HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Milwaukee

$114+ Cheap flights from Portland, ME to Milwaukee (PWM - MKE)

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 1/10. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — MKE
Dec 8 — Dec 151
Sun 12/8
Sun 12/15
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Portland to Milwaukee with Cheapflights

1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”
2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.
3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheap flight deals from Portland to Milwaukee

Discover tips and strategies to find the most affordable flight options for your journey from Portland (PWM) to Milwaukee (MKE). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated December 3, 2024.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Popular in

December

Cheapest in

February

Average price

$562

Round-trip from

$114
(Frontier)
Provider with most accurate pricing for Portland-Milwaukee-Mitchell flight deals.
Search Deals
Provider most trusted by Cheapflights users for Portland-Milwaukee-Mitchell flights.
Search Deals
High demand for flights, 29% potential price rise
Search Deals
Best time to find cheap flights, 20% potential price drop
Search Deals
Average for round-trip flights in December 2024
Search Deals
From Portland to Milwaukee-Mitchell
Search Deals

Find flight deals from Portland to Milwaukee

Cheapest flights from Portland to Milwaukee
Explore the most affordable flight options available from Portland to Milwaukee. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 3, 2024.

This Delta deal was found by Cheapflights users on 12/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/255:05 amPWM - MKE
1 stop4h 40mDelta
Thu 1/23:12 pmMKE - PWM
1 stop7h 58mDelta
Deal found 12/2$336
This United Airlines deal was found by Cheapflights users on 12/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/166:00 amPWM - MKE
1 stop5h 36mUnited Airlines
Thu 12/195:39 pmMKE - PWM
1 stop4h 41mUnited Airlines
Deal found 12/2$496
This Southwest deal was found by Cheapflights users on 12/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/136:10 pmPWM - MKE
1 stop6h 25mSouthwest
Sun 12/155:45 pmMKE - PWM
1 stop5h 10mSouthwest
Deal found 12/1$531
This Mytrip deal was found by Cheapflights users on 12/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/265:15 pmPWM - MKE
2 stops25h 14mMultiple Airlines
Mon 12/303:52 pmMKE - PWM
3 stops19h 25mMultiple Airlines
Deal found 12/2$1,685

Find flights from Portland to Milwaukee within your budget

Customize your flight search to find flights from Portland 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, Cheapflights users made 2,700,776 searches. Data last updated December 3, 2024.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

PortlandMilwaukee

PWM - MKE

PWMMKE

Portland

Fri 1/10

9:02 pm-9:47 am

1 stop13h 45m

Milwaukee-Mitchell

Mon 1/13

10:54 am-8:12 pm

1 stop8h 18m

$114

PortlandMilwaukee

PWM - MKE

PWMMKE

Portland

Thu 1/30

5:44 am-10:55 am

1 stop6h 11m

Milwaukee-Mitchell

Tue 2/4

2:19 pm-10:30 pm

1 stop7h 11m

$286

PortlandMilwaukee

PWM - MKE

PWMMKE

Portland

Thu 1/30

6:00 am-6:05 pm

2 stops13h 05m

Milwaukee-Mitchell

Tue 2/4

5:05 pm-11:10 pm

1 stop5h 05m

$292

PortlandMilwaukee

PWM - MKE

PWMMKE

Portland

Mon 12/16

6:00 am-10:36 am

1 stop5h 36m

Milwaukee-Mitchell

Thu 12/19

5:39 pm-11:20 pm

1 stop4h 41m

$496

PortlandMilwaukee

PWM - MKE

PWMMKE

Portland

Fri 12/13

6:10 pm-11:35 pm

1 stop6h 25m

Milwaukee-Mitchell

Sun 12/15

5:45 pm-11:55 pm

1 stop5h 10m

$531

PortlandMilwaukee

PWM - MKE

PWMMKE

Portland

Thu 12/26

5:15 pm-5:29 pm

2 stops25h 14m

Milwaukee-Mitchell

Mon 12/30

3:52 pm-12:17 pm

3 stops19h 25m

$1,685

PortlandMilwaukee

PWM - MKE

PWMMKE

Portland

Wed 1/1

5:05 am-8:45 am

1 stop4h 40m

$153

PortlandMilwaukee

PWM - MKE

PWMMKE

Portland

Wed 1/1

6:00 am-12:40 pm

2 stops7h 40m

$239

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/2

Compare providers for flights from Portland to Milwaukee

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Portland to Milwaukee in December.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Portland, Maine-Milwaukee flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Portland, Maine-Milwaukee flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Portland, Maine-Milwaukee flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Portland, Maine-Milwaukee flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Portland, Maine-Milwaukee flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Portland to Milwaukee

Have a flexible travel schedule? Discover the best time to fly to Milwaukee from Portland with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Travel insights for flights from Portland to Milwaukee

Get recent, data-driven insights about flights from Portland to Milwaukee including ideal travel times, pricing trends, and more.

What is the cheapest month to book a flight from Portland, Maine to Milwaukee?

Currently, February is the cheapest month in which you can book a flight from Portland, Maine to Milwaukee (average of $280). Flying from Portland, Maine to Milwaukee in June is currently the most expensive (average of $360). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from PWM to MKE?

Find hourly flight availability from Portland to Milwaukee. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated December 3, 2024.

It’s optimal to fly from Portland, Maine to Milwaukee in the evening. By choosing this option you can save up to 59% on the cost of your flight, compared to a flight in the afternoon.

