmPortland
$376

Delta flights from Portland, Maine to Milwaukee

Our best Delta deals on Portland, Maine to Milwaukee flight tickets
Delta
May 18
PWM6:00 amPortland
8h 46m
1 stop
MKE1:46 pmMilwaukee-Mitchell
May 24
MKE7:06 amMilwaukee-Mitchell
5h 52m
1 stop
PWM1:58 pmPortland
$386
Delta
May 22
PWM12:55 pmPortland
6h 00m
1 stop
MKE5:55 pmMilwaukee-Mitchell
May 24
MKE7:05 amMilwaukee-Mitchell
3h 55m
1 stop
PWM12:00 pmPortland
$427
Delta
Mar 26
PWM2:30 pmPortland
6h 36m
1 stop
MKE8:06 pmMilwaukee-Mitchell
Mar 30
MKE5:49 pmMilwaukee-Mitchell
4h 23m
1 stop
PWM11:12 pmPortland
$607

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 March 14, 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

Wed 5/13

11:56 am-5:51 pm

1 stop6h 55m

Milwaukee-Mitchell

Mon 5/18

5:37 pm-11:22 pm

1 stop4h 45m

$332

PortlandMilwaukee

PWM - MKE

PWMMKE

Portland

Mon 5/18

6:01 pm-11:40 pm

1 stop6h 39m

Milwaukee-Mitchell

Sat 5/23

6:51 pm-12:35 am

1 stop4h 44m

$367

PortlandMilwaukee

PWM - MKE

PWMMKE

Portland

Fri 5/8

5:02 pm-11:29 pm

1 stop7h 27m

Milwaukee-Mitchell

Mon 5/11

5:37 pm-11:22 pm

1 stop4h 45m

$376

PortlandMilwaukee

PWM - MKE

PWMMKE

Portland

Fri 5/8

2:50 pm-11:25 pm

2 stops9h 35m

Milwaukee-Mitchell

Mon 5/11

3:30 pm-11:25 pm

1 stop6h 55m

$381

PortlandMilwaukee

PWM - MKE

PWMMKE

Portland

Mon 5/18

6:00 am-1:46 pm

1 stop8h 46m

Milwaukee-Mitchell

Sun 5/24

7:05 am-12:00 pm

1 stop3h 55m

$386

PortlandMilwaukee

PWM - MKE

PWMMKE

Portland

Mon 5/18

6:01 pm-11:40 pm

1 stop6h 39m

Milwaukee-Mitchell

Sun 5/24

6:01 am-1:31 pm

1 stop6h 30m

$388
Quickest round-trip

PortlandMilwaukee

PWM - MKE

PWMMKE

Portland

Tue 4/7

6:33 pm-10:30 pm

1 stop4h 57m

Milwaukee-Mitchell

Wed 4/8

10:45 am-5:32 pm

1 stop5h 47m

$389

PortlandMilwaukee

PWM - MKE

PWMMKE

Portland

Mon 5/18

6:01 pm-11:40 pm

1 stop6h 39m

Milwaukee-Mitchell

Sun 5/24

6:45 pm-12:35 am

1 stop4h 50m

$391

PortlandMilwaukee

PWM - MKE

PWMMKE

Portland

Tue 4/7

6:04 am-11:32 am

1 stop6h 28m

Milwaukee-Mitchell

Wed 4/8

5:10 am-1:25 pm

2 stops7h 15m

$394

PortlandMilwaukee

PWM - MKE

PWMMKE

Portland

Tue 4/7

11:09 am-9:23 pm

2 stops11h 14m

Milwaukee-Mitchell

Wed 4/8

6:50 am-6:37 pm

2 stops10h 47m

$399

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 16 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 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

6h 21m

Direct flights

None
The fastest flight from Portland, Maine to Milwaukee takes 6h 21m
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 6h 21m.

  • 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 $288Free CancellationRating
7.9
8,293 reviews
Search Delta flights
SouthwestPriceFrom $296Free CancellationRating
8.0
4,318 reviews
Search Southwest flights
United AirlinesPriceFrom $312Free CancellationRating
7.4
9,427 reviews
Search United Airlines flights
American AirlinesPriceFrom $315Free CancellationRating
7.1
11,472 reviews
Search American 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
Kohler
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.

An easier way to manage your Milwaukee trip

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