Cheap flights from Portland to Milwaukee (PWM - MKE)

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The best prices from Portland to Milwaukee-Mitchell are usually found in September or October, booked 60 days in advance, depart on a Tuesday or Friday and return on a Tuesday

How to find the cheapest flight from
Portland (PWM) to Milwaukee (MKE)

All the information you need to plan the best PWM to MKE flight in 2022: compare Portland to Milwaukee flight prices with the expected peak season, weather and rainfall in Milwaukee.
PWM - MKE
Price
$254 - $522
MKE
Temperature
21.2 - 73.4 °F
MKE
Rainfall
1.4 - 4 inches

Popular in

June

High demand for flights, 22% potential price rise

Cheapest in

September

Best time to find cheap flights, 38% potential price drop

Average price

$369

Average for round-trip flights in August 2022

Round-trip from

$254

From Portland to Milwaukee-Mitchell

Flight route prices based on searches on Cheapflights within the last 3 days, monthly prices based on aggregated historical data.
What is the cheapest day to fly round-trip from Portland, Maine to Milwaukee?

It’s generally more expensive to depart on a Monday, if you have to leave on this day you can still search on Cheapflights to find great options that meet your needs.

How far in advance should I book a flight from Portland, Maine to Milwaukee?

Travelers have found it’s best to book a flight 32 days in advance to save up to 31% compared to booking the same week of travel. As your travel date approaches, the cost of this flight route may potentially increase. While opting to book 32 days out may not be an option for all, there are still additional ways to secure a deal in the near future. You might find a flight from Portland, Maine to Milwaukee 1-2 weeks in advance for as low as $342, or $357 for flights within the next 24 hours.

When is the cheapest time to fly from Portland, Maine to Milwaukee (PWM - MKE)?

It’s optimal to fly from Portland, Maine to Milwaukee in the evening. By choosing this option you can save up to 60% on the cost of your flight, compared to a flight at noon.

What is the cheapest month to fly from Portland, Maine to Milwaukee?

Due to multiple factors, expect to potentially pay more when booking in August. For low rates, April can be a great choice for travel to Milwaukee. Flights to Milwaukee from Portland, Maine in April are about $306 on average during April, but can be found for as low as $98.

Cheap flights from Portland to Milwaukee in August, September 2022

The best prices found for PWM to MKE flights for August, September
14 Sep - 18 Sep
$276pp
PWM
Portland
Multiple Airlines
 
1 STOP
MKE
Milwaukee-Mitchell
MKE
Milwaukee-Mitchell
American Airlines
 
1 STOP
PWM
Portland
26 Aug - 28 Aug
$320pp
PWM
Portland
Multiple Airlines
 
1 STOP
MKE
Milwaukee-Mitchell
MKE
Milwaukee-Mitchell
American Airlines
 
1 STOP
PWM
Portland
29 Sep - 3 Oct
$330pp
PWM
Portland
Multiple Airlines
 
1 STOP
MKE
Milwaukee-Mitchell
MKE
Milwaukee-Mitchell
American Airlines
 
1 STOP
PWM
Portland

Portland to Milwaukee 2022 flight deals

Cheap flights to Milwaukee from Portland found for this year
14 Sep - 18 Sep
$276pp
PWM
Portland
Multiple Airlines
 
1 STOP
MKE
Milwaukee-Mitchell
MKE
Milwaukee-Mitchell
American Airlines
 
1 STOP
PWM
Portland
15 Oct - 18 Oct
$293pp
PWM
Portland
Multiple Airlines
 
1 STOP
MKE
Milwaukee-Mitchell
MKE
Milwaukee-Mitchell
American Airlines
 
1 STOP
PWM
Portland
3 Oct - 5 Oct
$311pp
PWM
Portland
Multiple Airlines
 
1 STOP
MKE
Milwaukee-Mitchell
MKE
Milwaukee-Mitchell
American Airlines
 
1 STOP
PWM
Portland

Cheap Delta flights from Portland to Milwaukee

29 Nov - 5 Dec
$331pp
PWM
Portland
Delta
 
1 STOP
MKE
Milwaukee-Mitchell
MKE
Milwaukee-Mitchell
Delta
 
1 STOP
PWM
Portland
26 Aug - 30 Aug
$387pp
PWM
Portland
Delta
 
1 STOP
MKE
Milwaukee-Mitchell
MKE
Milwaukee-Mitchell
Delta
 
1 STOP
PWM
Portland
20 Oct - 30 Oct
$418pp
PWM
Portland
Delta
 
1 STOP
MKE
Milwaukee-Mitchell
MKE
Milwaukee-Mitchell
Delta
 
1 STOP
PWM
Portland

Cheap United Airlines flights from Portland to Milwaukee

26 Aug - 30 Aug
$377pp
PWM
Portland
United Airlines
 
1 STOP
MKE
Milwaukee-Mitchell
MKE
Milwaukee-Mitchell
United Airlines
 
1 STOP
PWM
Portland
9 Sep - 16 Sep
$382pp
PWM
Portland
United Airlines
 
1 STOP
MKE
Milwaukee-Mitchell
MKE
Milwaukee-Mitchell
United Airlines
   
2 STOPS
PWM
Portland
29 Sep - 3 Oct
$385pp
PWM
Portland
United Airlines
 
1 STOP
MKE
Milwaukee-Mitchell
MKE
Milwaukee-Mitchell
United Airlines
 
1 STOP
PWM
Portland

Last minute flights from Portland to Milwaukee

Late deals on round-trip flights to Milwaukee from Portland, departing today and this week
18 Aug - 21 Aug
$484pp
PWM
Portland
United Airlines
 