Rainfall in Milwaukee by month

Plan your trip to Milwaukee by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Milwaukee ranges from 1.4 - 4.0 inches per month. June is typically the wettest month, when rainfall can reach 4.0 in. January is typically the driest time to visit Milwaukee when rainfall is around 1.4 in.

Temperature in Milwaukee by month

Plan your trip to Milwaukee by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Milwaukee, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 21.2 F).

Reviews of airlines servicing Milwaukee

Get insights into the airlines that provide service to Milwaukee. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Milwaukee. Reviews last updated December 3, 2024.
Southwest
8.1
Very good
4,951 reviews

Boarding

8.2

Entertainment

7.7

Food

7.2

Comfort

8.1

Crew

8.7

Overall

8.1

Reviews

1 / 10

Flight was delayed by one hour and 40 minutes. Also baggage was delivered late at Boston. This delay made me miss my connection from Boston to Hyderabad

Southwest
8.1
Very good
4,951 reviews
Southwest
8.1
Very good
4,951 reviews

Boarding

8.2

Entertainment

7.7

Food

7.2

Comfort

8.1

Crew

8.7

Overall

8.1

Reviews

1 / 10

Flight was delayed by one hour and 40 minutes. Also baggage was delivered late at Boston. This delay made me miss my connection from Boston to Hyderabad

Delta
8.0
Very good
8,698 reviews
Southwest
8.1
Very good
4,951 reviews

Boarding

8.2

Entertainment

7.7

Food

7.2

Comfort

8.1

Crew

8.7

Overall

8.1

Reviews

1 / 10

Flight was delayed by one hour and 40 minutes. Also baggage was delivered late at Boston. This delay made me miss my connection from Boston to Hyderabad

United Airlines
7.4
Good
9,141 reviews
Southwest
8.1
Very good
4,951 reviews

Boarding

8.2

Entertainment

7.7

Food

7.2

Comfort

8.1

Crew

8.7

Overall

8.1

Reviews

1 / 10

Flight was delayed by one hour and 40 minutes. Also baggage was delivered late at Boston. This delay made me miss my connection from Boston to Hyderabad

American Airlines
7.2
Good
10,000 reviews
Southwest
8.1
Very good
4,951 reviews

Boarding

8.2

Entertainment

7.7

Food

7.2

Comfort

8.1

Crew

8.7

Overall

8.1

Reviews

1 / 10

Flight was delayed by one hour and 40 minutes. Also baggage was delivered late at Boston. This delay made me miss my connection from Boston to Hyderabad

Frontier
6.1
Okay
3,508 reviews
Southwest
8.1
Very good
4,951 reviews

Boarding

8.2

Entertainment

7.7

Food

7.2

Comfort

8.1

Crew

8.7

Overall

8.1

Reviews

1 / 10

Flight was delayed by one hour and 40 minutes. Also baggage was delivered late at Boston. This delay made me miss my connection from Boston to Hyderabad

Related info for your journey

Find useful and relevant information for your journey from Portland to Milwaukee. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

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

    Our cheapest airline available from Portland, Maine to Milwaukee is Frontier. Our recent data shows that you can find tickets from as low as $114 on this airline. Additional options worth looking into are American Airlines and Delta, starting at $286 and $292 round-trip. Users have found that Frontier is 71% cheaper than the other options available to this destination.

  • Can I find deals for flights from Portland to Milwaukee that include hotel bookings?

    Yes. In addition to deals on Portland to Milwaukee flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Portland to Milwaukee?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Portland to Milwaukee.

  • Can I find deals for business class flights from Portland to Milwaukee?

    Yes. Cheapflights offers flight deals from Portland to Milwaukee by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Portland, Maine to Milwaukee?

    Currently, February is the cheapest month in which you can book a flight from Portland, Maine to Milwaukee (average of $280). Flying from Portland, Maine to Milwaukee in June is currently the most expensive (average of $360). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Portland to Milwaukee

See prices for flight routes from nearby airports that may be better suited for you.
Boston to O'Hare Intl flights
Boston to Minneapolis flights
Boston to Milwaukee flights
Portland to O'Hare Intl flights
Boston to Madison flights
Portland to Minneapolis flights
Boston to Green Bay flights
Bangor to O'Hare Intl flights
Boston to Duluth flights
Boston to Appleton flights
Bangor to Minneapolis flights
Boston to Wausau flights
Portland to Green Bay flights
Portland to Madison flights
Bangor to Milwaukee flights
Portland to Wausau flights
Boston to Dubuque flights
Portland to Appleton flights
Augusta to O'Hare Intl flights
Boston to La Crosse flights
Boston to Escanaba flights
Bar Harbor to O'Hare Intl flights
Bangor to Appleton flights
Presque Isle to Minneapolis flights
Bar Harbor to Minneapolis flights
Portland to Duluth flights
Bangor to Madison flights
Bangor to Green Bay flights
Augusta to Minneapolis flights
Rockland to Minneapolis flights
Rockland to O'Hare Intl flights

Top 4 airlines flying from Portland to Milwaukee

Discover the top 4 airlines that operate flights from Portland to Milwaukee. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,700,776 searches. Data last updated December 3, 2024.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$258Average$373FlexibilityNo cancel feeOn-time71%
DeltaCheapest$264Average$366FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$268Average$376FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$316Average$464FlexibilityNo cancel feeOn-time69%
100% Free
Cheapflights is completely free to use, so you can start saving the moment you arrive.
Book with Flexibility
Our users can plan ahead with confidence and find flights with no change fees
Travel Smart
Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.