1 STOP
MKE
Milwaukee-Mitchell
MKE
Milwaukee-Mitchell
United Airlines
 
1 STOP
PWM
Portland
16 Aug - 23 Aug
$485pp
PWM
Portland
Multiple Airlines
 
1 STOP
MKE
Milwaukee-Mitchell
MKE
Milwaukee-Mitchell
American Airlines
 
1 STOP
PWM
Portland
16 Aug - 23 Aug
$612pp
PWM
Portland
United Airlines
   
2 STOPS
MKE
Milwaukee-Mitchell
MKE
Milwaukee-Mitchell
United Airlines
 
1 STOP
PWM
Portland

One-way flights to Milwaukee-Mitchell from Portland

The cheapest one-way flights from Portland to Milwaukee
10:46 am - 5:33 pm
United Airlines
2 Stops
7h 47m
PWM - MKE
United Airlines
$384
United
2:02 am - 2:02 pm
American Airlines
2 Stops
13h 00m
PWM - MKE
American Airlines
1:30 am - 8:20 pm
Delta
3 Stops
19h 50m
PWM - MKE
Delta
$597
Delta

Related info for your journey

Useful info, stats and facts about <span class="emphasized">Portland</span> to <span class="emphasized">Milwaukee</span> flights.

Flight FAQs

From Portland to Milwaukee

Which airlines flying from Portland to Milwaukee-Mitchell have flexible cancellations due to COVID-19?

American Airlines, Delta, and United Airlines are some of the carriers that may have flexible cancellation policies. You can use our site to filter for other airlines that may also have this kind of flexibility.

Can I find flights from Portland, Maine to Milwaukee for under $300 on Cheapflights?

Yes, there are multiple flights from Portland, Maine to Milwaukee for under $300. The cheapest flight booked recently is on Multiple Airlines for just $276, but on average you can expect to pay $363.

Are there last-minute flights available from Portland, Maine to Milwaukee for under $500?

There are currently 9+ open flights from Portland, Maine to Milwaukee within the next 7 days for less than $500.

What are the cheapest airlines flying from Portland, Maine to Milwaukee round-trip?

Our cheapest airline available from Portland, Maine to Milwaukee is American Airlines. Our recent data shows that you can find tickets from as low as $313 on this airline. Additional options worth looking into are Delta and JetBlue, starting at $331 and $353 round-trip. Users have found that American Airlines is 23% cheaper than the other options available to this destination.

What are the cheapest airlines to fly from Portland, Maine to Milwaukee one-way?

For one-way options, check prices for American Airlines. According to our data, you can fly for as low as $242. Users have also found prices from $254 and $373 on Delta and United Airlines, respectively.

What are the cheapest flights from Portland, Maine to Milwaukee?

On average you can expect to pay $492 for a flight from Portland, Maine to Milwaukee. The cheapest flight overall is $190 while the most popular route, (Portland - Milwaukee-Mitchell) is currently priced at $293.

What are the most popular airlines that fly from Portland, Maine to Milwaukee?

When booking a flight from Portland, Maine to Milwaukee, you may want to consider flying on American Airlines, JetBlue or Delta as they are the most popular for this route.

COVID Restrictions

View COVID Travel Restrictions for Milwaukee, WI

Do I need a COVID test to fly to Milwaukee from Portland?

Information is based on travel restrictions for travel to Milwaukee-Mitchell within the United States

Most visitors from Portland need to provide a negative COVID-19 test result and/or quarantine to enter Milwaukee-Mitchell.

COVID-19 testing requirements
Visitors from Portland are not required to present a negative COVID-19 PCR test or antigen result upon entering Milwaukee-Mitchell.

Quarantine requirements
Visitors from Portland are not required to quarantine after entering Milwaukee-Mitchell.

Do I need a test to fly back to Portland from Milwaukee?

Returning to Portland from Milwaukee-Mitchell

COVID-19 testing requirements
Visitors from Milwaukee-Mitchell are not required to present a negative COVID-19 PCR test or antigen result upon entering Portland.

Quarantine requirements
Visitors from Milwaukee-Mitchell are not required to quarantine after entering Portland.

Hide COVID Travel Restrictions for Milwaukee, WI

Alternative routes for Portland to Milwaukee

See prices for flight routes from nearby airports that may be better suited for you.

Top 3 airlines flying from Portland to Milwaukee-Mitchell

The chart below displays the airlines Cheapflights users traveling from Portland to Milwaukee choose most often. Cheapest and average prices are based on aggregated data from the past 12 months.
Airline Cheapest Average Flexibility On-time COVID-19 safety
American Airlines
$163 $453 No cancel fee 71%
Delta
$214 $389 No cancel fee N/A
United Airlines
$266 $437 No cancel fee 69%